IP Library Granted Patent US 6,887,863
Granted Patent B2
US 6,887,863 · App. 10/782,502 · Granted May 3, 2005

Hydrazide and alkoxyamide angiogenesis inhibitors

Assignee: Abbott Laboratories
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 6,887,863
App. No.
10/782,502
Granted
May 3, 2005
Kind
B2
Abstract

Compounds having the formula are methionine aminopeptidase type 2 (MetAP2) inhibitors and are useful for inhibiting angiogenesis. Also disclosed are MetAP2-inhibiting compositions and methods of inhibiting angiogenesis in a mammal.

Claims (505)

1. A compound of formula (I),

or a therapeutically acceptable salt or prodrug thereof, wherein

R 1 is selected from the group consisting of alkyl, aryl, arylalkyl, cycloalkyl, (cycloalkyl)alkyl, (heterocycle)alkyl, and R 5 S-(alkylene)-;

wherein each group is drawn with its right-hand end being the end that is attached to the parent molecular moiety;

R 3 is selected from the group consisting of hydrogen, alkyl, and arylalkyl;

R 4 is selected from the group consisting of —NR 6 R 7 , and —OR 8 ;

wherein each group is drawn with its left-hand end being the end that is attached to the parent molecular moiety;

R 5 is selected from the group consisting of alkyl, aryl, arylalkyl, cycloalkyl, and (cycloalkyl)alkyl;

R 6 and R 7 are independently selected from the group consisting of hydrogen, alkanoyl, alkenyl, alkenyloxyalkyl, alkoxyalkyl, alkoxycarbonylalkyl, alkyl, alkylsulfanylalkyl, aryl, arylalkanoyl, arylalkoxyalkyl, arylalkoxycarbonyl, arylalkyl, aryloxyalkyl, (aryl)oyl, arylsulfonyl, carboxyalkyl, cycloalkyl, (cycloalkyl)alkyl, (cycloalkyl)alkanoyl, (cycloalkyl)oyl, haloalkanoyl, haloalkyl, heterocycle, (heterocycle)alkanoyl, (heterocycle)oyl, hydroxyalkyl, a nitrogen protecting group, and —C(O)NR 9 R 10 ; or

R 6 and R 7 together are arylalkylidene; or

R 6 and R 7 , together with the nitrogen atom to which they are attached, form a heterocycle;

R 8 is selected from the group consisting of hydrogen, alkanoylalkyl, alkenyl, alkoxycarbonylalkyl, alkyl, amidoalkyl, aryl, arylalkyl, arylalkoxycarbonylalkyl, (aryl)oylalkyl, carboxyalkyl, and (cycloalkyl)alkyl; and

R 9 and R 10 are independently selected from the group consisting of hydrogen, alkyl and aryl.

2. A compound according to claim 1 , wherein R 1 is selected from the group consisting of alkyl, cycloalkyl, (cycloalkyl)alkyl, arylalkyl, and (heterocycle)alkyl.

3. A compound according to claim 2 , wherein R 4 is —OR 8 .

4. A compound according to claim 3 selected from the group consisting of

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-phenoxybutanamide;

(2RS,3R)-3-amino-N-(benzyloxy)-4-cyclohexyl-2-hydroxybutanamide;

(2RS,3R)-3-amino-N-(methoxy)-4-cyclohexyl-2-hydroxybutanamide;

(2RS,3R)-3-amino-N-(tert-butoxy)-4-cyclohexyl-2-hydroxybutanamide;

(2RS,3R)-3-amino-4-cyclohexyl-N-ethoxy-2-hydroxybutanamide;

(2RS,3R)-N-(allyloxy)-3-amino-4-cyclohexyl-2-hydroxybutanamide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-isobutoxybutanamide;

(2RS,3R)-3-amino-4-cyclohexyl-N,2-dihydroxybutanamide;

(2RS,3R)-3-amino-3-cyclohexyl-2-hydroxy-N-phenoxypropanamide;

(2RS,3R)-3-amino-5-phenyl-2-hydroxy-N-phenoxypentanamide;

(2RS,3R)-3-amino-3-cyclooctyl-2-hydroxy-N-phenoxypropanamide;

