13382-61-1

Basic information

• Product Name: 4-(4-Nitrophenyl)-1,3-oxazole
• Synonyms: 4-(1,3-OXAZOLE-4-YL)NITRO-BENZENE;4-(1,3-OXAZOL-4-YL)NITRO-BENZENE;OZNB;4-(4-Nitrophenyl)-1,3-Oxazole;4-(1,3-OXAZOLE-4-YL)NITRO-BENZENE(OZNB);Oxazole,4-(p-nitrophenyl)- (7CI,8CI)
• CAS NO: 13382-61-1
• Molecular Formula: C₉H₆N₂O₃
• Molecular Weight: 190.16
• Mol File: 13382-61-1.mol

Chemical Properties

• Melting Point: 186-188 °C(Solv: methanol (67-56-1))
• Boiling Point: 352.597oC at 760 mmHg
• Flash Point: 167.045oC
• Appearance: /
• Density: 1.334g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: 2-8°C
• PKA: -0.91±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Nitrophenyl)-1,3-oxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Nitrophenyl)-1,3-oxazole(13382-61-1)
• EPA Substance Registry System: 4-(4-Nitrophenyl)-1,3-oxazole(13382-61-1)

Safety Data

• Hazardous Substances Data: 13382-61-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(4-Nitrophenyl)-1,3-oxazole is used as a starting material for the synthesis of various organic compounds, particularly in the development of new drugs. Its unique chemical structure allows for the creation of molecules with potential therapeutic applications.
Used in Materials Science:
4-(4-Nitrophenyl)-1,3-oxazole is used as a component in the development of new materials with specific properties. Its incorporation into materials can lead to advancements in areas such as electronics, coatings, and adhesives.
It is important to handle this compound with care, as nitro groups are often associated with explosive characteristics. This makes safety a critical consideration in its use and synthesis.

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

Upstream product

• 77287-34-4 formamide 
• 100-19-6 (4-nitrophenyl)ethanone 
• 20662-89-9 4-phenyl-1,3-oxazole 
• 99-81-0 4-Nitrophenacyl bromide 
• 59938-04-4 4-nitro-1-(1-ethoxyvinyl)benzene 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 125282-23-7 1,4-dihydro-1,4-epoxy-3-(4-nitrophenyl)isoquinoline 
• 568556-31-0 4-(oxazol-4-yl)aniline 
• 1552273-94-5 1-cyclopentyl-4-(4-nitrophenyl)-1H-imidazole 
• 10004-42-9 4-(4-nitrophenyl)-2-phenyloxazole 

Relevant articles and documents

HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions in need of inhibition of heparan sulfate biosynthesis.

2- [ (2-SUBSTITUTED) -IND0LIZIN-3-YL] -2-OXO-ACETAMIDE DERIVATIVES AS ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically acceptable salts thereof wherein: Rl, R2, R3, R4, R5, R6, R7, X and X1 are as defined herein. These compounds are useful in the manufacture of medicaments for use in the prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

Inhibitors of inosine monophosphate dehydrogenase: SARs about the N-[3-methoxy-4-(5-oxazolyl)phenyl moiety

The first reported structure-activity relationships (SARs) about the N-[3-methoxy-4-(5-oxazolyl)phenyl moiety for a series of recently disclosed inosine monophosphate dehydrogenase (IMPDH) inhibitors are described. The syntheses and in vitro inhibitory values for IMPDH II, and T-cell proliferation (for select analogues) are given.

Benzyne-Oxazole Cycloadducts: Isolation and Retro-Diels-Alder Reactions

A literature procedure for generating benzyne from 1-aminobenzotriazole and lead tetraacetate was modified by the use of two syringe pumps to effect simultaneous addition through opposing ports of a three-neck flask.Applied to the reaction of benzyne with 4-phenyloxazole at 0 deg C, this modification resulted in essentially quantitative formation of cycloadduct.Retro-Diels-Alder expulsion of benzonitrile with concurrent formation of isobenzofuran occurred when the adduct was heated.The sequence constitutes a useful method of preparation of isobenzofuran, which may be utilized in situ or isolated as a solution for subsequent application.Benzyne cycloadducts were also prepared from 4-(4-nitrophenyl)- and 4-(4-methoxyphenyl)oxazoles, in order to assess the effect of remote substituents on the retro-Diels-Alder reaction.First-order rate constants were determined at three temperatures in the range of 40-70 deg C.The order of reactivity was p-NO2 > p-H > p-OMe; the substituent effects were small, with a factor 4 separating the p-NO2 from p-OMe rate.All three substrates exhibited small ΔS(excit.) values.Expulsion of the nitrile is believed to occur as a concerted reaction with little charge development.The modified benzyne procedure was also applied to 2,5-diphenyloxazole, at 0 and -78 deg C.Oxazole was recovered (59percent and 43percent at the higher and lower temperature, respectively).No bis(benzyne) adduct was formed, showing that 1,3-diphenylisobenzofuran is not generated during the course of the reaction.The 1:1 benzyne-diphenyloxazole cycloadduct is not observed in the crude product of the0 deg C reaction, but an absorption at 6.09 ppm in the NMR spectrum of crude product from the -78 deg C reaction is attributed to this material.The latter crude product on standing at room temperature forms the isobenzofuran.Both reaction mixtures form 1,3-diphenylisobenzofuran by another mechanism involving a second intermediate.This more polar intermediate, which appears to be the major product at 0 deg C, slowly gives 1,3-diphenylisobenzofuran.The overall more efficient cycloaddition at - 78 deg C is attributed to entropy effects, which tend to favor Diels-Alder over other second-order reactions as the temperature is lowered.