Back to results
US 6,552,043 B1Granted
Benzimidazolinyl piperidines as CGRP ligands
AssigneesMerck Sharpe & Dohme Ltd., Merck & Co., Inc.
InventorsArthur A. Patchett, Raymond George Hill, Lihu Yang
Life of this patent
Estimating the term…
Abstract
The present invention relates to benzimidazolinylpiperidine derivatives useful as ligands for CGRP (Calcitonin Gene-Related Peptide) receptors, their use in therapy, pharmaceutical compositions comprising them and methods of treatment using them.
Claims5
A compound of formula I
- wherein:
- R1 is naphthyl or benzothienyl which is unsubstituted or substituted at up to three substitutable positions independently by C1-6 alkyl, halogen, C1-6 alkoxy, CF3, OCF3, NO2, CN, methylenedioxy or ethylenedioxy;
- R2 is hydrogen, C1-8 alkyl, —(CH2)t-aryl wherein aryl is selected from phenyl, biphenyl and naphthyl, —(CH2)t-heteroaryl wherin heteroaryl is selected from tetrazolyl, oxadiazolyl, thiadiazolyl, triazolyl and pyrazinyl, —(CH2)qC(O)OR6, —(CH2)qOR6, —(CH2)qOC(O)R6, —(CH2)qC(O)R6, —(CH2)qC(O)(CH2)taryl, —(CH2)qN(R6)C(O)R6, —(CH2)qC(O)N(R6)2, —(CH2)qN(R6)SO2R6, —(CH2)qN(R6)C(O)N(R6)2, —(CH2)qOC(O)N(R6)2, —(CH2)qN(R6)C(O)OR6, —(CH2)qN(R6)SO2N(R6)2 and —(CH2)qS(O)mR6;
- R3 is NH2;
- R4 is hydrogen, C1-6 alkyl, C1-6 alkoxy, halogen, OCF3 or CF3;
- R5 is hydrogen, C1-6 alkyl, C1-6 alkoxy, halogen, OCF3 or CF3;
- R6 is hydrogen, C1-8 alkyl or C3-7 cycloalkyl, and when two R6 groups are present and both represent C1-8 alkyl they may optionally together with the atom to which they are both attached form a C3-8 ring;
- Q is —(CH2)x—C(R7)(R7a)—(CH2)y— or —(CH2)x—V—(CH2)y—;
- R7 and R7a are independently chosen from hydrogen, CF3, halogen, C1-6 alkyl and C1-6 alkoxy;
- V is a C3-8 non-aromatic cyclic or bicyclic ring or an aromatic ring which is benzene or naphthalene, said ring being unsubstituted or substituted at up to three substitutable positions independently by C1-6 alkyl, C1-6 alkoxy, halogen, OCF3, CF3, CN, NO2, methylenedioxy or ethylenedioxy;
- m is 0, 1 or 2;
- q is 0, 1, 2, 3 or 4;
- t is 0, 1, 2 or 3;
- x and y are independently 0, 1, 2, 3 or 4;
- or a pharmaceutically acceptable salt thereof.
12 more elements
A compound of formula Ia:
- wherein R1 is unsubstituted naphthyl or benzothienyl;
- R2 is hydrogen or C(O)OR6;
- R6 is C1-4 alkyl;
- Q is —(CH2)x—C(R7)(R7a)—(CH2)y— or —(CH2)x—V—(CH2)y—;
- V is cycloalkyl or benzene;
- X is 0, 1 or 2;
- y is 0, 1 or 2;
- or a pharmaceutically acceptable salt thereof.
5 more elements
A compound which is:
- in free base form or as a pharmaceutically acceptable salt.
Dependencies are inferred from the claim text.