Compounds and methods for treating bacterial infections

Patent metadata

Field	Value
Publication number	US-9567362-B2
Application number	US-201414570322-A
Country	US
Kind code	B2
Filing date	Dec 15, 2014
Priority date	Oct 22, 2009
Publication date	Feb 14, 2017
Grant date	Feb 14, 2017

Abstract

The present invention encompasses compounds and methods for treating urinary tract infections.

First claim

What is claimed is:

1. A compound of Formula (XXI):

wherein:
X is selected from the group consisting of hydrogen, OD 2 , SD 2 , and ND Z ;
Z is selected from the group consisting of O, S, CD 3 and ND 4 ;
Y is selected from the group consisting of oxygen, sulfur, CD 3 , ND 4 , —N(D 18 )CO—, —CH 2 N(D 18 )-, —CH 2 N(D 18 )CO—, CO 2 , SO 2 , —CH 2 O—, —CH 2 S—, CO, —CON(D 18 )-, —SO 2 N(D 18 )-, —O(CH 2 )n-, —S(CH 2 )n-, —N(CH 2 )n-, —(CH 2 )n-, ND 5 , and an optionally substituted alkyl, alkene, alkyne, or heterocycle;
n is an integer from 1 to 10;
D 2 , D 3 , D 4 are independently selected from the group consisting of hydrogen, hydrocarbyl, and substituted hydrocarbyl;
D 10 is selected from the group consisting of CF 3 , halogen, CH 3 , OMe, hydrocarbyl, and substituted hydrocarbyl;
D 11 and D 12 form an optionally substituted cycloalkyl or heterocyclo ring, D 12 and D 13 form an optionally substituted cycloalkyl or heterocyclo ring, or D 13 and D 14 form an optionally substituted cycloalkyl or heterocyclo ring;
D 18 is independently selected from the group consisting of hydrogen, hydrocarbyl, and substituted hydrocarbyl;
D z is independently selected from the group consisting of hydrogen, hydrocarbyl, substituted hydrocarbyl, —COD x , —COND x D x SO 2 D x , and —CO 2 D x ; and
D x is independently selected from the group consisting of hydrogen, —ND 4 D 5 , and an optionally substituted alkyl, cycloalkyl, heterocyclo, or aryl.

2. The compound of claim 1 , wherein X is OD 2 .

3. The compound of claim 2 , wherein Y is selected from the group consisting of oxygen, sulfur, CD 3 , ND 4 , —N(D 18 )CO—, —CH 2 N(D 18 ), and an optionally substituted alkyl.

4. The compound of claim 3 , wherein D 10 is selected from the group consisting of CF 3 , halogen, CH 3 , OMe.

5. The compound of claim 4 , wherein D 12 and D 13 form an optionally substituted cycloalkyl or heterocyclo ring.

6. A method of treating a urinary tract infection, the method comprising administering a compound of claim 1 to a subject in need thereof.

7. The method of claim 6 , wherein the subject is further administered a bactericidal composition.

8. A method of reducing the resistance of a bacterium to a bactericidal compound, the method comprising administering a compound of claim 1 to a subject in need thereof.

Assignees

• Univ Washington

Inventors

• Janetka James W
• Han Zhenfu
• Hultgren Scott
• Pinkner Jerry
• Cusumano Corinne

Classifications

• A61P31/04

  Antibacterial agents · CPC title

• A61P13/02

  of urine or of the urinary tract, e.g. urine acidifiers · CPC title

• A61K31/7034

  attached to a carbocyclic compound, e.g. phloridzin · CPC title

• A61K31/505

  Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim · CPC title

• C07H15/22

  Cyclohexane rings, substituted by nitrogen atoms · CPC title