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N -(5-Methyl-1,3-Thiazol-2-yl)-2-{[5-((Un)Substituted- Phenyl)1,3,4-Oxadiazol-2-yl]Sulfanyl}acetamides. Unique Biheterocycles as Promising Therapeutic Agents

An electrophile, 2-bromo- N -(5-methyl-1,3-thiazol-2-yl)acetamide, was synthesized by the reaction of 5-methyl-1,3-thiazol-2-amine and bromoacetyl bromide in an aqueous medium. In a parallel scheme, a series of (un)substituted benzoic acids was converted sequentially into respective esters, acid hyd... Full description

Journal Title: Russian Journal of Bioorganic Chemistry 2018, Vol.44(6), pp.801-811
Main Author: Abbasi, M.
Other Authors: Ramzan, M. , Aziz-ur-Rehman, S. , Siddiqui, S. , Shah, M. , Hassan, S.-Y. , Seo, M. , Ashraf, B. , Mirza, H. , Ismail, H.
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 1068-1620 ; E-ISSN: 1608-330X ; DOI: 10.1134/S106816201806002X
Link: http://dx.doi.org/10.1134/S106816201806002X
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recordid: springer_jour10.1134/S106816201806002X
title: N -(5-Methyl-1,3-Thiazol-2-yl)-2-{[5-((Un)Substituted- Phenyl)1,3,4-Oxadiazol-2-yl]Sulfanyl}acetamides. Unique Biheterocycles as Promising Therapeutic Agents
format: Article
creator:
  • Abbasi, M.
  • Ramzan, M.
  • Aziz-ur-Rehman, S.
  • Siddiqui, S.
  • Shah, M.
  • Hassan, S.-Y.
  • Seo, M.
  • Ashraf, B.
  • Mirza, H.
  • Ismail, H.
subjects:
  • 5-methyl-1,3-thiazol-2-amine
  • 1,3,4-oxadiazole
  • acetamide
  • cholinesterases
  • glucosidase
  • urease
  • brine shrimps
ispartof: Russian Journal of Bioorganic Chemistry, 2018, Vol.44(6), pp.801-811
description: An electrophile, 2-bromo- N -(5-methyl-1,3-thiazol-2-yl)acetamide, was synthesized by the reaction of 5-methyl-1,3-thiazol-2-amine and bromoacetyl bromide in an aqueous medium. In a parallel scheme, a series of (un)substituted benzoic acids was converted sequentially into respective esters, acid hydrazides, and then into 1,3,4-oxadiazole heterocyclic cores. The electrophile was coupled with the aforementioned 1,3,4-oxadiazoles to obtain the targeted bi-heterocyles. Structural analysis of the synthesized compounds was performed by IR, EI-MS, 1 H NMR, and 13 C NMR. The enzyme inhibition study of these molecules was carried out against four enzymes, namely, acetylcholinesterase, butyrylcholinesterase, α-glucosidase, and urease. The interactions of these compounds with respective enzymes were recognized by their in silico study. Moreover, their cytotoxicity was also determined to find out their utility as possible therapeutic agents.
language: eng
source:
identifier: ISSN: 1068-1620 ; E-ISSN: 1608-330X ; DOI: 10.1134/S106816201806002X
fulltext: fulltext
issn:
  • 1608-330X
  • 1608330X
  • 1068-1620
  • 10681620
url: Link