(2RS,3R)-3-amino-5-cyclohexyl-2-hydroxy-N-phenoxypentanamide;

ethyl ((((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)amino)oxy)acetate;

benzyl ((((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)amino)oxy)acetate;

((((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)amino)oxy)acetic acid;

ethyl (2S)-2-((((((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)amino)oxy)acetyl)amino)propanoate;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-(2-oxo-2-((2-phenylethyl)amino)ethoxy)butanamide;

(2RS,3R)-3-amino-N-(benzyloxy)-3-cyclohexyl-2-hydroxypropanamide; and

(2RS,3R)-3-amino-N-(benzyloxy)-2-hydroxy-5-phenylpentanamide.

5. A compound according to claim 2 wherein R 4 is —NR 6 R 7 .

6. A compound according to claim 5 wherein one of R 6 and R 7 is hydrogen and the other is (aryl)oyl.

7. A compound according to claim 6 selected from the group consisting of

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-1-naphthohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-ethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3,5-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,5-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,4-dihydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,5-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-nitrobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2-naphthohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-chlorobenzohydrazide;

(2RS,3R)-3-amino-N′-benzoyl-4-cyclohexyl-2-hydroxybutanohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-tert-butylbenzohydrazide;

N′-((2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-phenylpentanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-3-cyclooctyl-2-hydroxypropanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-cyclohexyl-2-hydroxypentanoyl)-3-chlorobenzohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-phenyl-N′-(1-naphthyl)pentanohydrazide;

N′-((2RS,3R)-3-amino-3-cyclohexyl-2-hydroxypropanoyl)-2-naphthohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-1-naphthohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-hydroxy-2-naphthohydrazide;

N′-((2S,3R)-3-amino-2-hydroxy-5-phenylpentanoyl)-1-naphthohydrazide;

N′-((2S,3R)-3-amino-2-hydroxy-5-phenylpentanoyl)-3-hydroxy-2-naphthohydrazide;

N′-((2S,3R,4RS)-3-amino-4-ethyl-2-hydroxyoctanoyl)-3-chlorobenzohydrazide;

N′-((2S,3R)-3-amino-5-cyclohexyl-2-hydroxypentanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2-hydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2-methylbenzohydrazide;

2-amino-N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)benzohydrazide;

4-amino-N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)benzohydrazide;

3-amino-N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)benzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-hydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-hydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-cyanobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-cyanobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-(dimethylamino)benzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-(dimethylamino)benzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-(trifluoromethyl)benzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-(trifluoromethyl)benzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-(trifluoromethoxy)benzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-4-phenoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,4-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,5-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3,4-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3,5-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,3-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3,4-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3,4,5-trimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,3-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,4-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3,4-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3,5-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,3-dimethylbenzohydrazide;

(2S,3R)-3-amino-N′-(3-chlorobenzoyl)-2-hydroxy-5-phenylpentanohydrazide; and

(2S,3R)-3-amino-N′-(3-chlorobenzoyl)-2-hydroxy-5-(1H-indol-3-yl)pentanohydrazide.

8. A compound according to claim 5 wherein one of R 6 and R 7 is selected from the group consisting of hydrogen, alkyl, and aryl; and the other is selected from the group consisting of hydrogen, aryl, and arylalkyl.

9. A compound according to claim 8 selected from the group consisting of

(2RS,3R)-3-amino-N′-benzyl-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-N′-benzyl-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2-phenylethyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-methyl-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-methylphenyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-methoxyphenyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(1-naphthyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2,4-difluorophenyl)-2-hydroxybutanohydrazide;

4-(2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)benzenesulfonamide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-N′-(4-bromophenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2-methylphenyl)butanohydrazide;

(2RS,3R)-3-amino-N′-(2-chlorophenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(3-(trifluoromethyl)phenyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-iodophenyl)butanohydrazide;

(2RS,3R)-3-amino-N′-(3-chlorophenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(3-methoxyphenyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(3,5-dichlorophenyl)-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-N′-(3-bromophenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-isopropylphenyl)butanohydrazide;

