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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
Structure of CICLOPROFEN

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)

HIDE SMILES / InChI
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

PubMed

TitleDatePubMed
Interactions of alpha-methylfluorene-2-acetic acid with adenylate cyclase.
1974 Sep 1
Metabolism of alpha-methylfluorene-2-acetic acid (cicloprofen): isolation and identification of metabolites from rat urine.
1978 Feb
Aldosterone glucuronidation by human liver and kidney microsomes and recombinant UDP-glucuronosyltransferases: inhibition by NSAIDs.
2009 Sep
Patents
Name Type Language
CICLOPROFEN
INN   USAN  
USAN   INN  
Official Name English
SQ 20824
Code English
CICLOPROFEN [USAN]
Common Name English
α-Methylfluorene-2-acetic acid
Systematic Name English
SQ-20824
Code English
NSC-293916
Code English
9H-FLUORENE-2-ACETIC ACID, .ALPHA.-METHYL-
Common Name English
cicloprofen [INN]
Common Name English
Code System Code Type Description
EVMPD
SUB06247MIG
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
PRIMARY
NCI_THESAURUS
C166630
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
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EPA CompTox
DTXSID90865842
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
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ChEMBL
CHEMBL2104122
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
PRIMARY
ECHA (EC/EINECS)
253-287-1
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
PRIMARY
CAS
36950-96-6
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
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PUBCHEM
37589
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
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FDA UNII
325708J22C
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
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SMS_ID
100000081304
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
PRIMARY
INN
3714
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
PRIMARY
NSC
293916
Created by admin on Fri Dec 15 15:25:23 UTC 2023 , Edited by admin on Fri Dec 15 15:25:23 UTC 2023
PRIMARY