485334-66-5

Usage

Uses

Used in Pharmaceutical Industry:
[5-(2-CHLORO-PHENYL)-[1,3,4]OXADIAZOL-2-YLSULFANYL]-ACETIC ACID is used as a potential therapeutic agent for its possible anti-inflammatory and antimicrobial properties, which may contribute to the development of new drugs targeting various health conditions.
Used in Research and Development:
In the field of chemical research and development, [5-(2-CHLORO-PHENYL)-[1,3,4]OXADIAZOL-2-YLSULFANYL]-ACETIC ACID serves as a valuable compound for further investigation into its pharmacological profiles and potential applications in medicine. This may include studying its interactions with biological targets and evaluating its efficacy and safety in preclinical and clinical trials.

Upstream product

• 23766-27-0 2-mercapto-5-(2-chlorophenyl)-1,3,4-oxadiazole 
• 79-11-8 chloroacetic acid 
• 5814-05-1 2-chlorobenzoylhydrazide 
• 7335-25-3 ethyl 2-chlorobenzoate 
• 118-91-2 ortho-chlorobenzoic acid 

Downstream Products

• 1332617-02-3 C₁₀H₆Cl₂N₂O₂S 

Relevant academic research and scientific papers

Design, synthesis, biological evaluation, and 3D-QSAR analysis of podophyllotoxin–dioxazole combination as tubulin targeting anticancer agents

The advancement of cancer-fighting drugs has never been a simple linear process. Those drug design professionals begin to find inspiration from the nature after failing to find the ideal products by creative drug design and high-throughput screening. To obtain new molecules for inhibiting tubulin, podophyllotoxin was adopted as the leading compound and 1,3,4-oxadiazole was brought in to the C-4 site of podophyllotoxin in this research. A series of seventeen podophyllotoxin-derived esters have been achieved and then evaluated their antitumor activities against four different cancer cell lines: A549, MCF-7, HepG2, and HeLa. Among all the compounds, compound 7c showed the best antiproliferating properties with IC50?=?2.54?±?0.82?μm against MCF-7 cancer cell line. It was obvious that the content of ROS grew significantly in MCF-7 in a way depending on the dosage. The time- and dose-dependent cell cycle assays revealed that compound 7c could apparently block cell cycle in the phase of G2/M along with the upregulation of cyclin A2 and CDK2 protein. According to further studies, confocal microscopy experiment has certified that compound 7c could restrain cancer from growing by blocking the polymerization of microtubule. Meanwhile, compound 7c could be ideally integrated with the colchicine site of tubulin. In future, it would be feasible to selectively design tubulin inhibitors with the help of 3D-QSAR. This means that it is hopeful to develop compound 7c as a potential agent against cancer due to its biological characteristics.

Synthesis, biological and pharmacological activities of some new derivatives of 5-aryl-1,3,4-oxadiazolin-2-thiones

Four different S-(5-aryl-1,3,4-oxadiazol-2-yl)mercaptoacetic acids were prepared from the respective 5-aryl-1,3,4-oxadiazol-2-thiones on reaction with chloroacetic acid. Each of these acids has been converted into its acid chloride using thionyl chloride and condensed with three different secondary amines: dicyclohexylamine, morpholine and piperidine. The products obtained in each case were purified and characterized as the respective N,N-disubstituted S-(5-aryl-1,3,4-oxadiazol-2-yl) mercaptoacetamides. Alternatively, acid chlorides were also reacted in situ with two different N-substituted 2-aminoethanols and the products were characterized as the respective 2-N,N-substituted aminoethyl S-(5-aryl-1,3,4-oxadiazol-2-yl) mercaptoacetates. Similarly the acid chlorides in situ were also substituted to a reaction with 2-methoxyethanol and 2-ethoxyethanol, the products were purified and characterized as the respective esters, i.e., 2-alkoxyethyl S-(5-aryl-1,3,4-oxadiazol-2-yl) mercaptoacetates. On the basis of their analytical and spectral data, the new derivatives of oxadiazol-2-thiones were evaluated for their antimicrobial (antibacterial and anti fungal) activities, by standard methods and found to exhibit relatively good antibacterial activity specifically against P. auroginosa and antifungal activity against C. lunata. The fenamates in which the carboxylic group replaced by oxadiazolin-2-thione were reported to exhibit antiinflammatory activity by inhibiting the cyclo-oxygenase and 5-lipoxygenase activities. Ibuprofen, a known NSAID was structurally modified by a similar replacement of its carboxylic group with oxadizolin-2-thione and was to be effective at an oral dose of 100 ug/kg (bw). Some oxadiazolyl trizoles were reported to exhibit invitro antimicrobial properties. A series of quinazolinonyloxadiazoles were synthesized and found to show good oral hypoglycemic activity. Some of the N-mannich bases of β-(N-substituted indolyl)-1,3,4-oxadiozolin-2-thiones were synthesized and found to exhibit anti-inflamatory activity. A similar compound with an acetic acid hydrazino group at 3-position were found to show a broad spectrum antibacterial activity. Herein, the synthesis, characterization, biological and pharmacological activities of some S-substituted analogues of 5-substituted 1,3,4-oxadiazolin-2-thiones are reported.

Synthesis and biological activity of ω-(5-aryl-1,3,4-oxadiazol-2-thio)- and ω-(5-aryl-1,3,4-oxadiazol-2-thioacetoxyl)-ω-(1-H-1,2,4-triazol-1-yl) acetophenones

Eighteen novel ω-(5-Aryl-1,3,4-oxadiazol-2-thio)-ω-(1-H-1,2,4-triazol-1-yl) acetophenones (4a-4i) and ω-(5-Aryl-1,3,4-oxadiazol-2-thioacetoxyl)-ω-(1-H-1,2,4-triazol-1-yl) acetophenones (5a-5i) were synthesized. All the compounds synthesized were confirmed by elemental analyses and spectral data. The biological activity of representative compounds was evaluated.