CHEBI:8081 - phentolamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C17H19N3O
Net Charge 0
Average Mass 281.35230
Monoisotopic Mass 281.153
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
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.
View more via ChEBI Ontology
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
INNs Sources
fentolamina ChemIDplus
phentolamine ChemIDplus
phentolamine WHO MedNet
phentolaminum ChemIDplus
Synonyms Sources
2-(N-(m-hydroxyphenyl)-p-toluidinomethyl)imidazoline ChemIDplus
Phentolamine mesylate KEGG COMPOUND
Brand Names Sources
Regitina ChEBI
Regitine ChemIDplus
Rogitine ChEBI
Database Links Databases
2142 DrugCentral
D00509 KEGG DRUG
D08362 KEGG DRUG
DB00692 DrugBank
HMDB0014830 HMDB
LSM-4022 LINCS
Phentolamine Wikipedia
US2503059 Patent
View more database links
Registry Numbers Types Sources
272944 Reaxys Registry Number Reaxys
50-60-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23438114 PubMed citation Europe PMC
23522530 PubMed citation Europe PMC
23658874 PubMed citation Europe PMC
23666670 PubMed citation Europe PMC
23887290 PubMed citation Europe PMC
23926134 PubMed citation Europe PMC
Last Modified
22 February 2017