Organic compounds
AssigneeIntra-Cellular Therapies, Inc.
InventorsPeng Li, Jun Zhao, Hailin Zheng, Lawrence Wennogle
Life of this patent
Estimating the term…
Abstract
Optionally substituted 4,5,7,8-tetrahydro-(optionally 4-oxo, 4-thioxo or 4-imino)-2H-imidazo[1,2-a]pyrrolo[3,4-e]pyrimidine or 4,5,7,8,9-pentahydro-(optionally 4-oxo, 4-thioxo or 4-imino)-2H-pyrimido[1,2-a]pyrrolo[3,4-e]pyrimidine compounds or Compounds of Formula (I), processes for their production, their use as pharmaceuticals and pharmaceutical compositions comprising the same.
Claims31
An optionally substituted 4,5,7,8-tetrahydro-(optionally 4-oxo, 4-thioxo or 4-imino)-2H-imidazo[1,2-a]pyrrolo[3,4-e]pyrimidine or 4,5,7,8,9-pentahydro-(optionally 4-oxo, 4-thioxo or 4-imino)-2H-pyrimido[1,2-a]pyrrolo[3,4-e]pyrimidine, in free or salt form.
A Compound of Formula I-A or I-B
- wherein
- (i) Q is C(═O), C(═S), C(═N(R20)) or CH2;
- (ii) L is a single bond, —N(H)—, —CH2—, —S—, —S(O)— or —S(O2)—;
- (iii) R1 is H or C1-4 alkyl;
- (iv) R4 is H or C1-6 alkyl and R2 and R3 are, independently, H or C1-6alkyl optionally substituted with halo or hydroxy, aryl, heteroaryl, (optionally hetero)arylalkoxy, or (optionally hetero)arylC1-6alkyl;
- or
- R2 is H and R3 and R4 together form a di-, tri- or tetramethylene bridge;
- (v) R5 is
- a) -D-E-F, wherein:
- D is C1-4alkylene;
- E is a single bond, C2-4alkynylene, arylene or heteroarylene;
- F is H, aryl, heteroaryl, halo, haloC1-4alkyl, —C(O)—R15, —N(R16)(R17), or C3-7cycloalkyl optionally containing at least one atom selected from a group consisting of N or O;
- wherein D, E and F are independently and optionally substituted with one or more halo, C1-4alkyl, haloC1-4alkyl;
- or
- b) a haloalkyl substituted heteroarylalkyl;
- or
- c) attached to the nitrogen on the pyrrolo portion of Formula I-A or I-B and is a moiety of Formula A
- wherein X, Y and Z are, independently, N or C, and R8, R9, R11 and R12 are independently H or halogen, and R10 is halogen, C1-4alkyl, C3-7cycloalkyl, C1-4haloalkyl, aryl, heteroaryl, arylcarbonyl, alkylsulfonyl, heteroarylcarbonyl, or alkoxycarbonyl;
- provided that when X, Y, or Z is nitrogen, R8, R9, or R10, respectively, is not present;
- (vi) R6 is
- H,
- C1-4alkyl,
- C3-7cycloalkyl,
- aryl,
- heteroaryl,
- arylC1-4alkyl,
- arylamino,
- heteroarylamino,
- N,N-diC1-4alkylamino,
- N,N-diarylamino,
- N-aryl-N-(arylC1-4alkyl)amino, or
- —N(R18)(R19);
- wherein the aryl or heteroaryl is optionally substituted with one or more halo, hydroxy or C1-6alkoxy;
- (vii) R7 is H, C1-6alkyl, halogen, or —N(R18)(R19);
- (viii) n=0 or 1;
- (ix) when n=1, A is —C(R13R14)—, wherein R13 and R14, are, independently, H or C1-4alkyl, aryl, heteroaryl, (optionally hetero)arylC1-4alkoxy or (optionally hetero)arylC1-4alkyl;
- (x) R15 is C1-4alkyl, haloC1-4alkyl, —OH or —OC1-4alkyl;
- (xi) R16 and R17 are independently H or C1-4alkyl;
- (xii) R18 and R19 are independently H, C1-4alky or aryl wherein said aryl is optionally substituted with one or more halo or hydroxy;
- (xiii) R20 is H, C1-4alkyl or C3-7cycloalkyl,
- in free or salt form.
Dependencies are inferred from the claim text.