(2RS,3R)-3-amino-N′-(3-chloro-4-methylphenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-(trifluoromethoxy)phenyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(4-fluorophenyl)-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-N′-(4-chlorophenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2-ethylphenyl)-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(3-fluorophenyl)-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-N′-(4-chloro-2-methylphenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-mesitylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-((E)-2-(2-pyridinyl)ethenyl)phenyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2-fluorophenyl)-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-(trifluoromethyl)phenyl)butanohydrazide;

(2RS,3R)-3-amino-N′-(2-chloro-6-fluorophenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2,5-difluorophenyl)-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-N′-(3-chloro-4-fluorophenyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-N′-(2-chlorobenzyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenyl-N′-(3-phenylpropyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-isobutyl-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-pentyl-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((2RS)-2-methylbutyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-isopentyl-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-hexyl-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((2RS)-2-methylpentyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((3RS)-3-methylpentyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(3,3-dimethylbutyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2-ethylbutyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-dodecyl-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenyl-N′-((3RS)-3,5,5-trimethylhexyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-octyl-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenyl-N′-propylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-heptyl-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-ethyl-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2-(4-methylphenyl)ethyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-((2RS)-2-ethylhexyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-N′-((2RS)-2-(4-chlorophenyl)-2-cyanoethyl)-4-cyclohexyl-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenyl-N′-((2RS)-2-phenylpropyl)butanohydrazide;

(2RS,3R)-3-amino-3-cyclohexyl-2-hydroxy-N′-(4-methylphenyl)propanohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-phenyl-N′-(4-methylphenyl)pentanohydrazide;

(2S,3R)-3-amino-3-cyclooctyl-2-hydroxy-N′-(4-methylphenyl)propanohydrazide;

(2RS,3S)-3-amino-4-((cyclohexylmethyl)sulfanyl)-2-hydroxy-N′-(4-methylphenyl)butanohydrazide;

(2RS,3R)-3-amino-3-cyclohexyl-2-hydroxy-N′-(1-naphthyl)propanohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-phenyl-N′-(1-naphthyl)pentanohydrazide;

(2RS,3R)-3-amino-3-cyclooctyl-2-hydroxy-N′-(1-naphthyl)propanohydrazide;

(2RS,3R)-3-amino-5-cyclohexyl-2-hydroxy-N′-(4-methylphenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-cyclohexyl-2-hydroxy-N′-(1-naphthyl)pentanohydrazide; and

(2S,3R)-3-amino-4-cyclohexyl-2-hydroxybutanohydrazide.

10. A compound according to claim 5 wherein one of R 6 and R 7 is selected from the group consisting of hydrogen, alkyl, and aryl; and the other is selected from the group consisting of alkanoyl, alkenyl, alkenyloxyalkyl, alkoxyalkyl, alkoxycarbonylalkyl, alkylsulfanylalkyl, aryloxyalkyl, arylalkoxycarbonyl, arylsulfonyl, carboxyalkyl, —C(O)R 9 R 10 , cycloalkyl, (cycloalkyl)alkyl, haloalkanoyl, haloalkyl, heterocycle, (heterocycle)oyl, and hydroxyalkyl.

11. A compound according to claim 10 selected from the group consisting of

(2RS,3R)-3-amino-N′-(7-chloro-4-quinolinyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-N-(4-iodophenyl)hydrazinecarboxamide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-2,4,6-trimethylbenzenesulfonohydrazide;

ethyl (2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)acetate trifluoroacetate;

benzyl 2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazinecarboxylate;

ethyl 3-(2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)-3-oxopropanoate;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2,2,2-trifluoroethyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-methyl-N′-(3-nitro-2-pyridinyl)butanohydrazide;

(2RS,3R)-3-amino-N′,4-dicyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2-pyridinyl)butanohydrazide;

(2RS,3R)-3-amino-N′-(6-chloro-3-pyridazinyl)-4-cyclohexyl-2-hydroxy-N′-methylbutanohydrazide;

