2-Amino-1-methylimidazo[4,5-f]quinoline

Base Information

• Chemical Name: 2-Amino-1-methylimidazo[4,5-f]quinoline
• CAS No.: 102408-25-3
• Molecular Formula: C11H10 N4
• Molecular Weight: 198.227
• UNII: 8D168622DN
• DSSTox Substance ID: DTXSID20907481
• Nikkaji Number: J475.202C
• Wikidata: Q27889497
• Mol file: 102408-25-3.mol

Synonyms:102408-25-3;2-Amino-1-methylimidazo[4,5-f]quinoline;2-Amino-1-methylimidazo(4,5-f)quinoline;Iso-IQ;CCRIS 4369;1-methylimidazo[4,5-f]quinolin-2-amine;1-methyl-1H-imidazo[4,5-f]quinolin-2-amine;1H-Imidazo(4,5-f)quinolin-2-amine, 1-methyl-;8D168622DN;1H-Imidazo(4,5-f)quinoline, 2-amino-1-methyl-;1H-Imidazo[4,5-f]quinolin-2-amine, 1-methyl-;2-AMINO-1-METHYL-3H-IMIDAZO[4,5-F[QUINOLINE;IsoIQ;1-METHYL-1H-IMIDAZO(4,5-F)QUINOLIN-2-AMINE;UNII-8D168622DN;DTXSID20907481;LS-80485;FT-0611010;Q27889497;1-Methyl-1,3-dihydro-2H-imidazo[4,5-f]quinolin-2-imine

Chemical Property of 2-Amino-1-methylimidazo[4,5-f]quinoline

Chemical Property:

• Vapor Pressure: 1.34E-08mmHg at 25°C
• Melting Point: 315
• Boiling Point: 458.7°C at 760 mmHg
• Flash Point: 231.2°C
• PSA: 56.73000
• Density: 1.41g/cm³
• LogP: 2.28490
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane (Slightly), DMSO (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 198.090546336
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-1-methylimidazo[4,5-f]quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=CC3=C2C=CC=N3)N=C1N
• Uses: Exhibits an extraordinarily high mutagenic potency in the Ames test

Technology Process of 2-Amino-1-methylimidazo[4,5-f]quinoline

There total 3 articles about 2-Amino-1-methylimidazo[4,5-f]quinoline 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:

5-amino-6-nitroquinoline (35975-00-9) → 2-amino-1-methylimidazo[4,5-f]-quinoline (102408-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / W₂ Raney nickel / ethanol / 1 h

2: 1.8 g / ethanol / 3 h / Heating

3: 2.) potassium permanganate, 3.) sodium, ammonia, ferric chloride / 1.) toluene, reflux, 5 h, 2.) acetic acid, 25 deg C, 1.5 h, 3.) reflux, 8 h

With potassium permanganate; ammonia; hydrogen; sodium; iron(III) chloride; W₂ Raney nickel; In ethanol;

Reference yield:

5,6-diaminoquinoline (42143-23-7) → 2-amino-1-methylimidazo[4,5-f]-quinoline (102408-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.8 g / ethanol / 3 h / Heating

2: 2.) potassium permanganate, 3.) sodium, ammonia, ferric chloride / 1.) toluene, reflux, 5 h, 2.) acetic acid, 25 deg C, 1.5 h, 3.) reflux, 8 h

With potassium permanganate; ammonia; sodium; iron(III) chloride; In ethanol;

Reference yield:

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + imidazo<4,5-f>quinoline-2(3H)-thione (107002-97-1) → 2-Amino-3-methylimidazo[4,5-f]quinoline (76180-96-6) + 2-amino-1-methylimidazo[4,5-f]-quinoline (102408-25-3)

Guidance literature:

With potassium permanganate; ammonia; sodium; iron(III) chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) toluene, reflux, 5 h, 2.) acetic acid, 25 deg C, 1.5 h, 3.) reflux, 8 h;

upstream raw materials:

N,N-dimethyl-formamide dimethyl acetal

imidazo<4,5-f>quinoline-2(3H)-thione

5-amino-6-nitroquinoline

5,6-diaminoquinoline

Downstream raw materials:

6-benzyloxy-N²-[bis-(4-methoxy-phenyl)-phenyl-methyl]-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-N⁸-(1-methyl-1H-imidazo[4,5-f]quinolin-2-yl)-9H-purine-2,8-diamine

Refernces