91209-62-0Relevant academic research and scientific papers
A Novel Base-Catalyzed Carbon-Nitrogen Bond Fission in Some Heterocycles
Lal, Bansi,Gidwani, Ramesh M.,Souza, Noel J. de
, p. 5117 - 5124 (2007/10/02)
Nitrogen heterocycles bearing a nonbasic nitrogen atom and other defined structural features as exemplified by 9,10-dimethoxy-3,4,6,7-tetrahydro-2H-pyrimidoisoquinoline-2,4-dione (1), 8-oxypseudopalmatine (22), 8-oxypseudoberberine (25), rutaecarpine (39), and related systems, on heating with excess sodium hydride in polar aprotic solvents, undergo a facile carbon-nitrogen bond cleavage reaction to give new nitrogen heterocycles with an arylvinyl group as one of the substituents.The nature, scope, postulated mechanism, and limitations of this novel carbon-nitrogen cleavage reaction are described.
Trequinsin, a potent new antihypertensive vasodilator in the series of 2-(arylimino)-3-alkyl-9,10-dimethoxy-3,4,6,7-tetrahydro-2H-pyrimido[6,1 -a]isoquinolin-4-ones
Lal,Dohadwalla,Dadkar,D'Sa,de Souza
, p. 1470 - 1480 (2007/10/02)
Series of 3-substituted-9,10-dimethoxy-3,4,6,7-tetrahydro-2H-pyrimido[6,1-a]isoquino line-2,4-diones and 2-substituted-9,10-dimethoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4- ones were synthesized and tested for blood pressure lowering properties in anesthetized normotensive cats and conscious spontaneously hypertensive rats. Several compounds in the 2-(arylimino)-9,10-dimethoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-o ne series display a high order of activity. The most active compounds are the alkyl derivatives of the 2-mesitylamino/2-mesitylimino tautomeric forms. The 2-(mesitylimino)-3-methyl analogue trequinsin is a potent antihypertensive agent and displays a hemodynamic profile characteristic of an anterior dilator. It is also a potent inhibitor of both cAMP phosphodiesterase and platelet aggregation.
