Primaquine Phosphate
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    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H318568

CAS#: 63-45-6

Description: Primaquine is an established antimalarial drug used in the treatment of persistent liver forms of P. vivax or P. ovale infection for its ability to kill late-stage gametocytes and hypnozoites. In historical terms, this aminoquinoline was the stimulus for the discovery of glucose-6-phosphate (G6P) dehydrogenase deficiency as it induced hemolytic anemia in patients lacking the G6P-metabolizing enzyme.

Chemical Structure

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Primaquine Phosphate
CAS# 63-45-6
Instruction

Theoretical Analysis

Hodoodo Cat#: H318568
Name: Primaquine Phosphate
CAS#: 63-45-6
Chemical Formula: C15H24N3O5P
Exact Mass: 0.00
Molecular Weight: 357.347
Elemental Analysis: C, 50.42; H, 6.77; N, 11.76; O, 22.39; P, 8.67

Price and Availability

Size Price Availability Quantity
50g USD -1 2 Weeks
500mg USD 120 2 Weeks
1g USD 190 2 Weeks
2g USD 350 2 Weeks
5g USD 550 2 Weeks
10g USD 850 2 Weeks
20g USD 1250 2 Weeks
Bulk inquiry

Synonym: Primaquine Phosphate; PRIMAQUINE PHOSPHATE; Primaquine (Diphosphate); Primaquine bis(phosphate); Primaquine bisphosphate; Primaquine Diphosphate; Primaquine Phosphate; Boucher and Muir Brand of Primaquine Phosphate; Diphosphate, Primaquine; Phosphate, Primaquine;

IUPAC/Chemical Name: 4-N-(6-methoxyquinolin-8-yl)pentane-1,4-diamine;phosphoric acid

InChi Key: GJOHLWZHWQUKAU-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H21N3O.2H3O4P/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14;2*1-5(2,3)4/h4,6,8-11,18H,3,5,7,16H2,1-2H3;2*(H3,1,2,3,4)

SMILES Code: CC(CCCN)NC1=C2C(=CC(=C1)OC)C=CC=N2.OP(=O)(O)O.OP(=O)(O)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 357.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Joshi VM, Devarajan PV. Receptor-mediated hepatocyte-targeted delivery of
primaquine phosphate nanocarboplex using a carbohydrate ligand. Drug Deliv Transl
Res. 2014 Aug;4(4):353-64. doi: 10.1007/s13346-014-0200-4. PubMed PMID: 25787067.


2: Rajera R, Nagpal K, Singh SK, Mishra DN. Toxicological study of the primaquine
phosphate loaded chitosan nanoparticles in mice. Int J Biol Macromol. 2013
Nov;62:18-24. doi: 10.1016/j.ijbiomac.2013.08.019. Epub 2013 Aug 22. PubMed PMID:
23973494.


3: Nair A, Abrahamsson B, Barends DM, Groot DW, Kopp S, Polli JE, Shah VP,
Dressman JB. Biowaiver monographs for immediate-release solid oral dosage forms:
primaquine phosphate. J Pharm Sci. 2012 Mar;101(3):936-45. doi:
10.1002/jps.23006. Epub 2011 Dec 8. PubMed PMID: 22161739.


4: Shah PP, Mashru RC. Formulation and evaluation of taste masked oral
reconstitutable suspension of primaquine phosphate. AAPS PharmSciTech.
2008;9(3):1025-30. doi: 10.1208/s12249-008-9137-6. Epub 2008 Sep 3. PubMed PMID:
18770047; PubMed Central PMCID: PMC2977032.


5: Bhadra D, Yadav AK, Bhadra S, Jain NK. Glycodendrimeric nanoparticulate
carriers of primaquine phosphate for liver targeting. Int J Pharm. 2005 May
13;295(1-2):221-33. PubMed PMID: 15848007.


6: Holfels E, McAuley J, Mack D, Milhous WK, McLeod R. In vitro effects of
artemisinin ether, cycloguanil hydrochloride (alone and in combination with
sulfadiazine), quinine sulfate, mefloquine, primaquine phosphate, trifluoperazine
hydrochloride, and verapamil on Toxoplasma gondii. Antimicrob Agents Chemother.
1994 Jun;38(6):1392-6. PubMed PMID: 8092843; PubMed Central PMCID: PMC188216.


7: Stewart NP, de Vos AJ, McHardy N, Standfast NF. Elimination of Theileria
buffeli infections from cattle by concurrent treatment with buparvaquone and
primaquine phosphate. Trop Anim Health Prod. 1990 May;22(2):116-22. PubMed PMID:
2115213.


8: Purnell RE, Rae MC, Deuk SM. Efficacy of imidocarb diproprionate and
primaquine phosphate in the prevention of tick-borne disease in imported Hereford
heifers in South Korea. Trop Anim Health Prod. 1981 Aug;13(3):123-7. PubMed PMID:
7292606.


9: Shah PP, Mashru RC. Formulation and evaluation of primaquine phosphate
taste-masked rapidly disintegrating tablet. J Pharm Pharmacol. 2008
Oct;60(10):1279-85. doi: 10.1211/jpp/60.10.0003. PubMed PMID: 18812020.


10: Dongre VG, Karmuse PP, Rao PP, Kumar A. Development and validation of UPLC
method for determination of primaquine phosphate and its impurities. J Pharm
Biomed Anal. 2008 Jan 22;46(2):236-42. Epub 2007 Sep 16. PubMed PMID: 18029132.


11: Long Y, Chen J, Zhang Z, Yao S. Real-time investigation of the interaction
between primaquine phosphate and bovine serum albumin (BSA) by piezoelectric
quartz crystal impedance analysis. J Biotechnol. 2003 Oct 9;105(1-2):105-16.
PubMed PMID: 14511914.


12: Kron MA. Substandard primaquine phosphate for US Peace Corps personnel.
Lancet. 1996 Nov 23;348(9039):1453-4. PubMed PMID: 8937304.


13: Li TL, Pang QJ, He YL, Wang P. [Study of pharmacokinetics of liver targeting
antimalarial agent neoglycoalbumin-primaquine conjugate (NGA-PQ) and primaquine
phosphate in mouse]. Yao Xue Xue Bao. 1995;30(10):721-5. Chinese. PubMed PMID:
8701725.


14: From the Centers for Disease Control. Availability of primaquine phosphate.
JAMA. 1990 Aug 22-29;264(8):953. PubMed PMID: 2165533.


15: Stewart NP, de Vos AJ, Shiels I. Elimination of Theileria buffeli infections
from cattle by concurrent treatment with primaquine phosphate and halofuginone
lactate. Trop Anim Health Prod. 1990 May;22(2):109-15. PubMed PMID: 2115212.


16: Abou Ouf AA, Hassan SM, Metwally ME. Spectrophotometric determination of
primaquine phosphate in pharmaceutical preparations. Analyst. 1980
Nov;105(1256):1113-8. PubMed PMID: 7457893.


17: Brown T. Primaquine phosphate is the drug of choice. Pediatrics. 1978
Nov;62(5):859. PubMed PMID: 364396.


18: PRIMAQUINE phosphate, U.S.P. J Am Med Assoc. 1957 Apr 20;163(16):1480-1.
PubMed PMID: 13415913.