primaquine

Description

primaquine · CAS 90-34-6 · C15H21N3O. UNII MVR3634GX1. Boiling Point: 177; Boiling Point: 175-179 °C; Melting Point: < 25 °C.

Identification

CAS Registry Number	90-34-6
PubChem CID	4908
Molecular formula	C15H21N3O
IUPAC name	4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine
UNII (FDA)	MVR3634GX1

Computed Descriptors

Molecular Weight	259.35
XLogP3	2.2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	259.168462302
Monoisotopic Mass	259.168462302
Topological Polar Surface Area	60.2
Heavy Atom Count	19
Formal Charge	0

Physical & Chemical Properties

Boiling Point	177
Boiling Point	175-179 °C
Melting Point	< 25 °C
Solubility	5.64e-02 g/L
LogP	2.1
Dissociation Constants	10.03

Physical description & handling notes

• Solid
• Viscous liquid
• Primaquine phosphate tablets should be stored in well-closed, light-resistant containers at a temperature less than 40 °C, preferably between 15-30 °C.
• Upon decomposition emits NOx
• Yellow crystals from 90% ethanol. mp 197-198 °C. Moderately soluble in water /Phosphate/
• Yellow crystals from 80% ethanol. mp 182-185 °C /Oxalate/

GHS Hazard Classification

Reported hazard statements	H301 (100%)

Documented Uses

• Synthesis: 6-Methoxy-8-aminoquinoline is condensed with 1-phthalimido-4-bromopentane, and the phthalyl group is cleaved by heating with hydrazine in ethanol and hydrochloric acid.
• Primaquine is an aminoquinoline that has been used for the prevention and therapy of malaria for more than 50 years. Primaquine is not associated with serum enzyme elevations during therapy and has yet to be linked to instances of clinically apparent acute liver injury.
• Breast Feeding; Lactation; Milk, Human; Anti-infective Agents; Antiparasitic Agents; Antimalarials; Antiprotozoal Agents
• Antimalarial medicines > For curative treatment
• Oral - Solid: 7.5 mg tablet (as phosphate); 15 mg tablet (as phosphate)
• (1) Malaria due to Plasmodium ovale; (2) Malaria due to Plasmodium vivax

Synonyms

PRIMAQUINE; 90-34-6; Primachin; 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline; Neo-Quipenyl; Primaquin; Primachinum; Primaquina; Primaquinum; Kanaprim; Primachina; 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-; 4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine; Maliride; 6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline; N-(5-aminopentan-2-yl)-6-methoxyquinolin-8-amine

Frequently Asked Questions

What are the CAS number and molecular formula of primaquine?

CAS 90-34-6; molecular formula C15H21N3O; molecular weight — g/mol.

What other names is primaquine known by?

PRIMAQUINE, 90-34-6, Primachin, 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline, Neo-Quipenyl, Primaquin.

Is primaquine classified as hazardous?

Hazard statements reported: H301.

What are the key physical properties of primaquine?

Boiling Point: 177; Boiling Point: 175-179 °C; Melting Point: < 25 °C; Solubility: 5.64e-02 g/L.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.