CHEBI:7789 - orphenadrine

ChEBI IDCHEBI:7789
ChEBI Nameorphenadrine
Stars
DefinitionA tertiary amino compound which is the phenyl-o-tolylmethyl ether of 2-(dimethylamino)ethanol.
Secondary ChEBI IDCHEBI:177779
Last Modified22 February 2017
DownloadsMolfile
FormulaC18H23NO
Net Charge0
Average Mass269.388
Monoisotopic Mass269.17796
SMILESCc1ccccc1C(OCCN(C)C)c1ccccc1
InChIInChI=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
InChIKeyQVYRGXJJSLMXQH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
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.
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.
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.
Applications:
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
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.
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.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
antidyskinesia agent  Any compound which can be used to treat or alleviate the symptoms of dyskinesia.
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.
ChEBI Ontology
Outgoing Relation(s)
orphenadrine (CHEBI:7789) has role antidyskinesia agent (CHEBI:66956)
orphenadrine (CHEBI:7789) has role antiparkinson drug (CHEBI:48407)
orphenadrine (CHEBI:7789) has role H1-receptor antagonist (CHEBI:37955)
orphenadrine (CHEBI:7789) has role muscarinic antagonist (CHEBI:48876)
orphenadrine (CHEBI:7789) has role muscle relaxant (CHEBI:51371)
orphenadrine (CHEBI:7789) has role NMDA receptor antagonist (CHEBI:60643)
orphenadrine (CHEBI:7789) has role parasympatholytic (CHEBI:50370)
orphenadrine (CHEBI:7789) is a ether (CHEBI:25698)
orphenadrine (CHEBI:7789) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
orphenadrine citrate (CHEBI:7790) has part orphenadrine (CHEBI:7789)
orphenadrine hydrochloride (CHEBI:60902) has part orphenadrine (CHEBI:7789)
IUPAC Name 
N,N-dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanamine
INNs  Source
orfenadrinaChemIDplus
orphenadrineChemIDplus
orphenadrinumChemIDplus
Synonyms  Source
2-methyldiphenhydramineChemIDplus
2-(phenyl-o-tolylmethoxy)ethyldimethylamineChemIDplus
Dimethyl-[2-(phenyl-o-tolyl-methoxy)-ethyl]-amineChEMBL
N,N-dimethyl-2-[(o-methyl-α-phenylbenzyl)oxy]ethylamineNIST Chemistry WebBook
N,N-dimethyl-2-(α-2-tolylbenzoyloxy)ethylamineChemIDplus
o-methyldiphenhydramineChemIDplus
Manual XrefsDatabases
1999DrugCentral
C07935KEGG COMPOUND
D08305KEGG DRUG
DB01173DrugBank
LSM-1630LINCS
OrphenadrineWikipedia
US2567351Patent
US2991225Patent
Registry NumbersSources
Reaxys:1885151Reaxys
CAS:83-98-7KEGG COMPOUND
CAS:83-98-7ChemIDplus
CAS:83-98-7NIST Chemistry WebBook