Orphenadrine

Orphenadrine
Clinical data
Trade namesGeneric; many brand names[1]
AHFS/Drugs.comMonograph
MedlinePlusa682162
Pregnancy
category
  • AU: B2
Routes of
administration
Oral, intravenous, intramuscular
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: OTC
  • NZ: Prescription only
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability90%
Protein binding95%
MetabolismHepatic demethylation
Elimination half-life13–20 hours[2]
ExcretionRenal and biliary
Identifiers
  • (RS)-N,N-Dimethyl-2-[(2-methylphenyl)-phenyl-methoxy]-ethanamine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.372 Edit this at Wikidata
Chemical and physical data
FormulaC18H23NO
Molar mass269.388 g·mol−1
3D model (JSmol)
  • O(CCN(C)C)C(c1ccccc1)c2ccccc2C
  • InChI=1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16/h4-12,18H,13-14H2,1-3H3 checkY
  • Key:QVYRGXJJSLMXQH-UHFFFAOYSA-N checkY
  (verify)

Orphenadrine (sold under many brand names)[1] is an anticholinergic drug of the ethanolamine antihistamine class; it is closely related to diphenhydramine. It is a muscle relaxant that is used to treat muscle pain and to help with motor control in Parkinson's disease, but has largely been superseded by newer drugs.[citation needed] It is considered a dirty drug due to its multiple mechanisms of action in different pathways.[citation needed] It was discovered and developed in the 1940s.

  1. ^ a b "Orphenadrine". Drugs.com international listings. Retrieved 5 February 2016.
  2. ^ Labout JJ, Thijssen C, Keijser GG, Hespe W (1982). "Difference between single and multiple dose pharmacokinetics of orphenadrine hydrochloride in man". European Journal of Clinical Pharmacology. 21 (4): 343–50. doi:10.1007/BF00637624. PMID 7056281. S2CID 24631265.