Quinazolin-6-amine

Base Information

• Chemical Name: Quinazolin-6-amine
• CAS No.: 101421-72-1
• Molecular Formula: C8H7N3
• Molecular Weight: 145.164
• Hs Code.: 2933990090
• European Community (EC) Number: 874-922-4
• DSSTox Substance ID: DTXSID30343356
• Nikkaji Number: J1.559.710K
• Wikidata: Q82114646
• Pharos Ligand ID: KV1HSK5NLY1C
• ChEMBL ID: CHEMBL53300
• Mol file: 101421-72-1.mol

Synonyms:quinazolin-6-amine;6-Aminoquinazoline;101421-72-1;6-Quinazolinamine;Quinazolin-6-ylamine;MFCD10697883;CHEMBL53300;6-Quinazolinamine #;quinazolin-6-yl-amine;6-Aminoquinazoline 97%;SCHEMBL921632;DTXSID30343356;BDBM50049567;AKOS006302953;AB60729;AC-7406;AS-31556;SY006072;CS-0085120

Chemical Property of Quinazolin-6-amine

Chemical Property:

• Vapor Pressure: 0.000116mmHg at 25°C
• Melting Point: 213.5-214 °C (sublm)
• Refractive Index: 1.723
• Boiling Point: 335.9 °C at 760 mmHg
• PKA: 2.96±0.26(Predicted)
• Flash Point: 183.5 °C
• PSA: 51.80000
• Density: 1.292 g/cm³
• LogP: 1.79320
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 145.063997236
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

98%min ^*data from raw suppliers

6-Aminoquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=NC=C2C=C1N
• Uses: 6-Aminoquinazoline has an effect on TRPC1-mediated neuronal store-operated Ca entry pathway, which delayed the progression of Huntington''s disease motor phenotype in Drosophila, making it a therapeutic target for Huntington''s disease treatment.

Technology Process of Quinazolin-6-amine

There total 11 articles about Quinazolin-6-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

6-nitro-quinazoline (7556-95-8) → 6-amino-quinazoline (101421-72-1)

Guidance literature:

With titanium(III) chloride; In acetone; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89775-1

Reference yield: 54.0%

hexamethylenetetramine (100-97-0) + diethyl 1,4-phenylenediamine-N,N'-dicarboxylate (5466-93-3) → 6-amino-quinazoline (101421-72-1)

Guidance literature:

hexamethylenetetramine; diethyl 1,4-phenylenediamine-N,N'-dicarboxylate; With trifluoroacetic acid; for 1h; Heating;

With potassium hydroxide; potassium hexacyanoferrate(III); In ethanol; water; for 4h; Heating;

DOI:10.1016/j.tet.2006.09.103

Reference yield: 29.0%

methanol (67-56-1) + 6-azidoquinazoline (130130-88-0) → 6-amino-quinazoline (101421-72-1) + 8,9-dihydro-5,7-dimethoxy-5H-pyrimido<5,4-c>azepine (130130-89-1)

Guidance literature:

With potassium methanolate; In 1,4-dioxane; for 4h; Irradiation;

DOI:10.1016/S0040-4020(01)89775-1

upstream raw materials:

4-chloro-6-nitro-quinazoline

6-nitro-quinazoline

methanol

6-azidoquinazoline

Downstream raw materials:

2-(quinazolin-6-ylamino)-benzoic acid ethyl ester

quinazolinylhydrazone de la cyclohexanedione-1,2

6-chloroquinazoline

Refernces

• 1、 Chilin, Adriana,Marzaro, Giovanni,Zanatta, Samuele,Guiotto, Adriano. "A microwave improvement in the synthesis of the quinazoline scaffold". . p. 3229 - 3231. Retrieved 2008/02/02.
• 2、 -. "Pyrazole compounds". . . Retrieved 2008/06/13.