Synthesis, spectral analysis and biological evaluation of 2-{[(morpholin-4-yl)ethyl]thio}-5-phenyl/aryl-1,3,4-oxadiazole derivatives

QR Code

Synthesis, spectral analysis and biological evaluation of 2-{[(morpholin-4-yl)ethyl]thio}-5-phenyl/aryl-1,3,4-oxadiazole derivatives

A series of new derivatives of 4-(2-chloroethyl)morpholine hydrochloride (5) were efficiently synthesized. Briefly, different aromatic organic acids (1a-f) were refluxed to acquire respective esters (2a-f) using conc. H2SO4 as catalyst. The esters were subjected to nucleophillic substitution by mono...

Full description

Bibliographic Details
Published in:	Pakistan Journal of Pharmaceutical Sciences
Main Author:	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.
Format:	Article
Language:	English
Published:	Pakistan Journal of Pharmaceutical Sciences 2021
Online Access:	https://www.scopus.com/inward/record.uri?eid=2-s2.0-85107334212&doi=10.36721%2fPJPS.2021.34.1.SP.441-446.1&partnerID=40&md5=e8b212439da4fd6837b001731b079baa

Similar Items

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)

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

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 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)

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, spectral analysis and biological evaluation of N-alkyl/aralkyl/aryl-4-chlorobenzenesulfonamide derivatives
by: Aziz-Ur-Rehman; Abbasi M.A.; Siddiqui S.Z.; Mohyuddin A.; Nadeem S.; Shah S.A.A.
Published: (2016)

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, 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)

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)

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)

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)

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)

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)

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
by: 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.
Published: (2019)

Design, synthesis and computational studies of N-(substituted-phenyl)-4-(4-phenyl-1-piperazinyl)butanamides as potent anti-melanogenic and tyrosinase inhibitors
by: Raza H.; Abbasi M.A.; Rehman A.-U.; Siddiqui S.Z.; Hassan M.; Shah S.A.A.; Shahid M.; Hong H.; Seo S.-Y.
Published: (2020)

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 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)

Efficient Synthesis of 4-Bromo-N-(1-phenylethyl)benzamide, Arylation by Pd(0) Catalyst, Characterization and DFT Study
by: Raza Shah A.; Rasool N.; Bılal M.; Mubarık A.; Alı Hashmı M.; Nadeem Akhtar M.; Imran M.; Ahmad G.; Siddiqa A.; Adnan Alı Shah S.
Published: (2022)

Biology-oriented drug synthesis (BIODS): In vitro β-glucuronidase inhibitory and in silico studies on 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl carboxylate derivatives
by: Salar U.; Khan K.M.; Taha M.; Ismail N.H.; Ali B.; Qurat-ul-Ain; Perveen S.; Ghufran M.; Wadood A.
Published: (2017)

Biology-oriented drug synthesis (BIODS) of 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl ether derivatives, in vitro α-amylase inhibitory activity and in silico studies
by: Taha M.; Imran S.; Ismail N.H.; Selvaraj M.; Rahim F.; Chigurupati S.; Ullah H.; Khan F.; Salar U.; Javid M.T.; Vijayabalan S.; Zaman K.; Khan K.M.
Published: (2017)

Discovering the DPPH Free Radical Scavenging Activity of Azine Derivatives Bearing Ethyl Phenyl Ketone Moiety
by: Rehman M.U.; Alam A.; Shah S.A.A.; Ali A.; Ali Q.; AlAsmari A.F.; Alasmari F.; Khan M.
Published: (2024)

Discovering the DPPH Free Radical Scavenging Activity of Azine Derivatives Bearing Ethyl Phenyl Ketone Moiety
by: Rehman, et al.
Published: (2024)

Design of potent tyrosinase inhibiting N-arylated-4-yl-benzamides bearing 2-aminothiazole-triazole bi-heterocycles: mechanistic insight through enzyme inhibition, kinetics and computational studies
by: Khan, et al.
Published: (2024)

Design of potent tyrosinase inhibiting N-arylated-4-yl-benzamides bearing 2-aminothiazole-triazole bi-heterocycles: mechanistic insight through enzyme inhibition, kinetics and computational studies
by: Khan F.M.; Abbasi M.A.; Rehman A.-U.; Siddiqui S.Z.; Sadiq Butt A.R.; Raza H.; Hassan M.; Ali Shah S.A.; Shahid M.; Kim S.J.
Published: (2024)

Synthesis, In Vitro, and In Silico Studies of N-(Substituted-Phenyl)-3-(4-Phenyl-1-Piperazinyl)propanamides as Potent Alkaline Phosphatase Inhibitors
by: Abbasi M.A.; Nazir M.; Aziz-ur-Rehman; Siddiqui S.Z.; Raza H.; Zafar A.; Shah S.A.A.; Shahid M.
Published: (2021)

