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Key Documents

L0664

Sigma-Aldrich

Loxoprofen

solid

Synonym(s):

α-Methyl-4-[(2-oxocyclopentyl)methyl]benzeneacetic acid, Koloxo

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About This Item

Empirical Formula (Hill Notation):
C15H18O3
CAS Number:
68767-14-6
Molecular Weight:
246.30
MDL number:
MFCD00864331
UNSPSC Code:
12352200
PubChem Substance ID:
24278509
NACRES:
NA.77

form

solid

Quality Level

200

originator

Daiichi-Sankyo

SMILES string

CC(C(O)=O)c1ccc(CC2CCCC2=O)cc1

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)

InChI key

YMBXTVYHTMGZDW-UHFFFAOYSA-N

Gene Information

human ... PTGS1(5742) , PTGS2(5743)

Application

Anti-inflammatory; analgesic

Features and Benefits

This compound was developed by Daiichi-Sankyo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Naoki Yamakawa et al.
Biological & pharmaceutical bulletin, 33(3), 398-403 (2010-03-02)
Pro-drugs of non-steroidal anti-inflammatory drugs (NSAIDs), such as loxoprofen are widely used for clinical purposes because they are not so harmful to the gastrointestinal mucosa. We recently showed that NSAIDs such as indomethacin and celecoxib have direct cytotoxicity (ability to
S Kawai
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 47 Suppl 2, S102-S106 (1998-11-27)
Severe gastro-intestinal complications are a major cause of NSAID-induced deaths in cases of rheumatoid arthritis. We measured COX selectivity by using an intact cell assay system, and found that NS-398 is a highly COX-2-selective inhibitor. Meloxicam, etodolac and diclofenac also
Naoki Yamakawa et al.
Bioorganic & medicinal chemistry, 19(11), 3299-3311 (2011-05-17)
Non-steroidal anti-inflammatory drugs (NSAIDs) achieve their anti-inflammatory actions through an inhibitory effect on cyclooxygenase (COX). Two COX subtypes, COX-1 and COX-2, are responsible for the majority of COX activity at the gastrointestinal mucosa and in tissues with inflammation, respectively. We
Youngbae Kim et al.
Archives of pharmacal research, 41(4), 459-466 (2018-03-25)
Loxoprofen is a non-steroidal anti-inflammatory drug of the 2-arylpropionic acid type, which has used to treat musculoskeletal disorders in the horse racing industry. However, it has also used illicitly to mask clinical signs of inflammation and pain in racehorses. Thus
Nobuhiro Shimada et al.
BMC musculoskeletal disorders, 21(1), 44-44 (2020-01-22)
Peripheral nerve injury causes limb muscle/bone atrophy, leading to chronic pain. However, the mechanisms underlying muscle/bone atrophy after peripheral nerve injury remain unknown. It was recently reported that M1 macrophages are the main factors responsible for neurogenic inflammation after peripheral
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