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36950-96-6-Cicloprofen Cicloprofen

Cicloprofen

For research use only. Not for therapeutic Use.

  • CAT Number: I024697
  • CAS Number: 36950-96-6
  • Molecular Formula: C16H14O2
  • Molecular Weight: 238.28
  • Purity: 98%
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Related Small Molecules: Cathepsin inhibitor 1     TMB-PS     DL-Carnitine    

Cicloprofen (Cat.No:I024697) is a non-steroidal anti-inflammatory drug (NSAID). It inhibits histamine release induced by ragweed, A23187, or concanavalin A in isolated human leukocytes when used at a concentration of 0.5 mM. Cicloprofen inhibits carrageenan-induced paw edema in rats (ED50 = 67 mg/kg).


Catalog Number I024697
CAS Number 36950-96-6
Synonyms

Cicloprofen; (±)-Cicloprofen; (±) Cicloprofen; α-Methylfluorene-2-acetic Acid; NSC 293916; NSC293916; NSC-293916; SQ 20,824; SQ20,824; SQ-20,824;

Molecular Formula C16H14O2
Purity 98%
Solubility To be determined
Appearance Solid powder
Storage Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years).
IUPAC Name 2-(9H-fluoren-2-yl)propanoic acid
InChI 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)
InChIKey LRXFKKPEBXIPMW-UHFFFAOYSA-N
SMILES O=C(O)C(C1=CC=C2C3=C(C=CC=C3)CC2=C1)C
Reference

1: Giuglio-Tonolo AG, Terme T, Vanelle P. Original Synthesis of Fluorenyl Alcohol Derivatives by Reductive Dehalogenation Initiated by TDAE. Molecules. 2016 Oct 24;21(10):1408. doi: 10.3390/molecules21101408. PMID: 27783046; PMCID: PMC6274501.
2: Rocco A, Maruška A, Fanali S. Cyclodextrins as a chiral mobile phase additive in nano-liquid chromatography: comparison of reversed-phase silica monolithic and particulate capillary columns. Anal Bioanal Chem. 2012 Mar;402(9):2935-43. doi: 10.1007/s00216-012-5764-6. Epub 2012 Feb 16. PMID: 22349325.
3: Knights KM, Winner LK, Elliot DJ, Bowalgaha K, Miners JO. Aldosterone glucuronidation by human liver and kidney microsomes and recombinant UDP- glucuronosyltransferases: inhibition by NSAIDs. Br J Clin Pharmacol. 2009 Sep;68(3):402-12. doi: 10.1111/j.1365-2125.2009.03469.x. PMID: 19740398; PMCID: PMC2766480.
4: Rocco A, Fanali S. Enantiomeric separation of acidic compounds by nano-liquid chromatography with methylated-beta-cyclodextrin as a mobile phase additive. J Sep Sci. 2009 May;32(10):1696-703. doi: 10.1002/jssc.200800667. PMID: 19370733.
5: Aishah AJ, Nobuhito K, Tokuda M. Synthesis of precursor of anti-inflammatory agents by using highly reactive zinc. Med J Malaysia. 2004 May;59 Suppl B:210-1. PMID: 15468892.
6: Roberts BJ, Knights KM. Inhibition of rat peroxisomal palmitoyl-CoA ligase by xenobiotic carboxylic acids. Biochem Pharmacol. 1992 Jul 22;44(2):261-7. doi: 10.1016/0006-2952(92)90008-7. PMID: 1386510.
7: Singh NN, Pasutto FM, Coutts RT, Jamali F. Gas chromatographic separation of optically active anti-inflammatory 2-arylpropionic acids using (+)- or (-)-amphetamine as derivatizing reagent. J Chromatogr. 1986 May 28;378(1):125-35. doi: 10.1016/s0378-4347(00)80705-7. PMID: 3733965.
8: Hutt AJ, Caldwell J. The metabolic chiral inversion of 2-arylpropionic acids –a novel route with pharmacological consequences. J Pharm Pharmacol. 1983 Nov;35(11):693-704. doi: 10.1111/j.2042-7158.1983.tb02874.x. PMID: 6139449.
9: Hearn T, Wojnar RJ. Characterization of augmentation of allergic and non- allergic histamine release by non-steroidal anti-inflammatory/analgesic agents. Agents Actions. 1981 Jul;11(4):352-60. doi: 10.1007/BF01982471. PMID: 6169264.
10: Wojnar RJ, Hearn T, Starkweather S. Augmentation of allergic histamine release from human leukocytes by nonsteroidal anti-inflammatory-analgesic agents. J Allergy Clin Immunol. 1980 Jul;66(1):37-45. doi: 10.1016/0091-6749(80)90136-0. PMID: 6155392.
11: Lan SJ, Dean AV, Kripalani KJ, Cohen AI. Metabolism of alpha- methylfluorene-2-acetic acid (cicloprofen): isolation and identification of metabolites from rat urine. Xenobiotica. 1978 Feb;8(2):121-31. doi: 10.3109/00498257809060391. PMID: 626004.
12: Dean AV, Lan SJ, Kripalani KJ, Difazio LT, Schreiber EC. Metabolism of the (+)-, (+/-)-, and (-)-enantiomers of alpha-methylfluorene-2-acetic acid (cicloprofen) in rats. Xenobiotica. 1977 Sep;7(9):549-60. doi: 10.3109/00498257709038690. PMID: 602253.
13: Lan SJ, Kripalani KJ, Dean AV, Egli P, Difazio LT, Schreiber EC. Inversion of optical configuration of alpha-methylfluorene-2-acetic acid (cicloprofen) in rats and monkeys. Drug Metab Dispos. 1976 Jul-Aug;4(4):330-9. PMID: 8287.

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