135733-34-5

Basic information

• Product Name: 1,2,5-Oxadiazole-3-carboxaldehyde, 4-phenyl-, 2-oxide
• CAS NO: 135733-34-5
• Molecular Formula: C9H6N2O3
• Molecular Weight: 190.158
• Mol File: 135733-34-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1,2,5-Oxadiazole-3-carboxaldehyde, 4-phenyl-, 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5-Oxadiazole-3-carboxaldehyde, 4-phenyl-, 2-oxide(135733-34-5)
• EPA Substance Registry System: 1,2,5-Oxadiazole-3-carboxaldehyde, 4-phenyl-, 2-oxide(135733-34-5)

Safety Data

• Hazardous Substances Data: 135733-34-5(Hazardous Substances Data)

Upstream product

• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 100-52-7 benzaldehyde 
• 169614-78-2 3-(bromomethyl)-2-oxido-4-phenyl-1,2,5-oxadiazole 
• 6898-86-8 3-methyl-4-phenylfuroxan 
• 104-54-1 3-Phenylpropenol 
• 135733-32-3 4-phenyl-3-furazanmethanol 

Downstream Products

• 143423-13-6 2,6-Dimethyl-4-(2-oxy-4-phenyl-furazan-3-yl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 151733-56-1 4-phenyl-3-furoxanylcarbaldehyde oxime 
• 125520-55-0 3-carboxy-4-phenyl-1,2,5-oxadiazole 2-oxide 
• 143423-14-7 2,6-Dimethyl-4-(2-oxy-4-phenyl-furazan-3-yl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 

Relevant articles and documents

An expedient synthesis of new 2-(furoxan-3-yl)thiazolidin-4-one derivatives

A series of new biologically interesting furoxan-3-thiazolidinones have been synthesized via one-pot three-component reaction of furoxan aldehydes, anilines and mercaptoacetic acid. The multi-component reaction involves condensation of furoxan aldehyde with aniline to give imine; the formed imine undergoes nucleophilic addition with mercaptoacetic acid, followed by cyclisation with loss of H2O to obtain the desired products. All the synthesized compounds were well characterized using spectral techniques and confirmed by an X-ray crystal structure for one compound.

Synthesis and preliminary evaluation of N-oxide derivatives for the prevention of atherothrombotic events

Thrombosis is the main outcome of many cardiovascular diseases. Current treatments to prevent thrombotic events involve the long-term use of antiplatelet drugs. However, this therapy has several limitations, thereby justifying the development of new drugs

Leishmanicidal activities of novel synthetic furoxan and benzofuroxan derivatives

A novel series of furoxan (1,2,5-oxadiazole 2-oxide) (compounds 3, 4a and -b, 13a and -b, and 14a to -f) and benzofuroxan (benzo[c][1,2,5]oxadiazole 1-oxide) (compounds 7 and 8a to -c) derivatives were synthesized, characterized, and evaluated for in vitro activity against promastigote and intracellular amastigote forms of Leishmania amazonensis. The furoxan derivatives exhibited the ability to generate nitric oxide at different levels (7.8% to 27.4%). The benzofuroxan derivative 8a was able to increase nitrite production in medium supernatant from murine macrophages infected with L. amazonensis at 0.75 mM after 48 h. Furoxan and benzofuroxan derivatives showed remarkable leishmanicidal activity against both promastigote and intracellular amastigote forms. Compounds 8a, 14a and -b, and 14d exerted selective leishmanicidal activities superior to those of amphotericin B and pentamidine. In vitro studies at pH 5.4 reveal that compound 8a is stable until 8 h and that compound 14a behaves as a prodrug, releasing the active aldehyde 13a. These compounds have emerged as promising novel drug candidates for the treatment of leishmaniasis. Copyright