ChemicalBook > CAS DataBase List > Prazosin hydrochloride

Prazosin hydrochloride

Product Name
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
Formula Weight
419.86
MOL File
19237-84-4.mol
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Prazosin hydrochloride Property

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)
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Safety

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
Hazardous Substances Data
19237-84-4(Hazardous Substances Data)
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.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

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

Raw materials

Preparation Products

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View Lastest Price from Prazosin hydrochloride manufacturers

Hebei Duling International Trade Co. LTD
Product
Prazosin hydrochloride 19237-84-4
Price
US $500.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 tons
Release date
2023-01-31
Baoji Guokang Healthchem co.,ltd
Product
Prazosin hydrochloride 19237-84-4
Price
US $1269.00/Kg/Bag
Min. Order
100g
Purity
98%+
Supply Ability
500kg
Release date
2021-06-03
Hebei Zhanyao Biotechnology Co. Ltd
Product
Prazosin hydrochloride 19237-84-4
Price
US $10.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2021-11-03

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