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P7561

Sigma-Aldrich

Phentolamine methanesulfonate salt

≥98% (TLC), powder

Synonym(s):

2-(N-[m-Hydroxyphenyl]-p-toluidinomethyl)imidazoline

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About This Item

Linear Formula:
C17H19N3O · CH3SO3H
CAS Number:
65-28-1
Molecular Weight:
377.46
EC Number:
200-604-6
MDL number:
MFCD00134201
UNSPSC Code:
12352116
PubChem Substance ID:
24277798
NACRES:
NA.77

Assay

≥98% (TLC)

form

powder

color

white to off-white

mp

180-182 °C (lit.)

solubility

ethanol: 26 mg/mL
H2O: 50 mg/mL

originator

Novartis

SMILES string

CS(O)(=O)=O.Cc1ccc(cc1)N(CC2=NCCN2)c3cccc(O)c3

InChI

1S/C17H19N3O.CH4O3S/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15;1-5(2,3)4/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);1H3,(H,2,3,4)

InChI key

OGIYDFVHFQEFKQ-UHFFFAOYSA-N

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , ADRA2A(150) , ADRA2B(151) , ADRA2C(152)

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Biochem/physiol Actions

α-Adrenergic receptor antagonist; peripheral vasodilator.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Jérémie Joffre et al.
Critical care medicine, 49(3), e315-e326 (2021-01-23)
Catecholaminergic vasopressors are the cornerstone of circulatory shock management. Nevertheless, catecholamines have problematic side effects, arousing a growing interest in noncatecholaminergic agents such as vasopressin or angiotensin-II. However, their respective effects on sepsis-associated microvascular endothelial dysfunction such as permeability or
Darren P Casey et al.
Hypertension (Dallas, Tex. : 1979), 60(4), 1016-1022 (2012-09-06)
Aging is associated with increased retrograde and oscillatory shear in peripheral conduit arteries of humans. Although the mechanisms responsible for these age-related changes are not completely understood, augmented downstream α-adrenergic tone likely plays a significant role in this phenomenon. Therefore
Amanda M Wahl et al.
The Journal of physiology, 601(20), 4539-4556 (2023-09-19)
Currently, all salivary ducts (intercalated, striated and collecting) are assumed to function broadly in a similar manner, reclaiming ions that were secreted by the secretory acinar cells while preserving fluid volume and delivering saliva to the oral cavity. Nevertheless, there
Kazuhisa Honda et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 163(3-4), 260-264 (2012-08-23)
We investigated the mechanism underlying central glucagon-induced hyperglycemia and anorexia in chicks. Male 8-day-old chicks (Gallus gallus) were used in all experiments. Intracerebroventricular administration of glucagon in chicks induced hyperglycemia and anorexia from 30 min after administration. However, the plasma
Darren P Casey et al.
Journal of applied physiology (Bethesda, Md. : 1985), 113(8), 1201-1212 (2012-09-11)
We tested the hypothesis that elevated sympathetic tone is responsible for lower peak vasodilation after single muscle contractions in older adults. Young (n = 13, 7 men and 6 women, age: 27 ± 1 yr) and older (n = 13
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