Structure–activity relationship and in silico study of unique bi-heterocycles: 5-[(2-amino-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazole-2-thiol derivatives

QR Code

Structure–activity relationship and in silico study of unique bi-heterocycles: 5-[(2-amino-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazole-2-thiol derivatives

This paper presents the synthesis of some unique bi-heterocyclic hybrid molecules with a thiazole and an oxadiazole ring. The synthesis was initiated by the conversion of ethyl 2-(2-amino-1,3-thiazol-4-yl)acetate (1) to the corresponding 2-(2-amino-1,3-thiazol-4-yl)acetohydrazide (2) by the reaction...

Full description

Bibliographic Details
Published in:	Journal of the Serbian Chemical Society
Main Author:	Abbasi M.A.; Ramzan M.S.; Aziz-Ur-Rehman; Siddiqui S.Z.; Hassan M.; Raza H.; Shah S.A.A.; Mirza B.; Seo S.-Y.
Format:	Article
Language:	English
Published:	Serbian Chemical Society 2019
Online Access:	https://www.scopus.com/inward/record.uri?eid=2-s2.0-85071284618&doi=10.2298%2fJSC180203019A&partnerID=40&md5=579ade91e32eb71c0f380e66e793bf5f

Similar Items

Synthesis of Novel Bi-Heterocycles as Valuable Anti-Diabetic Agents: 2-({5-((2-Amino-1,3-Thiazol-4-yl)methyl)-1,3,4-Oxadiazol-2-yl}sulfanyl)-N-(Substituted)acetamides
by: Muhammad Athar Abbasi; Ramzan M.S.; Aziz-ur-Rehman; Siddiqui S.Z.; Shah S.A.A.; Lodhi M.A.; Khan F.A.; Mirza B.
Published: (2020)

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
by: Abbasi M.A.; Ramzan M.S.; Aziz-ur-Rehman; Siddiqui S.Z.; Shah S.A.A.; Hassan M.; Seo S.-Y.; Ashraf M.; Mirza B.; Ismail H.
Published: (2018)

Novel Bi-heterocycles as potent inhibitors of Urease and less cytotoxic agents: 3-({5-((2-amino-1,3-thiazol-4-yl)methyl)-1,3,4-oxadiazol-2-yl}sulfanyl)-N-(un/substituted-phenyl) propanamides
by: Abbasi M.A.; Ramzan M.S.; Aziz-Ur-Rehman; Siddiqui S.Z.; Hassan M.; Shah S.A.A.; Ashraf M.; Shahid M.; Seo S.-Y.
Published: (2020)

Synthesis of 2-{[5-(aralkyl/aryl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-(4-methyl-1,3-thiazol-2-yl)acetamides: Novel bi-heterocycles as potential therapeutic agents
by: Ramzan M.S.; Abbasi M.A.; Aziz-Ur-Rehman; Siddiqui S.Z.; Shah S.A.A.; Ashraf M.; Lodhi M.A.; Khan F.A.; Mirza B.
Published: (2018)

Synthesis, in vitro and in silico studies of novel potent urease inhibitors: N-[4-({5-[(3-Un/substituted-anilino-3-oxopropyl)sulfanyl]-1,3,4-oxadiazol-2-yl}methyl)-1,3-thiazol-2-yl]benzamides
by: Abbasi M.A.; Hassan M.; Aziz-ur-Rehman; Siddiqui S.Z.; Raza H.; Shah S.A.A.; Seo S.-Y.
Published: (2018)

Synthesis and structural analysis of persuasive antibacterial agents and enzyme inhibitors derived from 5-(1-(4-Tosyl)piperidin-4-yl)-1,3,4-oxadiazol-2-thiol
by: Aziz-Ur-Rehman; Sattar A.; Abbasi M.A.; Siddiqui S.Z.; Raza M.A.; Ashraf M.; Nazir M.; Shah S.A.A.
Published: (2018)

