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US 2009/0156596 A1Published application
Unsaturated Heterocyclic Derivatives
AssigneeARIAD Pharmaceuticals, Inc.
InventorsYihan Wang, Wei-Sheng Huang, Rajeswari Sundaramoorthi, Xiaotian Zhu, R. Mathew Thomas, William C. Shakespeare, David C. Dalgarno, Tomi K. Sawyer
Life of this patent
Estimating the term…
Abstract
This invention relates to compounds of the general formula: in which the variable groups are as defined herein, and to their preparation and use.
Claims23
A compound of the formula:
- in which:
- each occurrence of R2 is halogen, R, —OR, —SR, —NR6R7, —CONR6R7 or —NRCO(VR), where V is —O—, —S—, —NR—, or a covalent bond;
- each occurrence of R is -MkRC, where each M is independently a substituted or unsubstituted methylene moiety;
- k is an integer from 0 through 4;
- RC is a halogen, —CN, R, —OR, —S(O)nR, —S(O)nNRR′, —NRR′, —NR(CO)VR, —CO(VR) or J, n is 0, 1 or 2;
- each occurrence of R4 is R, —CONR6R7, —NHCOR6, —NHCO(OR6) or —NHCONR6R7;
- each occurrence of R6 and R7 is independently H or an aliphatic, heteroaliphatic, aryl or heteroaryl group, or NR6R7 constitutes a N-containing heterocyclic or heteroaryl ring or ring system;
- Q is —CC— or —CR═CR′— wherein the double bond is in either a cis- or trans-orientation;
- Ring A is an aryl, heteroaryl or heterocyclic ring system;
- (Ra)m represents one or more optional substituents, Ra1, Ra2, Ra3, Ra4, Ra5 which are selected from the group consisting of halogen, —CN, —R, —OR, —SR, —S(O)nR, —SOnNRR′, —NRR′, —(CO)VR, —O(CO)VR, —NR(CO)VR, —S(CO)VR, or —VJ, —V—C(═NR)NR′R″, —COCOR, —COMkCOR, —V—P(═O)(V′R)(V″R′), —NO2, —NRSO2R′ and —NRSO2NR′R″ wherein V, V′ and V″ are independently —O—, —S—, —NR—, or a covalent bond;
- n is 0, 1 or 2;
- and m is an integer from 0 to 5;
- each occurrence of R, R′, R″ are independently hydrogen or an aliphatic, heteroaliphatic, aryl or heteroaryl moiety;
- and
- J is a P-containing moiety of the formula —PO(VR)2, —P(VR)2 or —PO(VR)(GR1) wherein G is O, S, NR or (M)x, and each occurrence of M is independently a substituted or unsubstituted methylene moiety;
- x is an integer from 1 through 6;
- and R1 is —PO(VR)2, —SO2(VR) or —C(O)(VR);
- so long as any R group linked directly to P is not H;
- wherein in each of the foregoing groups, each aliphatic or heteroaliphatic moiety may be branched or unbranched, cyclic or acyclic, may contain one or more unsaturated bonds and may be unsubstituted or substituted with a group selected from halogen, —CN, —R, —OR, —SR, —S(O)nR, —SOnNRR′, —NRR′, —(CO)VR, —O(CO)VR, —NR(CO)VR, —S(CO)VR, or —VJ, —V—C(═NR)NR′R″, —COCOR, —COMkCOR, —V—P(═O)(V′R)(V″R′), —NO2, —NRSO2R′ and —NRSO2NR′R″, ═O, ═S, —NR, ═NNRR′, ═NNHC(O)R, ═NNHCO2R, and ═NNHSO2R and;
- wherein in each of the foregoing groups, each aryl, heteroaryl and heterocyclic moiety may be covalently linked to an adjacent moiety via a carbon or via a heteroatom of the heterocyclic or heteroaryl ring and may be unsubstituted or substituted with a group selected from halogen, —CN, —R, —OR, —SR, —S(O)nR, —SOnNRR′, —NRR′, —(CO)VR, —O(CO)VR, —NR(CO)VR, —S(CO)VR, or —VJ, —V—C(═NR)NR′R″, —COCOR, —COMkCOR, —V—P(═O)(V′R)(V″R′), —NO2, —NRSO2R and —NRSO2NR′R″.
17 more elements
14-16. (canceled)
(canceled)
Dependencies are inferred from the claim text.