(2RS,3R)-3-amino-N′-(5-chloro-1-methyl-6-oxo-1,6-dihydro-4-pyridazinyl)-4-cyclohexyl-2-hydroxy-N′-methylbutanohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-1,3-benzodioxole-5-carbohydrazide;

methyl 2-(2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)-4-(trifluoromethyl)-5-pyrimidinecarboxylate;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((2RS)-2-hydroxy-3-(3-(trifluoromethyl)phenoxy)propyl)-N′-methylbutanohydrazide;

methyl 3-(2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)-2-thiophenecarboxylate;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2-pyridinylcarbonyl)butanohydrazide;

ethyl 3-(2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-2-benzothiophene-1-carboxylate;

(2RS,3R)-3-amino-N′-(1,3-benzothiazol-2-yl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(trifluoroacetyl)butanohydrazide;

N′-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-3-chloro-1-benzothiophene-2-carbohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2-quinoxalinyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-methyl-N′-(5-(trifluoromethyl)-2-pyridinyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(1,3-dimethyl-4-nitro-1H-pyrazol-5-yl)-2-hydroxybutanohydrazide;

2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-N-phenylhydrazinecarboxamide;

2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-N-(4-chloro-2-methoxyphenyl)hydrazinecarboxamide;

2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-N-(3-fluorophenyl)hydrazinecarboxamide;

N-((1R)-1-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)carbonyl)-3-(methylsulfanyl)propyl)-4-(trifluoromethyl)benzamide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(2-thienylcarbonyl)butanohydrazide;

4-chlorobenzyl 2-(2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)hydrazino)-4-(trifluoromethyl)-5-pyrimidinecarboxylate;

(2RS,3R)-3-amino-N′-(6-chloro-3-pyridazinyl)-4-cyclohexyl-2-hydroxybutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((3RS)-3-(methylsulfanyl)butyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(cyclopropylmethyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-N′-(2-(benzyloxy)ethyl)-4-cyclohexyl-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenyl-N′-(2,2,5-trichloropentyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(3-(methylsulfanyl)propyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(cyclopentylmethyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(5-hydroxypentyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-((2R)-2,3-dihydroxypropyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2,2-dichlorohexyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((3RS)-7-methoxy-3,7-dimethyloctyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(cyclooctylmethyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-((11Z)-11-hexadecenyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenyl-N′-tridecylbutanohydrazide;

4-(2-((2RS,3R)-3-amino-4-cyclohexyl-2-hydroxybutanoyl)-1-phenylhydrazino)butanoic acid;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((6Z)-6-nonenyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-((4Z)-4-decenyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-(4-pentenyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-((3RS)-3,7-dimethyl-6-octenyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-phenyl-N′-(4,4,4-trifluorobutyl)butanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N′-((3RS)-3-hydroxybutyl)-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2-(((3RS)-3,7-dimethyl-6-octenyl)oxy)ethyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-4-cyclohexyl-N′-(2-((1RS)-3,3-dimethylcyclohexyl)ethyl)-2-hydroxy-N′-phenylbutanohydrazide;

(2RS,3R)-3-amino-N′-((4S)-6-bromo-4-methylhexyl)-4-cyclohexyl-2-hydroxy-N′-phenylbutanohydrazide; and

(2RS,3R)-3-amino-4-cyclohexyl-N′-(cyclohexylmethyl)-2-hydroxy-N′-phenylbutanohydrazide.

12. A compound according to claim 5 wherein R 6 and R 7 together are arylalkylidene.

13. A compound according to claim 12 which is

(2RS,3R)-3-amino-N′-((E)-(4-chlorophenyl)methylidene)-4-cyclohexyl-2-hydroxybutanohydrazide.

14. A compound according to claim 5 wherein R 6 and R 7 , together with the nitrogen atom to which they are attached, form a heterocycle.

15. A compound according to claim 14 selected from the group consisting of

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-((2S)-2-(methoxymethyl)pyrrolidinyl)butanamide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-(1-pyrrolidinyl)butanamide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-(4-oxo-2-thioxo-1,3-thiazolidin-3-yl)butanamide;

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-(1-piperidinyl)butanamide; and

(2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-((2R)-2-(methoxymethyl)pyrrolidinyl)butanamide.

