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Phentolamine

CAT: 0804-HY-12717-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-12717-01Size:5 mg
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Description
Phentolamine is a potent, selective and orally active α1 adrenergic and α2 adrenergic receptor antagonist. Phentolamine can be used for the research of erectile dysfunction[1][2][3].
CAS Number
50-60-2
UNSPSC
12352005
Hazard Statement
H302, H312, H332
Target
Adrenergic Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Endocrinology; Cancer
Assay Protocol
https://www.medchemexpress.com/phentolamine.html
Concentration
10mM
Purity
99.94
Solubility
DMSO : 116.67 mg/mL (ultrasonic)
Smiles
OC1=CC=CC(N(CC2=NCCN2)C3=CC=C(C)C=C3)=C1
Molecular Formula
C17H19N3O
Molecular Weight
281.35
Precautions
H302, H312, H332
References & Citations
[1]Goldstein I I. Oral phentolamine: an alpha-1, alpha-2 adrenergic antagonist for the treatment of erectile dysfunction. Int J Impot Res. 2000 Mar;12 (S1) :S75-S80 |[2]Amabeoku G, et al. Strychnine-induced seizures in mice: the role of noradrenaline. Prog Neuropsychopharmacol Biol Psychiatry. 1994 Jul;18 (4) :753-63.|[3]Fagerholm V, et al. alpha2A-adrenoceptor antagonism increases insulin secretion and synergistically augments the insulinotropic effect of glibenclamide in mice. Br J Pharmacol. 2008 Jul;154 (6) :1287-96.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
α adrenergic receptor
Citation 01
J Cancer. 2024 Sep 9;15 (17) :5691-5709.|Neurosci Bull. 2023 Dec;39 (12) :1789-1806.|bioRxiv. 2023 Oct 13.|J Endocrinol. 2020 Mar;244 (3) :459-471.|Insect Biochem Mol Biol. 2025 May:180:104312.

Chemical Information

Phentolamine

Phentolamine is 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 alpha-adrenergic antagonist, it is used for the treatment of hypertension. It has a role as a vasodilator agent and an alpha-adrenergic antagonist. It is a member of imidazoles, a member of phenols, a substituted aniline and a tertiary amino compound.

CAS Number50-60-2
PubChem CID5775
IUPAC Name3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol
Molecular FormulaC17H19N3O
Molecular Weight281.35
XLogP2.6
Topological Polar Surface Area47.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count21
Formal Charge0
Complexity363
SMILES
CC1=CC=C(C=C1)N(CC2=NCCN2)C3=CC(=CC=C3)O
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
Chemical Structure
2D Structure
2D structure of Phentolamine
CAS: 50-60-2
CID: 5775
Formula: C17H19N3O
MW: 281.35
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight281.35
XLogP32.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass281.152812238
Monoisotopic Mass281.152812238
Topological Polar Surface Area47.9 Ų
Heavy Atom Count21
Formal Charge0
Complexity363
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
M21648-01Phentolamine
24470424-1gPhentolamine methanesulfonate (Phentolamine mesylate)
B1363-SPhentolamine Mesylate
MBS386037-01Phentolamine mesilate
TRC-P302550-500MGPhentolamine Hydrochloride
MBS5785847Phentolamine acetate

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