107021-36-3

Basic information

• Product Name: PRAZOBIND
• Synonyms: 1-(4-Amino-6,7-dimethoxyquinazolin-2-yl)-4-(bicyclo[2.2.2]octa-2,5-dien-2-ylcarbonyl)piperazine;1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-bicyclo[2.2.2]octa-2,5-dienyl-carbonyl)-piperazine;SZL-4;SZL 49;SZL-49, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-bicyclo[2,2,2]octa-2,5-dienyl-carbonyl)-piperazine
• CAS NO: 107021-36-3
• Molecular Formula: C23H27N5O3
• Molecular Weight: 421.49
• Product Categories: Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Heterocyclic Compounds;Heterocycles
• Mol File: 107021-36-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 245-247°C
• Boiling Point: 706.6°Cat760mmHg
• Flash Point: 381.1°C
• Appearance: /
• Density: 1.323g/cm³
• Vapor Pressure: 8.22E-20mmHg at 25°C
• Refractive Index: 1.665
• Storage Temp.: −20°C
• PKA: 6.53±0.50(Predicted)
• Stability: -200C
• CAS DataBase Reference: PRAZOBIND(CAS DataBase Reference)
• NIST Chemistry Reference: PRAZOBIND(107021-36-3)
• EPA Substance Registry System: PRAZOBIND(107021-36-3)

Safety Data

• Hazardous Substances Data: 107021-36-3(Hazardous Substances Data)

Usage

Description

PRAZOBIND, also known as Prazosin analog, is an α1-adrenoceptor alkylating reagent derived from hydrolyzable tannins. It is an off-white solid with unique chemical properties that make it a promising pharmaceutical candidate for various applications.

Uses

Used in Pharmaceutical Industry:
PRAZOBIND is used as an α1-adrenoceptor alkylating reagent for its ability to modulate the activity of α1-adrenergic receptors, playing a crucial role in the treatment of hypertension and other cardiovascular conditions.
Used in Antihypertensive Applications:
PRAZOBIND is used as an antihypertensive agent, helping to lower blood pressure by blocking the action of the hormone norepinephrine, which causes blood vessels to constrict. This results in improved blood flow and reduced blood pressure, making it a valuable treatment option for individuals suffering from hypertension.

InChI:InChI=1/C23H27N5O3/c1-30-19-12-17-18(13-20(19)31-2)25-23(26-21(17)24)28-9-7-27(8-10-28)22(29)16-11-14-3-5-15(16)6-4-14/h3,5,11-15H,4,6-10H2,1-2H3,(H2,24,25,26)

Upstream product

• 102589-30-0 bicyclo<2.2.2>octa-2,5-diene-2-carboxylic acid 
• 1165952-91-9 cyclohexa-1,3-diene 
• 117040-22-9 2-(chlorocarbonyl)bicyclo<2.2.2>octa-2,5-diene 
• 60547-97-9 4-amino-6,7-dimethoxy-2-piperazin-1-ylquinazoline 

Relevant articles and documents

Alkylating Prazosin Analogue: Irreversible Label for α1-Adrenoceptors

A series of prazosin analogues comprised of N-acyl derivatives of N'-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazine was prepared and the nature of their binding to α1-adrenoceptors was investigated.Derivatives with α,β-unsaturated acyclic acyls had some affinity but no irreversible action at the receptor.Other potent compounds, also without irreversible activity, contained cinnamoyl or (phenylamino)thiocarbonyl residues.High affinity and irreversible binding were obtained with a bicycloocta-2,5-dien-2-ylcarbonyl derivative.The conjugated double bond in this compound was in about the same position and distance from the pharmacophore as in some of the above compounds of high affinity but with no irreversible action.Two consecutive recognition steps were thought to be involved in irreversible blockade: reversible binding of the pharmacophore part of the molecule to the binding site of the receptor, followed by reaction of the chemoreactive part with an adjacent nucleophile of the receptor.The present results suggest that for the second step to occur efficiently, some affinity for the receptor must be present even in the chemoreactive part of the molecule; simple spanning of the binding and nucleophile sites of the receptor was insufficient.