IP Library › Granted Patent US 12,227,485
Granted Patent B2
US 12,227,485 · App. 17/253,346 · Granted Feb 18, 2025

Compounds useful for the treatment of infection with

Inventors: Thorsten Meyer (Wiesbaden, DE); Michael Berger (Wiesbaden, DE); Ralf Warrass (Alzey, DE); Joachim Ullrich (Stadecken-Elsheim, DE)
Assignee: Intervet Inc.
C07D239/94A61P11/00A61P31/04C07D217/22C07D275/04
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Quick Facts
Patent No.
US 12,227,485
App. No.
17/253,346
Granted
Feb 18, 2025
Kind
B2
Abstract

The present invention discloses compounds that are useful in the treatment of respiratory diseases of animals, especially Bovine or Swine Respiratory disease (BRD and SRD).

Claims (157)

1. A compound of Formula A

wherein

A is cyclopropylamine,

R 1 is CH(CH 3 )OH,

Y2 is S, and

qY3 is 0.

2. A compound of Formula A

wherein A, R1, Y2 and Y3 are defined as in Table A,

TABLE A

No

A

R1

Stereo

Y2

Y3

1

morpholine

CH(CH3)OH

S, R

CH

N

2

cyclopropylamine

CH(CH3)OH

S, R

CH

N

3

CH3O(CH2)2NH—

CH(CH3)OH

S, R

CH

N

4

CH2═CHCH2NH—

CH(CH3)OH

S, R

CH

N

5

benzylamine

CH(CH3)OH

S, R

CH

N

6

CF3CH2NH-

CH(CH3)OH

S, R

CH

N

7

cyclopropylamine

CH(CH3)OH

S, R

CH

CH

8

CH2═CHCH2NH—

CH(CH3)OH

S, R

CH

CH

9

CH3O(CH2)2NH—

CH(CH3)OH

S, R

CH

CH

10

cyclopropylamine

CH(CH3)OH

S, R

—S—

qY3 =

0

11

CH2═CHCH2NH—

CH(CH3)OH

S, R

—S—

qY3 =

0

12

CH3O(CH2)2NH—

CH(CH3)OH

S, R

—S—

qY3 =

0

13

morpholine

CH(CH3)OH

S, R

—S—

qY3 =

0

14

benzylamine

CH(CH3)OH

S, R

—S—

qY3 =

0

15

CF3CH2NH-

CH(CH3)OH

S, R

—S—

qY3 =

0

16

cyclopropylamine

C(CH3)2NH2

race-

CH

N

mate

17

CH2═CHCH2NH—

C(CH3)2NH2

race-

CH

N

mate

18

CH3O(CH2)2NH—

C(CH3)2NH2

race-

CH

N

mate

19

morpholine

C(CH3)2NH2

race-

CH

N

mate

20

benzylamine

C(CH3)2NH2

race-

CH

N

mate

21

CF3CH2NH—

C(CH3)2NH2

race-

CH

N

mate

and wherein Stereo denotes the absolute configuration wherein the first assignment relates to the atom α to the hydroxamate-carbonyl group; the second assignment relates to the R1 moiety, qY3 is 1 for compounds 1-9 and 16-21.

3. A pharmaceutical composition comprising a compound according to claim 2 and a pharmaceutical acceptable carrier.

4. A method of treating bovine respiratory disease or swine respiratory disease comprising administering an effective amount of a compound according to claim 2 to an animal in need thereof.

5. A method of treating an infection caused by bacteria in an animal wherein the bacteria are at least one of the bacteria selected from the group Pasteurella multocida, Mannheimia haemolytica and Histophilus somni comprising administering an effective amount of a compound according to claim 2 to an animal in need thereof.

Assignments (2)
CHANGE OF ADDRESS Recorded Sep 26, 2023
From: INTERVET INC.
To: INTERVET INC.
Reel/Frame 065028/0818 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 17, 2020
From: MEYER, THORSTEN; BERGER, MICHAEL; WARRASS, RALF; ULLRICH, JOACHIM
To: INTERVET INC.
Reel/Frame 054682/0414 →
Priority Claims (1)
EP 18179616 · Jun 25, 2018 · regional
Continuity (1)
Related Publication 20210292284A1 · Sep 23, 2021
References Cited (6)
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Sun et al., Classification of scaffold-hopping approaches, Drug Discovery Today, Nov. 2011 (Year: 2011). [cited by examiner]
Extended European Search report for U.S. Appl. No. 18/179,616..0 mailed on Aug. 17, 2018. [cited by applicant]
Jing Zhang et al, Structure-based discovery of LpxC inhibitors, Bioorganic & Medicinal Chemistry Letters, 2017, pp. 1670-1680, vol. 27, Elsevier. [cited by applicant]