IP Library Granted Patent US 10,364,224
Granted Patent B2
US 10,364,224 · App. 15/090,619 · Granted Jul 30, 2019

Aryl isonitriles as a new class of antimicrobial compounds

Inventors: Mohamed Seleem (West Lafayette, IN); Mingji Dai (West Lafayette, IN); Dexter Cameron Davis (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 10,364,224
App. No.
15/090,619
Granted
Jul 30, 2019
Kind
B2
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 (20)

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 —CH—; and

pharmaceutically acceptable salts thereof.

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

3. The method of claim 2 wherein X is hydrogen.

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

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

6. 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 —CH—; and

pharmaceutically acceptable salts thereof.

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

8. The method of claim 7 wherein X is hydrogen.

9. The method of claim 6 wherein the strain of MRSA is NRS1, NRS72, NRS119, NRS382, NRS383, NRS384, NRS385, NRS386, VRS2 or combinations thereof.

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

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 13, 2017
From: DAI, MINGJI; SELEEM, MOHAMED; DAVIS, DEXTER CAMERON; MOHAMMAD, HAROON TAJ
To: PURDUE RESEARCH FOUNDATION
Reel/Frame 040967/0926 →
Continuity (2)
Provisional Application 62143031 · Apr 4, 2015
Related Publication 20160287550A1 · Oct 6, 2016