18735-74-5

Basic information

• Product Name: 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID
• Synonyms: 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID;IFLAB-BB F2124-0564;5-Methyl-2-phenyl-1,3-oxazole-4-carboxylic acid 97%;5-Methyl-2-phenyloxazole-4-carboxylic acid;5-Methyl-2-phenyl-oxazol-4-carboxylicacid;4-Oxazolecarboxylic acid, 5-Methyl-2-phenyl-;4-Carboxy-5-methyl-2-phenyl-1,3-oxazole, (4-Carboxy-5-methyl-1,3-oxazol-2-yl)benzene;5-Methyl-2-phenyl-1,3-oxazole-4-carboxylicacid97%
• CAS NO: 18735-74-5
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• Product Categories: Heterocycles series;Carboxylic Acids;Oxazoles, Isoxazoles & Benzoxazoles;Carboxylic Acids;Oxazoles, Isoxazoles & Benzoxazoles
• Mol File: 18735-74-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 182 °C
• Boiling Point: 400.1 °C at 760 mmHg
• Flash Point: 195.8 °C
• Appearance: /
• Density: 1.273 g/cm³
• Vapor Pressure: 4.04E-07mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 3.03±0.32(Predicted)
• CAS DataBase Reference: 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID(18735-74-5)
• EPA Substance Registry System: 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID(18735-74-5)

Safety Data

• Hazard Codes: Harmful:
• Hazardous Substances Data: 18735-74-5(Hazardous Substances Data)

Usage

Description

5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID is an organic compound characterized by its oxazole ring structure and carboxylic acid functional group. It is a versatile building block in the synthesis of various pharmaceutical compounds and has demonstrated potential in the development of novel therapeutic agents.

Uses

Used in Pharmaceutical Industry:
5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID is used as a building block for the preparation of oxazole transthyretin amyloidogenesis inhibitors. These inhibitors are designed to prevent the formation of amyloid fibrils, which are associated with various neurodegenerative diseases such as Alzheimer's and transthyretin-related amyloidosis.
Used in Antiviral Drug Development:
In the field of antiviral drug development, 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID is utilized to synthesize inhibitors of HldE kinase. These inhibitors target Gram-negative bacteria, disrupting their virulence factors and potentially leading to the development of novel antivirulence drugs that can combat antibiotic-resistant strains.

InChI:InChI=1/C11H9NO3/c1-7-9(11(13)14)12-10(15-7)8-5-3-2-4-6-8/h2-6H,1H3,(H,13,14)/p-1

Upstream product

• 59171-72-1 2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 100063-41-0 methyl 5-methyl-2-phenyloxazole-4-carboxylate 
• 61151-96-0 ethyl 5-methyl-2-phenyloxazole-4-carboxylate 
• 2940-19-4 4-acetyl-5-methyl-2-phenyloxazole 
• 848188-36-3 benzyl 5-methyl-2-phenyloxazole-4-carboxylate 
• 1694-31-1 tert-butyl acetoacetate 
• 55-21-0 benzamide 
• 65-85-0 benzoic acid 
• 848188-31-8 (2S,3R)-2-Benzoylamino-3-hydroxy-butyric acid benzyl ester 
• 98-88-4 benzoyl chloride 
• 79893-89-3 N-benzoyl-L-threonine methyl ester 
• 77320-41-3 2-benzoylamino-3-oxo-butyric acid methyl ester 

Downstream Products

• 5221-67-0 5-methyl-2-phenyloxazole 
• 51655-71-1 2-phenyl-5-methyl-4-oxazolecarboxylic acid chloride 
• 827-43-0 4-methyl-2-phenyl-1H-imidazole 
• 100063-41-0 methyl 5-methyl-2-phenyloxazole-4-carboxylate 
• 57742-59-3 1-(5-methyl-2-phenyl-oxazol-4-yl)-1-phenyl-ethanol 
• 138676-18-3 5-ethyl-2-phenyloxazole-4-carboxylic acid 
• 111276-71-2 N^α-decanoyl-L-glutamic acid 
• 70170-23-9 5-methyl-2-phenyl-1,3-oxazole-4-carboxaldehyde 

Relevant articles and documents

A mild high yielding synthesis of oxazole-4-carboxylate derivatives

Several 2,5-disubstituted oxazole-4-carboxylates were prepared in high yields from the methyl esters of N-acyl-β-halodehydroaminobutyric acid derivatives by treatment with a 2% solution of DBU in acetonitrile. The scope of this reaction was investigated a

Towards Gram-negative antivirulence drugs: New inhibitors of HldE kinase

Gram-negative bacteria lacking heptoses in their lipopolysaccharide (LPS) display attenuated virulence and increased sensitivity to human serum and to some antibiotics. Thus inhibition of bacterial heptose synthesis represents an attractive target for the development of new antibacterial agents. HldE is a bifunctional enzyme involved in the synthesis of bacterial heptoses. Development of a biochemical assay suitable for high-throughput screening allowed the discovery of inhibitors 1 and 2 of HldE kinase. Study of the structure-activity relationship of this series of inhibitors led to highly potent compounds.

Syntheses of amamistatin fragments and determination of their HDAC and antitumor activity

Amamistatins A and B are natural products found to have anti-proliferative effects against MCF-7, A549, and MKN45 human tumor cell lines (IC50 0.24-0.56 μM). It was proposed that their activity was due to histone deacetylase (HDAC) inhibition m