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CHEBI:8081 - phentolamine

ChEBI IDCHEBI:8081
ChEBI Namephentolamine
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC17H19N3O
Net Charge0
Average Mass281.359
Monoisotopic Mass281.15281
SMILESCc1ccc(N(CC2=NCCN2)c2cccc(O)c2)cc1
InChIInChI=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)
InChIKeyMRBDMNSDAVCSSF-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
Applications:
vasodilator agent  A drug used to cause dilation of the blood vessels.
alpha-adrenergic antagonist  An agent that binds to but does not activate α-adrenergic receptors thereby blocking the actions of endogenous or exogenous α-adrenergic agonists. α-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
ChEBI Ontology
Outgoing Relation(s)
phentolamine (CHEBI:8081) has role vasodilator agent (CHEBI:35620)
phentolamine (CHEBI:8081) has role α-adrenergic antagonist (CHEBI:37890)
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
INNs  Source
phentolaminumChemIDplus
phentolamineChemIDplus
fentolaminaChemIDplus
phentolamineWHO MedNet
Synonyms  Source
Phentolamine mesylateKEGG COMPOUND
2-(N-(m-hydroxyphenyl)-p-toluidinomethyl)imidazolineChemIDplus
Brand Names  Source
RegitineChemIDplus
RogitineChEBI
RegitinaChEBI
Manual XrefsDatabases
D08362KEGG DRUG
DB00692DrugBank
HMDB0014830HMDB
PhentolamineWikipedia
US2503059Patent
D00509KEGG DRUG
LSM-4022LINCS
2142DrugCentral
Registry NumbersSources
Reaxys:272944Reaxys
CAS:50-60-2ChemIDplus
Citations