4-[5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl]benzohydrazide
by: Taha M.; Ismail N.H.; Imran S.; Khan K.M.
Published: (2014)

Design, synthesis and biological potential of 5-(2-amino-6-(3/4-bromophenyl)pyrimidin-4-yl)benzene-1,3-diol scaffolds as promising antimicrobial and anticancer agents
by: Kumar S.; Narasimhan B.; Lim S.M.; Ramasamy K.; Mani V.; Ali Shah S.A.
Published: (2019)

Discovery of Dual Inhibitors of Acetyl and Butrylcholinesterase and Antiproliferative Activity of 1,2,4-Triazole-3-thiol: Synthesis and In Silico Molecular Study
by: Siddiqui S.Z.; Arfan M.; Abbasi M.A.; Aziz-ur-Rehman; Shah S.A.A.; Ashraf M.; Hussain S.; Saleem R.S.Z.; Rafique R.; Khan K.M.
Published: (2020)

Synthesis of novel N-(1,3-thiazol-2-yl)benzamide clubbed oxadiazole scaffolds: Urease inhibition, Lipinski rule and molecular docking analyses
by: Athar Abbasi M.; Raza H.; Aziz-ur-Rehman; Zahra Siddiqui S.; Adnan Ali Shah S.; Hassan M.; Seo S.-Y.
Published: (2019)

Synthesis of 2-(2-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole derivatives and evaluation of their antiglycation potential
by: Taha M.; Ismail N.H.; Jamil W.; Imran S.; Rahim F.; Kashif S.M.; Zulkefeli M.
Published: (2016)

Synthesis and pharmacological screening: Sulfa derivatives of 2-pipecoline-bearing 1,3,4-oxadiazole core
by: Aziz-ur-Rehman; Arif A.; Abbasi M.A.; Siddiqui S.Z.; Rasool S.; Shah S.A.A.
Published: (2017)

Synthesis of novel N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-{[5-(un/substituted-phenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetamides as potent antibacterial agents
by: Abbasi M.A.; Irshad M.; Aziz-Ur-Rehman; Siddiqui S.Z.; Shah S.A.A.; Shahid M.
Published: (2022)

Synthesis, spectral analysis and pharmacological study of N’-substituted-2-(5-((2,4-dimethylphenoxy)methyl)-1,3,4-oxadiazol-2-ylthio)acetohydrazides
by: Rasool S.; Aziz-ur-Rehman; Abbasi M.A.; Siddiqui S.Z.; Shah S.A.A.
Published: (2016)

Biological activity of synthesized 5-{1-[(4-chlorophenyl)sulfonyl]piperidin-4-yl}-2-mercapto-1,3,4-oxadiazole derivatives demonstrated by in silico and bsa binding studies
by: Iqbal J.; Ur-Rehman A.; Abbasi M.A.; Siddiqui S.Z.; Rasool S.; Ashraf M.; Iqbal A.; Hamid S.; Chohan T.A.; Khalid H.; Laulloo S.J.; Shah S.A.A.
Published: (2020)

Crystal structure of 2,2'-(((2,2-dimethylpropane-1,3-diyl)bis(azanylylidene))- bis(methanylylidene))bis(4-methoxyphenol)palladium(II)
by: Ahmad S.N.; Bahron H.; Tajuddin A.M.; Sukeri M.M.Y.
Published: (2017)

Synthesis, molecular docking and α-glucosidase inhibition of 5-aryl-2-(6′-nitrobenzofuran-2′-yl)-1,3,4-oxadiazoles
by: Taha M.; Ismail N.H.; Imran S.; Wadood A.; Rahim F.; Saad S.M.; Khan K.M.; Nasir A.
Published: (2016)

Crystal structure of ethyl 1-(2-hydroxyethyl)-4-((4-methoxyphenyl)amino)-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate, C16H20N2O5
by: Abdul Rashid F.N.A.; Bacho M.Z.; Slawin A.M.Z.; Abdul Manan M.A.F.; Johari S.A.; Mohammat M.F.
Published: (2023)

