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Loxoprofen

Basic information Safety Supplier Related

Loxoprofen Basic information

Product Name:
Loxoprofen
Synonyms:
  • IOXOPROFEN
  • 2-[4-[(2-Oxocyclopentan-1-yl)methyl]phenyl]propionic acid
  • KOLOXO
  • LOXOPROFEN
  • 2-[4-(2-OXO-CYCLOPENTYLMETHYL)-PHENYL]-PROPIONIC ACID
  • A-METHYL-4-[(2-OXOCYCLOPENTYL)METHYL]BENZENEACETIC ACID
  • α-methyl-4-[(2-oxocyclopentyl)methyl]benzeneacetic acid
  • 2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoic acid
CAS:
68767-14-6
MF:
C15H18O3
MW:
246.31
EINECS:
1806241-263-5
Product Categories:
  • LOXONIN
  • Active Pharmaceutical Ingredients
Mol File:
68767-14-6.mol
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Loxoprofen Chemical Properties

Melting point:
108.5-111°
Boiling point:
bp0.3 190-195°
Density 
1.182±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
solid
pka
4.39±0.10(Predicted)
color 
White to Off-White
Merck 
14,5589
InChI
InChI=1S/C15H18O3/c1-10(15(17)18)12-7-5-11(6-8-12)9-13-3-2-4-14(13)16/h5-8,10,13H,2-4,9H2,1H3,(H,17,18)
InChIKey
YMBXTVYHTMGZDW-UHFFFAOYSA-N
SMILES
C(C1CCCC1=O)C1C=CC(C(C)C(=O)O)=CC=1
CAS DataBase Reference
68767-14-6(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2918.99.3000
Storage Class
11 - Combustible Solids

MSDS

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Loxoprofen Usage And Synthesis

Uses

antiinflammatory, analgesic

Uses

Loxoprofen is a non-selective nonsteroidal anti-inflammatory drug (NSAID) that has been effective in reducing atherosclerosis in mice by reducing inflammation. Loxoprofen becomes active after metabolism in the body and inhibits the activation of cyclooxygenase.

Definition

ChEBI: A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-[(2-oxocyclopentyl)methyl]phenyl group. A prodrug that is rapidly converted to its active trans-alcohol metabolite following ora administration.

Synthesis

Ethyl 2-oxocyclopentanecarboxylate and potassium hydroxide in dimethylformamide were reacted with ethyl 2-(4-chloro-phenyl)propionate at 80 ??C for 2 h. The product obtained was reacted with 47% hydrobromic acid and hydrolyzed and decarboxylated to give loxoprofen.

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