2305-85-3

Basic information

• Product Name: 2-Quinazolinamine, 5,6,7,8-tetrahydro- (9CI)
• Synonyms: 2-Quinazolinamine, 5,6,7,8-tetrahydro- (9CI);5,6,7,8-tetrahydroquinazolin-2-amine;5,6,7,8-tetrahydroquinazolin-2-ylamine;5,6,7,8-Tetrahydroquinazolin-2-amin;5,6,7,8-tetrahydroquinazolin-2-amine(SALTDATA: 0.08CH5N3 0.04H2CO3 0.17H2O);2-AMino-5,6,7,8-tetrahydroquinazolin
• CAS NO: 2305-85-3
• Molecular Formula: C₈H₁₁N₃
• Molecular Weight: 149.19304
• Product Categories: PYRIMIDINE
• Mol File: 2305-85-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 208-210 °C
• Boiling Point: 361.5 °C at 760 mmHg
• Flash Point: 199.9 °C
• Appearance: /
• Density: 1.193 g/cm³
• Vapor Pressure: 2.06E-05mmHg at 25°C
• Refractive Index: 1.612
• PKA: 4?+-.0.20(Predicted)
• CAS DataBase Reference: 2-Quinazolinamine, 5,6,7,8-tetrahydro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Quinazolinamine, 5,6,7,8-tetrahydro- (9CI)(2305-85-3)
• EPA Substance Registry System: 2-Quinazolinamine, 5,6,7,8-tetrahydro- (9CI)(2305-85-3)

Safety Data

• Hazardous Substances Data: 2305-85-3(Hazardous Substances Data)

Usage

General Description

2-Quinazolinamine, 5,6,7,8-tetrahydro- (9CI) is a chemical compound with the molecular formula C9H10N2. It is a heterocyclic compound that belongs to the quinazoline class of organic compounds and is particularly known for its role as a precursor in the synthesis of various pharmaceutical drugs. Quinazolinamine derivatives have been found to possess various pharmacological properties, including antiviral, antifungal, and anticancer activities. Additionally, 2-Quinazolinamine, 5,6,7,8-tetrahydro- (9CI) has been studied for its potential use in the treatment of neurological and psychiatric disorders, as well as its ability to modulate the activity of certain enzymes and receptors in the body. The compound is commonly utilized in medicinal chemistry research for the development of new drug candidates and therapeutic agents.

InChI:InChI=1/C8H11N3/c9-8-10-5-6-3-1-2-4-7(6)11-8/h5H,1-4H2,(H2,9,10,11)

Upstream product

• 108-94-1 cyclohexanone 
• 50-01-1 guanidine hydrochloride 
• 1680-73-5 2-chlorocyclohexene-1-carboxaldehyde 
• 593-85-1 diguanidine carbonate 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 64-17-5 ethanol 
• 4418-61-5 5-aminotetrazole 
• 5396-14-5 ethyl 2-oxo-2-(2-oxocyclohexyl)acetate 
• 506-93-4 guanidine nitrate 
• 86029-83-6 2-(2-phenyl-1-ethenyl)cyclohexanone 
• 766-97-2 4-n-methylphenylacetylene 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 536-74-3 phenylacetylene 
• 6135-19-9 2-((dimethylamino)methylene)cyclohexanone 

Downstream Products

• 71119-34-1 4-amino-N-(5,6,7,8-tetrahydro-quinazolin-2-yl)-benzenesulfonamide 
• 651756-28-4 4-acetylamino-N-(5,6,7,8-tetrahydro-quinazolin-2-yl)-benzenesulfonamide 

Relevant articles and documents

Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines

A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.

2-Aminopyrimidines in just two steps from ketones, acetylenes and guanidine via β,γ enones

Available β,γ-enones, the products of nucleophilic addition of ketones to phenylacetylene, react with guanidine in the KOH / DMSO system at 70?°C to give 2-aminopyrimidines in up to 72% yield.

On tetrodotoxin.VI. 2-Amino-6-methylquinazoline as decomposition products of tetrodotoxin.

-