113766-05-5Relevant articles and documents
Synthesis of some new 1,2,4-triazolo[3,4-b]-thiadiazole derivatives as possible anticancer agents
Subrahmanya Bhat,Jagadeesh Prasad,Poojary, Boja,Shivarama Holla
, p. 1595 - 1603 (2004)
3-Substituted-4-amino-5-mercapto-1,2,4-triazoles are versatile synthons for constructing various biologically active heterocycles. Their cyclization with carboxylic acids gives fused five-membered derivatives, whereas with α-bromoketones gives a six-membered heterocycle. In this article we report the synthesis of a series of 1,2,4-triazolo[3,4-b]thiadiazoles 5 starting from 4-amino-3-substituted-5-mercapto-1,2,4-triazoles 3 and fluorobenzoic acids 4 using phosphorous oxychloride as cyclizing agent. Fourteen of the newly synthesized compounds were screened for anticancer properties. Four among them showed in vitro anticancer activity.
Polyethylene glycol mediated, one-pot, three-component synthetic protocol for novel 3-[3-substituted-5-mercapto-1,2,4-triazol-4-yl]-spiro-(indan-1′,2-thiazolidin)-4-ones as new class of potential antimicrobial and antitubercular agents
Pandey, Sarvesh Kumar,Ahamd, Akeel,Pandey,Nizamuddin, Khan
, p. 1233 - 1239 (2015/04/27)
A series of 3-[3-substituted-5-mercapto-1,2,4-triazol-4-yl]-spiro-(indan-1′,2-thiazolidin)-4-ones 2 were designed for the purpose of searching for novel antimicrobial agents and have been synthesized conveniently in a single step with a three-component protocol in polyethylene (400) as green reaction media. Thus, the condensation reaction between indane-1-one; 4-amino-5-mercapto-1,2,4-triazoles and mercaptoacetic acid in polyethylene glycol (400) gave quantitatively and analytically pure titled compounds 2. The structure of synthesized compound 2 is based on spectral (IR, 1H-NMR, and 13C-NMR) as well elemental analyses. These compounds have been screened for their antibacterial, antifungal, and antitubercular activities. Some of them have showed significant inhibition on fungal and bacterial growth and antitubercular activity against Mycobacterium tuberculosis. The compounds 2a, 2d, and 2e display antifungal activity against Candida albicans [minimum inhibitory concentration (MIC) 3.13, 6.25 μg/mL] and antibacterial activity against Streptococcus pneumoniae (MIC 3.13 μg/mL) of the order of standard drugs tested under similar conditions, and compound 2a showed better antitubercular activity than other compounds against M. tuberculosis (H37Rv strain, MIC 12.5 μg/mL).
Synthesis and antibacterial activity of N-bridged heterocycles derived from aryloxymethyltriazoles
Shivarama Holla,Shridhara,Shivananda
, p. 1257 - 1262 (2007/10/03)
Reactions of 3-aryloxymethyl-4-amino-5-mercapto-1,2,4-triazoles 1 with aromatic carboxylic acids, furoic acid, oxalic acid, monochloroacetic acid and phenacyl bromide furnish various N-bridged heterocycles viz., triazolothiadiazoles, bistriazolothiadiazoles, triazolothiadiazinones and triazolothiadiazines. The structures of these N-bridged heterocycles are characterized on the basis of elemental analyses, IR, NMR and mass spectral data. Some of these compounds are also subjected to antibacterial screening studies.
Synthesis of Some Substituted 4-(5-Nitro-2-furfurylideneamino)-5-mercapto-1,2,4-triazoles and 7H-6-(5-Nitro-2-furyl)-s-triazolothiadiazines
Holla, B. Shivarama,Kalluraya, Balakrishna
, p. 683 - 685 (2007/10/02)
Seven 4-amino-3-aryloxymethyl-5-mercapto-1,2,4-triazoles (1a-g) have been synthesized and converted into 3-aryloxymethyl-4-(5-nitro-2-furfurylideneamino)-5-mercapto-1,2,4-triazoles (2a-g) and 7H-3-aryloxymethyl-6-(5-nitro-2-furyl)-s-triazolothiadiazines (3a-g).Most of the compounds of series 2 and 3 have been found to be active against both gram positive and gram negative bacteria at less than 5μg ml concentration.
