Derivatives of benzimidazole, benzothiazole and benzoxazole

C - Chemistry – Metallurgy – 07 – D

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C07D 235/28 (2006.01) A61K 31/4184 (2006.01) C07C 65/21 (2006.01) C07D 213/74 (2006.01) C07D 213/89 (2006.01) C07D 215/06 (2006.01) C07D 215/12 (2006.01) C07D 215/14 (2006.01) C07D 235/02 (2006.01) C07D 263/10 (2006.01) C07D 263/14 (2006.01) C07D 277/74 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 413/12 (2006.01) C07D 417/12 (2006.01)

Patent

CA 1341314

There are described compounds of formula I, (See formula I) in which Rc is a nucleophilic nitrogen, oxygen or- sulphur separated from the SO group by 1, 2, 3, 4 or 5 other atoms, R1, R2, R3 and R4, which may be the same or different, are each hydrogen, halogen, alkoxy, alkyl, fluoroalkyl, alkanoyl, RS (O)n-, -NO2, -N(R)2, -NHCOR, or -COOH or an ester or amide thereof, or an adjacent pair of R1, R2, R3 and R4 may in addition to the values given above, together form a chain -(CH2)x- or, together with the carbon atoms to which they are attached, form a 6 membered unsaturated carbocylic or nitrogen heterocyclic ring, x is 3, 4 or 5, n is 0, 1 or 2, X i s 0 , S or NR15, R15 is hydrogen, -COR, -COOR or alkyl which latter is optionally substituted by -OCOR, R is phenyl, or alkyl optionally substituted by phenyl, t'he phenyl groups in turn optionally being substituted by alkyl, provided that i) Rc is not -CH2CH2-morpholino, ii) that when Rc is a nitrogen nucleophile carried on an aryl or heteroaryl group R15 is not a group -COR in which R, is unsubstituted alkyl, iii) when X is NR15 Rc does not comprise an unsaturated nitrogen heterocyclic ring other than such a ring substituted by a either a) a substituted or unsubstituted amino group, or b) an N-oxido group, and iv) when X is NR15 Rc does not comprise an alkyl group substituted by an optionally alkyl or halo substituted piperidino group, and pharmaceutically acceptable salts thereof. There are also described processes for making the compounds, and their formulation and use as pharmaceuticals, e.g. to treat gastric acid secretion.

485915

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