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phentolamine

Structure via PubChem · Public domain (PubChem)

EntityQ420360· pop 22· linked from 819 articles

phentolamine

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Also known as dibasin, fentolamin, Regitine®, Rogitine®, 2-(N-(m-hydroxyphenyl)-p-toluidinomethyl)imidazoline, Phentolamin, 2-(N-(m-Hydroxyphenyl)-P-toluidinomethyl)imidazoline, Phentolaminum

Phentolamine, sold under the brand name Regitine among others, is a non-selective α-adrenergic antagonist.

Key facts

Drug.ChEBI
8081
Drug.KEGG
D08362
Drug.ChEMBL
597
Drug.C
17
Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
464200826
Drug.image
Phentolamine.svg
Drug.image_class
skin-invert-image
Drug.width
150
Drug.image2
Phentolamine-space-filling.png
Drug.image_class2
bg-transparent
Drug.tradename
Regitine, OraVerse, Ryzumvi
Drug.legal_US
Rx-only
Drug.routes_of_administration
Intravenous, intramuscular, ophthalmic
Drug.ATC_prefix
C04
Drug.ATC_suffix
AB01
Drug.ATC_supplemental
,

via Wikipedia infobox

Chemical data

Formula
C17H19N3O
Molecular weight
281.35 g/mol
IUPAC name
3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol
SMILES
CC1=CC=C(C=C1)N(CC2=NCCN2)C3=CC(=CC=C3)O
InChIKey
MRBDMNSDAVCSSF-UHFFFAOYSA-N
XLogP
2.6
Polar surface area
47.9 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1952
Admin. routes
parenteral, topical
Indications
cardiovascular disease, Hypoglycemia, obesity, Mydriasis

via ChEMBL · EBI

Research

13,859 papers

via PubMed

Wikidata facts

Mass
281.152812
Has use
medication
Show 7 more facts
Commons category
Phentolamine
chemical formula
C₁₇H₁₉N₃O
defined daily dose
10
medical condition treated
arterial hypertension
canonical SMILES
CC1=CC=C(C=C1)N(CC2=NCCN2)C3=CC(=CC=C3)O
World Health Organisation international non-proprietary name
phentolamine
subject has role
antihypertensive drug
Sources (4)

via Wikidata · CC0

~3 min read

Encyclopedic overview

6 sections
Contents
  • Medical uses
  • Side effects
  • Pharmacology
  • Mechanism of action
  • Chemistry
  • References

Phentolamine, sold under the brand name Regitine among others, is a non-selective α-adrenergic antagonist.

==Medical uses== The primary application for phentolamine is for the control of hypertensive emergencies, most notably due to pheochromocytoma.

Excerpted from Wikipedia’s “phentolamine” article, available under the CC BY-SA 4.0 licence.

Gallery (2)