Primaquine Phosphate
C15H21N3O·2H3PO4 455.34
1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, (±)-, phosphate (1:2);
(±)-8-[(4-Amino-1-methylbutyl)amino]-6-methoxyquinoline phosphate (1:2)
[63-45-6].
Mobile phase:
Acetonitrile, tetrahydrofuran, trifluoroacetic acid, and water (9: 1: 0.1: 90)
• Organic Impurities
USP35
11
USP35
(prim' a kwin fos' fate).
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C15H21N3O·2H3PO4 455.34
1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, (±)-, phosphate (1:2);
(±)-8-[(4-Amino-1-methylbutyl)amino]-6-methoxyquinoline phosphate (1:2)
[63-45-6].DEFINITION
Primaquine Phosphate contains NLT 98.0% and NMT 102.0% of C15H21N3O·2H3PO4, calculated on the dried basis.
IDENTIFICATION
• A. Infrared Absorption 197K:
Meets the requirements
197K:
Meets the requirements
• B.
The residue obtained by ignition meets the requirements of the test for Pyrophosphate, as described under Identification Tests—General 191, Phosphate.
191, Phosphate.
• C.
The retention time of the major peak of the Sample solution corresponds to that of the Standard solution, as obtained in the Assay.
ASSAY
Change to read:
• Procedure
Mobile phase:
Acetonitrile, tetrahydrofuran, trifluoroacetic acid, and water (9: 1: 0.1: 90)
Standard solution:
0.4 mg/mL of USP Primaquine Phosphate RS in Mobile phase. [Note—Sonicate with intermittent shaking to dissolve, if necessary. ]
System suitability stock solution:
0.4 mg/mL of USP Primaquine Related Compound A RS in Mobile phase
System suitability solution:
Transfer 1.0 mL of the System suitability stock solution to a 10-mL volumetric flask, and dilute with Standard solution to volume.
Sensitivity solution:
0.2 µg/mL of USP Primaquine Phosphate RS from the Standard solution
Sample solution:
0.4 mg/mL in Mobile phase. [Note—Sonicate with intermittent shaking to dissolve, if necessary. ]
Chromatographic system
Mode:
LC
Detector:
UV 265 nm
Column:
4.6-mm × 75-mm; 3-µm packing L7
Flow rate:
1.5 mL/min
Injection size:
10 µL
Run time:
Three times the retention time of primaquine
System suitability
Samples:
Standard solution, System suitability solution, and Sensitivity solution
Suitability requirements
Resolution:
NLT 2.5 between primaquine and primaquine related compound A, System suitability solution
Relative standard deviation:
NMT 1.0% for primaquine, Standard solution
Signal-to-noise ratio:
NLT 10 for the primaquine peak, Sensitivity solution
Analysis
Samples:
Standard solution and Sample solution
Calculate the percentage of primaquine phosphate (C15H21N3O·2H3PO4) in the portion of Primaquine Phosphate taken:
Result = (rU/rS) × (CS/CU) × 100
| rU | = | = peak response from the Sample solution |
| rS | = | = peak response from the Standard solution |
| CS | = | = concentration of USP Primaquine Phosphate RS in the Standard solution (mg/mL) |
| CU | = | = concentration of Primaquine Phosphate in the Sample solution (mg/mL) |
Acceptance criteria:
98.0%–102.0% on the dried basisUSP35
USP35
IMPURITIES
Add the following:
• Organic Impurities
Mobile phase, Standard solution, System suitability solution, Sensitivity solution, Sample solution, Chromatographic system, and System suitability:
Proceed as directed in the Assay.
Analysis
Sample:
Sample solution
Calculate the percentage of each impurity in the portion of Primaquine Phosphate taken:
Result = (rU/rT) × 100
| rU | = | = peak response of each impurity from the Sample solution |
| rT | = | = peak response of primaquine phosphate from the Sample solution |
Acceptance criteria:
See Table 1.
[Note—Disregard any impurity less than 0.05%. ]
Table 1
| Name | Relative Retention Time |
Acceptance Criteria, NMT (%) |
|---|---|---|
| Specified unidentified impurity | 0.24 | 0.20 |
| Specified unidentified impurity | 0.29 | 0.60 |
| Primaquine related compound Aa | 0.80 | 2.0 |
| Primaquine | 1.0 | — |
| Specified unidentified impurity | 1.8 | 0.30 |
| Any other individual impurities | — | 0.20 |
| Total impurities | — | 3.0 |
|
a
8-[(4-Aminopentyl)amino]-6-methoxyquinoline.
|
||
USP35SPECIFIC TESTS
• Loss on Drying 731:
Dry a sample at 105
for 2 h: it loses NMT 1.0% of its weight.
731:
Dry a sample at 105 for 2 h: it loses NMT 1.0% of its weight.
ADDITIONAL REQUIREMENTS
• Packaging and Storage:
Preserve in well-closed, light-resistant containers.
Change to read:
• USP Reference Standards 11
USP Primaquine Phosphate RS 
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USP Primaquine Related Compound A RS
8-[(4-Aminopentyl)amino]-6-methoxyquinoline.
C15H21N3O 259.35
8-[(4-Aminopentyl)amino]-6-methoxyquinoline.
C15H21N3O 259.35
USP35
Auxiliary Information—
Please check for your question in the FAQs before contacting USP.
| Topic/Question | Contact | Expert Committee |
|---|---|---|
| Monograph | Leonel M. Santos, Ph.D.
Senior Scientific Liaison 1-301-816-8168 |
(SM12010) Monographs - Small Molecules 1 |
| Reference Standards | RS Technical Services 1-301-816-8129 rstech@usp.org |
USP35–NF30 Page 4412
Pharmacopeial Forum: Volume No. 37(1)