99066-76-9

Basic information

• Product Name: 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid
• Synonyms: 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid
• CAS NO: 99066-76-9
• Molecular Formula: C₉H₆N₂O₃
• Molecular Weight: 190.15554
• Mol File: 99066-76-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 400.4±28.0 °C(Predicted)
• Appearance: /
• Density: 1.393±0.06 g/cm3(Predicted)
• PKA: 1.82±0.10(Predicted)
• CAS DataBase Reference: 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid(99066-76-9)
• EPA Substance Registry System: 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid(99066-76-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 99066-76-9(Hazardous Substances Data)

Usage

General Description

5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid is a chemical compound with the molecular formula C10H6N2O3. It is a derivative of oxadiazole and carboxylic acid, and it is commonly used in the pharmaceutical industry for its potential biological activities. 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid has been studied for its antifungal, antitubercular, and antibacterial properties, and it has shown promising results in inhibiting the growth of certain microorganisms. Additionally, 5-Phenyl-1,3,4-oxadiazole-2-carboxylic acid has also been investigated for its potential use in the treatment of various diseases such as cancer and diabetes. Its unique chemical structure makes it an interesting and versatile compound for further research and potential applications in medicine and healthcare.

Upstream product

• 16691-25-1 ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate 
• 60214-04-2 ethyl 2-(2-benzoylhydrazineyl)-2-oxoacetate 
• 613-94-5 benzoic acid hydrazide 

Downstream Products

• 98591-60-7 5-phenyl-1,3,4-oxadiazole-2-carbonyl chloride 

Relevant articles and documents

Discovery of Novel Aryl Carboxamide Derivatives as Hypoxia-Inducible Factor 1α Signaling Inhibitors with Potent Activities of Anticancer Metastasis

In order to discover novel hypoxia-inducible factor 1 (HIF-1) inhibitors for the cancer metastasis treatment, 68 new aryl carboxamide compounds were synthesized and evaluated for their inhibitory effect by dual luciferase-reporter assay. Based on five rounds of investigation on structure-activity relationships step by step, compound 30m was discovered as the most active inhibitor (IC50 = 0.32 μM) with no obvious cytotoxicity (CC50 > 50 μM). It effectively attenuated hypoxia-induced HIF-1α protein accumulation and reduced transcription of vascular epidermal growth factor in a dose-dependent manner, which was further demonstrated by its inhibitory potency on capillary-like tube formation, angiogenesis of zebrafish as well as cellular migration and invasion. Importantly, compound 30m exhibited antimetastatic potency in breast cancer lung metastasis in the mice model, indicating its promising therapeutic potential for prevention and treatment of tumor metastasis. These results definitely merit attention for further rational design of more efficient HIF-1 inhibitors in the future.