US2023338429A1PendingUtilityA1
Compounds and use thereof in the expansion of stem cells and/or progenitor cells
Est. expiryNov 3, 2037(~11.3 yrs left)· nominal 20-yr term from priority
A61K 35/28C07D 333/66C07D 495/04C12N 5/0607C12N 2500/30A61K 31/343A61K 31/381A61K 31/4355A61K 31/4365A61K 31/444A61K 31/4709A61K 31/4725A61K 31/501A61K 31/506C07D 333/70C07D 491/048A61K 31/519C12N 5/0647C12N 2501/999A61K 2300/00A61P 35/00A61P 37/00C07D 491/04C07D 409/12
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Claims
Abstract
The invention relates to compounds as described herein and pharmaceutical compositions containing them. Also, the invention relates to methods for expanding stem cells and/or progenitor cells and methods for treating a hematopoietic disorder/malignancy, an autoimmune disease and/or an inherited immunodeficient disease.
Claims
exact text as granted — not AI-modified1 . A compound of formula I
or a pharmaceutically acceptable salt thereof, wherein X is O or S; V1 is N or CH; V2 is N or CH; W is N or C; wherein not more than one of said V1, V2 and W is N; R 1 is halo, alkyl, fluoroalkyl, cycloalkyl, alkynyl, alkenyl, cyano, or COORa, wherein Ra is an alkyl; R 2 is H, alkyl or R2 is absent when W is N; or R 1 and R 2 are attached together with the aromatic ring atoms to form a carbocyclic ring; R 3 is an optionally substituted phenyl, an optionally substituted 5- or 6-membered heteroaryl, or an optionally substituted fused bicyclic heteroaryl; provided that the compound is other than:
.
2 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is a compound of formula la, or a pharmaceutically acceptable salt thereof
3 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is a compound of formula lb, or a pharmaceutically acceptable salt thereof
4 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is a compound of formula Ic, or a pharmaceutically acceptable salt thereof
5 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is a compound of formula Id, or a pharmaceutically acceptable salt thereof
6 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is a compound of formula le, or a pharmaceutically acceptable salt thereof
7 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein R 1 is halo, C1-6alkyl, C1-6fluoroalkyl, C3-6cycloalkyl, C2-3alkynyl, C2-3alkenyl, cyano, or COORa wherein Ra is a C1-6alkyl.
8 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein R 2 is H.
9 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein R 3 is an optionally mono or disubstituted phenyl at any of positions 3, 4 and 5 of said phenyl.
10 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein R 3 is an optionally monosubstituted 5- or 6-membered heteroaryl.
11 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is selected from Tables 1 and 2:
TABLE 1 V 1
V 2
W R 1
R 2
R 3
N CH C (CH 2 ) 3
Ph N CH C (CH 2 ) 3
4-F-Ph N CH C Br H Ph N CH C CI H Ph N CH C CH 3
CH 3
Ph N CH C (CH 2 ) 3
3-pyridinyl N CH C (CH 2 ) 3
2-pyridinyl N CH C CF 3
H Ph N CH C CH 3
H Ph N CH C F H Ph N CH C CI H 4-pyridinyl N CH C Br H 4-pyridinyl N CH C CF 3
H 4-pyridinyl N CH C (CH 2 ) 3
4-pyridinyl N CH C CF 3
H 3-pyridinyl N CH C CN H Ph N CH C CF 3
H 4-(CH 2 CH 2 OH)-Ph N CH C CF 3
H 4-(CH 2 OCH 3 )-Ph N CH C CF 3
H 4-(CH 2 OH)-Ph N CH C CCH H 4-pyridinyl N CH C Et H 4-pyridinyl N CH C CF 3
H 2-pyridinyl N CH C CF 3
H 5-CH 3 -2-thiazolyl N CH C CF 3
H 4-Et-Ph CH CH N CF 3
Ph CH CH N CF 3
4-pyridinyl CH N C CF 3
H Ph CH N C CF 3
H 4-pyridinyl N CH C CF 3
H 6-benzothiazolyl N CH C CF 3
H 4-Ph-Ph N CH C CF 3
H 4-BnO-Ph N CH C CF 3
H 4-(CH 2 CO 2 Et)-Ph N CH C CF 3
H (4-OCH 3 -3-Ph)-Ph CH CH C CF 3
H Ph CH CH C CF 3
H 4-pyridinyl N CH C CF 3