Synthesis, spectral analysis and biological evaluation of 2-{[(morpholin-4-yl)ethyl]thio}-5-phenyl/aryl-1,3,4-oxadiazole derivatives
by: Aziz-Ur-Rehman; Khan S.G.; Naqvi S.A.R.; Ahmad M.; Akhtar N.; Bokhari T.H.; Irfan M.; Usman A.; Batool S.; Rasool S.; Shah S.A.A.; Shahid M.
Published: (2021)

Synthesis, characterization, antibacterial, hemolytic and thrombolytic activity evaluation of 5-(3-chlorophenyl)-2-((N-(substituted)-2-acetamoyl)sulfanyl)-1,3,4-oxadiazole derivatives
by: Aziz-Ur-Rehman; Khan S.G.; Bokhari T.H.; Anjum F.; Akhter N.; Rasool S.; Ali Shah S.A.; Shahid M.; Arshad A.
Published: (2020)

Synthesis of promising antibacterial and antifungal agents: 2-[[(4-Chlorophenyl)sulfonyl](2,3-dihydro-1,4-benzodioxin-6-yl)amino]-N(un/substituted-phenyl)acetamides
by: Abbasi M.A.; Irshad M.; Aziz-Ur-Rehman; Siddiqui S.Z.; Nazir M.; Ali Shah S.A.; Shahid M.
Published: (2020)

Design and synthesis of various 1,3,4-oxadiazoles as AChE and LOX enzyme inhibitors
by: Iqbal J.; Mallhi A.I.; Ur Rehman A.; Al-Mijalli S.H.; Un-Nisa M.; Zafar F.; Shahzad S.; Rasool S.; Iqbal M.; Shah S.A.A.
Published: (2023)

Synthesis of some new propanamide derivatives bearing 4-piperidinyl-1,3,4-oxadiazole, and their evaluation as promising anticancer agents
by: Aziz-Ur-Rehman; Ahtzaz N.; Abbasi M.A.; Siddiqui S.Z.; Saleem S.; Manzoor S.; Iqbal J.; Virk N.A.; Chohan T.A.; Shah S.A.A.
Published: (2018)

Novel 2,5-disubtituted-1,3,4-oxadiazoles with benzimidazole backbone: A new class of β-glucuronidase inhibitors and in silico studies
by: Zawawi N.K.N.A.; Taha M.; Ahmat N.; Wadood A.; Ismail N.H.; Rahim F.; Ali M.; Abdullah N.; Khan K.M.
Published: (2015)

Synthesis and biological evaluation of heterocyclic 1,2,4-triazole scaffolds as promising pharmacological agents
by: Kumari M.; Tahlan S.; Narasimhan B.; Ramasamy K.; Lim S.M.; Shah S.A.A.; Mani V.; Kakkar S.
Published: (2021)

Synthesis of new 2-{2,3-dihydro-1,4-benzodioxin-6-yl[(4‑methylphenyl) sulfonyl]amino}-N-(un/substituted-phenyl) acetamides as α-glucosidase and acetylcholinesterase inhibitors and their in silico study
by: Abbasi M.A.; Riaz S.; Aziz-Ur-rehman; Siddiqui S.Z.; Shah S.A.A.; Ashraf M.; Lodhi M.A.; Khan F.A.
Published: (2019)

Methyl 4-amino-3-methoxyisoxazole-5-carboxylate
by: Manan M.A.F.A.; Cordes D.B.; Slawin A.M.Z.
Published: (2023)

4-Fluorobenzyl (Z)-2-(2-oxoindolin-3-ylidene) hydrazine-1-carbodithioate
by: Manan M.A.F.A.; Cordes D.B.; McKay A.P.
Published: (2024)

Synthesis, in vitro evaluation and molecular docking studies of hybrid 4-quinolinyl bearing 1,3,4-thiadiazole-2-amine as a new inhibitor of α-amylase and α-glucosidase
by: Taha M.; Khan A.A.; Rahim F.; Hayat S.; Imran S.; Iqbal N.; Uddin N.; Khan K.M.; Anouar E.H.; Farooq R.K.; Nawaz M.; Shah S.A.A.
Published: (2023)

