7-(4-(4-Cyclohexylmethyl)-1-piperazinyl)-4-oxobutoxyl-1,3-dihydro-2H-imidazo(4,5-b)quinolin-2-one

Base Information

• Chemical Name: 7-(4-(4-Cyclohexylmethyl)-1-piperazinyl)-4-oxobutoxyl-1,3-dihydro-2H-imidazo(4,5-b)quinolin-2-one
• CAS No.: 134346-48-8
• Molecular Formula: C25H33N5O3
• Molecular Weight: 451.5612
• DSSTox Substance ID: DTXSID90158665
• Nikkaji Number: J500.296F
• ChEMBL ID: CHEMBL432057
• Mol file: 134346-48-8.mol

Synonyms:7-(4-(4-cyclohexylmethyl)-1-piperazinyl)-4-oxobutoxyl-1,3-dihydro-2H-imidazo(4,5-b)quinolin-2-one;BMY 43351;BMY-43351

Chemical Property of 7-(4-(4-Cyclohexylmethyl)-1-piperazinyl)-4-oxobutoxyl-1,3-dihydro-2H-imidazo(4,5-b)quinolin-2-one

Chemical Property:

• Vapor Pressure: 1.06E-14mmHg at 25°C
• Boiling Point: 607.5°C at 760 mmHg
• Flash Point: 321.2°C
• Density: 1.232g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 451.25833993
• Heavy Atom Count: 33
• Complexity: 677

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)CN2CCN(CC2)C(=O)CCCOC3=CC4=CC5=C(NC(=O)N5)N=C4C=C3

Technology Process of 7-(4-(4-Cyclohexylmethyl)-1-piperazinyl)-4-oxobutoxyl-1,3-dihydro-2H-imidazo(4,5-b)quinolin-2-one

There total 3 articles about 7-(4-(4-Cyclohexylmethyl)-1-piperazinyl)-4-oxobutoxyl-1,3-dihydro-2H-imidazo(4,5-b)quinolin-2-one 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: 100.0%

1-cyclohexylmethylpiperazine (57184-23-3) + 4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b]quinolin-7-yl)oxy]butanoic acid (130288-93-6) → 1-(cyclohexylmethyl)-4-<4-<(2,3-dihydro-2-oxo-1H-imidazo<4,5-b>quinolin-7-yl)oxy>-1-oxobutyl>-1-piperazine (134346-48-8)

Guidance literature:

With dmap; diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00092a020

Reference yield:

4-Cyclohexylmethyl-piperazine-1-carbaldehyde (412293-89-1) → 1-(cyclohexylmethyl)-4-<4-<(2,3-dihydro-2-oxo-1H-imidazo<4,5-b>quinolin-7-yl)oxy>-1-oxobutyl>-1-piperazine (134346-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / ethanol / 4 h / Heating

2: 100 percent / Et₃N, DPPA, DMAP / dimethylformamide / Ambient temperature

With dmap; sodium hydroxide; diphenyl-phosphinic acid; triethylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00092a020

Reference yield:

Cyclohexylmethyl bromide (2550-36-9) → 1-(cyclohexylmethyl)-4-<4-<(2,3-dihydro-2-oxo-1H-imidazo<4,5-b>quinolin-7-yl)oxy>-1-oxobutyl>-1-piperazine (134346-48-8)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / acetonitrile / 23 h / Heating

2: aq. NaOH / ethanol / 4 h / Heating

3: 100 percent / Et₃N, DPPA, DMAP / dimethylformamide / Ambient temperature

With dmap; sodium hydroxide; diphenyl-phosphinic acid; potassium carbonate; triethylamine; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00092a020

upstream raw materials:

1-cyclohexylmethylpiperazine

4-[(2,3-dihydro-2-oxo-1H-imidazo[4,5-b]quinolin-7-yl)oxy]butanoic acid

4-Cyclohexylmethyl-piperazine-1-carbaldehyde

Cyclohexylmethyl bromide