title: [Studies on pyrazine derivatives. XXVI. Synthesis and tuberculostatic activity of N-pyrazinylthiourea].
abstract: 2-Amino-3-chloropyrazine and 2-amino-6-chloropyrazine were reacted with appropriate sodium alkoxides to give 2-aminopyrazine derivatives with the methoxy, benzyloxy, chlorobenzyloxy, dichlorobenzyloxy, bromobenzyloxy or dibromobenzyloxy group at positions 3 and 6 (I-XIV). The obtained compounds were converted into N-pyrazinyl-N'-benzoylthioureas (XV-XXXI) by reacting with benzoyl isothiocyanate. Their hydrolysis yielded N-pyrazinylthioureas XXXII-XLVII. Analogical reactions of alkoxyaminopyrazines with p-chlorophenyl isothiocyanate or 2,6-dichlorophenyl isothiocyanate afforded corresponding N-pyrazinyl-N'-(p-chlorophenyl)thioureas and N-pyrazinyl-N'- (2,6-dichlorophenyl)thioureas (XLVIII-LVIII). The obtained compounds were found to display tuberculostatic in vitro activity with MIC values from 8 meg/cm3 to 1000 mu meg/cm3.
authors.forename: K
authors.initials: K
authors.lastname: Wisterowicz
authors.forename: H
authors.initials: H
authors.lastname: Foks
authors.forename: M
authors.initials: M
authors.lastname: Janowiec
authors.forename: Z
authors.initials: Z
authors.lastname: Zwolska-Kwiek
mesh_terms: D000995:Antitubercular Agents; D055598:Chemical Phenomena; D002621:Chemistry; D004353:Drug Evaluation, Preclinical; D004352:Drug Resistance, Microbial; D066298:In Vitro Techniques; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D011719:Pyrazines / Q000138:chemical synthesis / Q000494:pharmacology*; D013890:Thiourea / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000995:Antitubercular Agents; D011719:Pyrazines; C061949:N-pyrazinylthiourea; D013890:Thiourea
vernacular_title: Badania nad pochodnymi pirazyny. XXVI. Synteza i aktywność tuberkulostatyczna N-pirazynylotiomoczników.