5-hydroxyprimaquine

Base Information

• Chemical Name: 5-hydroxyprimaquine
• CAS No.: 57695-07-5
• Molecular Formula: C15H21N3O2
• Molecular Weight: 275.351
• Mol file: 57695-07-5.mol

Synonyms:5-HPQ;5-Hydroxyprimaquine;

Chemical Property of 5-hydroxyprimaquine

Chemical Property:

• Vapor Pressure: 1.74E-09mmHg at 25°C
• Boiling Point: 483°C at 760 mmHg
• Flash Point: 245.9°C
• PSA: 80.14000
• Density: 1.17g/cm³
• LogP: 2.84930

Purity/Quality:

5-HYDROXYPRIMAQUINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-hydroxyprimaquine

There total 2 articles about 5-hydroxyprimaquine 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:

4-bromo-1-phthalimidopentane (59353-62-7) → 5-hydroxy-6-methoxy-8-[4-amino-1-methylbutylamino]quinoline (57695-07-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / 8 h / 150 °C / Sealed tube; Inert atmosphere

2: hydrazine hydrate / ethanol / 6 h / 100 °C / Inert atmosphere

3: hydrogen bromide / 0.33 h / 120 °C / Sealed tube; Inert atmosphere

With hydrogen bromide; hydrazine hydrate; triethylamine; In ethanol;

DOI:10.1038/s41467-019-11239-0

Reference yield:

5,6-dimethoxy-8-<(4-amino-1-methylbutyl)amino>quinoline (47136-26-5) → 8-(4-amino-1-methyl-butylimino)-6-methoxy-8H-quinolin-5-one + 5-hydroxy-6-desmethylprimaquine (87321-06-0) + 5-hydroxy-6-methoxy-8-[4-amino-1-methylbutylamino]quinoline (57695-07-5)

Guidance literature:

hydrogen bromide; at 120 ℃; for 0.333333h; Acid hydrolysis;

DOI:10.1124/jpet.103.062984

upstream raw materials:

5,6-dimethoxy-8-<(4-amino-1-methylbutyl)amino>quinoline

4-bromo-1-phthalimidopentane

Refernces

• 1、 Bowman, Zachary S.,Oatis Jr., John E.,Whelan, Jennifer L.,Jollow, David J.,McMillan, David C.. "Primaquine-Induced Hemolytic Anemia: Susceptibility of Normal versus Glutathione-Depleted Rat Erythrocytes to 5-Hydroxyprimaquine". . p. 79 - 85. Retrieved 2007/10/03.