Synthesis of some new benzothiazole derivatives as potential antimicrobial and antiparasitic agents.
Several thiazolidinonyl benzothiazoles 8a-b and thiazolinylbenzothiazoles 9a-j were synthesized by the reaction of 2-(N-substituted thiocarbamoyl hydrazino) benzothiazoles 7a-d with chloroacetic acid or phenacyl bromide respectively. The intermediate compounds 7a-d were prepared in a good yield by the reaction of 2-hydrazinobenzothiazole (6) with phenylisothiocyanates. Synthesis of hydrazones 10a-c were performed by the reaction of 6 with the corresponding aldehydes. Trials to cyclize the obtained hydrazones 10a-c into the corresponding triazolo derivatives 11a-c were unsuccessful. Addition of 4-morphylino carbonyl chloride to compound 6 yielded the corresponding 2-acid hydrazide derivative 12. Some of the prepared compounds were screened for their anti-parasitic activity. Most of them showed reasonable antinematodal or schistosomicidal activity. In addition, antimicrobial screening of all of the prepared new compounds was performed against Staphylococcus aeurus ATCC 6538, Escherichia coli ATCC 8735 and Candida albicans ATCC 10321 but non of them was active.
Mahran
M A
MA
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Alexandria, Egypt.
El-Nassry
S M F
SM
Allam
S R
SR
El-Zawawy
L A
LA
D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000969:Antinematodal Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000977:Antiparasitic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D052160:Benzothiazoles; D003460:Crystallization; D004305:Dose-Response Relationship, Drug; D007202:Indicators and Reagents; D007422:Intestines / Q000469:parasitology; D051379:Mice; D012547:Schistosoma / Q000187:drug effects; D012552:Schistosomiasis / Q000188:drug therapy / Q000469:parasitology; D012556:Schistosomicides / Q000138:chemical synthesis* / Q000494:pharmacology; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D014234:Trichinella / Q000187:drug effects; D014235:Trichinellosis / Q000188:drug therapy / Q000469:parasitology
D000890:Anti-Infective Agents; D000969:Antinematodal Agents; D000977:Antiparasitic Agents; D052160:Benzothiazoles; D007202:Indicators and Reagents; D012556:Schistosomicides; D013844:Thiazoles; C005465:benzothiazole