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Prazosin hydrochloride

CAS No.
19237-84-4
Chemical Name:
Prazosin hydrochloride
Synonyms
PRAZOSIN HCL;hypovase;pratsiol;sinetens;Vasoflex;peripress;Adversuten;Alpress LP;cp-12299-1;deprazolin
CBNumber:
CB6120870
Molecular Formula:
C19H22ClN5O4
Molecular Weight:
419.86
MDL Number:
MFCD00058177
MOL File:
19237-84-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

Prazosin hydrochloride Properties

Melting point 277 - 280 °C
storage temp. 2-8°C
solubility H2O: 1 mg/mL, clear, colorless
form solid
color white
Water Solubility Soluble in dimethyl sulfoxide, ethanol, water, methanol.
Merck 14,7717
BRN 4303561
InChIKey WFXFYZULCQKPIP-UHFFFAOYSA-N
CAS DataBase Reference 19237-84-4(CAS DataBase Reference)
FDA UNII X0Z7454B90

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H315-H319-H335-H361
Precautionary statements  P201-P301+P312+P330-P302+P352-P305+P351+P338-P308+P313
Hazard Codes  Xn
Risk Statements  22-36/37/38-62
Safety Statements  28-36
RIDADR  3249
WGK Germany  3
RTECS  VA1350000
10
HazardClass  6.1(b)
PackingGroup  III
HS Code  2934990002
Toxicity dog,LD50,oral,> 700mg/kg (700mg/kg),GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDSKIDNEY, URETER, AND BLADDER: OTHER CHANGES GASTROINTESTINAL: NAUSEA OR VOMITING,Oyo Yakuri. Pharmacometrics. Vol. 17, Pg. 39, 1979.
NFPA 704
0
2 0

Prazosin hydrochloride price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR3099 Prazosin Hydrochloride pharmaceutical secondary standard, certified reference material 19237-84-4 500MG $229 2024-03-01 Buy
Sigma-Aldrich P7791 Prazosin hydrochloride ≥99.0% (HPLC) 19237-84-4 1g $906 2024-03-01 Buy
Sigma-Aldrich 1554705 Prazosin hydrochloride United States Pharmacopeia (USP) Reference Standard 19237-84-4 350mg $436 2024-03-01 Buy
TCI Chemical P0938 Prazosin Hydrochloride >98.0%(T) 19237-84-4 100mg $66 2024-03-01 Buy
TCI Chemical P0938 Prazosin Hydrochloride >98.0%(T) 19237-84-4 1g $244 2024-03-01 Buy
Product number Packaging Price Buy
PHR3099 500MG $229 Buy
P7791 1g $906 Buy
1554705 350mg $436 Buy
P0938 100mg $66 Buy
P0938 1g $244 Buy

Prazosin hydrochloride Chemical Properties,Uses,Production

Chemical Properties

Off-White to Yellow Powder

Originator

Hypovase, Pfizer, UK,1974

Uses

Prazosin Hydrochloride (Terazosin EP Impurity K) is an antihypertensive. α1-Adrenergic blocker.

Uses

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

Manufacturing Process

Preparation of 2-Chloro-4-Amino-6,7-Dimethoxyquinazoline: To 800 ml of a solution of anhydrous ammonia in tetrahydrofuran at room temperature is added 30 g of 2,4-dichloro-6,7-dimethoxyquinazoline [F.H.S. Curd et al., J. Chem. Soc., p 1759 (1948)]. The mixture is stirred for 44 hours. The precipitate (29 g, MP 267° to 268°C) is filtered and recrystallized from methanol to yield 19 g of 2-chloro-4-amino-6,7-dimethoxyquinazoline, MP 302°C (dec.).
Preparation of 2-(1-Piperazinyl)-4-Amino-6,7-Dimethoxyquinazoline: To 5 g of 2-chloro-4-amino-6,7-dimethoxyquinazoline, is added 20 g of a 25% solution of piperazine in ethanol. The mixture is heated at 160°C for 16 hours in a pressure bottle. The solvent is then evaporated and the residue is recrystallized from methanol/water.
Preparation of 2[4-(2-Furoyl)-Piperazinyl]-4-Amino-6,7-Dimethoxyquinazoline: To 0.10 mol 2-(1-piperazinyl)-4-amino-6,7-dimethoxyquinazoline in 300 ml methanol is added with vigorous stirring, 0.10 mol 2-furoyl chloride. After addition is complete, the mixture is stirred for 3 hours at room temperature. The solids are filtered to give the desired product, MP 278° to 280°C.

brand name

Minipress (Pfizer).

Therapeutic Function

Antihypertensive

General Description

The antihypertensive effectsof prazosin hydrochloride, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)piperazine monohydrochloride(Minipress), are caused by peripheral vasodilation as a resultof its blockade of 1-adrenergic receptors. In ligand-bindingstudies, prazosin hydrochloride has 5,000-fold greater affinityfor α1-receptors than for some α2-adrenergic receptors.

Biological Activity

α 1 and α 2B -adrenoceptor antagonist. Also a potent antagonist at the melatonin MT 3 receptor (K i = 10.2 nM). Also available as part of the α 1 -Adrenoceptor Tocriset™ and Mixed Adrenergic Tocriset™ .

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.

