2-Amino-3-methyl-9H-pyrido[2,3-b]indole

Base Information

• Chemical Name: 2-Amino-3-methyl-9H-pyrido[2,3-b]indole
• CAS No.: 68006-83-7
• Molecular Formula: C12H11 N3
• Molecular Weight: 197.239
• Hs Code.: 2933990090
• UNII: 20AI638WCJ
• DSSTox Substance ID: DTXSID5043766
• Nikkaji Number: J45.286F
• Wikidata: Q27155884
• Mol file: 68006-83-7.mol

Synonyms:2-A-3-MPI;2-amino-3-methyl-9H-pyrido(2,3-b)indole;MeAalphaC

Chemical Property of 2-Amino-3-methyl-9H-pyrido[2,3-b]indole

Chemical Property:

• Vapor Pressure: 4.72E-08mmHg at 25°C
• Melting Point: 215-218oC
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 443.2°Cat760mmHg
• PKA: 15.25±0.40(Predicted)
• Flash Point: 252.1°C
• PSA: 54.70000
• Density: 1.334g/cm³
• LogP: 3.18790
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Sparingly, Heated), DMSO (Slightly), Ethyl Acetate (Sparingly), Meth
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.095297364
• Heavy Atom Count: 15
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-3-methyl-9H-pyrido[2,3-b]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(NC3=CC=CC=C32)N=C1N
• Uses: A pyrolysate of protein that exhibits potent mutagenic principles toward Salmonella typhimurium TA98 and TA100. 2-Amino-9H-pyrido[2,3-b]indole (AαC) and 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeAαC) are two mutagenic and carcinogenic heterocyclic amines formed during ordinary cooking.

Technology Process of 2-Amino-3-methyl-9H-pyrido[2,3-b]indole

There total 9 articles about 2-Amino-3-methyl-9H-pyrido[2,3-b]indole 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: 99.0%

C19H17N3 → 3-Methyl-2-Amino-alpha-carboline (68006-83-7)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; ammonium formate; In methanol; at 70 ℃; for 23h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00021

Reference yield: 81.1%

2-benzylamino-9-benzyl-3-methylpyrido<2,3-b>indole (134387-50-1) → 3-Methyl-2-Amino-alpha-carboline (68006-83-7)

Guidance literature:

With aluminium trichloride; In benzene; for 14h;

DOI:10.1248/cpb.39.79

Reference yield: 1.7%

indoleamine (36946-70-0) + 3-amino-2-methylacrylonitrile (24532-84-1) → 3-Methyl-2-Amino-alpha-carboline (68006-83-7)

Guidance literature:

With sodium ethanolate; In ethanol; for 29h; Heating;

DOI:10.1271/bbb1961.45.2031

upstream raw materials:

indoleamine

3-amino-2-methylacrylonitrile

2-benzylamino-9-benzyl-3-methylpyrido<2,3-b>indole

2-nitro-benzeneacetonitrile

Downstream raw materials:

2-Nitro-3-methyl-9H-pyrido[2,3-b]indole

Refernces

• 1、 Hibino,Sugino,Kuwada,Ogura,Shintani,Satoh. "Synthesis of mutagenic amino-α-carbolines AαC and MeAαC by the thermal electrocyclic reaction of 2-azahexa-1,3,5-triene intermediates". . p. 79 - 80. Retrieved 2007/10/02.