70280-67-0

Basic information

• Product Name: (2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid
• CAS NO: 70280-67-0
• Molecular Formula: C₁₆H₁₂ClNO₃
• Molecular Weight: 301.7244
• Mol File: 70280-67-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 446.2°C at 760 mmHg
• Flash Point: 223.6°C
• Density: 1.362g/cm³
• Vapor Pressure: 9.61E-09mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: (2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid(70280-67-0)
• EPA Substance Registry System: (2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid(70280-67-0)

Safety Data

• Hazardous Substances Data: 70280-67-0(Hazardous Substances Data)

Usage

Description

(2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid is a chiral benzoxazole derivative featuring a 4-chlorophenyl group attached to the 2-position of the benzoxazole ring. (2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid is characterized by its R configuration at the 2-position of the propanoic acid, making it a distinct stereoisomer of 2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid. It is known for its potent inhibitory effect on cyclooxygenase-2 (COX-2), a key enzyme in the inflammatory response, which positions it as a promising candidate for anti-inflammatory drug development and suggests potential for other biological activities.

Uses

Used in Pharmaceutical Industry:
(2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid is utilized as an active pharmaceutical ingredient for the development of anti-inflammatory drugs. Its potent inhibition of COX-2 makes it a valuable compound in managing inflammation and related conditions, potentially offering new treatment options for patients suffering from various inflammatory diseases.
Used in Research and Development:
In the scientific community, (2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid serves as a crucial research tool for studying the role of COX-2 in inflammation and other biological processes. Its use in experimental models and assays aids researchers in understanding the mechanisms of action and potential side effects of COX-2 inhibitors, thereby contributing to the advancement of medical knowledge and the discovery of novel therapeutic agents.
Used in Drug Discovery:
(2R)-2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid is employed as a lead compound in drug discovery programs. Its unique structure and biological activity make it an attractive starting point for the design and optimization of new drugs targeting COX-2 and potentially other related pathways. Through medicinal chemistry efforts, this compound can be modified to improve its pharmacokinetic properties, selectivity, and therapeutic efficacy.
Note: The uses listed are speculative and based on the compound's described properties and potential. Actual applications may vary and would require further research, development, and regulatory approval.

Upstream product

• 51234-41-4 2-[2-(4-chloro-phenyl)-benzooxazol-5-yl]-propionic acid ethyl ester 
• 51234-36-7 2-(2-p-chlorophenyl-5-benzoxazolyl)propionitrile 
• 51234-43-6 3-amino-4-hydroxyphenyl-2-methylacetic acid 
• 122-01-0 4-chloro-benzoyl chloride 
• 51234-23-2 2-(3-amino-4-hydroxyphenyl)-propionitrile 
• 87498-09-7 benoxaprofen methyl ester 
• 21850-61-3 2-(4-hydroxyphenyl)propanenitrile 
• 51234-22-1 3-nitro-4-hydroxyphenyl-α-methyl-acetonitrile 
• 28694-90-8 2-(4-aminophenyl)-propionitrile 
• 51234-28-7 benoxaprofen 

Relevant articles and documents

AN IMPROVED PROCESS FOR THE PREPARATION OF BENOXAPROFEN

The present invention relates to an improved process for the preparation of Benoxaprofen of formula (I) and its intermediate compounds of (II) and (IV) thereof.

Thallium in Organic Synthesis. 65. A Novel Synthesis of Benzoxazoles from Anilides

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Esters and amides containing the 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl moiety

Compounds of the formula STR1 wherein each X, which may be identical or different from the other X, is oxygen or imino; R1 is hydrogen, fluorine, chlorine or bromine; R2 and R3, which may be identical or different from each other, are each hydrogen; unsubstituted or mono-substituted alkyl of 1 to 6 carbon atoms, where the substituent is phenyl or dialkylamino with 1 to 3 carbon atoms in each alkyl moiety; pyridyl; or cycloalkyl of 5 to 7 carbon atoms; R2 and R3, together with each other and the nitrogen atoms to which they are attached, are pyrrolidino, piperidino, hexamethyleneimino, morpholino, N-aryl-piperazino or N-(alkyl of 1 to 3 carbon atoms)-piperazino; A is cycloalkylene of 5 to 7 carbon atoms; unsubstituted or substituted alkylene of 2 to 10 carbon atoms, where the substituents are one to two alkyls of 1 to 3 carbon atoms each, one to two carbalkoxys of 2 to 4 carbon atoms each, one to two phenyls, one to four hydroxyls, one halomethyl, one hydroxymethyl, one alkanoyloxy of 1 to 18 carbon atoms, one alkanoyloxymethyl of 1 to 18 carbon atoms in the alkanoyl moiety or one STR2 where R1, R2 and R3 have the meanings previously defined; or alkylene of 2 to 10 carbon atoms interrupted by oxygen, sulfur, sulfoxide, sulfonyl, phenyl, cyclohexyl, pyridyl, piperazino or unsubstituted or substituted imino, where the substituent on the imino group is alkyl of 1 to 6 carbon atoms, phenyl or phenylalkyl of 1 to 3 carbon atoms in the alkyl moiety; B is the acyl residue of an antiphlogistic carboxylic acid; and their non-toxic, pharmacologically acceptable acid addition salts. The compounds as well as their salts are useful as anti-inflammatories.