A methanediphosphonic acid derivative, process for...

C - Chemistry – Metallurgy – 07 – F

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C07F 9/38 (2006.01) A61K 31/66 (2006.01) A61K 31/695 (2006.01) C07F 9/40 (2006.01) C07F 9/547 (2006.01)

Patent

CA 2111670

- 40 - ABSTRACT A methane diphosphonic acid derivative represented by the general formula (I): Image (I) [wherein, X and Y represent substitution groups on the naphthyl groups, and represent a halogen atom, nitro group, nitrile group, alkyl group, alkoxy group, trifluoromethyl group, the group: Image (provided that Z1 and Z2 represent, independently each other, a hydrogen atom or an alkyl group, or Z1 and Z2 may form a ring comprising carbon atoms or a ring comprising of carbon atoms and hetero atoms), the group: Image (provided that Z1 and Z2 are the same as above, and Z3 represents oxygen or sulfur), thiol group, hydroxyl group, alkylthio group, arylthio group, acyloxy group, acylamino group, acylthio group, acyl group, alkenyl group, aryl group, cycloalkyl group, COOH group or COO- alkyl group; m represents an integer of 0 to 3; n represents an integer of 0 to 4; and each X of the (X)m and each Y of the (Y)n may be either identical or different; ? represents a double bond or single bond; A is -(CH2)a-(D)b-(CH2)c- (wherein D is sulfur, oxygen, NH, alkyl-substituted N, or CH2, a and c are integers of 0 to - 41 - 10 and b is 0 or 1), or -(CH=CH)d-CH= (wherein d is an integer of 0 to 2, and B does not exist when A represents -(CH=CH)d-CH=), B refers to a hydrogen atom, alkyl group, amino group, monoalkylamino group, dialkylamino group, acylamino group, hydroxyl group, alkoxy group, trialkylsiloxy group or acyloxy group, and each of R1, R2, R3 and R4 is hydrogen atom, straight or branched alkyl group having 1 to 7 carbon atoms, or pharmacologically allowed cation, and these may be identical or different], is described. The compound of the present invention has excellent IL-1 inhibitory action, antioxidative action and bone resorption inhibitory action, and is useful as an antiinflammatory drug, antirheumatic drug, autoimmune disease drug and so forth.

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