IP Library Granted Patent US 11,098,014
Granted Patent B2
US 11,098,014 · App. 16/511,053 · Granted Aug 24, 2021

Aryl isonitriles as a new class of antimicrobial compounds

Inventors: Mohamed Seleem (West Lafayette, IN); Mingji Dai (West Lafayette, IN); Dexter Cameron Davis (West Lafayette, IN); Haroon Taj Mohammad (West Lafayette, IN)
Assignee: Purdue Research Foundation
C07D213/38A61K31/277C07C291/10A61K31/4402A61K31/4406A61K31/4409C07C2601/14
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Quick Facts
Patent No.
US 11,098,014
App. No.
16/511,053
Filed
Jul 15, 2019
Granted
Aug 24, 2021
Kind
B2
Art Unit
1627
USPC
514/524
Abstract

The present invention provides aryl isonitrile compounds that have antibacterial properties. More specifically, the aryl isonitrile compounds of the present invention are potent inhibitors of drug resistant strains of Staphylococcus aureus.

Claims (18)

1. A method for inhibiting MRSA comprising contacting MRSA with an isonitrile compound having the structure:

wherein R is a hydrogen, an alkyl, a cycloalkyl, a heteroalkyl, or an aryl group;

n is an integer from 0 to 4;

X is hydrogen, a C1 to C3 alkyl group, a halogen, alkyloxy, trihalomethyl, or a nitro group;

W, Y, and Z are each independently —CH— or N with one and only one of W, Y, or Z is N; and

pharmaceutically acceptable salts thereof.

2. The method of claim 1 , wherein R is hydrogen and n is 0.

3. The method of claim 1 , wherein the amount the isonitrile compound is from about 50 μM to about 100 μM.

4. The method of claim 1 , wherein the strain of MRSA is NRS1, NRS72, NRS119, NRS382, NRS383, NRS384, NRS385, NRS386, VRS2, or combinations thereof.

5. A method for treating a patient having a MRSA infection comprising administering to the patient a therapeutically effective amount of an isonitrile compound having the structure:

wherein R is a hydrogen, an alkyl, a cycloalkyl, a heteroalkyl, or an aryl group;

n is an integer from 0 to 4;

X is hydrogen, a C1 to C3 alkyl group, a halogen, alkyloxy, trihalomethyl, or a nitro group;

W, Y, and Z are each independently —CH— or N with one and only one of W, Y, or Z is N; and

pharmaceutically acceptable salts thereof.

6. The method of claim 5 , wherein R is hydrogen and n is 0.

7. The method of claim 5 , wherein the strain of MRSA is NRS1, NRS72, NRS119, NRS382, NRS383, NRS384, NRS385, NRS386, VRS2 or combinations thereof.

8. The method of claim 6 , wherein the isonitrile compound is administered with a second antibacterial compound.

Continuity (3)
Continuation 15090619 · Apr 4, 2016
Provisional Application 62143031 · Apr 4, 2015
Related Publication 20190352264A1 · Nov 21, 2019