Pharmacological evaluation and characterizations of newly synthesized 1,2,4-triazoles

Patel, Navin B.; Khan, Imran H.; Rajani, Smita D.

doi:10.1016/j.ejmech.2010.06.031

Cited by 93 publications

(37 citation statements)

References 27 publications

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“…Basically, cyclization with bromine is achieved by oxidation of aniline, substituted aniline, and arylthiourea in acid or chloroform with alkali thiocyanate. Hugerschoff, in early 1900s, synthesized 2-aminobenzothiazole and found that 1, 3-diarylthiourea can be cyclized with liquid bromine in chloroform to form a 2-aminobenzothiazoles (Scheme 1) [14,15]. This reaction worked well for symmetrical thioureas giving exclusively one product.…”

Section: Introductionmentioning

confidence: 99%

Mechanistic Study on the Formation of Compounds from Thioureas

Laitonjam¹,

Nahakpam²

2018

Density Functional Calculations - Recent Progresses of Theory and Application

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Formation of 2-(N-arylamino)benzothiazole takes place, when N,N 0 -diphenylthioureas are treated with polymer-supported tribromide or with iodine-alumina as catalyst under solvent free conditions. However, when N-substituted-N 0 -benzoylthioureas are treated with polymer-supported tribromide or with iodine-alumina as catalyst either under various conditions or under solvent free conditions, decomposition takes place to give the respective benzamides and thiobenzamides. Mechanistic study of the formation of these compounds is studied using DFT calculations. It is found that electron donating group at the para-position of the aryl group of benzoylthiourea favors the formation of benzamide whereas the presence of electron withdrawing group at para-position of the aryl group of benzoylthiourea, formation of thiobenzamide takes place. When the catalyst is changed to diacetoxyiodobenzene (DIB) under similar reaction conditions, benzoxazole amides are formed; expected benzothiazoles or the decomposition products are not obtained. Mechanistic study of the reaction using DFT calculation again shows that the reaction followed through carbodiimide intermediate undergoes the formation of C-O bond in benzoxazole moiety, instead of the expected C-S bond formation of benzothiazole moiety via a sequential acylation and deacylation process.

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Section: Introductionmentioning

confidence: 99%

Mechanistic Study on the Formation of Compounds from Thioureas

Laitonjam¹,

Nahakpam²

2018

Density Functional Calculations - Recent Progresses of Theory and Application

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“…Benzothiazole derivatives with 4-methoxy groups showed the best anti-TB activity; however, compounds obtained by hybridization with the 1,2,4-triazole-benzothiazole moiety with the best activity were those with an electron withdrawing substituent (Cl) on the benzothiazole ring (Patel et al, 2010). Another moiety considered in anti-TB agent design has been isopropylthiazole.…”

Section: Azoles Derivativesmentioning

confidence: 99%

Antitubercular Drugs Development: Recent Advances in Selected Therapeutic Targets and Rational Drug Design

Bocanegra-García¹,

García²,

Palma-Nicolás³

et al. 2011

Drug Development - A Case Study Based Insight Into Modern Strategies

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“…Oxadiazoles, including 1,2,4-oxadiazoles and 1,3,4-oxadiazoles which possess various bioactivities like antibacterial, antifungal and antitumor potencies [178], have relatively high reactivity due to the inductive effect of oxygen atom in the oxadiazole ring, and they have been investigated very well to transform into more stable heterocycles, especially 1,2,4-triazole derivatives [179][180][181][182][183][184][185][186][187]. In recent years, the prepared triazoles via rearrangement of oxadiazoles usually exhibited wide applications in medicinal chemistry especially as antitubercular [188] and antiproliferative agents [189], and also in supramolecular chemistry as progesterone receptors and ligands of coordination polymers [64,190,191].…”

Section: Transformations Of Five-membered Heterocyclic Compoundsmentioning

confidence: 99%

Current Developments in the Syntheses of 1,2,4-Triazole Compounds

Zhang¹,

Damu²,

Cai³

et al. 2014

COC

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Heterocyclic 1,2,4-triazole derivatives possess unusually spacious potentiality as medicinal agents, agricultural chemicals, functional materials, ionic liquids, supramolecular catalysts as well as artificial enzymes and receptors for supramolecular recognition and biomimetic catalysis, and their various researches and developments have been being a quite rapidly developing and active highlight topic with an infinite space. Numerous efforts have been directed toward various types of possible applications of 1,2,4-triazole-based compounds and a lot of important progress has been made, especially their preparations have attracted increasing attention. This review systematically summarized the recent advances in the syntheses of 1,2,4-triazole derivatives, including: (1) Cyclizations to form triazole ring; (2) Transformations of heterocyclic compounds to construct triazole ring; (3) Substitutions on 1,2,4-triazole ring; (4) Structural modifications in side chains of 1,2,4-triazole ring. It was hoped that this review would be helpful for the design and development of highly efficient preparation of 1,2,4-triazole derivatives with various sorts and varieties of extensively potential applications in medicine, agriculture, chemistry, materials, supramolecular sciences and so on.

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Pharmacological evaluation and characterizations of newly synthesized 1,2,4-triazoles

Cited by 93 publications

References 27 publications

Mechanistic Study on the Formation of Compounds from Thioureas

Mechanistic Study on the Formation of Compounds from Thioureas

Antitubercular Drugs Development: Recent Advances in Selected Therapeutic Targets and Rational Drug Design

Current Developments in the Syntheses of 1,2,4-Triazole Compounds

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