Palladium (0) catalyzed synthesis of thiophene based 1,3,4-oxadiazoles their reactivities and potential nonlinear optical properties
by: Abbas M.; Rizwan K.; Rasool N.; Hashmi M.A.; Ahmad G.; Rashid U.; Shah S.A.A.
Published: (2020)

Synthesis of N-substituted acetamide derivatives of azinane-bearing 1,3,4-oxadiazole nucleus and screening for antibacterial activity
by: Iqbal K.; Jamal Q.; Iqbal J.; Afreen M.S.; Sandhu M.Z.A.; Dar E.; Farooq U.; Mushtaq M.F.; Arshad N.; Iqbal M.M.
Published: (2017)

Synthesis, multiparametric structure assessment and biological evaluation of some new 1,3,4-oxadiazoles containing piperidine nucleus
by: Iqbal J.; Aziz-Ur-Rehman; Abbasi M.A.; Siddiqui S.Z.; Rasool S.; Rehan M.; Shah S.A.A.
Published: (2017)

6-Benzyl-3-(1,4-dioxaspiro-[4.5]decan-2-yl)-8,8-dimethyl-1-oxa-2, 6-diaza-spiro-[4.4]non-2-ene-7,9-dione
by: Bathich Y.; Shaameri Z.; Hamzah A.S.; Quah C.K.; Fun H.-K.
Published: (2009)

Thermolysis of Ru3(CO)10(µ-dppp): A new Ru4- cluster derived from 1,3-bis(diphenylphosphino)propane
by: Syaida Sirat S.; Izzati Muhammad Nor Azharan H.; Lee Sin A.; Arshad S.; Mustaqim Rosli M.; Nadia Md Yusof E.; Bin Shawkataly O.
Published: (2024)

Multi-step synthesis, kinetics and in silico explorations of indole-Phenyl-1,2,4-triazole Bi-heterocyclic hybrids unified with 3-substituted benzamides as elastase inhibitors
by: Shakila; Abbasi M.A.; Aziz-ur-Rehman; Siddiqui S.Z.; Nazir M.; Muhammad S.; Raza H.; Shah S.A.A.; Shahid M.; Chaudhry A.R.; Kim S.J.
Published: (2025)

Multi-step synthesis, kinetics and in silico explorations of indole-Phenyl-1,2,4-triazole Bi-heterocyclic hybrids unified with 3-substituted benzamides as elastase inhibitors
by: Shakila; Abbasi, et al.
Published: (2025)

Synthesis and α-glucosidase inhibition activity of 2-[3-(Benzoyl/4-bromobenzoyl)-4-hydroxy-1,1-dioxido-2h-benzo[e][1,2]thiazin-2-yl]-n-arylacetamides: An in silico and biochemical approach
by: Saddique F.A.; Aslam S.; Ahmad M.; Ashfaq U.A.; Muddassar M.; Sultan S.; Taj S.; Hussain M.; Lee D.S.; Zaki M.E.A.
Published: (2021)

Exploring promising immunomodulatory potential of natural and synthetic 1,3-diphenyl-2-propen-1-one analogs: A review of mechanistic insight
by: Safdar M.H.; Hasan H.; Afzal S.; Hussain Z.
Published: (2018)

Synthesis, crystal structure and Hirshfeld surface analysis of ethyl 4-hydroxy-2-(4-hydroxyphenyl)-1-methyl-5-oxo-2,5-dihydro1H-pyrrole-3-carboxylate
by: Rashid, et al.
Published: (2023)

Synthesis and corrosion inhibition studies of N-((4 and 3-chlorophenyl) carbamothioyl) benzamide in 1M H2SO4
by: Zulkifli N.Z.; Kassim K.; Nordin N.A.
Published: (2017)