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P7791

Sigma-Aldrich

Prazosin hydrochloride

≥99.0% (HPLC)

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Synonym(s):
1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine hydrochloride, Furazosin hydrochloride
Empirical Formula (Hill Notation):
C19H21N5O4 · HCl
CAS Number:
Molecular Weight:
419.86
Beilstein:
4303561
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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This Item
BP3991554705P2680000
Prazosin hydrochloride ≥99.0% (HPLC)

Sigma-Aldrich

P7791

Prazosin hydrochloride

Prazosin hydrochloride British Pharmacopoeia (BP) Reference Standard

BP399

Prazosin hydrochloride

Prazosin hydrochloride United States Pharmacopeia (USP) Reference Standard

USP

1554705

Prazosin hydrochloride

Prazosin hydrochloride European Pharmacopoeia (EP) Reference Standard

P2680000

Prazosin hydrochloride

form

powder

form

-

form

-

form

-

solubility

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

solubility

-

solubility

-

solubility

-

Gene Information

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

Gene Information

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

Gene Information

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

Gene Information

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

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

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

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

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Nia C S Lewis et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 304(2), R147-R154 (2012-11-24)
We examined the hypothesis that α(1)-adrenergic blockade would lead to an inability to correct initial orthostatic hypotension (IOH) and cerebral hypoperfusion, leading to symptoms of presyncope. Twelve normotensive humans (aged 25 ± 1 yr; means ± SE) attempted to complete
Quantitative analysis of prazosin hydrochloride in pharmaceutical formulation by prazosin potentiometric sensor based on computational investigation
Faridbod F, et al.
International Journal of Electrochemical Science, 5(4), 653-667 (2010)
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
Haptoglobin reduces renal oxidative DNA and tissue damage during phenylhydrazine-induced hemolysis
Lim Y K, et al.
Kidney International, 58(3), 1033-1044 (2000)
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

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