Clinical Use

Prazosin hydrochloride is readily absorbed, and plasmaconcentrations reach a peak about 3 hours after administration.Plasma half-life is between 2 and 3 hours. Prazosin hydrochlorideis highly bound to plasma protein; it does notcause adverse reactions, however, with drugs that might bedisplaced from their protein-binding sites (e.g., cardiac glycosides).It may cause severe orthostatic hypertension becauseof its -adrenergic blocking action, which preventsthe reflex venous constriction that is activated when an individualsits up from a prone position.

storage

Room temperature

Purification Methods

The salt is recrystallised by dissolving it in hot MeOH, adding a small volume of MeOH/HCl (dry MeOH saturated with dry HCl gas) followed by dry Et2O until crystallisation is complete. Dry it in vacuo over solid KOH till the odour of HCl is absent. It has been recrystallised from hot H2O, the crystals are washed with H2O, and the H2O is removed azeotropically with CH2Cl2, and dried in a vacuum. [NMR and IR: Honkanen et al. J Heterocycl Chem 17 797 1980, cf Armarego & Reece Aust J Chem 34 1561 1981.] It is an antihypertensive drug and is an 1-adrenergic antagonist [Brosman et al. Proc Natl Acad Sci USA 82 5915 1985].

Prazosin hydrochloride Preparation Products And Raw materials

Global( 323)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
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TargetMol Chemicals Inc.
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View Lastest Price from Prazosin hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Prazosin hydrochloride pictures 2023-02-01 Prazosin hydrochloride
19237-84-4
US $500.00 / kg 1kg 99% 5000 tons Hebei Duling International Trade Co. LTD
Prazosin hydrochloride pictures 2021-11-04 Prazosin hydrochloride
19237-84-4
US $10.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd
Prazosin hydrochloride  pictures 2021-11-02 Prazosin hydrochloride
19237-84-4
US $1269.00 / Kg/Bag 100g 98%+ 500kg Baoji Guokang Healthchem co.,ltd

Prazosin hydrochloride Spectrum

4-Amino-2-pyroyl-6,7-dimetoxypiperazin-1-yl-chynazolina hydrochloride Furazosin hydrochloride, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine hydrochloride [4-(4-Amino-6,7-dimethoxy-quinazolin-2-yl)piperazin-1-yl]-(2-furyl)methanone hydrochloride Prazosin hydrochloride,1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine hydrochloride, Furazosin hydrochloride Prazosin Hydrochloride (500 mg) Prazosin hydrochlori 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazinehydr [4-(4-AMino-6,7-diMethoxy-2-quinazolinyl)-1-piperazinyl]-2-furanylMethanone Hydrochloride 1-(4-AMino-6,7-diMethoxy-2-quinazolinyl)-4-(2-furanylcarbonxyl) piperazine Hydrochloride Adversuten Adverszuten Alpress LP (4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(furan-2-yl)methanone hydrochloride Prazosin Hydrochloride (350 mg) 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)piperazine monohydrochloride PRAZOSIN HYDROCHLORIDE USP PRAZOSIN HYDROCHLORIDE PERIPHERAL A1 ADR ENER Prazosin HCl USP PrazosinHclC19H21N504.HC1 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)piperazinemonohydrochlo 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furoyl)-piperazinmonohydro 2-(4-(2-furoyl)piperazin-1-yl)-4-amino-6,7-dimethoxyquinazolinehydrochloride 4-amino-6,7-dimethoxy-2-(4-(2-furoyl)piperazin-1-yl)-quinazolinhydrochlori cp-12299-1 deprazolin hypovase FURAZOSIN HYDROCHLORIDE PRAZOSIN HYDROCHLORIDE Alpress LP, Eurex, Hypovase, Minipress, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonxyl)piperazine, Hydrochloride Piperazine, 1-(4-amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)-, monohydrochloride 1-(4-Amino-6,7-dimethoxy-2-chinazolinyl)-4-(2-furoyl)piperazinmonohydrochlorid hypovasole peripress pratsiol prazosinclorhidrato sinetens 1-(4-AMINO-6,7-DIMETHOXY-2-QUINAZOLINYL)-4-(2-FURANYLCARBONYL)PIPERAZINE HYDROCHLORIDE 1-(3-AMINO-6,7-DIMETHOXY-2-QUINAZOLINY)-4-(2-FURANYLCARBONYL)PIPERAZINE Terazosin Impurity14 1-(4-Amino-6,7-dimethoxyquinazolin-2-yl)-4-(furan-2-ylcarbonyl) piperazine hydrochloride Terazosin-010-HCl Terazosin Impurity 11(Terazosin EP Impurity K) [4-(4-amino-6,7-dimethoxy-2-quinazolin-3-iumyl)-1-piperazinyl]-(2-furanyl)methanone Methanone,[4-(4-amino-6,7-dimethoxy-2-quinazolinyl)-1-piperazinyl]-2-furanyl-,hydrochloride (1:1) Prazosin hydrochloride CRS PrazosinHydrochloride> Prazosin HCl (Furazosin HCl, Terazosin EP Impurity K HCl) Prazosin Hydrochloride RS Prazosin hydrochloride salt Vasoflex Prazosin hydrochloride Solution in Methanol, 100μg/mL Prazosin HCl (Furazosin HCl) Prazosin hydrochloride USP/EP/BP prazosin HCLr Prazosin Hydrochloride (1.0 mg/mL in Methanol) Terazosin EP Impurity K (Prazosin) tianfu-chem_ Prazosin hydrochloride 19237-84-4 Prazosin Hydrochloride (1554705)