Compounds and methods for the treatment of microbial infections

Patent metadata

Field	Value
Publication number	US-10471045-B2
Application number	US-201816041836-A
Country	US
Kind code	B2
Filing date	Jul 22, 2018
Priority date	Jul 21, 2017
Publication date	Nov 12, 2019
Grant date	Nov 12, 2019

Abstract

Provided herein are compounds, derivatives thereof, composition comprising one or more of said compounds and derivatives, and methods for prevention and/or treatment of microbial infections and/or related diseases or conditions. The present compounds and/or derivatives thereof can be represented by Formula (I):

The present methods include administering to a subject an effective amount of one or more compounds of Formula (I). In one embodiment, said microbial infections are bacterial infections. More specifically, said bacterial infections are staphylococcal infections.

First claim

The invention claimed is:

1. A method of treating and/or preventing microbial infections in a subject comprising:
administering to said subject an effective amount of a compound of formula (I) or derivative thereof,

wherein R 1 , R 2 , and R 3 are independently or jointly selected from the group consisting of: H; F; Cl; Br; I; OH; CN; (C 1-4 )alkyl; (C 2-4 )alkenyl, wherein a double bond is optionally located at any position in the alkenyl carbon chain; alkynyl; aralkyl; alkaryl; halogenated alkyl; heteroalkyl; aryl; heterocyclyl; cycloalkyl; cycloalkenyl; cycloalkynyl; hydroxyalkyl; aminoalkyl; amino; alkylamino; arylamino; dialkylamino; alkylarylamino; diarylamino; acylamino; thiol; thioalkyl; alkoxy; alkylthio; alkoxyalkyl; aryloxy; arylalkoxy; acyloxy; nitro; carbamoyl; trifluoromethyl; phenoxy; benzyloxy; phosphonic acid; phosphate ester; sulfonic acid (—SO 3 H); sulfonate ester; sulfonamide; arylalkyl; carbamate; alkyltriphenylphosphonium; ketone (═O); ether (—OR 4 ); and ester (—COOR 5 and —OC(═O)R 5 ), or
wherein R 1 and R 2 are optionally bonded together to form a four-, five-, or six-membered heterocyclyl, cycloalkenyl, or cycloalkyl; and
wherein R 4 and R 5 are independently or jointly selected from the group consisting of: a (C 1-4 )alkyl; (C 2-4 )alkenyl, wherein a double bond is optionally located at any position in the alkenyl carbon chain; and alkynyl.

2. The method of claim 1 , wherein R 1 and R 2 are bonded together to form

3. The method of claim 1 , wherein R 3 is H or methyl.

4. The method of claim 1 , wherein the derivative is represented by one of the following formulae:

5. The method of claim 1 , wherein the derivative is represented by one of the following formulae:

6. The method of claim 1 , wherein the derivative is represented by one of the following formulae:

7. The method of claim 1 , wherein the microbial infections comprise staphylococcal infection.

8. The method of claim 1 , wherein the method reduces production of pigment in Staphylococcus aureus.

9. The method of claim 1 , wherein the microbial infections comprise infections of skin and soft tissue, infections of bone and joint, infections of surgical wound, infections of indwelling devices, or infections of lung and heart valves.

10. The method of claim 1 , wherein said subject is a mammal.

11. The method of claim 1 , wherein said subject is human.

Assignees

• Univ Hong Kong

Inventors

• Kao Yi Tsun Richard
• Gao Peng
• Li Xuechen
• Liu Ming

Classifications

• C07D317/60

  Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals · CPC title

• C07D295/26 Primary

  Sulfur atoms · CPC title

• A61K31/40 Primary

  having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil · CPC title

• A61P31/04

  Antibacterial agents · CPC title

• A61K31/167 Primary

  having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol · CPC title