Orphenadrine information

Orphenadrine
Clinical data
Trade names	Generic; many brand names
AHFS/Drugs.com	Monograph
MedlinePlus	a682162
Pregnancy; category	AU: B2; ;
Routes of; administration	Oral, intravenous, intramuscular
ATC code	M03BC01 (WHO) N04AB02 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); CA: OTC; NZ: Prescription only; UK: POM (Prescription only); US: ℞-only;
Pharmacokinetic data
Bioavailability	90%
Protein binding	95%
Metabolism	Hepatic demethylation
Elimination half-life	13–20 hours
Excretion	Renal and biliary
Identifiers
	IUPAC name (RS)-N,N-Dimethyl-2-[(2-methylphenyl)-phenyl-methoxy]-ethanamine;
CAS Number	83-98-7 ;
PubChem CID	4601;
IUPHAR/BPS	7251;
DrugBank	DB01173 ;
ChemSpider	4440 ;
UNII	AL805O9OG9;
KEGG	D08305 ;
ChEBI	CHEBI:7789 ;
ChEMBL	ChEMBL900 ;
CompTox Dashboard (EPA)	DTXSID3023396 ;
ECHA InfoCard	100.001.372
Chemical and physical data
Formula	C18H23NO
Molar mass	269.388 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(CCN(C)C)C(c1ccccc1)c2ccccc2C;
	InChI 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 ; Key:QVYRGXJJSLMXQH-UHFFFAOYSA-N ;
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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relaxant that is used to treat muscle pain and to help with motor control in Parkinson's disease, but has largely been superseded by newer drugs.^{[citation needed]} It is considered a dirty drug due to its multiple mechanisms of action in different pathways.^{[citation needed]} It was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.

^ ^a ^b "Orphenadrine". Drugs.com international listings. Retrieved 5 February 2016.
^ 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.

[Drugs.com-1] "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.

Orphenadrine information

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Clinical data

Trade names	Generic; many brand names^[1]
AHFS/Drugs.com	Monograph
MedlinePlus	a682162
Pregnancy category	AU: B2
Routes of administration	Oral, intravenous, intramuscular
ATC code	M03BC01 (WHO) N04AB02 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) CA: OTC NZ: Prescription only UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Bioavailability	90%
Protein binding	95%
Metabolism	Hepatic demethylation
Elimination half-life	13–20 hours^[2]
Excretion	Renal and biliary
Identifiers
IUPAC name (RS)-N,N-Dimethyl-2-[(2-methylphenyl)-phenyl-methoxy]-ethanamine
CAS Number	83-98-7^Y
PubChem CID	4601
IUPHAR/BPS	7251
DrugBank	DB01173^Y
ChemSpider	4440^Y
UNII	AL805O9OG9
KEGG	D08305^Y
ChEBI	CHEBI:7789^Y
ChEMBL	ChEMBL900^Y
CompTox Dashboard (EPA)	DTXSID3023396
ECHA InfoCard	100.001.372
Chemical and physical data
Formula	C₁₈H₂₃NO
Molar mass	269.388 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O(CCN(C)C)C(c1ccccc1)c2ccccc2C
InChI 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^Y Key:QVYRGXJJSLMXQH-UHFFFAOYSA-N^Y
(verify)