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Merck

P7791

Prazosin hydrochloride

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

Sinonimo/i:

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

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61,40 €

250 MG

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C19H21N5O4 · HCl
Numero CAS:
Peso molecolare:
419.86
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
242-903-4
MDL number:
Beilstein/REAXYS Number:
4303561

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Nome del prodotto

Prazosin hydrochloride, ≥99.0% (HPLC)

InChI key

WFXFYZULCQKPIP-UHFFFAOYSA-N

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

SMILES string

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

assay

≥99.0% (HPLC)

form

powder

solubility

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

Quality Level

Gene Information

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Questo articolo
1554705P2680000BP399
Prazosin hydrochloride United States Pharmacopeia (USP) Reference Standard

USP

1554705

Prazosin hydrochloride

Prazosin hydrochloride European Pharmacopoeia (EP) Reference Standard

P2680000

Prazosin hydrochloride

Prazosin hydrochloride British Pharmacopoeia (BP) Reference Standard

BP399

Prazosin hydrochloride

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)

Application

Prazosin hydrochloride has been used:
  • to block the α1adrenergic receptors that mediate sympathetic vasoconstriction in mice[1]
  • as an α1-adrenoceptor blocker,administered intragastrically in rats[2]
  • as a vasodilator,administered together with inuslin into the left ventricle of mice for the assessment of its effects on renal functions[3]

Biochem/physiol Actions

Peripheral α1-adrenoceptor antagonist; vasodilator. Prazosin can be used to treat chronic posttraumatic stress disorder (PTSD).[4] It plays a role in reducing blood pressure by relaxing blood vessels, hence used in the treatment of high blood pressure.[5]

Disclaimer

Hygroscopic; light sensitive.

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.

General description

Prazosin is a member of the class of α-adrenergic blockers.[5] It is considered as a peripheral vasodilator antihypertensive agent. Prazosin is a derivative of quinazoline.[6]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Repr. 2 - STOT RE 2 - STOT SE 3

target_organs

Central nervous system

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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)
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
Haptoglobin reduces renal oxidative DNA and tissue damage during phenylhydrazine-induced hemolysis
Lim Y K, et al.
Kidney International, 58(3), 1033-1044 (2000)
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

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