CHEBI:7790 - orphenadrine citrate

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ChEBI Name orphenadrine citrate
ChEBI ID CHEBI:7790
Definition A citrate salt which comprises equimolar amounts of orphenadrine and citric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H31NO8
Net Charge 0
Average Mass 461.50480
Monoisotopic Mass 461.205
InChI InChI=1S/C18H23NO.C6H8O7/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-12,18H,13-14H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKey MMMNTDFSPSQXJP-UHFFFAOYSA-N
SMILES OC(=O)CC(O)(CC(O)=O)C(O)=O.CN(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.
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 citrate (CHEBI:7790) has part orphenadrine (CHEBI:7789)
orphenadrine citrate (CHEBI:7790) has role H1-receptor antagonist (CHEBI:37955)
orphenadrine citrate (CHEBI:7790) has role muscarinic antagonist (CHEBI:48876)
orphenadrine citrate (CHEBI:7790) has role muscle relaxant (CHEBI:51371)
orphenadrine citrate (CHEBI:7790) has role NMDA receptor antagonist (CHEBI:60643)
orphenadrine citrate (CHEBI:7790) has role parasympatholytic (CHEBI:50370)
orphenadrine citrate (CHEBI:7790) is a citrate salt (CHEBI:50744)
IUPAC Name
N,N-dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanamine 2-hydroxypropane-1,2,3-tricarboxylate
Synonyms Sources
(±)-N,N-dimethyl-2-((o-methyl-α-phenylbenzyl)oxy)ethylamine citrate ChemIDplus
N,N-dimethyl-2-((o-methyl-α-phenylbenzyl)oxy)ethylamine citrate ChemIDplus
orphenadrine dihydrogen citrate ChemIDplus
Brand Names Sources
Banflex ChEBI
Flexon ChEBI
Norflex KEGG DRUG
X-Otag ChEBI
Manual Xrefs Databases
D00774 KEGG DRUG
DB01173 DrugBank
View more database links
Registry Numbers Types Sources
4097848 Reaxys Registry Number Reaxys
4682-36-4 CAS Registry Number KEGG DRUG
4682-36-4 CAS Registry Number ChemIDplus
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. While the hydrochloride salt is used for the symptomatic treatment of parkinsonism, the dihydrogen citrate salt is used to relieve pain due to skeletal muscle spasm.