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CAS 124709-72-4

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(S)-2-(4-Methylphenyl)propionic acid

Description:
(S)-2-(4-Methylphenyl)propionic acid, commonly known as flurbiprofen, is a nonsteroidal anti-inflammatory drug (NSAID) that exhibits analgesic and antipyretic properties. It is characterized by its chiral structure, with the (S)-enantiomer being the active form. The compound features a propionic acid moiety attached to a 4-methylphenyl group, contributing to its lipophilicity and ability to penetrate biological membranes. Flurbiprofen works by inhibiting cyclooxygenase (COX) enzymes, leading to a decrease in the synthesis of prostaglandins, which are mediators of inflammation and pain. This substance is typically administered in various formulations for the treatment of pain, inflammation, and fever. Its pharmacokinetics include oral bioavailability, with metabolism primarily occurring in the liver. The compound is also known for its potential side effects, which may include gastrointestinal discomfort and cardiovascular risks, particularly with long-term use. Overall, (S)-2-(4-Methylphenyl)propionic acid is an important therapeutic agent in the management of inflammatory conditions.
Formula:C10H12O2
InChI:InChI=1S/C10H12O2/c1-7-3-5-9(6-4-7)8(2)10(11)12/h3-6,8H,1-2H3,(H,11,12)/t8-/m0/s1
InChI key:InChIKey=KDYOFXPLHVSIHS-QMMMGPOBSA-N
SMILES:[C@H](C(O)=O)(C)C1=CC=C(C)C=C1
Synonyms:
  • (S)-2-(4-Methylphenyl)propionic acid
  • (S)-2-(4-Methylphenyl)propanoic acid
  • (αS)-α,4-Dimethylbenzeneacetic acid
  • Benzeneacetic acid, α,4-dimethyl-, (αS)-
  • Benzeneacetic acid, α,4-dimethyl-, (S)-
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