Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-, d-

Base Information

• Chemical Name: Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-, d-
• CAS No.: 57152-56-4
• Molecular Formula: C15H21N3O
• Molecular Weight: 259.35
• UNII: 3Y0VQ40L7I
• DSSTox Substance ID: DTXSID50205785
• Nikkaji Number: J90.484H
• Wikidata: Q83079452
• Pharos Ligand ID: W22TUUMRLGVM
• ChEMBL ID: CHEMBL251689
• Mol file: 57152-56-4.mol

Synonyms:d-Primaquine;57152-56-4;Primaquine, (R)-;Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-, d-;3Y0VQ40L7I;d-6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline;d-8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline;BRN 0019337;4-22-00-05817 (Beilstein Handbook Reference);(R)-PRIMAQUINE;NCIMech_000396;UNII-3Y0VQ40L7I;SCHEMBL22208;CHEMBL251689;DTXSID50205785;LS-141313;1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, ()-;(4R)-N4-(6-METHOXY-8-QUINOLINYL)-1,4-PENTANEDIAMINE;1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, (4R)-;1,4-PENTANEDIAMINE, N4-(6-METHOXY-8-QUINOLINYL)-, (R)-

Chemical Property of Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-, d-

Chemical Property:

• Vapor Pressure: 2.5E-08mmHg at 25°C
• Boiling Point: 451.1°C at 760 mmHg
• PKA: 10.38±0.10(Predicted)
• Flash Point: 226.6°C
• PSA: 60.17000
• Density: 1.126g/cm³
• LogP: 3.55600
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 259.168462302
• Heavy Atom Count: 19
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCCN)NC1=C2C(=CC(=C1)OC)C=CC=N2
• Isomeric SMILES: C[C@H](CCCN)NC1=C2C(=CC(=C1)OC)C=CC=N2

Technology Process of Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-, d-

There total 5 articles about Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-, d- 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:

Primaquine (90-34-6,57152-58-6) → (-)-(R)-primaquine (57152-56-4,57152-58-6) + (+)-(S)-primaquine (57152-58-6)

Guidance literature:

With triethylamine; In methanol; water; acetonitrile; at 25 ℃; pH=7.7; Resolution of racemate;

DOI:10.1002/chir.23024

Reference yield:

C23H23N3O3*C4H6O6 → (-)-(R)-primaquine (57152-56-4,57152-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; dichloromethane

2: hydrazine hydrate / ethanol / 5 h / Reflux

With hydrazine hydrate; sodium hydroxide; In ethanol; dichloromethane; water;

DOI:10.1128/AAC.02674-13

Reference yield:

N-phthalolylprimaquine (83532-78-9) → (-)-(R)-primaquine (57152-56-4,57152-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol; ethyl acetate / 20 °C

2: sodium hydroxide / water; dichloromethane

3: hydrazine hydrate / ethanol / 5 h / Reflux

With hydrazine hydrate; sodium hydroxide; In ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1128/AAC.02674-13

upstream raw materials:

N-phthalolylprimaquine

Primaquine