IP Library Patent Application 12309418
Patent Application
App. No. 12/309,418

NOVEL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME, AND METHODS OF USE FOR SAME

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Patent No.
US None
App. No.
12/309,418
Abstract

A pharmaceutical composition containing a pharmaceutical diluent and a compound of formula II: wherein: R 8 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, —C(O)R 4 , where R 4 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms, or —OH, —OR 7 or —NR 7 , where R 7 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms; R 9 =—OR 5 , —NR 5 , —NH—NH—R 5 where R 5 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl, optionally containing halogen atoms; R 10 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, or —CH 2 C(O)R 6 , where R 6 is OR 7 and NR 7 , where R 7 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl and can optionally contain halogen atoms. Also included in the invention are methods of using the pharmaceutical compositions and the chemical compounds used in the compositions.

Claims (36)

1 . A compound of formula I:

wherein:

R 1 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, —C(O)R 4 , where R 4 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms, or —OH, —OR 7 or —NR 7 , where R 7 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms;

R 2 =—OR 5 , —NR 5 , —NH—NH—R 5 where R 5 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl, optionally containing halogen atoms;

R 3 H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, or —CH 2 C(O)R 6 , where R 6 is OR 7 and NR 7 , where R 7 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl and can optionally contain halogen atoms

with the proviso that when R 3 is H, and R 1 ═H, R 2 is not —NH(C 6 H 5 ) or N(Me) 2 , or —CO 2 H, and;

with further the proviso that when R 3 ═H; and R 2 is OR 6 where R 6 ═C1-C2 alkyl, CH(CH 3 ) 2 or NR 8 where R 8 ═NHOMe and NHC 6 H 5 CO 2 Me; R 1 is not CO 2 R 9 where R 9 ═CH 3 , —CH 2 CH 3 , —C 6 H 5 , —(C 6 H 5 ) 2 , CH(CH 3 ) 2 ;

and with further the proviso that when R 3 ═CH 3 , CF 3 , or aryl, R 2 is not azabicyclo octane, azabicyclo heptane, diaminophosphine oxide, —NHOMe, —NHC(NH)NH 2 , benzoic acid methyl ester amide, benzodioxole and thiophene hydrazide;

and with further the proviso that when R 3 =methyl and R 2 ═NH 2 CH 2 C 6 H 5 , R 1 is not CONHCH 2 Ph.

2 . A compound according to claim 1 , wherein the compound has the formula:

3 . A compound according to claim 1 , wherein the compound has the formula:

4 . A compound according to claim 1 , wherein the compound has the formula:

5 . A compound according to claim 1 , wherein the compound has the formula:

6 . A compound according to claim 1 , wherein the compound has the formula:

7 . A compound according to claim 1 , wherein the compound has the formula:

8 . A compound according to claim 1 , where in the compound has the formula:

9 . A compound according to claim 1 , where in the compound has the formula:

10 . A compound according to claim 1 , where in the compound has the formula:

11 . A pharmaceutical composition comprising a pharmaceutical diluent and a compound of formula II:

wherein:

R 8 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, —C(O)R 4 , where R 4 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms, or —OH, —OR 7 or —NR 7 , where R 7 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms;

R 9 =—OR 5 , —NR 5 , —NH—NH—R 5 where R 5 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl, optionally containing halogen atoms;

R 10 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, or —CH 2 C(O)R 6 , where R 6 is OR 7 and NR 7 , where R 7 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl and can optionally contain halogen atoms.

11 . A pharmaceutical composition comprising a pharmaceutical diluent and a compound of formula I.

12 . A method of inducing weight loss in an animal or human subject comprising administering an effective amount of a pharmaceutical composition according to claim 10 to said subject.

13 . The method of claim 12 , wherein the subject is a human.

14 . The method of claim 12 , wherein the subject is an animal.

15 . A method of treating cancer in an animal or human subject, comprising administering an effective amount of a pharmaceutical composition according to claim 10 to said subject.

16 . The method of claim 15 , wherein the subject is a human.

17 . The method of claim 15 , wherein the subject is an animal.

18 . A method of inhibiting fatty acid synthase activity in an animal or human subject comprising administering an effective amount of a pharmaceutical composition according to claim 3 to said subject.

19 . The method of claim 18 , wherein the subject is a human.

20 . The method of claim 18 , wherein the subject is an animal.

21 . A method of inhibiting growth of invasive microbial cells in an animal or human subject comprising the administration of an effective amount of a pharmaceutical composition according to claim 10 to said subject.

22 . The method of claim 21 , wherein the subject is a human.

23 . The method of claim 21 , wherein the subject is an animal.

Assignments (5)
NUNC PRO TUNC ASSIGNMENT Recorded Jul 20, 2015
From: D. E. DURAND FAMILY LIMITED PARTNERSHIP
To: FAS SECURED CREDITORS HOLDCO, LLC
Reel/Frame 036137/0683 →
FORECLOSURE - CONVEYANCE OF ENTIRE INTEREST OF ASSIGNOR. Recorded May 5, 2015
From: D. E. DURAND FAMILY LIMITED PARTNERSHIP, SECURED PARTY IN POSSESSION
To: D. E. DURAND FAMILY LIMITED PARTNERSHIP
Reel/Frame 035582/0615 →
SECURITY INTEREST Recorded Apr 29, 2015
From: FASGEN, INC.
To: D.E. DURAND FAMILY LIMITED PARTNERSHIP
Reel/Frame 035528/0774 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2009
From: MEDGHALCHI, SUSAN; MCFADDEN, JILL MARIE
To: FASGEN LLC
Reel/Frame 023324/0511 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 5, 2009
From: KUHAJDA, FRANCIS P.; TOWNSEND, CRAIG A.
To: THE JOHNS HOPKINS UNIVERSITY
Reel/Frame 023324/0562 →