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Merck

P7791

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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P7791-50MG

€61.40

P7791-250MG

€248.00

P7791-1G

€1,210.00

€61.40


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About This Item

Empirical Formula (Hill Notation):
C19H21N5O4 · HCl
CAS Number:
Molecular Weight:
419.86
Beilstein:
4303561
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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Product Name

Prazosin hydrochloride, ≥99.0% (HPLC)

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
1554705P2680000BP399
assay

≥99.0% (HPLC)

assay

-

assay

-

assay

-

form

powder

form

-

form

-

form

solid

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

solubility

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

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.[1] It is considered as a peripheral vasodilator antihypertensive agent. Prazosin is a derivative of quinazoline.[2]

Application

Prazosin hydrochloride has been used:
  • to block the α1adrenergic receptors that mediate sympathetic vasoconstriction in mice[3]
  • as an α1-adrenoceptor blocker,administered intragastrically in rats[4]
  • as a vasodilator,administered together with inuslin into the left ventricle of mice for the assessment of its effects on renal functions[5]

Biochem/physiol Actions

Peripheral α1-adrenoceptor antagonist; vasodilator. Prazosin can be used to treat chronic posttraumatic stress disorder (PTSD).[6] It plays a role in reducing blood pressure by relaxing blood vessels, hence used in the treatment of high blood pressure.[1]

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

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)
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)

Articles

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.

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