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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
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
Zachary Barrett-O'Keefe et al.
Clinical science (London, England : 1979), 124(6), 413-422 (2012-09-19)
Aging is characterized by increased sympatho-excitation, expressed through both the α-adrenergic and RAAS (renin-angiotensin-aldosterone) pathways. Although the independent contribution of these two pathways to elevated vasoconstriction with age may be substantial, significant cross-talk exists that could produce potentiating effects. To
Zarin Zainul et al.
Scientific reports, 12(1), 3344-3344 (2022-03-02)
Incomplete functional recovery after peripheral nerve injury (PNI) often results in devastating physical disabilities in human patients. Despite improved progress in surgical and non-surgical approaches, achieving complete functional recovery following PNI remains a challenge. This study demonstrates that phentolamine may
Ulrike Kuebler et al.
PloS one, 8(2), e55875-e55875 (2013-02-23)
Psychological stress delays wound healing but the precise underlying mechanisms are unclear. Macrophages play an important role in wound healing, in particular by killing microbes. We hypothesized that (a) acute psychological stress reduces wound-induced activation of microbicidal potential of human
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