(4s)-N~4~-(6-Methoxyquinolin-8-Yl)pentane-1,4-Diamine

Base Information

• Chemical Name: (4s)-N~4~-(6-Methoxyquinolin-8-Yl)pentane-1,4-Diamine
• CAS No.: 57152-58-6
• Molecular Formula: C₁₅H₂₁N₃O
• Molecular Weight: 259.351
• UNII: QAO8PF7Q30
• DSSTox Substance ID: DTXSID10205786
• Nikkaji Number: J90.485F
• Pharos Ligand ID: W22H6ZLCQY6Y
• ChEMBL ID: CHEMBL249843
• Mol file: 57152-58-6.mol

Synonyms:l-Primaquine;57152-58-6;(4s)-N~4~-(6-Methoxyquinolin-8-Yl)pentane-1,4-Diamine;Primaquine, (S)-;QAO8PF7Q30;Quinoline, 8-(4-amino-1-methylbutylamino)-6-methoxy-, l-;l-6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline;l-8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline;MMV000023;(4S)-4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine;BRN 0019337;4-22-00-05817 (Beilstein Handbook Reference);CAS-63-45-6;NCGC00016284-01;UNII-QAO8PF7Q30;(S)-(+)-PRIMAQUINE;CHEMBL249843;(4S)-N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine;SCHEMBL12599100;DTXSID10205786;AKOS040752686;NCGC00016284-02;PD132402;LS-141314;Q27452330;1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, (-)-;1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, (4S)-;1,4-PENTANEDIAMINE, N4-(6-METHOXY-8-QUINOLINYL)-, (S)-;1PQ

Chemical Property of (4s)-N~4~-(6-Methoxyquinolin-8-Yl)pentane-1,4-Diamine

Chemical Property:

• Vapor Pressure: 2.5E-08mmHg at 25°C
• Boiling Point: 451.1°Cat760mmHg
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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 (4s)-N~4~-(6-Methoxyquinolin-8-Yl)pentane-1,4-Diamine

There total 33 articles about (4s)-N~4~-(6-Methoxyquinolin-8-Yl)pentane-1,4-Diamine 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: 86.0%

primaquine diphosphate (63-45-6) → Primaquine (90-34-6,57152-58-6)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 2h; pH=10; Darkness;

DOI:10.1016/j.bmcl.2016.03.027

Reference yield:

methyl α-D-galactopyranoside (3396-99-4) → Primaquine (90-34-6,57152-58-6)

Guidance literature:

With hydrogenchloride; In methanol;

Reference yield:

8-(4-ethoxycarbonylamino-1-methylbutylamino)-6-methoxyquinoline (1185934-52-4) → Primaquine (90-34-6,57152-58-6)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; at 37 ℃; Kinetics; aq. borate buffer;

DOI:10.1016/j.bmc.2011.11.059

upstream raw materials:

Leu-Ala-Leu-primaquine

Ala-Leu-Ala-Leu-primaquine

Ala-Leu-Ala-Lys-primaquine

6-methoxyquinolin-8-amine

Downstream raw materials:

C₂₃H₃₄N₆O₃

N-{4-[(6-methoxyquinolin-8-yl)amino]pentyl}-2-amino-3-phenylacetamide