32664-14-5

Basic information

• Product Name: 2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE
• Synonyms: 2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE;4,4-DiMethyl-2-(4-broMophenyl)-2-oxazoline;2-(4-Bromophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole
• CAS NO: 32664-14-5
• Molecular Formula: C₁₁H₁₂BrNO
• Molecular Weight: 254.12
• Mol File: 32664-14-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 306.9°C at 760 mmHg
• Flash Point: 139.4°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 0.00136mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DCM, Ethyl Acetate
• CAS DataBase Reference: 2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE(32664-14-5)
• EPA Substance Registry System: 2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE(32664-14-5)

Safety Data

• Hazardous Substances Data: 32664-14-5(Hazardous Substances Data)

Usage

Description

2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE is a chemical compound characterized by its oxazole ring structure, featuring a 4-bromo-phenyl group and two methyl groups at the 4,4-positions. 2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE is significant in the field of medicinal chemistry due to its potential applications in the development of therapeutic agents.

Uses

Used in Pharmaceutical Industry:
2-(4-BROMO-PHENYL)-4,4-DIMETHYL-4,5-DIHYDRO-OXAZOLE is used as a potential substituent in the synthesis of new series of potent benzodiazepine γ-secretase inhibitors. The application reason is its potential use in the treatment of Alzheimer's disease, as these inhibitors can modulate the enzyme activity involved in the pathology of the condition.

Synthesis Reference(s)

Synthetic Communications, 26, p. 1335, 1996 DOI: 10.1080/00397919608003493

InChI:InChI=1/C11H12BrNO/c1-11(2)7-14-10(13-11)8-3-5-9(12)6-4-8/h3-6H,7H2,1-2H3

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 586-75-4 4-chlorobenzoyl chloride 
• 586-76-5 4-Bromobenzoic acid 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 19819-94-4 4-allyl-benzoic acid ethyl ester 
• 136527-43-0 2-(4-allyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 74029-45-1 4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-benzaldehyde 
• 51849-98-0 1-[4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-cycloheptanol 
• 132454-38-7 2-<4-(Bis-4-(methoxyphenyl)-hydroxymethyl)-phenyl>-4,4-dimethyl-1,3-oxazoline 
• 71888-21-6 N,N-diethyl-p-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)benzamide 
• 221238-61-5 2-<4-(vinyldimethylsilyl)phenyl>-4,4-dimethyloxazoline 
• 211388-40-8 4-chloro-α-[4-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)phenyl]-benzenemethanol 
• 412317-51-2 5-[4-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-5-hydroxy-1-methyl-2-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepine-4-carboxylic acid tert-butyl ester 
• 211388-42-0 4-chloro-α-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-benzenemethanol 
• 221238-95-5 dimethyl N-<4-<3-(2-pivaloylamino-4(3H)-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)-1,1-dimethyl-1-silapropyl>benzoyl>-L-glutamate 
• 219829-02-4 9-hydroxy-9-(4-carboxyphenyl)fluorene 
• 71888-33-0 C₁₆H₂₁⁽²⁾HN₂O₂ 
• 71888-26-1 5-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-3,3-diphenyl-1(3H)-isobenzofuranone 

Relevant articles and documents

Silicon-rhodamine isothiocyanate for fluorescent labelling

An efficient synthesis for silicon-rhodamines was developed, enabling the preparation and evaluation of silicon-rhodamine isothiocyanate (SITC) as a novel tool for facile fluorescent labeling. Ease of use in conjugation to amino groups, high stability and excellent photophysical properties are demonstrated. SITC-actin was found to be neutral to F-actin polymerization induction and well suited for high resolution fluorescence microscopy.

Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgCl·LiCl and subsequent oxidation with molecular oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramolecular proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic molecules.

Synthesis of 2-aryl/heteroaryloxazolines from nitriles under metaland catalyst-free conditions and evaluation of their antioxidant activities

The synthesis of structurally diverse 2-aryl/heteroaryloxazolines from nitriles and aminoalcohols has been achieved under metal- and catalyst-free conditions in good to excellent yields. An array of functional groups are well-tolerated, thus, allowing the introduction of many important biologically active motifs such as azoles, ring-fused azoles, saturated heterocyclics, and amines in 2-aryloxazoline scaffolds. An evaluation of the antioxidant properties using the DPPH (diphenyl picryl hydrazyl) assay method shows the pyrrole-functionalized 2-aryloxazoline to be the best antioxidant among all the synthesized 2-aryl/heteroaryloxazolines.