87150-13-8

Basic information

• Product Name: 4-(1,3-OXAZOL-5-YL)BENZONITRILE
• Synonyms: 4-(1,3-OXAZOL-5-YL)BENZONITRILE;4-(1,3-OXAZOL-5-YL)BENZENECARBONITRILE;5-(4-CYANOPHENYL)OXAZOLE;4-(oxazol-5-yl)benzonitrile;4-(5-Oxazolyl)benzonitrile;5-(4-Cyanophenyl)-1,3-oxazole
• CAS NO: 87150-13-8
• Molecular Formula: C₁₀H₆N₂O
• Molecular Weight: 170.17
• Mol File: 87150-13-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 344.2 °C at 760 mmHg
• Flash Point: 162 °C
• Appearance: /
• Density: 1.25 g/cm³
• Vapor Pressure: 6.68E-05mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(1,3-OXAZOL-5-YL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,3-OXAZOL-5-YL)BENZONITRILE(87150-13-8)
• EPA Substance Registry System: 4-(1,3-OXAZOL-5-YL)BENZONITRILE(87150-13-8)

Safety Data

• Hazardous Substances Data: 87150-13-8(Hazardous Substances Data)

Usage

General Description

4-(1,3-Oxazol-5-yl)benzonitrile is a chemical compound with the molecular formula C9H5NO. It is a white to light yellow solid that is sparingly soluble in water. 4-(1,3-Oxazol-5-yl)benzonitrile is commonly used in organic synthesis and pharmaceutical research as a building block for the production of various pharmaceuticals and agrochemicals. Additionally, it has potential applications in the field of material science and as a reagent in chemical reactions. Its unique structure, consisting of a benzene ring attached to a 1,3-oxazol-5-yl moiety, gives it distinct properties and potential uses in various industries. However, due to its potential toxicity and hazardous nature, proper safety precautions and handling procedures should be followed when working with this compound.

InChI:InChI=1/C10H6N2O/c11-5-8-1-3-9(4-2-8)10-6-12-7-13-10/h1-4,6-7H

Upstream product

• 288-42-6 oxazol 
• 623-00-7 4-bromobenzenecarbonitrile 
• 1186127-11-6 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole 
• 433332-27-5 2-[tris(propan-2-yl)silyl]-1,3-oxazole 
• 156780-52-8 2-(4-methoxyphenyl)-1,3-oxazole 
• 29166-72-1 N,N,N′,N′-tetramethyl-N″-tert-butylguanidine 
• 105-07-7 4-cyanobenzaldehyde 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 

Downstream Products

• 4271-09-4 2,2'-benzothiazolyl 
• 1395680-17-7 2-(5-(4-cyanophenyl)oxazol-2-yl)benzothiazole 
• 1448189-44-3 (2S,4R)-(9H-fluoren-9-yl)methyl 4-(tert-butoxy)-2-((4-(oxazol-5-yl)benzyl)carbamoyl)pyrrolidine-1-carboxylate 
• 1448191-52-3 (2S,4R)-4-(tert-butoxy)-N-(4-(oxazol-5-yl)benzyl)pyrrolidine-2-carboxamide 
• 1448191-53-4 (2S,4R)-4-(tert-butoxy)-1-(3-ethoxybenzoyl)-N-(4-(oxazol-5-yl)benzyl)pyrrolidine-2-carboxamide 
• 1448186-44-4 (2S,4R)-1-(3-ethoxybenzoyl)-4-hydroxy-N-(4-(oxazol-5-yl)benzyl)pyrrolidine-2-carboxamide 
• 55368-59-7 4,4'-(oxazole-2,5-diyl)dibenzonitrile 
• 1448187-17-4 (2S,4R)-4-hydroxy-1-((S)-2-hydroxypropanoyl)-N-(4-(oxazol-5-yl)benzyl)pyrrolidine-2-carboxamide 
• 1448187-15-2 (S)-1-((2S,4R)-4-hydroxy-2-((4-(oxazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-1-oxopropan-2-yl acetate 
• 1448189-88-5 (2S,4R)-4-hydroxy-N-(4-(oxazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride 
• 1552274-30-2 4-(3-cyclopropylmethyl-3H-imidazol-4-yl)benzonitrile 
• 1552274-16-4 4-{3-[2-(4-fluorophenyl)ethyl]-3H-imidazol-4-yl}-benzonitrile 
• 1552274-00-6 4-(3-cyclopentyl-3H-imidazol-4-yl)-benzonitrile 
• 1360616-36-9 tert-butyl 4-(oxazol-5-yl)benzylcarbamate 

Relevant articles and documents

Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts

Two sets of reaction conditions for the regiodivergent C2- or C5- direct arylations of oxazole are reported. In both cases, phosphine-free catalysts and inexpensive bases were employed allowing the access to the arylated oxazoles in moderate to high yields. Using Pd(OAc)2/KOAc as catalyst and base, regioselective C5-arylations were observed; whereas, using Pd(acac)2/Cs2CO3 system, the arylation occurred at the C2-position of oxazole. The higher reactivity of C5-H bond of oxazole as compared to the C2-H bond in the presence of Pd(OAc)2/KOAc system is consistent with a concerted metalation deprotonation mechanism; whereas the C2-arylation likely occurs via a simple base deprotonation of the oxazole C2-position. Then, from these C2- or C5-arylated oxazoles, a second palladium-catalyzed direct C?H bond arylation affords 2,5-diaryloxazoles with two different aryl groups. We also applied these sequential arylations to the straightforward synthesis of 2-arylphenanthro[9,10-d]oxazoles via three C?H bond functionalization steps. The Ru-catalyzed C?H arylation of the aryl unit of 2-aryloxazoles is also described. (Figure presented.).

COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF THE ANDROGEN RECEPTOR

The present invention relates to bifunctional compounds, which find utility to degrade and (inhibit) Androgen Receptor. In particular, the present invention is directed to compounds, which contain on one end a VHL ligand which binds to the ubiquitin ligase and on the other end a moiety which binds Androgen Receptor such that Androgen Receptor is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of Androgen Receptor. The present invention exhibits a broad range of pharmacological activities associated with compounds according to the present invention, consistent with the degradation/inhibition of Androgen Receptor.

Synthesis and biological activity of 5-(4-methoxyphenyl)-oxazole derivatives

5-(4′-Methoxyphenyl)-oxazole (MPO), originally reported as a synthetic compound, was isolated from fungal culture broth as an inhibitor of hatch and growth of Caenorhabditis elegans. Nineteen MPO derivatives were chemically synthesized, but showed no effect on C. elegans hatch and growth. These findings strongly suggested that the whole structure of MPO is essential for anti-C. elegans activity.