phentolamine (CHEBI:8081)

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ChEBI Name	phentolamine

ChEBI ID	CHEBI:8081

Definition	A substituted aniline that is 3-aminophenol in which the hydrogens of the amino group are replaced by 4-methylphenyl and 4,5-dihydro-1H-imidazol-2-ylmethyl groups respectively. An α-adrenergic antagonist, it is used for the treatment of hypertension.

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

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Formula

C17H19N3O

Net Charge

Average Mass

281.35230

Monoisotopic Mass

281.15281

InChI

InChI=1S/C17H19N3O/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15/h2-8,11,21H,9-10,12H2,1H3,(H,18,19)

InChIKey

MRBDMNSDAVCSSF-UHFFFAOYSA-N

SMILES

Cc1ccc(cc1)N(CC1=NCCN1)c1cccc(O)c1

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):	alpha-adrenergic antagonist An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.

Application(s):	alpha-adrenergic antagonist An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma. vasodilator agent A drug used to cause dilation of the blood vessels.

ChEBI Ontology
Outgoing	phentolamine (CHEBI:8081) has role α-adrenergic antagonist (CHEBI:37890) phentolamine (CHEBI:8081) has role vasodilator agent (CHEBI:35620) phentolamine (CHEBI:8081) is a imidazoles (CHEBI:24780) phentolamine (CHEBI:8081) is a phenols (CHEBI:33853) phentolamine (CHEBI:8081) is a substituted aniline (CHEBI:48975) phentolamine (CHEBI:8081) is a tertiary amino compound (CHEBI:50996)

IUPAC Name

3-[(4,5-dihydro-1H-imidazol-2-ylmethyl)(4-methylphenyl)amino]phenol

Synonyms	Sources
2-(N-(m-hydroxyphenyl)-p-toluidinomethyl)imidazoline	ChemIDplus
Phentolamine mesylate	KEGG COMPOUND

Last Modified

22 February 2017