CHEBI:60902 - orphenadrine hydrochloride

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ChEBI Name orphenadrine hydrochloride
ChEBI ID CHEBI:60902
Definition A hydrochloride comprising equimolar amounts of ophenadrine and hydrogen chloride.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H24ClNO
Net Charge 0
Average Mass 305.84200
Monoisotopic Mass 305.15464
InChI InChI=1S/C18H23NO.ClH/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;1H
InChIKey UQZKYYIKWZOKKD-UHFFFAOYSA-N
SMILES [Cl-].C[NH+](C)CCOC(c1ccccc1)c1ccccc1C
Roles Classification
Biological Role(s): NMDA receptor antagonist
Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs.
H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
parasympatholytic
Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Application(s): H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
antiparkinson drug
A drug used in the treatment of Parkinson's disease.
parasympatholytic
Any cholinergic antagonist that inhibits the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the muscarinic antagonists.
muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing orphenadrine hydrochloride (CHEBI:60902) has part orphenadrine (CHEBI:7789)
orphenadrine hydrochloride (CHEBI:60902) has role antiparkinson drug (CHEBI:48407)
orphenadrine hydrochloride (CHEBI:60902) has role H1-receptor antagonist (CHEBI:37955)
orphenadrine hydrochloride (CHEBI:60902) has role muscarinic antagonist (CHEBI:48876)
orphenadrine hydrochloride (CHEBI:60902) has role muscle relaxant (CHEBI:51371)
orphenadrine hydrochloride (CHEBI:60902) has role NMDA receptor antagonist (CHEBI:60643)
orphenadrine hydrochloride (CHEBI:60902) has role parasympatholytic (CHEBI:50370)
orphenadrine hydrochloride (CHEBI:60902) is a hydrochloride (CHEBI:36807)
IUPAC Names
N,N-dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanamine hydrochloride
N,N-dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanaminium chloride
Synonyms Sources
2-dimethylaminoethyl 2-methylbenzhydryl ether hydrochloride ChemIDplus
mefenamin hydrochloride ChemIDplus
N,N-dimethyl-2-(o-methyl-alpha-phenylbenzyloxy)ethylamine hydrochloride ChemIDplus
Brand Name Source
Disipal KEGG DRUG
Manual Xrefs Databases
D02599 KEGG DRUG
DB01173 DrugBank
View more database links
Registry Numbers Types Sources
341-69-5 CAS Registry Number NIST Chemistry WebBook
341-69-5 CAS Registry Number KEGG DRUG
341-69-5 CAS Registry Number ChemIDplus
3745818 Reaxys Registry Number Reaxys
Last Modified
05 January 2011
General Comment
2011-01-05 Orphenadrine is an anticholinergic with a predominantly central effect and only a weak peripheral effect. In addition, it has mild antihistaminic and local anaesthetic properties. The hydrochloride salt is used for the symptomatic treatment of parkinsonism, while the dihydrogen citrate salt is used to relieve pain due to skeletal muscle spasm.