Details
Stereochemistry | RACEMIC |
Molecular Formula | C16H14O2 |
Molecular Weight | 238.2812 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C(O)=O)C1=CC2=C(C=C1)C3=CC=CC=C3C2
InChI
InChIKey=LRXFKKPEBXIPMW-UHFFFAOYSA-N
InChI=1S/C16H14O2/c1-10(16(17)18)11-6-7-15-13(8-11)9-12-4-2-3-5-14(12)15/h2-8,10H,9H2,1H3,(H,17,18)
Molecular Formula | C16H14O2 |
Molecular Weight | 238.2812 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Cicloprofen is fluorene derivative patented by American pharmaceutical company E. R. Squibb as anti-inflammatory agents. Cicloprofen is potent cyclooxygenase inhibitor. Cicloprofen undergoes hydroxylation of the fluorene rings and conjugation with glucuronic acid or sulfate and metabolic transformation leading to stereospecific inversion of the ( - )-enantiomer of Cicloprofen to its (+)-antipode
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Inversion of optical configuration of alpha-methylfluorene-2-acetic acid (cicloprofen) in rats and monkeys. | 1976 Jul-Aug |
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Metabolism of alpha-methylfluorene-2-acetic acid (cicloprofen): isolation and identification of metabolites from rat urine. | 1978 Feb |
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Aldosterone glucuronidation by human liver and kidney microsomes and recombinant UDP-glucuronosyltransferases: inhibition by NSAIDs. | 2009 Sep |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:25:23 GMT 2023
by
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on
Fri Dec 15 15:25:23 GMT 2023
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Record UNII |
325708J22C
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Record Status |
Validated (UNII)
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Related Record | Type | Details | ||
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ENANTIOMER -> RACEMATE | |||
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ENANTIOMER -> RACEMATE |
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ACTIVE MOIETY |