IP Library Granted Patent US 10,457,646
Granted Patent B1
US 10,457,646 · App. 15/823,667 · Granted Oct 29, 2019

Hydantoin derivative compounds, methods of use and methods of treatment

Inventors: Jianfeng Cai (Tampa, FL); Ma Su (Tampa, FL); Alekhya Nimmagadda (Tampa, FL); Peng Teng (Tampa, FL)
Assignee: UNIVERSITY OF SOUTH FLORIDA
C07D233/72
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Quick Facts
Patent No.
US 10,457,646
App. No.
15/823,667
Granted
Oct 29, 2019
Kind
B1
Abstract

The present disclosure provides compositions including a hydantoin derivative compound, pharmaceutical compositions including a hydantoin derivative compound, methods of treatment of a condition (e.g., bacterial infection) or disease, methods of treatment using compositions or pharmaceutical compositions, and the like.

Claims (16)

1. A hydantoin derivative compound having the following structure:

wherein D 1 is a hydantoin core, D 2 is a membrane interacting domain, R 1 is a hydrophobic group, R 2 is selected from the group consisting of a NH 2 group, an aminobutyl group, an aminopentyl group, an aminohexyl group, and an aminopropyl group, and X is a lipid tail.

2. The hydantoin derivative compound of claim 1 , wherein the lipid tail X is a 5 to 15 carbon alkyl group.

3. The hydantoin derivative compound of claim 2 , wherein the lipid tail X is selected from a 10 to 12 carbon linear alkyl group.

4. The hydantoin derivative compound of claim 2 , wherein R 1 is an alkyl group, aryl group, or a cycloalkyl group, each of which is substituted or unsubstituted.

5. The hydantoin derivative compound of claim 4 , wherein R 1 is an ethyl group, a phenyl group, meta-chlorobenzyl, indole, biphenyl, terphenyl, or 6-chloro indole.

6. The hydantoin derivative compound of claim 2 , wherein the hydantoin derivative compound has the following structure:

7. A pharmaceutical composition comprising:

a hydantoin derivative compound, or a pharmaceutically acceptable salt of the hydantoin derivative compound, having the following structure:

wherein D 1 is a hydantoin core, D 2 is a membrane interacting domain, R 1 is a hydrophobic group, R 2 is selected from the group consisting of a NH 2 group, an aminobutyl group, an aminopentyl group, an aminohexyl group, and an aminopropyl group, and X is a lipid tail;

and a pharmaceutically acceptable carrier.

8. The pharmaceutical composition of claim 7 , wherein the lipid tail X is a 5 to 15 carbon alkyl group.

9. The pharmaceutical composition of claim 7 , wherein the lipid tail X is selected from a 10 to 12 carbon linear alkyl group.

10. The pharmaceutical composition of claim 7 , wherein R 1 is an alkyl group, aryl group, or a cycloalkyl group, each of which is substituted or unsubstituted.

11. The pharmaceutical composition of claim 10 , wherein R 1 is an ethyl group, a phenyl group, meta-chlorobenzyl, indole, biphenyl, terphenyl, or 6-chloro indole.

12. The pharmaceutical composition of claim 7 , wherein the hydantoin derivative compound has the following structure:

Assignments (2)
CONFIRMATORY LICENSE Recorded Jan 11, 2018
From: UNIVERSITY OF SOUTH FLORIDA
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 045044/0433 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2018
From: CAI, JIANFENG; SU, MA; NIMMAGADDA, ALEKHYA; TENG, PENG
To: UNIVERSITY OF SOUTH FLORIDA
Reel/Frame 044562/0849 →
Continuity (1)
Provisional Application 62426698 · Nov 28, 2016