Bicyclic vasopressin agonists

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 223/16 (2006.01) A61P 7/12 (2006.01) C07D 243/12 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 495/04 (2006.01)

Patent

CA 2387886

Compounds according to general formula (1), and pharmaceutically acceptable salts thereof, wherein V is a covalent bond or NH, X is selected from CH2, O and N-alkyl, Z is either S or -CH=CH-, R1 and R2 are independently selected from H, F, Cl, Br and alkyl, R3 is selected from OH, O-alkyl and NR4R5, R4 and R5 are each independently H or alkyl, or together are -(CH2)q-, p is 0, 1, 2, 3 or 4, and q is 4 or 5, are new. They are agonists at the asopressin V2 receptor and are useful as antidiuretics and pro-coagulants.

L'invention concerne des nouveaux composés selon la formule générale (1), et des sels pharmaceutiquement acceptables de ces derniers. Dans la formule, V est une liaison de covalence ou NH, X est sélectionné parmi CH¿2?, O et N-alkyle, Z est soit S ou -CH=CH-, R?1¿ et R?2¿ sont indépendamment sélectionnés à partir de H, F, Cl, Br et alkyle, R?3¿ est sélectionné à partir de OH, O-alkyle et NR?4¿R?5¿, R?4¿ et R?5 sont chacun indépendamment H ou alkyle, ou ensemble représentent -(CH¿2?)¿q?-, p représente 0, 1, 2, 3 ou 4, et q représente 4 ou 5. Il s'agit d'agonistes au niveau du récepteur V¿2? de l'asopressine, qui présentent une grande utilité comme antidiurétiques et pro-coagulants.

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