benzatropine (CHEBI:3048)

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ChEBI Name	benzatropine

ChEBI ID	CHEBI:3048

Definition	Tropane in which a hydrogen at position 3 is substituted by a diphenylmethoxy group (endo-isomer). An acetylcholine receptor antagonist, it is used (particularly as its methanesulphonate salt) in the treatment of Parkinson's disease, and to reduce parkinsonism and akathisia side effects of antipsychotic treatments.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:661238

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Formula

C21H25NO

Net Charge

Average Mass

307.42930

Monoisotopic Mass

307.19361

InChI

InChI=1S/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19+,20+

InChIKey

GIJXKZJWITVLHI-PMOLBWCYSA-N

SMILES

[H][C@]1(C[C@]2([H])CC[C@]([H])(C1)N2C)OC(c1ccccc1)c1ccccc1

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	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.

Application(s):	antidyskinesia agent Any compound which can be used to treat or alleviate the symptoms of dyskinesia. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. oneirogen Any substance that produces or enhances dream-like states of consciousness. 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.

ChEBI Ontology
Outgoing	benzatropine (CHEBI:3048) has role antidyskinesia agent (CHEBI:66956) benzatropine (CHEBI:3048) has role antiparkinson drug (CHEBI:48407) benzatropine (CHEBI:3048) has role muscarinic antagonist (CHEBI:48876) benzatropine (CHEBI:3048) has role oneirogen (CHEBI:146270) benzatropine (CHEBI:3048) has role parasympatholytic (CHEBI:50370) benzatropine (CHEBI:3048) is a tertiary amino compound (CHEBI:50996)

Incoming	benzatropine mesylate (CHEBI:3049) has part benzatropine (CHEBI:3048)

IUPAC Name

(3-endo)-3-(diphenylmethoxy)-8-methyl-8-azabicyclo[3.2.1]octane

Synonyms	Sources
3α-(diphenylmethoxy)-1αH,5αH-tropane	NIST Chemistry WebBook
3α-(diphenylmethoxy)tropane	ChEBI
3α-benzhydryloxy-8-methyl-8-azabicyclo[3.2.1]octane	ChEBI
3endo-benzhydryloxytropane	ChEBI
Benzatropine	KEGG COMPOUND
benzhydryl 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ether	NIST Chemistry WebBook
Benztropine	KEGG COMPOUND
tropine benzohydryl ether	NIST Chemistry WebBook

Last Modified

06 March 2020