89808-75-3

Basic information

• Product Name: 5-(2-NITROPHENYL)-1,3-OXAZOLE
• Synonyms: 5-(2-NITROPHENYL)-1,3-OXAZOLE;BUTTPARK 154\16-89;5-(2-NITROPHENYL)OXAZOLE;2-(1,3-Oxazol-5-yl)nitrobenzene
• CAS NO: 89808-75-3
• Molecular Formula: C₉H₆N₂O₃
• Molecular Weight: 190.16
• Mol File: 89808-75-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 334.3 °C at 760 mmHg
• Flash Point: 156 °C
• Appearance: /
• Density: 1.333 g/cm³
• Vapor Pressure: 0.000251mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C
• PKA: -0.08±0.10(Predicted)
• CAS DataBase Reference: 5-(2-NITROPHENYL)-1,3-OXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-NITROPHENYL)-1,3-OXAZOLE(89808-75-3)
• EPA Substance Registry System: 5-(2-NITROPHENYL)-1,3-OXAZOLE(89808-75-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 89808-75-3(Hazardous Substances Data)

Usage

General Description

5-(2-Nitrophenyl)-1,3-oxazole, also referred to by its IUPAC name, 5-(2-nitrophenyl)-1,3-oxazole, is a chemical compound with the molecular formula C9H6N2O3. Its systematic name is 1,3-oxazole, 5-(2-nitrophenyl). 5-(2-NITROPHENYL)-1,3-OXAZOLE belongs to the class of organic compounds known as o-nitrophenols, which are phenols carrying a nitro group at the ortho position. 5-(2-Nitrophenyl)-1,3-oxazole has been used in the synthesis of various biologically active compounds.

InChI:InChI=1/C9H6N2O3/c12-11(13)8-4-2-1-3-7(8)9-5-10-6-14-9/h1-6H

Upstream product

• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 552-89-6 2-nitro-benzaldehyde 
• 288-42-6 oxazol 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 774238-36-7 2-(oxazol-5-yl)aniline 
• 959977-81-2 4-bromo-5-(2-nitrophenyl)oxazole 

Relevant articles and documents

Design, synthesis and biological evaluation of imidazole and oxazole fragments as HIV-1 integrase-LEDGF/p75 disruptors and inhibitors of microbial pathogens

We describe here the synthesis of libraries of novel 1-subtituted-5-aryl-1H-imidazole, 5-aryl-4-tosyl-4,5-dihydro-1,3-oxazole and 5-aryl-1,3-oxazole fragments via microwave (MW)-assisted cycloaddition of para-toluenesulfonylmethyl isocyanide (TosMIC) to imines and aldehydes. The compounds obtained were biologically evaluated in an AlphaScreen HIV-1 IN-LEDGF/p75 inhibition assay with six imidazole-based compounds (16c, 16f, 17c, 17f, 20a and 20d) displaying more than 50% inhibition at 10 μM, with IC50 values ranging from 7.0 to 30.4 μM. Additionally the hypothesis model developed predicts all active scaffolds except 20d to occupy similar areas as the N-heterocyclic (A) moiety and two aromatic rings (B and C) of previously identified inhibitor 5. These results indicate that the identified compounds represent a viable starting point for their use as templates in the design of next generation inhibitors targeting the HIV-1 IN and LEDGF/p75 protein-protein interaction. In addition, the in vitro antimicrobial properties of these fragments were tested by minimum inhibitory concentration (MIC) assays showing that compound 16f exhibited a MIC value of 15.6 μg/ml against S. aureus, while 17f displayed a similar MIC value against B. cereus, suggesting that these compounds could be further developed to specifically target those microbial pathogens.

Synthesis of 4-substituted oxazolo[4,5-c]quinolines by direct reaction at the C-4 position of oxazoles

A facile synthesis of 4-aryl substituted oxazolo[4,5-c]quinolines has been described via a modified Pictet-Spengler method and using Cu(TFA)2 as a catalyst. The developed methodology directly functionalizes the C-4 position of oxazoles without

HYDRAZONE DERIVATIVE

A compound represented by the following formula (I): wherein R1 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R2 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R3 represents hydrogen, etc.; Ar represents a divalent group derived from aromatic hydrocarbon, etc.; X represents a single bond, linear or branched alkylene having from 1 to 3 carbon atoms which may have a substituent, etc.; and G represents halogen, a saturated or unsaturated 5- or 6-membered cyclic hydrocarbon group which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc., a salt thereof or a solvate thereof; and an agent for inhibiting aggregation and/or deposition of an amyloid protein or an amyloid-like protein, which comprises the compound, a salt thereof or a solvate thereof