H 3-Br-Ph N CH C CF 3
H 4-Br-Ph N CH C CF 3
H 4-(CH 2 CN)-Ph N CH C CF 3
H 5-isoquinolinyl N CH C CF 3
H 5-quinolinyl N CH C CF 3
H 6-quinolinyl N CH C CF 3
H 3-quinolinyl N CH C CF 3
H 4-quinolinyl N CH C CO 2 Et H Ph N CH C CF 3
H 4-Cl-Ph N CH C CF 3
H 4-(CH 2 CH 2 OMe)-Ph N CH C CF 3
H 4-CH 3 -Ph N CH C CF 3
H 4-OCH 3 -Ph CH CH N CF 3
4-Br-Ph CH N C CF 3
H 4-Br-Ph CH CH N CF 3
4-Cl-Ph CH CH N CF 3
4-CH 3 -Ph CH N C CF 3
H 4-Cl-Ph CH N C CF 3
H 4-CH 3 -Ph N CH C CF 3
H 4-(3-pyridinyl)-Ph N CH C CF 3
H 4-(4-pyridinyl)-Ph N CH C CF 3
H 3-(3-pyridinyl)-Ph N CH C CF 3
H 3-(4-pyridinyl)-Ph N CH C CF 3
H 3-Ph-Ph N CH C CF 3
H 4-F-Ph N CH C CF 3
H 4-CF3-Ph N CH C CH 3
H 4-Br-Ph N CH C CH 3
H 4-pyridinyl CH CH C CF 3
H 4-Br-Ph CH CH C CF 3
H 4-CH 3 -Ph CH CH C CF 3
H 4-Cl-Ph CH CH C CF 3
H 3-pyridinyl N CH C CH 3
H 4-Cl-Ph N CH C CH 3
H 4-CH 3 -Ph N CH C CF 3
H 6-CH 3 -3-pyridinyl N CH C CF 3
H 6-OCH 3 -3-pyridinyl CH N C CH 3
H Ph CH N C CH 3
H 4-Cl-Ph N CH C CF 3
H 3-Cl-4-F-Ph N CH C CF 3
H 3,4-diF-Ph N CH C CF 3
H 3-CH 3 -4-F-Ph N CH C CF 3
H 3-F-Ph N CH C CF 3
H 3-F-4-CH 3 -Ph N CH C CF 3
H 3,5-diF-Ph CH CH N CF 3
3-OCH 3 -Ph N CH C (CH 2 ) 3
3-OCH 3 -Ph N CH C (CH 2 ) 3
4-Cl-Ph CH CH C CF 3
H 4-OCH 3 -Ph N CH C CF 3
H 4-CF 3 O-Ph N CH C CF 3
H 3-OCH 3 -Ph N CH C CF 3
H 4-OCHF 2 -Ph N CH C CF 3
H 3-Cl-4-OCH 3 -Ph CH CH N CF 3
4-F-Ph CH CH C CF 3
H 4-F-Ph N CH C CH 2 =CMe H Ph N CH C c-Pr H Ph N CH C CF 3
H 4-OPh-Ph N CH C CF 3
H 3-Cl-Ph N CH C CF 3
H 3-CH 3 -Ph N CH C CF 3
H 3,4-diCl-Ph N CH C CF 3
H 3-CH 3 -4-Cl-Ph N CH C CF 3
H 3-OH-4-CI-Ph N CH C CF 3
H 3,4-(OCH 2 O)-Ph N CH C CF 3
H 3,4-(OCH 2 CH 2 O)-Ph N CH C CF 3
H 3-thienyl N CH C CF 3
H 2-CH 3 -5-benzothiazolyl N CH C CF 3
H 4-pyrimidinyl N CH C i-Pr H Ph N CH C (CH 2 ) 4
Ph N CH C (CH 2 ) 4
4-OCH 3 -Ph N CH C (CH 2 ) 4
4-F-Ph N CH C CF 3
H 2-pyrimidinyl N CH C CF 3
H 2-pyridazinyl N CH C CF 3
H 5-pyrimidinyl N CH C CF 3
H 5-indazolyl N CH C Allyl H Ph N CH C Et H Ph N CH C (CH 2 ) 5
Ph N CH C CH 3
H 4-OCH 3 -Ph N CH C CH 3
H 4-F-Ph CH N C CF 3
H 4-OCH 3 -Ph CH N C CF 3
H 4-F-Ph CH CH C CH 3
H Ph CH CH C CH 3
H 4-OCH 3 -Ph CH CH C CH 3
H 4-F-Ph N CH C CF 3
H 3-OCH 3 -4-F-Ph N CH C CF 3
H 4-OEt-Ph N CH C CF 3
H 4-CONH 2 -Ph N CH C CF 3
H 4-(CONHCH 3 )-Ph N CH C CF 3
H 4-(CO 2 CH 3 )-Ph N CH C CF 3
H 4-(NMe 2 )-Ph N CH C CF 3
H 4-(SO 2 NH 2 )-Ph N CH C CF 3
H 5-F-2-pyridinyl CH N C CH 3
H 4-OCH 3 -Ph CH CH C CH 3
H 4-Cl-Ph CH CH C CH 3
H 4-CH 3 -Ph CH CH C CH 3
H 4-Br-Ph N CH C CF 3
H 4-SCH 3 -Ph N CH C n-Pr H Ph N CH C CH 3
H 3-Cl-4-OCH 3 -Ph CH CH C CF 3
H 3-Cl-4-OCH 3 -Ph N CH C CH 3
H 4-CF 3 -Ph CH CH C CF 3
H 4-CF 3 -Ph N CH C CH 3
H 3-Cl-Ph N CH C CH 3
H 3-CH 3 -Ph N CH C CH 3
H 3,4-(OCH 2 CH 2 O)-Ph N CH C CH 3
H 4-OEt-Ph N CH C CH 3
H 4-SCH 3 -Ph CH CH C CF 3
H 3-Cl-Ph CH CH C CF 3
H 3-CH 3 -Ph CH CH C CF 3
H 3,4-(OCH 2 CH 2 O)-Ph CH CH C CF 3
H 4-OEt-Ph CH CH C CF 3
H 4-SCH 3 -Ph N CH C CH 3
H 4-OCF 3 -Ph N CH C CH 3
H 3-thienyl CH CH C CH 3
H 4-OCF 3 -Ph CH CH C CF 3
H 3-thienyl TABLE 2 V 1
V 2
W R 1
R 2
R 3
N CH C (CH 2 ) 3
Ph N CH C CF 3
H 4-F-Ph or a pharmaceutically acceptable salt thereof.
12 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is
.
13 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is
.
14 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is
.
15 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is
.
16 . The compound, or the pharmaceutically acceptable salt thereof of claim 1 , wherein said compound is selected from:
.
17 . A pharmaceutical composition comprising the compound of claim 1 or the pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.Join the waitlist — get patent alerts
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