Use of itaconate and its derivatives/analogues to induce hair growth

Patent metadata

Field	Value
Publication number	US-12496284-B2
Application number	US-202418777896-A
Country	US
Kind code	B2
Filing date	Jul 19, 2024
Priority date	Oct 29, 2019
Publication date	Dec 16, 2025
Grant date	Dec 16, 2025

Abstract

Methods for the use of prodrugs of itaconic acid and 1- and 4-methyl itaconic acid for inducing hair growth and treating an inflammatory, or immune activation (adaptive or innate), skin condition or other condition associated with hair loss are disclosed.

First claim

What is claimed is:

1 . A method for inducing hair growth or treating a hair loss condition in a subject, the method comprising administering to the subject a therapeutically effective amount of a compound of formula (I):

wherein:
R 1 is

wherein n is an integer selected from 1, 2, 3, and 4; R 4 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl or —OR 5 , wherein R 5 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl; and
 R 2 is —OR 3 , wherein R 3 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl.

2 . The method of claim 1 , wherein
R 1 is

wherein n is an integer selected from 1 and 2; R 4 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl or —OR 5 , wherein R 5 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl; and
R 2 is —OR 3 , wherein R 3 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl.

3 . The method of claim 2 , wherein

R 1 is n is an integer selected from 1 and 2; R 4 is —OR 5 , wherein R 5 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl; and
R 2 is —OR 3 , wherein R 3 is C 1 -C 6 straight-chain or branched unsubstituted or substituted alkyl.

4 . The method of claim 2 , wherein
R 1 is

and R 2 is —OCH 3 .

5 . The method of claim 1 , wherein the compound of formula (I) is selected from:

and pharmaceutically acceptable salts thereof.

6 . A method for inducing hair growth or treating a hair loss condition in a subject, the method comprising administering to the subject a therapeutically effective amount of a compound having the structure:

7 . A method for inducing hair growth or treating a hair loss condition in a subject, the method comprising administering to the subject a therapeutically effective amount of a compound having the structure:

8 . A method for inducing hair growth or treating a hair loss condition in a subject, the method comprising administering to the subject a therapeutically effective amount of a compound having the structure:

9 . The method of claim 1 , further comprising a pharmaceutical composition comprising a compound of formula (I) and a pharmaceutically acceptable excipient.

10 . The method of claim 1 , wherein the hair loss condition is selected from alopecia areata, androgenic alopecia, anagen effluvium, self-induced hair loss, telogen effluvium, and scarring alopecia.

11 . The method of claim 10 , wherein the alopecia areata comprises patchy alopecia areata.

12 . The method of claim 10 , wherein the alopecia areata comprises alopecia totalis.

13 . The method of claim 10 , wherein the alopecia areata comprises alopecia universalis.

14 . The method of claim 1 , wherein the method for inducing hair growth induces a transition from a telogen phase to an anagen phase of a hair growth cycle.

15 . The method of claim 14 , further comprising increasing a number of hair follicles present in the subject in the anagen phase.

16 . The method of claim 15 , wherein the subject has a decreased number of hair follicles in the anagen phase relative to a control subject prior to administering a therapeutically effective amount of a compound of formula (I).

Assignees

• Univ Johns Hopkins

Inventors

• Garza Luis
• Islam Mohameed
• Slusher Barbara
• Rais Rana

Classifications

• A61K31/621

  having the hydroxy group in position 2 esterified, e.g. benorylate · CPC title

• A61K31/341

  not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine · CPC title

• A61K31/265

  of carbonic, thiocarbonic, or thiocarboxylic acids, e.g. thioacetic acid, xanthogenic acid, trithiocarbonic acid · CPC title

• A61K31/225

  Polycarboxylic acids · CPC title

• A61K31/22

  of acyclic acids, e.g. pravastatin · CPC title