16. A compound according to claim 1 wherein R 1 is R 5 S-(alkylene)-.

17. A compound according to claim 16 wherein R 4 is —OR 8 .

18. A compound according to claim 17 selected from the group consisting of

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N-phenoxypentamide;

(2RS,3S)-3-amino-4-(ethylsulfanyl)-2-hydroxy-N-phenoxybutanamide;

(2RS,3S)-3-amino-2-hydroxy-N-phenoxy-4-(propylsulfanyl)butanamide;

(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N-phenoxypentanamide;

(2RS,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)-N-phenoxybutanamide;

(2RS,3S)-3-amino-4-((cyclohexylmethyl)sulfanyl)-2-hydroxy-N-phenoxybutanamide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N-benzyloxypentanamide;

(2RS,3R)-3-amino-N-(benzyloxy)-2-hydroxy-5-(isopropylsulfanyl)pentanamide;

(2RS,3S)-3-amino-N-(benzyloxy)-2-hydroxy-4-(isobutylsulfanyl)butanamide;

(2S,3S)-3-amino-N-(cyclohexylmethoxy)-2-hydroxy-4-(isobutylsulfanyl)butanamide;

(2S,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)-N-(mesitylmethoxy)butanamide;

(2RS,3R)-3-amino-2-hydroxy-5-(ethylsulfanyl)-N-((1RS)-1-phenylethoxy)pentanamide;

(2S,3S)-3-amino-N-(benzyloxy)-2-hydroxy-4-(isobutylsulfanyl)-N-methylbutanamide;

(2RS,3S)-3-amino-N-(benzyloxy)-2-hydroxy-5-(isopropylsulfanyl)-N-methylpentanamide; and

(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N-((1RS)-1-phenylethoxy)pentanamide.

19. A compound according to claim 18 wherein R 4 is —NR 6 R 7 .

20. A compound according to claim 19 wherein one of R 6 and R 7 is hydrogen and the other is (aryl)oyl.

21. A compound according to claim 20 wherein the aryl(oyl) is unsubstituted.

22. A compound according to claim 21 selected from the group consisting of

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-naphthohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-isopropylsulfanylpentanoyl)-2-naphthohydrazide;

N′-((2RS,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)butanoyl)-2-naphthohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1-naphthohydrazide; and

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-1-naphthohydrazide.

23. A compound according to claim 20 wherein the aryl(oyl) is substituted with one substituent.

24. A compound according to claim 23 wherein the substituent is at the 2-position.

25. A compound according to claim 24 selected from the group consisting of

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-hydroxy-2-naphthohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-aminobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-hydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-ethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-benzylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-anilinobenzohydrazide; and

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-(2-phenylethyl)benzohydrazide.

26. A compound according to claim 23 wherein the substituent is at the 3-position.

27. A compound according to claim 23 selected from the group consisting of

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3S)-3-amino-4-(ethylsulfanyl)-2-hydroxybutanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3S)-3-amino-2-hydroxy-4-(propylsulfanyl)butanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)butanoyl)-3-chlorobenzohydrazide;

N′-((2RS,3S)-3-amino-4-((cyclohexylmethyl)sulfanyl)-2-hydroxybutanoyl)-3-chlorobenzohydrazide;

N′-((2S,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl-3-chlorobenzohydrazide

N′-((2S,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-chlorobenzohydrazide;

N′-((2R,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-chlorobenzohydrazide;

N′-((2R,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-chlorobenzohydrazide;

3-(2-aminoethyl)-N′-((2S,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)butanoyl)benzohydrazide;

N′-((2S,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)butanoyl)-3-propoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-trifluoromethylsulfanylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-aminobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-hydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-(dimethylamino)benzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-(trifluoromethyl)benzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-(trifluoromethoxy)benzohydrazide;

(2RS,3R)-3-amino-N′-(3-(2-aminoethoxy)phenyl)-2-hydroxy-5-(isopropylsulfanyl)pentanohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-cyanobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-hydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(methylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(ethylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(propylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(butylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(hexylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(isopropylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(isobutylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentnoyl)-3-((4-methylpentyl)sulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(sec-butylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(neopentylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(cyclohexylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-((cyclohexylmethyl)sulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(benzylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-((2-phenylethyl)sulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-((3-phenylpropyl)sulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-(((1,1′-biphenyl)-4-ylmethyl)sulfanyl)benzohydrazide; and

(2RS,3R)-3-amino-N′-(3-(2,3-dihydroxypropoxy)benzoyl)-2-hydroxy-5-(isopropylsulfanyl)pentanohydrazide.

