103788-65-4

Basic information

• Product Name: 2-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-ol
• Synonyms: BUTTPARK 37\06-81;4-(2-HYDROXYETHYL)-5-METHYL-2-PHENYL-1,3-OXAZOLE;4-(2-HYDROXYETHYL)-5-METHYL-2-PHENYLOXAZOL;2-(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)ETHAN-1-OL;2-(5-METHYL-2-PHENYLOXAZOL-4-YL)ETHANOL;2-(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)-1-ETHANOL;2-(5-METHYL-2-PHENYLOXAZOL-4-YL)ETHANOL 95%;2-(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)ETHANOL
• CAS NO: 103788-65-4
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24
• Product Categories: pharmacetical;Hydroxymethyl's;Oxazoles, Isoxazoles & Benzoxazoles;Oxazoles, Isoxazoles & Benzoxazoles;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 103788-65-4.mol
• Article Data: 21

Chemical Properties

• Melting Point: 72 °C
• Boiling Point: 365.385 °C at 760 mmHg
• Flash Point: 174.779 °C
• Appearance: Pale-yellow solid
• Density: 1.146 g/cm³
• Vapor Pressure: 5.56E-06mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.36±0.10(Predicted)
• CAS DataBase Reference: 2-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-ol(103788-65-4)
• EPA Substance Registry System: 2-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-ol(103788-65-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 103788-65-4(Hazardous Substances Data)

Usage

Chemical Properties

Pale-Yellow Solid

InChI:InChI=1/C12H13NO2/c1-9-11(7-8-14)13-12(15-9)10-5-3-2-4-6-10/h2-6,14H,7-8H2,1H3

Upstream product

• 103788-64-3 methyl 2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)acetate 
• 107367-98-6 2-(5-Methyl-2-phenyl-4-oxazolyl)-acetic acid 
• 369631-83-4 ethyl (5-methyl-2-phenyloxazol-4-yl)acetate 
• 27492-46-2 4,5-dimethyl-2-phenyl-oxazole 3-oxide 
• 100-52-7 benzaldehyde 
• 103788-61-0 (5-methyl-2-phenyl-4-oxazolyl)methyl chloride 
• 524959-64-6 2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)acetonitrile 
• 408530-83-6 ethyl 3-hydroxyimino-4-oxopentanoate 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 55-21-0 benzamide 
• 105983-77-5 methyl 4-bromo-3-oxopentanoate 
• 39741-26-9 N-benzoyl-L-aspartic acid β-methyl ester 
• 98-88-4 benzoyl chloride 
• 54819-26-0 methyl 3-(benzoylamino)-4-oxovalerate 

Downstream Products

• 103789-44-2 4-<2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy>benzonitrile 
• 132451-32-2 2-(5-Methyl-2-phenyl-4-oxazolyl)ethyl Bromide 
• 103788-72-3 4-<2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy>nitrobenzene 
• 174258-60-7 1-{3-[2-(5-Methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-ethanone 
• 1026127-44-5 3-fluoro-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzaldehyde 
• 103788-59-6 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzaldehyde 
• 244152-94-1 3-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)benzaldehyde 
• 1027436-20-9 1-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-ethanone 
• 227029-27-8 2-(2-phenyl-5-methyloxazole-4-yl)ethyl methanesulfonate 
• 196811-03-7 (2S)-2-tert-butoxycarbonylamino-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid methyl ester 
• 196810-20-5 (2S)-<(2-benzoylphenyl)amino>-3-<4-<2-(5-methyl-2-phenyloxazol4-yl)ethoxy>phenyl>propionic acid methyl ester 
• 374803-71-1 (S)-2-Benzyloxycarbonylamino-3-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid methyl ester 
• 403611-67-6 2-methyl-2-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenoxy}propionic acid ethyl ester 
• 1026739-26-3 2-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenoxy} propionic acid ethyl ester 

Relevant articles and documents

Synthesis of substituted oxazoles from N-benzyl propargyl amines and acid chlorides

The reaction between N-benzylpropargylamines and acid chlorides at elevated temperatures provides efficient, direct access to a variety of di- and tri-substituted oxazoles. The versatility of this reaction is explored and 21 examples are demonstrated. The usefulness of the methodology is showcased through the short and efficient formal syntheses of medicinally relevant drugs aleglitazar and romazarit. The reaction between N-benzylpropargylamines and acid chlorides at elevated temperatures gives oxazoles in up to 99 % yield. Twenty-one examples are demonstrated varying the substitution at all positions of the heterocycle. Copyright

Synthesis and antimicrobial evaluation of 3-methanone-6-substituted- benzofuran derivatives

Seventeen benzofuran derivatives were synthesized and screened for their antibacterial activities against Escherichia coli, Staphylococcus aureus, Methicillin-resistant S. aureus, Bacillus subtilis, and Pseudomonas aeruginosa. Seven of them have showed excellent antibacterial activities compared to the positive controls (Cefotaxime and Sodium Penicillin). The substitutions at C-6 and C-3 positions of these derivatives were found to greatly impact on the antibacterial activity and strains specificity, respectively. Specifically, compounds bearing a hydroxyl group at C-6 (5a, 5b, 5c and 12) offered excellent antibacterial activities against all five above-mentioned strains (MIC 80 = 0.78-12.5 ug/mL), and those with imine (15) and (3, 4, 5-trimethoxyphenyl) methanone (7e), respectively, at C-3 position showed selective activity against S. aureus among five tested strains with great MIC80 values (3.12-12.5 ug/mL).

(S)-3-(4-(2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy)phenyl)-2-(piperazin-1-yl)propanoic acid compounds: Synthesis and biological evaluation of dual PPARα/γ agonists

A series of novel, potent PPARα/γ dual agonists were synthesized and appraised. The most potent analogue, compound 2b demonstrated EC50 value of 0.012 ± 0.002 and 0.032 ± 0.01 μM, respectively, for hPPARα and hPPARγ in transactivation assay. Additionally, compound 2b demonstrated good glucose and lipid lowering effect in genetic diabetic (db/db) mice.