Substituted nitrogen bridgehead heterocycles of potential smooth muscle relaxant and antihypertensive activities

Pyrrolo [1,2-c] pyrimidine derivatives I reacted with various acid chlorides to afford a number of 3-substituted pyrimido [5,4-e] pyrrolo [1,2-c] pyrimidines. The 3-chlorocarbonyl intermediate I-A reacted with different alcohols to give the corresponding esters. Moreover, 3-chloromethyl derivative I-B reacted with thiourea, alkoxides and sodium salts of aromatic acids to yield thiouronium salts, ethers and esters, respectively. Some members were tested as smooth muscle relaxant diuretic and hypotensive activities. It was shown that compound VII-a is the potent as hypotensive and diuretic agent. Also, it was noticed that, while all the test substances inhibit the uterine motility, VII-a stimulates the uterine motility in all stages

Synthesis of some novel heterocyclic compounds of potential antiallergic activity

Dicyanomethylidene 1a and its piperidine analogue 1b reacted with B-chloroethylisocyanate to afford unexpectedly the heterocycles: imidazo [1,2-c] pyrrolo [2,1-f] pryrimidine-10-carbonitrile and imidazo [1,2-c] pyrido [2,1-f] pyrimidine-11-carbonitrile hydrochlorides 3a and 3b respectively. Subsequent hydrolysis gave the corresponding carboxamides 4a,b and carboxylic acids 6a,b. The structures of the new nuclei have been confirmed by chemical and spectral means. Two compounds were subjected to pharmacological testing and have shown 50% inhibition of the histamine induced contraction of guinea pig ileum