27537-87-7

Basic information

• Product Name: 3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol
• Synonyms: Alprazolam Impurity 1（Alprazolam EP Impurity A）;3-amino-6-chloro-2-methyl-4-phenylquinazolin-4-ol;3-Amino-6-chloro-3,4-dihydro-2-methyl-4-phenyl-4-quinazolinol;3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydro-quinazolin-4-ol;4-Quinazolinol, 3-amino-6-chloro-3,4-dihydro-2-methyl-4-phenyl-;(4RS)-3-Amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol;a . (4RS)-3-a mi no-6-c h loro-2-me th yl-4-ph e nyl-3,4-d i h yd roqui na zoli n-4-ol
• CAS NO: 27537-87-7
• Molecular Formula: C₁₅H₁₄ClN₃O
• Molecular Weight: 287.7442
• EINECS: 608-111-1
• Mol File: 27537-87-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 499.1°C at 760 mmHg
• Flash Point: 255.6°C
• Density: 1.35g/cm³
• Vapor Pressure: 8.84E-11mmHg at 25°C
• Refractive Index: 1.665
• CAS DataBase Reference: 3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol(27537-87-7)
• EPA Substance Registry System: 3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol(27537-87-7)

Safety Data

• Hazardous Substances Data: 27537-87-7(Hazardous Substances Data)

Usage

Description

3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol is a quinazolinol derivative characterized by its chemical structure that features an amino group at the 3-position, a chlorine atom at the 6-position, a methyl group at the 2-position, and a phenyl group at the 4-position. 3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol is known for its potential pharmaceutical applications due to its various biological activities.

Uses

Used in Pharmaceutical Industry:
3-amino-6-chloro-2-methyl-4-phenyl-3,4-dihydroquinazolin-4-ol is used as an active pharmaceutical ingredient for its sedative, antidepressive, and antitrichomonas properties. It is particularly effective in treating anxiety, depression, and trichomoniasis, a sexually transmitted parasitic infection.
Additionally, it is recognized as an Alprazolam impurity, which means it can be found as a byproduct during the synthesis of Alprazolam, a widely prescribed medication for anxiety and panic disorders. The presence of this compound in the manufacturing process may affect the quality and efficacy of the final drug product, making it an important consideration in the pharmaceutical development and quality control processes.

Upstream product

• 719-59-5 5-chloro-2-aminobenzophenone 
• 78-39-7 Triethyl orthoacetate 

Relevant articles and documents

Methods for the production of 4H-s-triazolo[4,3-a][1,4]benzodiazepine 5N-oxides

The title compounds are prepared by reacting a 3-amino-3,4-dihydro-4-hydroxy-4-phenylquinazoline with a reactive derivative of a halogenoacetic acid, reacting the resultant halogenoacetyl derivative with a weak acid, reacting the resultant 2-(3-halomethyl-s-triazol-4-yl)benzophenone with hydroxylamine and subjecting the resultant 2-(3-hydroxyamino-methyl-s-triazol-4-yl)benzophenone to dehydration to effect ring closure.