Anti-HIV, antimycobacterial and antimicrobial studies of newly synthesized 1,2,4-triazole clubbed benzothiazoles

Patel, Navin B.; Khan, Imran H.; Pannecouque, Christophe; Clercq, Erik De

doi:10.1007/s00044-012-0129-4

Cited by 26 publications

(15 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…More than million new compounds a day are synthesized on the planet in the 21st century, but only some of them may become drugs. Considering synthetic possibilities of the national science, it should be noted, that derivatives of 1,2,4-triazol are potential substances with various types of biological activity [1][2][3][4][5][6], on the basis of which original medicines can be created. The salts of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids are promising class which is still poorly studied.…”

Section: синтез фізико-хімічні властивості солей 2-((4-(r-аміно)-5-(mentioning

confidence: 99%

Synthesis, physical and chemical properties of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts

Сафонов¹,

Панасенко²,

Knysh³

2017

Current Issues in Pharmacy and Medicine: Science and Practice

View full text Add to dashboard Cite

Thanks to the rapid development of science, humanity has achieved remarkable success in various fields. This also applies to the synthesis of biological compounds. Over the centuries, scientists have invented many methods and drugs that are being actively used to date. Derivatives of 1,2,4-triazole can be the foundation for the manufacture of new native drugs that will compete with foreign ones. The aim of work was synthesis and confirmation the structure of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio) acetate acids salts. Materials and methods. As starting substances we used 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids, which were synthesized by previously described methods. The structure of synthesized compounds was confirmed by the complex use of modern physical-chemical methods of analysis: elemental analysis, 1 H-NMR spectroscopy, HPLC-MS. Results. Salts of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids were synthesized by the interaction of the appropriate acids with organic (morpholin, methanamin, 2-hydroxyethanamin), inorganic basics (aqueous ammonia solution, sodium hydroxide) and salts (zinc sulfate, ferrum (III) chloride, magnesium sulfate, copper (II) sulfate) in alcoholic or aqueous media. Conclusions. A series of novel 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts were synthesized. The structure of synthesized compounds is established using modern physical-chemical methods of analysis. Key words: synthesis, 1,2,4-triazole, salts, chromato-mass spectrum. Current issues in pharmacy and medicine: science and practice 2017; 10 (3), 259-263 Синтез, фізико-хімічні властивості солей 2-((4-(R-аміно)-5-(тіофен-2-ілметил)-4H-1,2,4-тріазол-3-іл)тіо)ацетатних кислот А. А. Сафонов, О. І. Панасенко, Є. Г. КнишІсторія створення нових біологічно активних субстанцій бере початок ще з часів Стародавнього Єгипту. З кожним роком учені вдосконалювали методики синтезу БАР, створювали нові субстанції та провадили пошук перспективних сполук для створення ліків. У 21 столітті на планеті в день синтезується понад мільйон нових сполук, але тільки деякі з них можуть у перспективі стати ліками. Розглядаючи синтетичні можливості вітчизняної науки, варто відзначити похідні 1,2,4-тріазолу як потенційні субстанції з різними видами біологічної активності, на основі яких можуть бути створені оригінальні лікарські засоби. Мета роботи -синтез і підтвердження будови солей 2-((4-(R-аміно)-5-(тіофен-2-ілметил)-4H-1,2,4-тріазол-3-іл)тіо)ацетатних кислот. Матеріали та методи. Як вихідні речовини нами використані 2-((4-(R-аміно)-5-(тіофен-2-ілметил)-4H-1,2,4-тріазол-3-іл)тіо) ацетатні кислоти, що синтезовані за раніше описаною методикою. Будову синтезованих сполук підтверджено комплексним використанням сучасних фізико-хімічних методів аналізу: елементного аналізу, 1 Н-ЯМР-спектроскопії, ВЕРХ-МС. Результати. Солі 2-((4-(R-аміно)-5-(тіофен-2-ілметил)-4H-1,2,4-тріазол-3-іл)тіо)ацетатної кислоти отримані взаємодією ...

show abstract

Section: синтез фізико-хімічні властивості солей 2-((4-(r-аміно)-5-(mentioning

confidence: 99%

Synthesis, physical and chemical properties of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts

Сафонов¹,

Панасенко²,

Knysh³

2017

Current Issues in Pharmacy and Medicine: Science and Practice

View full text Add to dashboard Cite

show abstract

“…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

View full text Add to dashboard Cite

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.

show abstract

“…The chemistry of N‐heterocyclic compounds possesses wide range of biological applications in both medicinal and pharmacological field . N‐heterocycles containing the 1,2,4‐triazolo scaffolds constitute a variety of medicinal important properties includes anti‐HIV, analgesic, antibacterial, antihypertensive, anti‐inflammatory, antifungal, and anticancer activities …”

Section: Introductionmentioning

confidence: 99%

Microwave‐Assisted Synthesis of Positional Isomeric Dihydro‐triazolo‐pyrimido‐acridines and Biological studies

et al. 2020

View full text Add to dashboard Cite

Microwave synthetic methodologies were proposed for the preparation of positional isomeric dihydro‐triazolo‐pyrimido‐acridines, 3 a‐j and 9 a‐h via friedlander synthesis using response surface methodology (RSM). The advantages of these methodologies over conventional methods are it provides good yields with short reaction times. Free radical scavenging and antifungal studies were performed for compounds 3 a‐j and 9 a‐h. The results of antioxidant assay revealed that compounds 3 c, 3 d and 9 b exhibited excellent property whereas compounds 3 a and 9 a showed significant antifungal property against Aspergillus flavus (A.flavus) and Aspergillus niger (A. niger).

show abstract

Anti-HIV, antimycobacterial and antimicrobial studies of newly synthesized 1,2,4-triazole clubbed benzothiazoles

Cited by 26 publications

References 25 publications

Synthesis, physical and chemical properties of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts

Synthesis, physical and chemical properties of 2-((4-(R-amino)-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazol-3-yl)thio)acetic acids salts

Mechanistic Study on the Formation of Compounds from Thioureas

Microwave‐Assisted Synthesis of Positional Isomeric Dihydro‐triazolo‐pyrimido‐acridines and Biological studies

Contact Info

Product

Resources

About