phentolamine   Click here for help

GtoPdb Ligand ID: 502

Synonyms: dibasin | fentolamin | Regitine® | Rogitine®
Approved drug
phentolamine is an approved drug (FDA (1952))
Compound class: Synthetic organic
Comment: Phentolamine is a non-selective alpha-adrenergic receptor antagonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 47.86
Molecular weight 281.15
XLogP 3.26
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Cc1ccc(cc1)N(c1cccc(c1)O)CC1=NCCN1
Isomeric SMILES Cc1ccc(cc1)N(c1cccc(c1)O)CC1=NCCN1
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)
InChI Key MRBDMNSDAVCSSF-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Used in the diagnosis of pheochromocytoma, and in the treatment of hypertensive crisis.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Antagonism of alpha-adrenoceptors by phentolamine leads to muscle relaxation and widening of blood vessels resulting in a decrease in blood pressure.
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