All Photos(1)

Documents

P7791

Prazosin hydrochloride

Name: Prazosin hydrochloride
Brand: SIGMA

≥99.0% (HPLC), powder, α1-adrenoceptor antagonist

Synonym(s):

1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine hydrochloride, Furazosin hydrochloride

Sign Into View Organizational & Contract Pricing

All Photos(1)

About This Item

Empirical Formula (Hill Notation):

C₁₉H₂₁N₅O₄ · HCl

CAS Number:

19237-84-4

Molecular Weight:

419.86

Beilstein:

4303561

EC Number:

242-903-4

MDL number:

MFCD00058177

UNSPSC Code:

12352200

PubChem Substance ID:

24277793

NACRES:

NA.77

product name

Prazosin hydrochloride, ≥99.0% (HPLC)

Assay

≥99.0% (HPLC)

form

powder

solubility

H₂O: 0.5 mg/mL
methanol: 6 mg/mL
dilute aqueous acid: insoluble

SMILES string

Cl.COc1cc2nc(nc(N)c2cc1OC)N3CCN(CC3)C(=O)c4ccco4

InChI

1S/C19H21N5O4.ClH/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14;/h3-4,9-11H,5-8H2,1-2H3,(H2,20,21,22);1H

InChI key

WFXFYZULCQKPIP-UHFFFAOYSA-N

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146)

Looking for similar products? Visit Product Comparison Guide

General description

Prazosin is a member of the class of α-adrenergic blockers. It is considered as a peripheral vasodilator antihypertensive agent. Prazosin is a derivative of quinazoline.

Application

Prazosin hydrochloride has been used:

to block the α1adrenergic receptors that mediate sympathetic vasoconstriction in mice
as an α1-adrenoceptor blocker,administered intragastrically in rats
as a vasodilator,administered together with inuslin into the left ventricle of mice for the assessment of its effects on renal functions

Biochem/physiol Actions

Peripheral α1-adrenoceptor antagonist; vasodilator. Prazosin can be used to treat chronic posttraumatic stress disorder (PTSD). It plays a role in reducing blood pressure by relaxing blood vessels, hence used in the treatment of high blood pressure.

Features and Benefits

This compound is a featured product for ADME Tox and Neuroscience research. Discover more featured ADME Tox and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the α1-Adrenoceptors, α2-Adrenoceptors and Melatonin Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Caution

Hygroscopic; light sensitive.

Pictograms

GHS08,GHS07

Signal Word

Warning

Hazard Statements

H336,H361fd,H373

Precautionary Statements

P202 - P260 - P271 - P280 - P304 + P340 + P312 - P308 + P313

Hazard Classifications

Repr. 2 - STOT RE 2 - STOT SE 3

Target Organs

Central nervous system

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Prazosin in the treatment of PTSD

Green, Ben

Journal of Psychiatric Practice, 20(4), 253-259 (2014)

Haptoglobin reduces renal oxidative DNA and tissue damage during phenylhydrazine-induced hemolysis

Lim Y K, et al.

Kidney International, 58(3), 1033-1044 (2000)

A trial of prazosin for combat trauma PTSD with nightmares in active-duty soldiers returned from Iraq and Afghanistan.

Murray A Raskind et al.

The American journal of psychiatry, 170(9), 1003-1010 (2013-07-13)

The authors conducted a 15-week randomized controlled trial of the alpha-1 adrenoreceptor antagonist prazosin for combat trauma nightmares, sleep quality, global function, and overall symptoms in active-duty soldiers with posttraumatic stress disorder (PTSD) returned from combat deployments to Iraq and

Enhanced salt sensitivity following shRNA silencing of neuronal TRPV1 in rat spinal cord

Yu S Q and Wang D H

Acta Pharmacologica Sinica, 32(6), 845-845 (2011)

(11)C-CUMI-101, a PET radioligand, behaves as a serotonin 1A receptor antagonist and also binds to α(1) adrenoceptors in brain.

Stal Saurav Shrestha et al.

Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(1), 141-146 (2014-01-05)

The PET radioligand (11)C-CUMI-101 was previously suggested as a putative agonist radioligand for the serotonin 1A (5-hydroxytryptamine 1A [5-HT1A]) receptor in recombinant cells expressing human 5-HT1A receptor. However, a recent study showed that CUMI-101 behaved as a potent 5-HT1A receptor

View All Related Papers

Articles

Receptor Agonists and Antagonists

Gain a deeper understanding of the various types of receptor agonists and antagonists, including full, partial, and inverse agonists and competitive/reversible and non-competitive/irreversible antagonists.

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

α2-Adrenoceptors

Learn about alpha-2 adrenoceptor and its subtypes, mediated responses, and applications of agonists. Included is a list of available products and a comparison table.

DISCOVER Bioactive Small Molecules for Neuroscience