6-substituted 6h-dibenzo/b.d/pyran derivatives and process...

C - Chemistry – Metallurgy – 07 – D

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167/207, 260/356

C07D 311/80 (2006.01) A61K 31/35 (2006.01) C07D 405/12 (2006.01)

Patent

CA 1235703

Abstract of the Disclosure The invention relates to compounds of formula (I) (I) Image wherein R1 represents a) cyano; b) a carboxy or esterified carboxy group; Image , wherein each of Ra and Rb, being the same or different, is hydrogen or unsubstituted C1-C6 alkyl, or Ra and Rb, taken together with the nitrogen atom to which they are linked, form a heterocyclic ring, optionally containing a further heteroatom chosen from oxygen, sulphur and nitrogen, and optionally substituted by C1-C6 alkyl or phenyl; d) Image , wherein each of Rc and Rd, being the same or different, is hydrogen or C1-C6 alkyl unsubstituted or substituted by Image , wherein Ra and Rb are as defined above, or Rc and Rd, taken together with the nitrogen atom to which they are linked, form a heterocyclic ring, optionally containing a further heteroatom chosen from oxygen, nitrogen and sulphur, and optionally substituted by C1-C6 alkyl or phenyl; e) a saturated or unsaturated 5- or 6- membered heterocyclic ring, bound to the alkyl group or to the benzopyrane system through a carbon-carbon linkage, and containing at least one nitrogen atom and, optionally, a further heteroatom chosen from oxygen, sulphur and nitro- gen, which ring is unsubstituted or optionally substituted by C1-C6 alkyl or phenyl; n is zero, 1, 2 or 3; R is hydrogen; hydroxy or amino and may have the same or different values when n is 2 or 3; R2 represents hydrogen; C1-C6 alkyl optionally substituted by hydroxy or by a -OCO-C1-C6 alkyl group; or an optionally substituted phenyl group each of R3, R4, R5, R6, R7 and R8, which may be the same or different, is selected from a") hydrogen; halogen; halo- C1-C6 alkyl; or C1-C6 alkyl optionally substituted by amino; b") amino; nitro; or Image , wherein Ra and Rb are as defined above; c") -OR9, wherein R9 is hydrogen, C1-C6 alkyl or C2-C6 alkenyl; or a pharmaceutically or veterinarily acceptable salt thereof. The compounds display valuable pharmaceutical properties and in particular are active on the gastroenteric system.

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