Indometacin farnesil

Summary

Indometacin farnesil (INN) is a prodrug of the nonsteroidal anti-inflammatory drug (NSAID) indometacin, designed to reduce the occurrence of side-effects by esterification of the carboxyl group on indometacin with farnesol. Indometacin farnesil was first approved in Japan in 1991, and is available in Japan and Indonesia, under the trade names Infree and Dialon, respectively.

Indometacin farnesil
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
  • None
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
MetabolismTo indometacin
Elimination half-life1.5 hours
ExcretionRenal
Identifiers
  • (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate
CAS Number
  • 85801-02-1 checkY
PubChem CID
  • 5282183
ChemSpider
  • 4445378 checkY
UNII
  • MB2386WGG8
CompTox Dashboard (EPA)
  • DTXSID9057844 Edit this at Wikidata
ECHA InfoCard100.242.585 Edit this at Wikidata
Chemical and physical data
FormulaC34H40ClNO4
Molar mass562.15 g·mol−1
3D model (JSmol)
  • Interactive image
  • CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)OCC=C(C)CCC=C(C)CCC=C(C)C
  • InChI=1S/C34H40ClNO4/c1-23(2)9-7-10-24(3)11-8-12-25(4)19-20-40-33(37)22-30-26(5)36(32-18-17-29(39-6)21-31(30)32)34(38)27-13-15-28(35)16-14-27/h9,11,13-19,21H,7-8,10,12,20,22H2,1-6H3/b24-11+,25-19+ checkY
  • Key:CFIGYZZVJNJVDQ-LMJOQDENSA-N checkY
  (verify)

External links edit

  • Infree (indometacin farnesil capsules) Full Prescribing Information Archived 2010-12-03 at the Wayback Machine from Eisai Co.