Prostaglandin derivatives

Details Prostaglandin derivatives Prostaglandin derivatives

C - Chemistry, Metallurgy

07

C

C07C 405/00 (2006.01) A61K 31/5575 (2006.01) A61P 9/10 (2006.01) A61P 25/20 (2006.01) A61P 27/06 (2006.01) A61P 43/00 (2006.01)

Patent

CA 2384718

A prostaglandin derivative represented by the formula: (see above formula) wherein X is a halogen atom in the .alpha.- or .beta.-position, Y is an ethylene group, a vinylene group or an ethynylene group, A is a group represented by the formula: O(CH2)n, S(O)p(CH2)n, O(CH2)q O(CH2)r, O(CH2)q S(O)p(CH2)r, S(O)p(CH2)q S(O)p(CH2)r or S(O)p(CH2)q O(CH2)r (wherein n is an integer of 1 to 5, p is 0, 1 or 2, q is an integer of 1 to 3, and r is 0 or 1), R1 is a C3-10 cycloalkyl group, a C1-4 alkyl-C3-10 cycloalkyl group, a C3-10 cycloalkyl-C1-4 alkyl group, a C5-10 alkyl group, a C5-10 alkenyl group, a C5-10 alkynyl group or a bridged cyclic hydrocarbon group, R2 is a hydrogen atom, a C1-10 alkyl group or a C3-10 cycloalkyl group, and m is 0, 1 or 21, a pharmaceutically acceptable salt thereof or a hydrate thereof. The present invention is to provide novel PG derivatives having an excellent PGD2-like agonistic activity and a sleep-inducing action.

L'invention concerne des dérivés de prostaglandine représentés par la formule générale (I), des sels de ceux-ci pharmaceutiquement acceptables, ou des hydrates des deux. Dans cette formule, X représente un halogéno alpha ou beta substituant; Y représente éthylène, vinylène, ou éthynylène; A représente O(CH2)n, S(O)p(CH2)n, O(CH2)qO(CH2)r, O(CH2)qS(O)p(CH2)r, S(O)p(CH2)qS(O)p(CH2)r, (où n est un nombre entier compris entre 1 et 5; p est égal à 0, 1, ou 2; q est un nombre entier compris entre 1 et 3; et r est égal à 0 ou 1); R1 représente cycloalkyle C3-10, alkyle C1-4, alcényle C5-10, alcynyle C5-10, ou un groupe hydrocarboné cyclique ponté; R2 représente H, alkyle C1-10, ou cycloalkyle C3-10; et m est égal à 0, 1, ou 2. Ces composés sont nouveaux et possèdent une activité agoniste de la prostaglandine de type D2, et un effet induisant le sommeil.

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