Patent ID: 6489340
Filing Date: 2002-12-03
Classification: A61K,A61P

Abstract:
A method for inducing chondrogenic differentiation, which comprises administering a tricyclic compound of the following formula (I): wherein each of adjacent pairs of R1 and R2, R3 and R4, and R5 and R6 independently (a) are two adjacent hydrogen atoms, and R2 may optionally be an alkyl group, or (b) forms a bond between the carbon atoms to which they are attached; R7 is a hydrogen atom, a hydroxy group, a protected hydroxy group, or an alkoxy group, or an oxo group together with R1; R8 and R9 are independently a hydrogen atom or a hydroxy group; R10 is a hydrogen atom, an alkyl group, an alkyl group substituted by one or more hydroxy groups, an alkenyl group, an alkenyl group substituted by one or more hydroxy groups, or an alkyl group substituted by an oxo group; X is an oxo group, a hydrogen atom and a hydroxy group, a hydrogen atom and a hydrogen atom, or X can combine with an adjacent carbonyl group to form a group of the formula â€”CH2Oâ€”; Y is an oxo group, a hydrogen atom and a hydroxy group, a hydrogen atom and a hydrogen atom, or a group represented by the formula Nâ€”NR11R12 or Nâ€”OR13; R11 and R12 are independently a hydrogen atom, an alkyl group, an aryl group or a tosyl group; R13, R14, R15, R16, R17, R18, R19, R22 and R23 are independently a hydrogen atom or an alkyl group; R24 is a 3-R20-4-R21-cyclohexyl group, â€ƒin which R20 is hydroxy, alkoxy, oxo or â€”OCH2OCH2CH2OCH3, and R21 is hydroxy, â€”OCN, alkoxy, heteroaryloxy which is optionally substituted by 1- or 2-tetrazolyl, â€”OCH2OCH2CH2OCH3, protected hydroxy, chloro, bromo, iodo, aminooxalyloxy, azido, p-tolyloxythiocarbonyloxy or R25R26CHCOOâ€”, in which R25 is optionally protected hydroxy or protected amino, and R26 is hydrogen or methyl, or R20 and R21 together form an oxygen atom in an epoxide ring; n is an integer of 1 or 2; and Y, R10 and R23, together with the carbon atoms to which they are attached, may represent a saturated or unsaturated 5- or 6-membered heterocyclic ring containing nitrogen, sulfur, oxygen or a combination thereof, optionally substituted by one or more groups selected from the group consisting of an alkyl group, a hydroxy group, an alkoxy group, a benzyl group, a group of the formula â€”CH2Se(C6H5), and an alkyl group substituted by one or more hydroxy groups; or a pharmaceutically acceptable salt thereof, to a mammal.