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P7791

Sigma-Aldrich

Prazosin hydrochloride

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H21N5O4 · HCl
CAS Number:
19237-84-4
Molecular Weight:
419.86
Beilstein/REAXYS Number:
4303561
EC Number:
242-903-4
MDL number:
MFCD00058177
UNSPSC Code:
12352200
PubChem Substance ID:
24277793
NACRES:
NA.77

Key Documents

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Product Name

Prazosin hydrochloride, ≥99.0% (HPLC)

Quality Level

100

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)

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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.

Disclaimer

Hygroscopic; light sensitive.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Repr. 2 - STOT RE 2 - STOT SE 3

target_organs

Central nervous system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6847
BCCD7612
BCCD0780
BCCB8750
BCBX4862

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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)
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)
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
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