7576-88-7

Basic information

• Product Name: 2,3-DIMETHYL-6-QUINOXALINAMINE
• Synonyms: 2,3-dimethyl-6-quinoxalinamin;CHEMBRDG-BB 4003404;2,3-DIMETHYL-QUINOXALIN-6-YLAMINE;2,3-DIMETHYL-6-QUINOXALINAMINE;6-Quinoxalinamine,2,3-dimethyl-(9CI);2,3-DIMETHYLQUINOXALIN-6-AMINE;2,3-dimethyl-6-quinoxalinylamine;2,3-dimethylquinoxalin-6-amine(SALTDATA: FREE)
• CAS NO: 7576-88-7
• Molecular Formula: C₁₀H₁₁N₃
• Molecular Weight: 173.21
• Product Categories: PIPERIDINE
• Mol File: 7576-88-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 191-193°C
• Boiling Point: 293.87°C (rough estimate)
• Flash Point: 183.9°C
• Appearance: /
• Density: 1.1607 (rough estimate)
• Vapor Pressure: 0.000111mmHg at 25°C
• Refractive Index: 1.6250 (estimate)
• Storage Temp.: 2-8°C
• PKA: 3.05±0.48(Predicted)
• CAS DataBase Reference: 2,3-DIMETHYL-6-QUINOXALINAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIMETHYL-6-QUINOXALINAMINE(7576-88-7)
• EPA Substance Registry System: 2,3-DIMETHYL-6-QUINOXALINAMINE(7576-88-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• RTECS: VD1207500
• HazardClass: IRRITANT
• Hazardous Substances Data: 7576-88-7(Hazardous Substances Data)

Usage

General Description

2,3-Dimethyl-6-quinoxalinamine is a chemical compound with a complex structure, often used in the field of organic chemistry. As a member of the Quinoxalines group, it features a quinoxaline moiety, a type of aromatic compound. Similarly to other quinoxalines, 2,3-dimethyl-6-quinoxalinamine lends itself to a wide range of chemical reactions, enabling the production of various chemical derivatives. This is particularly useful in the development of new materials and medicines. Despite its widespread use in various chemical applications, it's recommended to handle this compound with caution due to its potential hazardous effects.

InChI:InChI=1/C10H11N3/c1-6-7(2)13-10-5-8(11)3-4-9(10)12-6/h3-5H,11H2,1-2H3

Upstream product

• 615-47-4 benzene-1,2,4-triamine dihydrochloride 
• 431-03-8 dimethylglyoxal 
• 2942-03-2 2,3-dimethyl-6-nitroquinoxaline 
• 917-54-4 methyllithium 
• 4188-17-4 2-methyl-6-amino-quinoxaline 
• 99-56-9 4-Nitrophenylene-1,2-diamine 

Downstream Products

• 19031-45-9 6-Acetylamino-2,3-dimethyl-chinoxalin 
• 109671-49-0 N-benzenesulphonyl-2,3-dimethyl-6-quinoxalinamine 
• 109671-46-7 N,N,2,3-tetramethyl-6-quinoxalinamine 
• 60639-47-6 N,2,3-trimethyl-6-quinoxalinamine 
• 170948-50-2 2-[(2,3-dimethylquinoxalin-6-ylamino)methylene]malonic acid diethyl ester 
• 109671-50-3 N-benzenesulphonyl-N,2,3-trimethyl-6-quinoxalinamine 
• 92180-79-5 2-amino-3,7,8-trimethylimidazo[4,5-f]quinoxaline 
• 107095-00-1 N,2,3-trimethyl-5-nitro-6-quinoxalinamine 
• 177264-57-2 1-(2,3-dimethylquinoxalin-6-yl)-3-phenylurea 
• 1290058-68-2 N-(2,3-dithienylquinoxalin-6-yl)-N-tosyl-(4-methyl-benzene)sulfonamide 
• 1369351-96-1 1-(4-bromophenyl)-3-(2,3-dimethylquinoxalin-6-yl)urea 

Relevant articles and documents

Synthesis, biological evaluation, and in silico studies of new acetylcholinesterase inhibitors based on quinoxaline scaffold

A quinoxaline scaffold exhibits various bioactivities in pharmacotherapeutic interests. In this research, twelve quinoxaline derivatives were synthesized and evaluated as new acetyl-cholinesterase inhibitors. We found all compounds showed potent inhibitory activity against acetyl-cholinesterase (AChE) with IC50 values of 0.077 to 50.080 μM, along with promising predicted drug-likeness and blood–brain barrier (BBB) permeation. In addition, potent butyrylcholinesterase (BChE) inhibitory activity with IC50 values of 14.91 to 60.95 μM was observed in some compounds. Enzyme kinetic study revealed the most potent compound (6c) as a mixed-type AChE inhibitor. No cytotoxicity from the quinoxaline derivatives was noticed in the human neuroblastoma cell line (SHSY5Y). In silico study suggested the compounds preferred the peripheral anionic site (PAS) to the catalytic anionic site (CAS), which was different from AChE inhibitors (tacrine and galanthamine). We had proposed the molecular design guided for quinoxaline derivatives targeting the PAS site. Therefore, the quinoxaline derivatives could offer the lead for the newly developed candidate as potential acetylcholinesterase inhibitors.

2,3-Substituted quinoxalin-6-amine analogs as antiproliferatives: A structure-activity relationship study

The quinoxaline core is considered a privileged scaffold as it is found in a variety of biologically relevant molecules. Here we report the synthesis of a quinoxalin-6-amine library, screening against a panel of cancer cell lines and a structure-activity

Synthesis and antiprotozoal activity of some new synthetic substituted quinoxalines

A series of 29 new quinoxalines was synthesized and evaluated in vitro against several parasites (Leishmania donovani, Trypanosoma brucei brucei, and Trichomonas vaginalis). Several of them displayed interesting activities, and particularly four quinoxaline amides showed in vitro antileishmanial properties (IC50 less than 20 μM).