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P7547

Sigma-Aldrich

Phentolamine hydrochloride

≥98% (TLC), powder

Synonym(s):

2-[N-(3-Hydroxyphenyl)-p-toluidinomethyl]-2-imidazolidine hydrochloride, 3-[[(4,5-Dihydro-1H-imidazol-2-yl)-methyl](4-methylphenyl)-amino]-phenol monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H19N3O · HCl
CAS Number:
73-05-2
Molecular Weight:
317.81
Beilstein:
3764617
EC Number:
200-793-5
MDL number:
MFCD00079268
UNSPSC Code:
12352116
PubChem Substance ID:
24898856
NACRES:
NA.77

Quality Level

200

Assay

≥98% (TLC)

form

powder

color

white to off-white

solubility

ethanol: 14 mg/mL
H2O: 20 mg/mL
H2O: unstable (prepare immediately prior to use)

originator

Novartis

SMILES string

Cl[H].Cc1ccc(cc1)N(CC2=NCCN2)c3cccc(O)c3

InChI

1S/C17H19N3O.ClH/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);1H

InChI key

TUEJFGFQYKDAPM-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-adrenoceptor antagonist; peripheral vasodilator.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage and Stability

Protect From Light.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Wei Zhang et al.
Drug discoveries & therapeutics, 8(1), 11-17 (2014-03-22)
α1-Adrenergic receptors (α1-ARs), as one of the most important members of G protein-coupled receptors (GPCRs), can mediate lots of physiological responses of the sympathetic nervous system. Until now, α1-ARs have been divided into at least three subtypes, α1A, α1B, and
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
Travis Alvine et al.
The Journal of experimental biology, 216(Pt 5), 751-758 (2012-11-06)
We investigated sex differences in cardiovascular maturation in embryos of the snapping turtle Chelydra serpentina, a species with temperature-dependent sex determination. One group of eggs was incubated at 26.5°C to produce males. Another group of eggs was incubated at 26.5°C
K N Manolopoulos et al.
Diabetologia, 55(11), 3029-3037 (2012-08-18)
Fatty acid entrapment in femoral adipose tissue has been proposed to prevent ectopic fat deposition and visceral fat accumulation, resulting in protection from insulin resistance. Our objective was to test the hypothesis of femoral, compared with abdominal, adipose tissue resistance
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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