28. A compound according to claim 23 wherein the substituent is at the 4-position.

29. A compound according to claim 28 selected from the group consisting of

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-aminobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-hydroxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-bromobenzohydrazide; N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-isopropylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-propoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-(methylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-isopropoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-(diethylamino)benzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-butoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-(dimethylamino)benzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-(trifluoromethyl)benzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-phenoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-(phenoxymethyl)benzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-cyanobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-fluorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-chlorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-bromobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-ethylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-propylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-isopropylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-ethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-tert-butylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-propoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-isopropoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(methylsulfonyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(methylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(ethylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(propylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(butylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(hexylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(isopropylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(isobutylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-((4-methylpentyl)sulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(sec-butylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(neopentylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(cyclohexylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-((cyclohexylmethyl)sulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(benzylsulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-((2-phenylethyl)sulfanyl)benzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-((3-phenylpropyl)sulfanyl)benzohydrazide; and

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-(((1,1′-biphenyl)-4-ylmethyl)sulfanyl)benzohydrazide.

30. A compound according to claim 20 wherein the aryl(oyl) is substituted with two or three substituents.

31. A compound according to claim 30 selected from the group consisting of

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3,4-diethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,3-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,4-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,5-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4,5-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3,5-dimethylbenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,3-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,4-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,5-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3,4-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3,5-dimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3,4,5-trimethoxybenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,3-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,4-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2,5-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3,4-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3,5-dichlorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2,3-dichlorobenzohydrazide; N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-fluoro-2-methylbenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2,3-difluorobenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-5-chloro-2-methoxybenzohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-chloro-5-(methylsulfanyl)benzohydrazide; and

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3,4-diethoxybenzohydrazide.

32. A compound according to claim 19 wherein one of R 6 and R 7 is hydrogen; and the other is selected from the group consisting of aryl, arylalkanoyl, arylalkoxycarbonyl, and arylsulfonyl.

33. A compound according to claim 32 selected from the group consisting of

benzyl 2-((2RS,3S)-3-amino-4-((cyclohexylmethyl)sulfanyl)-2-hydroxybutanoyl)hydrazinecarboxylate;

benzyl 2-((2RS,3S)-3-amino-2-hydroxy-4-(propylsulfanyl)butanoyl)hydrazinecarboxylate;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(4-methylphenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(4-methoxyphenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(1-naphthyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(4-iodophenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(3-chlorophenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(3-methoxyphenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(2-chlorophenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(3-trifluoromethylphenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(4-isopropyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(3-chloro-4-methylphenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(3-fluorophenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(2-ethylphenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(4-fluorophenyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(4-trifluoromethoxyphenyl)pentanohydrazide;

(2RS,3S)-3-amino-4-(ethylsulfanyl)-2-hydroxy-N′-(4-methylphenyl)butanohydrazide;

(2RS,3S)-3-amino-2-hydroxy-N′-(4-methylphenyl)-4-(propylsulfanyl)butanohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N′-(4-methylphenyl)pentanohydrazide;

(2RS,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)-N′-(4-methylphenyl)butanohydrazide;

(2RS,3S)-3-amino-4-(ethylsulfanyl)-2-hydroxy-N′-(1-naphthyl)butanohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N′-(1-naphthyl)pentanohydrazide;

(2RS,3S)-3-amino-2-hydroxy-4-(isobutylsulfanyl)-N′-(1-naphthyl)butanohydrazide;

(2RS,3S)-3-amino-2-hydroxy-N′-(1-naphthyl)-4-(propylsulfanyl)butanohydrazide;

(2RS,3S)-3-amino-4-((cyclohexylmethyl)sulfanyl)-2-hydroxy-N′-(1-naphthyl)butanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(phenylacetyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-((2-methoxyphenyl)acetyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-((3-methoxyphenyl)acetyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-((4-methoxyphenyl)acetyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-((2-chlorophenyl)acetyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-((3-chlorophenyl)acetyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-((4-chlorophenyl)acetyl)pentanohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-(1,1′-biphenyl)-4-ylacetohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-(4-dimethylaminophenyl)acetohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-(1-naphthyl)acetohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-(2-naphthyl)acetohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)benzenesulfonohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-chlorobenzenesulfonohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1-naphthalenesulfonohydrazide; and

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-methylbenzenesulfonohydrazide.

