Bicyclooctane derivatives, processes for producing them, pharmaceutical compositions containing them, their use as pharmaceuticals and precursors thereof
申请人:SUMITOMO CHEMICAL COMPANY, LIMITED
公开号:EP0036730A2
公开(公告)日:1981-09-30
Certain novel bicyclooctanes and their pharmaceutically acceptable salts are useful in the treatment of gastrointestinal ulcers. These compounds can be prepared by various methods and have the formula
wherein X1 is a free or esterified carboxyl group, a hydroxymethyl group, a cyano group, a group of the formula:
(Ra and Rb are each independently a hydrogen atom, a C1-C4 alkyl group, a C3-C7 cycloalkyl group, a benzyl group, a phenyl group, a phenyl group substituted with a halogen atom or a C1-C4 alkyl group, or, when taken together with the adjacent nitrogen atom to which they are attached, they represent a 5 to 7-membered saturated heterocyclic group) or a group of the formula:
(Ra and Rb are each as defined above), Y is an ethylene group or a vinylene group, R1 is a hydrogen atom, a hydroxyl group or a protected hydroxyl group, R2 is a hydrogen atom or R1 and R2, when taken together, means a single linkage to form a double bond between the carbon atoms which they are linked, R3 is a hydroxyl group or a protected hydroxyl group, R4 is a hydrogen atom or a C1-C4 alkyl group, R5 is a hydrogen atom, a C3-C8 alkenyl group, a C3-C8 alkynyl group, a C1-C8 alkyl group, a C3-C7 cycloalkyl group or a group of the formula: -(CH2)n-B (n is 1 or 2 and B is a C1-C4 alkoxyl group, a C3-C7 cycloalkyl group, or a phenyl or phenoxy group optionally substituted with a halogen atom, a C1-C4 alkyl group, a trifluoromethyl group or a C1-C4 alkoxyl group), A is a group of either one of the formulae: -CH=CH-,
(R6 and R7 are each independently a hydrogen atom or a C1-C4 alkyl group) and m1 is 1 or 2 and m2 is 0, 1 or 2.
某些新型双环辛烷及其药学上可接受的盐类可用于治疗胃肠道溃疡。这些化合物可通过各种方法制备,其式如下
其中 X1 是游离的或酯化的羧基、羟甲基、氰基、式中的基团:
(Ra和Rb各自独立地为氢原子、C1-C4烷基、C3-C7环烷基、苄基、苯基、被卤素原子或C1-C4烷基取代的苯基,或当它们与相邻的氮原子连接在一起时,它们代表5-7元饱和杂环基)或式中的基团:
(Ra和Rb各自如上定义),Y是乙烯基或乙烯基,R1是氢原子、羟基或受保护的羟基,R2是氢原子,或 R1和R2连在一起时,表示在它们所连接的碳原子之间形成双键的单链、R3 是羟基或受保护的羟基,R4 是氢原子或 C1-C4 烷基,R5 是氢原子、C3-C8 烯基、C3-C8 炔基、C1-C8 烷基、C3-C7 环烷基或式中的一个基团:-(CH2)n-B(n 为 1 或 2,B 为 C1-C4 烷氧基、C3-C7 环烷基或任选被卤素原子、C1-C4 烷基、三氟甲基或 C1-C4 烷氧基取代的苯基或苯氧基),A 为以下式中任一式的基团:-CH=CH-、
(R6和R7各自独立地为氢原子或C1-C4烷基),m1为1或2,m2为0、1或2。