IP Library Granted Patent US 9,567,362
Granted Patent B2
US 9,567,362 · App. 14/570,322 · Granted Feb 14, 2017

Compounds and methods for treating bacterial infections

Inventors: James W. Janetka (St. Louis, MO); Zhenfu Han (St. Louis, MO); Scott Hultgren (St. Louis, MO); Jerry Pinkner (St. Louis, MO); Corinne Cusumano (St. Louis, MO)
Assignee: WASHINGTON UNIVERSITY
C07H15/26A01N43/10A01N43/16A01N43/38A01N43/42A01N43/52A01N43/54A01N43/76A01N43/78A01N47/36A01N55/08A61K31/505A61K31/706A61K31/7034A61K31/7042A61K31/7048A61K31/7056C07D309/10C07H15/203C07H15/207C07H15/22C07H19/056
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Quick Facts
Patent No.
US 9,567,362
App. No.
14/570,322
Granted
Feb 14, 2017
Kind
B2
Abstract

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

Claims (19)

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.

Assignments (2)
CONFIRMATORY LICENSE Recorded Nov 14, 2022
From: WASHINGTON UNIVERSITY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 061933/0700 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 18, 2015
From: JANETKA, JAMES W.; HULTGREN, SCOTT; PINKNER, JERRY; HAN, ZHENFU; CUSUMANO, CORINNE
To: WASHINGTON UNIVERSITY
Reel/Frame 036349/0741 →
Continuity (9)
Division 13453991 · Apr 23, 2012
Continuation In Part PCTUS2010053848 · Oct 22, 2010
Continuation In Part PCTUS2012024169 · Feb 7, 2012
Provisional Application 61254135 · Oct 22, 2009
Provisional Application 61321738 · Apr 7, 2010
Provisional Application 61384535 · Sep 20, 2010
Provisional Application 61440260 · Feb 7, 2011
Provisional Application 61451455 · Mar 10, 2011
Related Publication 20150197538A1 · Jul 16, 2015