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6367425 
Journal Article 
1-Aryl- and 1-(arylmethyl)-4-guanylpiperazines and other heterocyclic and alicyclic guanidine derivatives 
Protiva, M; Rajšner, M; Trčka, V; Vaněček, M; Němec, J; Šedivý, Z 
1975 
1 
Collection of Czechoslovak Chemical Communications
ISSN: 0010-0765
EISSN: 1212-6950 
40 
12 
3904-3923 
Resaction of the corresponding secondary and primary amines with S-methylisothiourea sulfate resulted in 1-aryl-4-guanylpiperazines V-iX, 1-(arylmethyl)-4-guanylpiperazines Xa-XX1a, 4-substituted 1-guanylpiperidines XXII-XXIV, bicyclic N-(2-guanidinoethyl)pyrro-lidines XXX and XXXI and in N-guanyltryptamine (XXXV). The aminoguanidine derivative XXVIII was prepared analogously from 1-amino-4-phenylpiperidine. The guanidine derivative XXXVI and 2-aminoimidazolines XL and XLI were obtained from the corresponding thioureas (XXXVIII, XLIII) which were converted to S-methylisothiuronium salts which reacted with methylamine or ethylene diamine. Of the compounds prepared, only XXX resembled guanethidine (I) in its hypotensive activity but it did not fulfil the expectations in an orientative clinical testing.