Structure via PubChem · Public domain (PubChem)
orphenadrine
Sign in to saveAlso known as Invagesic®, N,N-dimethyl-2-[(o-methyl-alpha-phenylbenzyl)oxy]ethylamine, phenyl-o-tolylmethyl dimethyaminoethyl ether, o-monomethyldiphenhydramine, o-methyldiphenhydramine, 2-methyldiphenhydramine, beta-dimethylaminoethyl 2-methylbenzhydryl ether, N,N-dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamine
Orphenadrine 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relaxant that is used to treat muscle pain and to help with motor control in Parkinson's disease, but has largely been superseded by newer drugs. It is considered a dirty drug due to its multiple mechanisms of action in different pathways. It was discovered and developed in the 1940s.
Key facts
- Drug.N
- 1
- Drug.O
- 1
- Drug.verifiedrevid
- 462265971
- Drug.IUPAC_name
- (RS)-N,N-Dimethyl-2-[(2-methylphenyl)-phenyl-methoxy]-ethanamine
- Drug.image
- Orphenadrine.svg
- Drug.image_class
- skin-invert-image
- Drug.MedlinePlus
- a682162
- Drug.pregnancy_AU
- B2
- Drug.pregnancy_US
- C
- Drug.legal_AU
- S4
- Drug.legal_CA
- OTC
- Drug.legal_NZ
- Prescription only -restricted
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.routes_of_administration
- Oral, intravenous, intramuscular
- Drug.bioavailability
- 90%
- Drug.protein_bound
- 95%
- Drug.metabolism
- Hepatic demethylation
via Wikipedia infobox
Chemical data
- Formula
- C18H23NO
- Molecular weight
- 269.4 g/mol
- IUPAC name
- N,N-dimethyl-2-[(2-methylphenyl)-phenylmethoxy]ethanamine
- SMILES
- CC1=CC=CC=C1C(C2=CC=CC=C2)OCCN(C)C
- InChIKey
- QVYRGXJJSLMXQH-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
702 papers- Orphenadrine.2006
- [Orphenadrine poisoning].Ugeskrift for laeger · 1981
- [Orphenadrine poisoning (Disipal)].Nederlands tijdschrift voor geneeskunde · 1978
- Orphenadrine abuse.Southern medical journal · 1988
- Orphenadrine poisoning in childhood.The Practitioner · 1975
via PubMed
~6 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Side effects
- Pharmacology
- History
- Formulation
- Chemistry
- Stereochemistry
- References
- External links
Orphenadrine 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. It is considered a dirty drug due to its multiple mechanisms of action in different pathways. It was discovered and developed in the 1940s.
== Medical uses == Orphenadrine is a skeletal muscle relaxant. It is used to relieve pain caused by muscle injuries such as strains and sprains, in combination with rest and physical therapy. A 2004 review found fair evidence that orphenadrine is effective for acute back or neck pain, but found insufficient evidence to establish the relative efficacy of the drug in relation to other drugs in the study.
Excerpted from Wikipedia’s “orphenadrine” article, available under the CC BY-SA 4.0 licence.