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titleN -(5-Methyl-1,3-Thiazol-2-yl)-2-{[5-((Un)Substituted- Phenyl)1,3,4-Oxadiazol-2-yl]Sulfanyl}acetamides. Unique Biheterocycles as Promising Therapeutic Agents
creatorAbbasi, M. ; Ramzan, M. ; Aziz-ur-Rehman, S. ; Siddiqui, S. ; Shah, M. ; Hassan, S.-Y. ; Seo, M. ; Ashraf, B. ; Mirza, H. ; Ismail, H.
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subject5-methyl-1,3-thiazol-2-amine ; 1,3,4-oxadiazole ; acetamide ; cholinesterases ; glucosidase ; urease ; brine shrimps
descriptionAn electrophile, 2-bromo- N -(5-methyl-1,3-thiazol-2-yl)acetamide, was synthesized by the reaction of 5-methyl-1,3-thiazol-2-amine and bromoacetyl bromide in an aqueous medium. In a parallel scheme, a series of (un)substituted benzoic acids was converted sequentially into respective esters, acid hydrazides, and then into 1,3,4-oxadiazole heterocyclic cores. The electrophile was coupled with the aforementioned 1,3,4-oxadiazoles to obtain the targeted bi-heterocyles. Structural analysis of the synthesized compounds was performed by IR, EI-MS, 1 H NMR, and 13 C NMR. The enzyme inhibition study of these molecules was carried out against four enzymes, namely, acetylcholinesterase, butyrylcholinesterase, α-glucosidase, and urease. The interactions of these compounds with respective enzymes were recognized by their in silico study. Moreover, their cytotoxicity was also determined to find out their utility as possible therapeutic agents.
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titleN -(5-Methyl-1,3-Thiazol-2-yl)-2-{[5-((Un)Substituted- Phenyl)1,3,4-Oxadiazol-2-yl]Sulfanyl}acetamides. Unique Biheterocycles as Promising Therapeutic Agents
descriptionAn electrophile, 2-bromo- N -(5-methyl-1,3-thiazol-2-yl)acetamide, was synthesized by the reaction of 5-methyl-1,3-thiazol-2-amine and bromoacetyl bromide in an aqueous medium. In a parallel scheme, a series of (un)substituted benzoic acids was converted sequentially into respective esters, acid hydrazides, and then into 1,3,4-oxadiazole heterocyclic cores. The electrophile was coupled with the aforementioned 1,3,4-oxadiazoles to obtain the targeted bi-heterocyles. Structural analysis of the synthesized compounds was performed by IR, EI-MS, 1 H NMR, and 13 C NMR. The enzyme inhibition study of these molecules was carried out against four enzymes, namely, acetylcholinesterase, butyrylcholinesterase, α-glucosidase, and urease. The interactions of these compounds with respective enzymes were recognized by their in silico study. Moreover, their cytotoxicity was also determined to find out their utility as possible therapeutic agents.
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11,3,4-oxadiazole
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titleN -(5-Methyl-1,3-Thiazol-2-yl)-2-{[5-((Un)Substituted- Phenyl)1,3,4-Oxadiazol-2-yl]Sulfanyl}acetamides. Unique Biheterocycles as Promising Therapeutic Agents
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atitleN -(5-Methyl-1,3-Thiazol-2-yl)-2-{[5-((Un)Substituted- Phenyl)1,3,4-Oxadiazol-2-yl]Sulfanyl}acetamides. Unique Biheterocycles as Promising Therapeutic Agents
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abstractAn electrophile, 2-bromo- N -(5-methyl-1,3-thiazol-2-yl)acetamide, was synthesized by the reaction of 5-methyl-1,3-thiazol-2-amine and bromoacetyl bromide in an aqueous medium. In a parallel scheme, a series of (un)substituted benzoic acids was converted sequentially into respective esters, acid hydrazides, and then into 1,3,4-oxadiazole heterocyclic cores. The electrophile was coupled with the aforementioned 1,3,4-oxadiazoles to obtain the targeted bi-heterocyles. Structural analysis of the synthesized compounds was performed by IR, EI-MS, 1 H NMR, and 13 C NMR. The enzyme inhibition study of these molecules was carried out against four enzymes, namely, acetylcholinesterase, butyrylcholinesterase, α-glucosidase, and urease. The interactions of these compounds with respective enzymes were recognized by their in silico study. Moreover, their cytotoxicity was also determined to find out their utility as possible therapeutic agents.
copMoscow
pubPleiades Publishing
doi10.1134/S106816201806002X
pages801-811
date2018-11