Fenpiverinium

Fenpiverinium is an anticholinergic and antispasmodic compound;[1] it is marketed as a combination drug with pitofenone hydrochloride and either nimesulide or metamizole in Eastern Europe and India to treat smooth muscle spasms and pain.[2]

Fenpiverinium
Clinical data
ATC code
Identifiers
IUPAC name
  • 1-(4-Amino-4-oxo-3,3-diphenylbutyl)-1-methylpiperidinium
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H29N2O+
Molar mass337.487 g·mol−1
3D model (JSmol)
SMILES
  • C[N+]1(CCCCC1)CCC(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)N
InChI
  • InChI=1S/C22H28N2O/c1-24(16-9-4-10-17-24)18-15-22(21(23)25,19-11-5-2-6-12-19)20-13-7-3-8-14-20/h2-3,5-8,11-14H,4,9-10,15-18H2,1H3,(H-,23,25)/p+1
  • Key:QDIYJDPBMZUZEH-UHFFFAOYSA-O
  (verify)

The combination with metamizole was removed from the market in Lithuania for safety reasons in 2000[3] and a boxed warning against use by children and adolescents was added in Serbia in 2005.[4] In 2016 India banned marketing of the combination with nimesulide along with 344 other combination drugs;[5][6] the order was overturned in December and appealed by the Government in January 2017.[7]

References
  1. "Proposed INNs List 26" (PDF). WHO Chronicle. 25 (9). 1971.. "Recommended INNs List 12" (PDF). WHO Chronicle. 26 (10). 1973.
  2. Vardanyan R (2017). Piperidine-Based Drug Discovery. Elsevier. ISBN 9780128134283.
  3. Consolidated List of Products - Whose Consumption and/or Sale Have Been Banned, Withdrawn, Severely Restricted or Not Approved by Governments, Twelfth Issue. WHO. 2005. p. 305. Archived from the original on November 8, 2014.
  4. Consolidated List of Products Whose Consumption and/or Sale Have Been Banned, Withdrawn, Severely Restricted or not Approved by Governments, Fourteenth Issue. WHO. 2009. p. 35.
  5. "Health ministry bans 344 fixed dose combination drugs". The Times of India. March 14, 2016.
  6. "Gazette of India D. L.-33004/99. PART II—Section 3—Sub-section (ii)" (PDF). Government of India. March 10, 2016.
  7. "Govt moves SC to enforce ban on 344 Fixed Dose Combination drugs". The Times of India. January 31, 2017.


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