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P7791

Sigma-Aldrich

Prazosin hydrochloride

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C19H21N5O4 · HCl
Numéro CAS:
19237-84-4
Poids moléculaire :
419.86
Numéro Beilstein :
4303561
Numéro CE :
242-903-4
Numéro MDL:
MFCD00058177
Code UNSPSC :
12352200
ID de substance PubChem :
24277793
Nomenclature NACRES :
NA.77

product name

Prazosin hydrochloride, ≥99.0% (HPLC)

Pureté

≥99.0% (HPLC)

Forme

powder

Solubilité

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

Chaîne SMILES 

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

Clé InChI

WFXFYZULCQKPIP-UHFFFAOYSA-N

Informations sur le gène

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

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Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Attention

Hygroscopic; light sensitive.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H336,H361fd,H373

Classification des risques

Repr. 2 - STOT RE 2 - STOT SE 3

Organes cibles

Central nervous system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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)
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
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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