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Benoxaprofen (Standard)

CAT: 0804-HY-13568RSize: 1 EachDry Ice: NoHazardous: No
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Description
Benoxaprofen (Standard) is the analytical standard of Benoxaprofen. This product is intended for research and analytical applications. Benoxaprofen (LRCL 3794) is a potent and long-acting anti-inflammatory and antipyretic compound. Benoxaprofen is a relatively weak inhibitor of cyclooxygenase in in vitro systems, inhibits lipoxygenase in other systems, and inhibits monocyte migration in some animal models of inflammation[1][2].
CAS Number
51234-28-7
Product Name Alternative
LRCL 3794 (Standard)
UNSPSC
12352005
Target
COX; Reference Standards
Type
Reference compound
Related Pathways
Immunology/Inflammation; Others
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/benoxaprofen-standard.html
Smiles
O=C(O)C(C)C1=CC=C(OC(C2=CC=C(Cl)C=C2)=N3)C3=C1
Molecular Formula
C16H12ClNO3
Molecular Weight
301.72
References & Citations
[1]Cashin CH, et al. The pharmacology of benoxaprofen (2-[4-chlorophenyl]-alpha-methyl-5-benzoxazole acetic acid), LRCL 3794, a new compound with antiinflammatory activity apparently unrelated to inhibition of prostaglandin synthesis. J Pharm Pharmacol. 1977;29 (6) :330-336.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Benoxaprofen

Benoxaprofen is a monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group. It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects including liver necrosis, photosensitivity, and carcinogenicity in animals. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic, an antipsoriatic, a hepatotoxic agent, a nephrotoxic agent, a protein kinase C agonist and an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor. It is a monocarboxylic acid, a member of 1,3-benzoxazoles and a member of monochlorobenzenes. It is functionally related to a propionic acid.

CAS Number51234-28-7
PubChem CID39941
IUPAC Name2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]propanoic acid
Molecular FormulaC16H12ClNO3
Molecular Weight301.72
XLogP4.1
Topological Polar Surface Area63.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count21
Formal Charge0
Complexity384
SMILES
CC(C1=CC2=C(C=C1)OC(=N2)C3=CC=C(C=C3)Cl)C(=O)O
InChI
InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)
InChIKey
MITFXPHMIHQXPI-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Benoxaprofen
CAS: 51234-28-7
CID: 39941
Formula: C16H12ClNO3
MW: 301.72
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight301.72
XLogP34.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass301.0505709
Monoisotopic Mass301.0505709
Topological Polar Surface Area63.3 Ų
Heavy Atom Count21
Formal Charge0
Complexity384
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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