37760-54-6

Basic information

• Product Name: ETHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE
• Synonyms: 1,2,4-oxadiazole-5-carboxylic acid, 3-phenyl-, ethyl ester
• CAS NO: 37760-54-6
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.21
• Mol File: 37760-54-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 342.9°C at 760 mmHg
• Flash Point: 161.2°C
• Appearance: /
• Density: 1.223g/cm³
• Vapor Pressure: 7.31E-05mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: ETHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE(37760-54-6)
• EPA Substance Registry System: ETHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE(37760-54-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 37760-54-6(Hazardous Substances Data)

Usage

General Description

ETHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE, also known as ethyl 3-phenyl-5-oxadiazolecarboxylate, is a chemical compound with the molecular formula C11H9N3O3. It is an oxadiazole derivative and belongs to the class of carboxylic acid esters. ETHYL 3-PHENYL-1,2,4-OXADIAZOLE-5-CARBOXYLATE is commonly used in the field of organic synthesis as a building block for the preparation of various pharmaceuticals and bioactive molecules. It has also shown potential as an anticonvulsant and analgesic agent in animal studies. Additionally, ethyl 3-phenyl-1,2,4-oxadiazole-5-carboxylate has demonstrated insecticidal and antimicrobial activities, making it a versatile compound with potential applications in pharmaceutical and agrochemical industries.

InChI:InChI=1/C11H10N2O3/c1-2-15-11(14)10-12-9(13-16-10)8-6-4-3-5-7-8/h3-7H,2H2,1H3

Upstream product

• 57459-31-1 (3-phenyl-[1,2,4]oxadiazol-5-yl)-ethenetricarbonitrile 
• 623-49-4 ethyl cyanoformate 
• 1821-34-7 N-chlorobenzamide 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 873-67-6 benzonitrile oxide 
• 4755-77-5 Ethyl oxalyl chloride 
• 613-92-3 (E)-N'-hydroxybenzimidamide 
• 105-39-5 chloroacetic acid ethyl ester 
• 613-92-3 N-hydroxyl-benzamidine 
• 100-47-0 benzonitrile 

Downstream Products

• 92110-03-7 3-phenyl-[1,2,4]oxadiazole-5-carboxylic acid 2-dimethylamino-ethylamide 
• 92649-48-4 3-phenyl-[1,2,4]oxadiazole-5-carboxylic acid 2-diethylamino-ethylamide 
• 90323-72-1 3-phenyl-[1,2,4]oxadiazole-5-carboxylic acid hydrazide 
• 1042693-75-3 2-[[3-phenyl-[1,2,4]-oxadiazole-5-carbonyl]amino]-N-phenylacetamide 
• 1092849-21-2 (4-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)piperazin-1-yl)(3-phenyl-1,2,4-oxadiazol-5-yl)methanone 
• 1383581-77-8 N-hydroxy-3-phenyl-1,2,4-oxadiazole-5-carboxamide 
• 5157-62-0 3-phenyl-1,2,4-oxadiazole 
• 400716-17-8 3-phenyl-{1,2,4}oxadiazole-5-carboxylic acid 
• 92872-14-5 (3-phenyl-[1,2,4]oxadiazol-5-yl)-carbamic acid benzyl ester 
• 92290-17-0 (3-phenyl-[1,2,4]oxadiazol-5-yl)-carbamic acid ethyl ester 
• 90484-03-0 5-isocyanato-3-phenyl-[1,2,4]oxadiazole 
• 90484-14-3 3-phenyl-[1,2,4]oxadiazole-5-carbonyl azide 
• 92868-54-7 3-phenyl-[1,2,4]oxadiazole-5-carboxylic acid benzyl ester 
• 112330-32-2 5-<(N¹,N²-diphenylamidino)carbamoyl>-3-phenyl-1,2,4-oxadiazole 

Relevant articles and documents

Design, Synthesis and Antifungal/Nematicidal Activity of Novel 1,2,4-Oxadiazole Derivatives Containing Amide Fragments

Plant diseases that are caused by fungi and nematodes have become increasingly serious in recent years. However, there are few pesticide chemicals that can be used for the joint control of fungi and nematodes on the market. To solve this problem, a series

Synthesis, spectroscopic characterization and DNA/HSA binding studies of (phenyl/naphthyl)ethenyl-substituted 1,3,4-oxadiazolyl-1,2,4-oxadiazoles

Two new series of conjugated arylethenyl-1,3,4-oxadiazolyl-1,2,4-oxadiazoles were obtained and spectroscopically characterized in terms of UV-Vis absorption, fluorescence and interaction with CT-DNA and Human Serum Albumin (HSA) biomolecules. Phenyl- and 1-naphthyl-bearing examples were analysed, and the spectroscopic properties of its substitution series were compared, showing extensive conjugation in all compounds and absorption differences due to both the aryl-ethenyl subunit and substituted phenyl/phenylene at the 1,2,4-oxadiazole side. Strong binding interactions of the obtained compounds with CT-DNA and moderate HSA-association capability were observed spectroscopically, and further docking studies were performed. This journal is

Design, synthesis, and biological evaluation of novel oxadiazole- and thiazole-based histamine H3R ligands

Histamine H3 receptor (H3R) is largely expressed in the CNS and modulation of the H3R function can affect histamine synthesis and liberation, and modulate the release of many other neurotransmitters. Targeting H3R with antagonists/inverse agonists may have therapeutic applications in neurodegenerative disorders, gastrointestinal and inflammatory diseases. This prompted us to design and synthesize azole-based H3R ligands, i.e. having oxadiazole- or thiazole-based core structures. While ligands of oxadiazole scaffold were almost inactive, thiazole-based ligands were very potent and several exhibited binding affinities in a nanomolar concentration range. Ligands combining 4-cyanophenyl moiety as arbitrary region, para-xylene or piperidine carbamoyl linkers, and/or pyrrolidine or piperidine basic heads were found to be the most active within this series of thiazole-based H3R ligands. The most active ligands were in silico screened for ADMET properties and drug-likeness. They fulfilled Lipinski's and Veber's rules and exhibited potential activities for oral administration, blood–brain barrier penetration, low hepatotoxicity, combined with an overall good toxicity profile.