20198-19-0

Basic information

• Product Name: 2-AMINO-3H-QUINAZOLIN-4-ONE
• Synonyms: 2-AMINO-3H-QUINAZOLIN-4-ONE;AKOS AUF2038;2-Aminoquinazolone-4;2-aMinoquinazolin-4(3H)-one;2-Amino-1H-quinazolin-4-one;2-Amino-4(3H)-quinazolinone;2-Amino-4-hydroxyquinazoline;2-Amino-4-quinazolinone
• CAS NO: 20198-19-0
• Molecular Formula: C₈H₇N₃O
• Molecular Weight: 161.16
• Product Categories: pharmacetical
• Mol File: 20198-19-0.mol

Chemical Properties

• Melting Point: 314-315℃
• Boiling Point: 358.8 °C at 760 mmHg
• Flash Point: 170.8 °C
• Appearance: /
• Density: 1.49
• Vapor Pressure: 2.48E-05mmHg at 25°C
• Refractive Index: 1.734
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.33±0.20(Predicted)
• CAS DataBase Reference: 2-AMINO-3H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-3H-QUINAZOLIN-4-ONE(20198-19-0)
• EPA Substance Registry System: 2-AMINO-3H-QUINAZOLIN-4-ONE(20198-19-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 20198-19-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-3H-quinazolin-4-one is used as a lead compound for the development of new drugs, leveraging its potential biological activities and its role as a competitive antagonist of the P2X7 receptor. This makes it a candidate for treating conditions related to inflammation and pain.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Amino-3H-quinazolin-4-one is utilized for its versatile reactivity, allowing for the creation of new chemical entities with tailored properties for specific applications.
Used in Medicinal Chemistry:
2-Amino-3H-quinazolin-4-one is employed in medicinal chemistry for its potential to be modified, offering a foundation for designing novel compounds with therapeutic benefits for various medical conditions.

InChI:InChI=1/C8H7N3O/c9-8-10-6-4-2-1-3-5(6)7(12)11-8/h1-4H,(H3,9,10,11,12)

Upstream product

• 91-56-5 indole-2,3-dione 
• 420-04-2 CYANAMID 
• 615-43-0 2-iodophenylamine 
• 121-44-8 triethylamine 
• 13939-06-5 molybdenum hexacarbonyl 

Downstream Products

• 77478-77-4 (E)-N-(4-Oxo-3,4-dihydro-quinazolin-2-yl)-3-phenyl-acrylamide 
• 124309-74-6 4-chloroquinazolin-2-amine 
• 121672-44-4 4-Amino-2-(2-methoxycarbonyl-phenylamino)-pyrimidine-5-carboxylic acid ethyl ester 
• 121583-15-1 2-(4-Amino-5-cyano-pyrimidin-2-ylamino)-benzoic acid methyl ester 
• 121583-10-6 2-(4-Amino-5-cyano-pyrimidin-2-ylamino)-benzoic acid 2-hydroxy-ethyl ester 
• 61741-42-2 2-((4-methoxybenzyl)amino)quinazolin-4(3H)-one 

Relevant articles and documents

Synthesis of 2-Aminoquinazolinones via Carbonylative Coupling of ortho-Iodoanilines and Cyanamide

Herein, we describe a convenient and efficient synthesis of 2-aminoquinazolin-4(3H)-ones and N1-substituted 2-aminoquinazolin-4(1H)-ones by a domino carbonylation/cyclization process. The reaction proceeds via carbonylative coupling of readily available ortho-iodoanilines with cyanamide followed by in situ ring closure of an N-cyanobenzamide intermediate. The products were easily isolated by precipitation in moderate to excellent yields for a wide range of substrates, making this a highly attractive method for the synthesis of 2-aminoquinazolinones.

Comparative studies for selective deprotection of the N-arylideneamino moiety from heterocyclic amides: Kinetic and theoretical studies

The kinetics, product analysis and theoretical studies for selective deprotection of N-arylideneamino pyridone, pyrimidinone and triazinone systems were carried out. Their reactivities were compared with each other and with related compounds previously studied. This reaction represents an efficient, clean and general synthetic procedure for the protection and selective synthesis of potential biologically active pyridines, pyrimidines and triazines and their derivatives.