34. A compound according to claim 19 wherein one of R 6 and R 7 is hydrogen; and the other is selected from the group consisting of alkanoyl, cycloalkyl, cycloalkylalkanoyl, (cycloalkyl)oyl, (heterocycle)alkanoyl, and (heterocycle)oyl.

35. A compound according to claim 34 selected from the group consisting of

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-cyclopentylpentanohydrazide;

(2RS,3R)-N′-acetyl-3-amino-5-(ethylsulfanyl)-2-hydroxypentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-isobutyrylpentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(3-methylbutanoyl)pentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-N′-heptanoyl-2-hydroxypentanohydrazide;

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N′-(tetrahydro-2-furanylcarbonyl)pentanohydrazide;

(2RS,3R)-3-amino-N′-(cyclohexylacetyl)-5-(ethylsulfanyl)-2-hydroxyheptanohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-furohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-furohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-thiophenecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-thiophenecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1H-pyrrole-2-carbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1,3-thiazole-2-carbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1,3-thiazole-4-carbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1,3-thiazole-5-carbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1H-pyrazole-5-carbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1H-pyrazole-4-carbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-5-isoxazolecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-pyridinecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-(2-pyridinyl)acetohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-pyridinecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-(3-pyridinyl)acetohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-pyridinecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-(4-pyridinyl)acetohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-3-pyridazinecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-4-pyrimidinecarbohydrazide;

N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-2-pyrazinecarbohydrazide;

(2RS,3R)-3-amino-N′-((2RS,3S)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-hydroxy-5-(isopropylsulfanyl)pentanohydrazide; N′-((2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxypentanoyl)-1,3-benzodioxole-5-carbohydrazide;(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N′-(tetrahydro-2-furanylcarbonyl)pentanohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N′-(tetrahydro-3-furanylcarbonyl)pentanohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N′-cyclopentylpentanohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-cyclopentylacetohydrazide;

(2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)-N′-cyclohexylpentanohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-cyclohexylacetohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-furohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-furohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2,5-dimethyl-3-furohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-thiophenecarbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-thiophenecarbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-methyl-2-thiophenecarbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-5-methyl-2-thiophenecarbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-1H-pyrrole-2-carbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-1-methyl-1H-pyrrole-2-carbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-1,3-thiazole-2-carbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-1,3-thiazole-4-carbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-isopropylpentanoyl)-2-pyridinecarbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-6-chloro-2H-chromene-3-carbohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-(4-morpholinyl)acetohydrazide;

N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-2-(4-methyl-1-piperazinyl)acetohydrazide; and

1-acetyl-N′-((2RS,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-4-piperidinecarbohydrazide.

36. A compound according to claim 19 wherein R 6 and R 7 , together with the nitrogen atom to which they are attached, form a heterocycle.

37. A compound according to claim 36 which is

(2RS,3R)-3-amino-5-(ethylsulfanyl)-2-hydroxy-N-(1-piperidinyl)pentanamide.

38. A pharmaceutical composition comprising a compound of claim 1 or a therapeutically acceptable salt or prodrug thereof, in combination with a therapeutically acceptable carrier.

39. A method of inhibiting angiogenesis in a mammal in recognized need of such treatment comprising administering to the mammal a therapeutically acceptable amount of a compound of claim 1 .

40. A compound which is

N′-((2S,3R)-3-amino-2-hydroxy-5-(isopropylsulfanyl)pentanoyl)-3-chlorobenzoyl hydrazide.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2013
From: ABBOTT LABORATORIES
To: ABBVIE INC.
Reel/Frame 030167/0733 →
Continuity (3)
Continuation 0983391700 · Apr 12, 2001
Provisional Application 6019726200 · Apr 14, 2000
Related Publication 20040167126A1 · Aug 26, 2004