IP Library › Granted Patent US 10,195,194
Granted Patent B2
US 10,195,194 · App. 14/723,008 · Granted Feb 5, 2019

Method of promoting remyelination

Inventors: Paul Tesar (Wickliffe, OH); Fadi J. Najm (Cleveland, OH); Robert H. Miller (Cleveland, OH)
Assignee: Case Western Reserve University
A61K31/496A61K31/4174A61K31/57A61K31/573
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Quick Facts
Patent No.
US 10,195,194
App. No.
14/723,008
Granted
Feb 5, 2019
Kind
B2
Abstract

A method of promoting remyelination in a subject in need thereof includes administering to the subject a therapeutically effective amount of at least one (1,3) Diazole compound, wherein the therapeutically effective amount is the amount effective to induce endogenous oligodendrocyte precursor cell (OPC) differentiation in the subject's central nervous system.

Claims (17)

1. A method treating a chronic progressive phase of multiple sclerosis in a subject in need thereof the method comprising administering to the subject therapeutically effective amount of at least one primary 1,3-diazole compound, having the formula:

or a pharmaceutically acceptable salt thereof; wherein R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are each individually one or more substituted or unsubstituted groups selected from:

2. The method of claim 1 , wherein the at least one compound has the formula:

3. The method of claim 1 , wherein the at least one primary 1,3-diazole compound is administered systemically.

4. The method of claim 1 , further comprising administering to the subject at least one compound having the formula (II):

wherein

(a) R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 are each individually hydrogen, a substituted or unsubstituted C 1 -C 24 alkyl, C 2 -C 24 alkenyl, C 2 -C 24 alkynyl, C 3 -C 20 aryl, heteroaryl, heterocycloalkenyl containing from 5-6 ring atoms (wherein from 1-3 of the ring atoms is independently selected from N, NH, N(C 1 -C 6 alkyl), NC(O)(C 1 -C 6 alkyl), O, and S), C 6 -C 24 alkaryl, C 6 -C 24 aralkyl, halo, -Si(C 1 -C 3 alkyl) 3 , hydroxyl, sulfhydryl, C 1 -C 24 alkoxy, C 2 -C 24 alkenyloxy, C 2 -C 24 alkynyloxy, C 5 -C 20 aryloxy, acyl, acyloxy, C 2 -C 24 alkoxycarbonyl, C 6 -C 20 aryloxycarbonyl, C 2 -C 24 alkylcarbonato, C 6 -C 20 arylcarbonato, carboxy, carboxylato, carbamoyl, C 1 -C 24 alkyl-carbamoyl, arylcarbamoyl, thiocarbamoyl, carbamido, cyano, isocyano, cyanato, isocyanato, isothiocyanato, azido, formyl, thioformyl, amino, C 1 -C 24 alkyl amino, C 5 -C 20 aryl amino, C 2 -C 24 alkylamido, C 6 -C 20 arylamido, imino, alkylimino, arylimino, nitro, nitroso, sulfo, sulfonato, C 1 -C 24 alkylsulfanyl, arylsulfanyl, C 1 -C 24 alkylsulfinyl, C 5 -C 20 arylsulfinyl, C 1 -C 24 alkylsulfonyl, C 5 -C 20 arylsulfonyl, phosphono, phosphonato, phosphinato, phospho, or phosphino or combinations thereof, and wherein R 10 and R 11 may be linked to form a cyclic or polycyclic ring, wherein the ring is a substituted or unsubstituted aryl, heteroaryl, cycloalkyl, or heterocyclyl;

(b) the ABCD ring structure and/or one or more methyl group are independently optionally substituted with one or more substituents selected from C 1 -C 6 -alkyl, halogenated C 1 -C 6 -alkyl, C 1 -C 6 -alkenyl, halogenated C 1 -C 6 -alkenyl, halogen, amino, aminoalkylene, hydroxyimino, carbonyl (oxo), and hydroxy;

(c) X is OH or O; and

(d) dashed lines are taken at each occurrence independently to be double or single bonds; and combinations thereof, or pharmaceutically acceptable salts thereof.

5. The method of claim 4 , wherein R 9 is

CH 3 , OCH 3 , or an alkyl halide.

6. The method of claim 4 , wherein R 10 is H, hydroxyl or

7. The method of claim 4 , the at least one compound or analog thereof having the formula:

or an analog thereof.

8. The method of claim 4 , the at least one compound or analog thereof having the formula:

or an analog thereof.

Assignments (2)
CORRECTIVE ASSIGNMENT TO CORRECT THE SECOND INVENTOR NAMES PREVIOUSLY RECORDED AT REEL: 044844 FRAME: 0492. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT . Recorded Feb 12, 2018
From: TESAR, PAUL; NAJM, FADI J.; MILLER, ROBERT H.
To: CASE WESTERN RESERVE UNIVERSITY
Reel/Frame 045303/0097 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2018
From: TESAR, PAUL; NAJIM, FADIM J.; MILLER, ROBERT H.
To: CASE WESTERN RESERVE UNIVERSITY
Reel/Frame 044844/0492 →
Continuity (6)
Continuation In Part PCTUS2014005741 · Sep 25, 2014
Provisional Application 61882419 · Sep 25, 2013
Provisional Application 61882861 · Sep 26, 2013
Provisional Application 62003109 · May 27, 2014
Related Publication 20160015707A1 · Jan 21, 2016
Related Publication 20190000837A9 · Jan 3, 2019