2-benzyl-polycyclic guanine derivatives and process for...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/12 (2006.01) A61K 31/52 (2006.01) A61K 31/535 (2006.01) C07D 239/54 (2006.01) C07D 239/545 (2006.01) C07D 473/40 (2006.01) C07D 487/14 (2006.01) C07D 487/20 (2006.01) C07D 491/22 (2006.01)

Patent

CA 2156918

Antihypertensive and bronchodilating compounds of formula (I) or a pharmaceutically acceptable salt thereof, and a process for preparing them are disclosed, wherein: R1, R2 and R3 are hydrogen, lower alkyl, lower alkoxy, halogeno hydroxy, (di-lower alkyl)amino 4-morpholinyl, 1-pyrrolidinyl, 1-pyrrolyl -CF3, -OCF3, phenyl or methoxyphenyl: or R1 and R2 together are methylenedioxy; or R1 and R2 together with the carbon atoms to which they are attached form a benzene ring; and Ra is hydrogen and Rb and Rc, together with the carbon atoms to which they are attached, form a saturated ring of 5 carbons; or Ra is lower alkyl, Rb is hydrogen or lower alkyl, and Rc is hydrogen; or Ra, Rb and the carbon atom to which they are attached form a saturated ring of 5-7 carbons, and Rc is hydrogen; or Ra is hydrogen, and Rb, Rc and the carbon atoms to which they are attached form a tetrahydrofuran ring; or Ra and Rb, together with the carbon atom to which they are attached, and Rb and Rc, together with the carbon atoms to which they are attached, each form a saturated ring of 5-7 carbons; pharmaceutical compositions containing said compounds: methods of treatment using said compounds; and a process for preparing polcyclic guanines comprising reducing a nitrosopyrimidine, and treating the reduced nitrosopyrimidine with an acylating reagent to give the amidopyrimidine; b) reacting the amidopyrimidine with a halogenating/cyclizing reagent to give a halopurine c) reacting, in the presence of a base, the halopurine with an amine to give the substituted aminopurine; and d) closing the ring of the substituted amimopurine with a suitable dehydrating agent.

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