Nicainoprol

Base Information

• Chemical Name: Nicainoprol
• CAS No.: 76252-06-7
• Molecular Formula: C21H27 N3 O3
• Molecular Weight: 369.464
• European Community (EC) Number: 278-403-8
• UNII: 1UA960P80H
• DSSTox Substance ID: DTXSID10868395
• Nikkaji Number: J126.293I
• Wikidata: Q27252903
• NCI Thesaurus Code: C76553
• ChEMBL ID: CHEMBL2106788
• Mol file: 76252-06-7.mol

Synonyms:1,2,3,4-tetrahydro-8-(2-hydroxy-3-(isopropylamino)propoxy)-1-nicotinoylquinoline;nicainoprol

Chemical Property of Nicainoprol

Chemical Property:

• Vapor Pressure: 1.59E-14mmHg at 25°C
• Boiling Point: 584.9°C at 760 mmHg
• Flash Point: 307.6°C
• PSA: 74.69000
• Density: 1.187g/cm³
• LogP: 2.86820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 369.20524173
• Heavy Atom Count: 27
• Complexity: 474

Purity/Quality:

99%+, ^*data from raw suppliers

Nicainoprolhe >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=CC2=C1N(CCC2)C(=O)C3=CN=CC=C3)O

Technology Process of Nicainoprol

There total 5 articles about Nicainoprol 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: 93.0%

1-nicotinoyl-8-hydroxy-1,2,3,4-tetrahydroquinoline (77771-22-3) + isopropylamine (75-31-0) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (8-(2-hydroxy-3-(isopropylamino)propoxy)-3,4-dihydroquinolin-1(2H)-yl)(pyridin-3-yl)methanone (76252-06-7)

Guidance literature:

1-nicotinoyl-8-hydroxy-1,2,3,4-tetrahydroquinoline; With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.5h; Schlenk technique;

epichlorohydrin; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24.5h; Schlenk technique;

isopropylamine; In ethanol; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c9ob02673h

Reference yield:

1-nicotinoyl-8-hydroxy-1,2,3,4-tetrahydroquinoline (77771-22-3) + potassium tert-butylate (865-47-4) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (8-(2-hydroxy-3-(isopropylamino)propoxy)-3,4-dihydroquinolin-1(2H)-yl)(pyridin-3-yl)methanone (76252-06-7)

Guidance literature:

In N-methyl-acetamide; water; toluene;

Reference yield:

1,2,3,4-tetrahydroquinolin-8-ol (6640-50-2) → (8-(2-hydroxy-3-(isopropylamino)propoxy)-3,4-dihydroquinolin-1(2H)-yl)(pyridin-3-yl)methanone (76252-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / toluene / 20 °C / Schlenk technique; Inert atmosphere

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 0 - 5 °C / Schlenk technique

2.2: 24.5 h / 0 - 20 °C / Schlenk technique

2.3: 12 h / 60 °C / Inert atmosphere

With potassium tert-butylate; triethylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1039/c9ob02673h

upstream raw materials:

1-nicotinoyl-8-hydroxy-1,2,3,4-tetrahydroquinoline

potassium tert-butylate

epichlorohydrin

1,2,3,4-tetrahydroquinolin-8-ol

Refernces

• 1、 -. "1-Acyl-8-(3-amino-2-hydroxypropoxy)-1,2,3,4-tetrahydroquinolines, compositions and use". . . Retrieved 2008/06/13.