Morpholine hydrazone scaffold: Synthesis, anticancer activity and docking studies
by: Taha M.; Ali Shah S.A.; Afifi M.; Zulkeflee M.; Sultan S.; Wadood A.; Rahim F.; Ismail N.H.
Published: (2017)

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)

[3-Methoxy-5-(methoxycarbonyl)isoxazol-4-yl](4-methoxyphenyl)iodonium 2,2,2-trifluoroacetate
by: Manan M.A.F.A.; Cordes D.B.; Slawin A.M.Z.; O’Hagan D.
Published: (2023)

Synthesis Of Some N-(Un/Substituted-Phenyl)-2-(4-Phenyl-1-Piperazinyl)Acetamides as Possible Antibacterial and Anticancer Agents with Mild Cytotoxicity
by: Abbasi M.A.; Nazir M.; Aziz-ur-Rehman; Siddiqui S.Z.; Shah S.A.A.; Saleem R.S.Z.; Shahid M.; Mirza B.; Ismail H.
Published: (2022)

Synthesis of Trans-4-Hydroxyprolineamide and 3-Ketoproline Ethyl Ester for Green Asymmetric Organocatalysts
by: Abdullah N.; Shaameri Z.; Hamzah A.S.; Mohammat M.F.
Published: (2024)

The Synthesis, Characterisation, and Adsorption Study of Novel 4-Ethyl-3-Thisemicarbazone Microcrystalline Cellulose
by: Sahani N.I.; Mohamed A.H.; Ahmad N.M.; Ghazali S.A.I.S.M.; Sharif I.; Dzulkifli N.N.
Published: (2023)

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 and Computational Exploration of Morpholine Bearing Halogenated Sulfonamides as Potential Tyrosinase Inhibitors
by: Abbasi M.A.; Raza H.; Aziz-ur-Rehman; Siddiqui S.Z.; Muhammad S.; Khan F.M.; Shah S.A.A.; Al-Sehemi A.G.; Kim S.J.
Published: (2023)

Synthesis, enzyme inhibitory kinetics, & computational studies of N-(substituted phenyl)-(5-(3,4-dichlorobenzyl)-4-(4-chlorophenyl)-4H-1,2,4-triazol-3-ylthio)methylbenzamides: As potent alkaline phosphatase inhibitors
by: Zeb A.; Siddiqui S.Z.; Abbasi M.A.; Aziz-ur-Rehman; Shah S.A.A.; Imran S.; Raza H.; Kim S.J.; Parveen R.; Abbas G.
Published: (2025)

Synthesis, enzyme inhibitory kinetics, & computational studies of N-(substituted phenyl)-(5-(3,4-dichlorobenzyl)-4-(4-chlorophenyl)-4H-1,2,4-triazol-3-ylthio)methylbenzamides: As potent alkaline phosphatase inhibitors
by: Zeb, et al.
Published: (2025)

Synthesis, molecular docking, dynamic simulations, kinetic mechanism, cytotoxicity evaluation of N-(substituted-phenyl)-4-{(4-[(E)-3-phenyl-2-propenyl]-1-piperazinyl} butanamides as tyrosinase and melanin inhibitors: In vitro, in vivo and in silico approaches
by: Raza H.; Abbasi M.A.; Aziz-ur-Rehman; Siddiqui S.Z.; Hassan M.; Abbas Q.; Hong H.; Shah S.A.A.; Shahid M.; Seo S.-Y.
Published: (2020)

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 halogenated [1,1′-biphenyl]-4-yl benzoate and [1,1′:3′,1″- terphenyl]-4′-yl benzoate by palladium catalyzed cascade C–C coupling and structural analysis through computational approach
by: Imran H.M.; Rasool N.; Kanwal I.; Hashmi M.A.; Altaf A.A.; Ahmed G.; Malik A.; Kausar S.; Ud-Din Khan S.; Ahmad A.; Ali Shah S.A.
Published: (2020)

Design, synthesis of triazole-based scaffolds, N-(substitutedphenyl)-2-(5-(4-methoxyphenyl)-4-phenyl-4H-1,2,4-triazol-3-ylthiol)acetamides: As potential anti-cholinesterase agents for neurodegenerative diseases
by: Siddiqui S.Z.; Arfan M.; Abbasi M.A.; Aziz-ur-Rehman; Shah S.A.A.; Parveen R.; Ashraf M.; Solangi M.; Hussain S.; Khan K.M.
Published: (2023)