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MedKoo Cat#: 128199 | Name: Primaquine
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Description:

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

Primaquine (Primachin), an 8-aminoquinoline, is an antimalarial agent and a potent gametocytocidal in falciparum malaria.

Chemical Structure

Primaquine
CAS#90-34-6

Theoretical Analysis

MedKoo Cat#: 128199

Name: Primaquine

CAS#: 90-34-6

Chemical Formula: C15H21N3O

Exact Mass: 259.1685

Molecular Weight: 259.35

Elemental Analysis: C, 69.47; H, 8.16; N, 16.20; O, 6.17

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
25mg USD 950.00 2 Weeks
100mg USD 1,650.00 2 Weeks
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Related CAS #
No Data
Synonym
Primachin; Primaquine
IUPAC/Chemical Name
N4-(6-methoxyquinolin-8-yl)pentane-1,4-diamine
InChi Key
INDBQLZJXZLFIT-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3
SMILES Code
CC(NC1=C2N=CC=CC2=CC(OC)=C1)CCCN
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 259.35 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
1: Zorc B, Perković I, Pavić K, Rajić Z, Beus M. Primaquine derivatives: Modifications of the terminal amino group. Eur J Med Chem. 2019 Nov 15;182:111640. doi: 10.1016/j.ejmech.2019.111640. Epub 2019 Aug 23. PMID: 31472472; PMCID: PMC7126120. 2: Baird JK, Hoffman SL. Primaquine therapy for malaria. Clin Infect Dis. 2004 Nov 1;39(9):1336-45. doi: 10.1086/424663. Epub 2004 Oct 12. PMID: 15494911. 3: Ashley EA, Recht J, White NJ. Primaquine: the risks and the benefits. Malar J. 2014 Nov 3;13:418. doi: 10.1186/1475-2875-13-418. PMID: 25363455; PMCID: PMC4230503. 4: Marcsisin SR, Reichard G, Pybus BS. Primaquine pharmacology in the context of CYP 2D6 pharmacogenomics: Current state of the art. Pharmacol Ther. 2016 May;161:1-10. doi: 10.1016/j.pharmthera.2016.03.011. Epub 2016 Mar 22. PMID: 27016470. 5: Vale N, Moreira R, Gomes P. Primaquine revisited six decades after its discovery. Eur J Med Chem. 2009 Mar;44(3):937-53. doi: 10.1016/j.ejmech.2008.08.011. Epub 2008 Sep 11. PMID: 18930565. 6: Fernando D, Rodrigo C, Rajapakse S. Primaquine in vivax malaria: an update and review on management issues. Malar J. 2011 Dec 12;10:351. doi: 10.1186/1475-2875-10-351. PMID: 22152065; PMCID: PMC3306765. 7: John GK, Douglas NM, von Seidlein L, Nosten F, Baird JK, White NJ, Price RN. Primaquine radical cure of Plasmodium vivax: a critical review of the literature. Malar J. 2012 Aug 17;11:280. doi: 10.1186/1475-2875-11-280. PMID: 22900786; PMCID: PMC3489597. 8: Popovici J, Tebben K, Witkowski B, Serre D. Primaquine for Plasmodium vivax radical cure: What we do not know and why it matters. Int J Parasitol Drugs Drug Resist. 2021 Apr;15:36-42. doi: 10.1016/j.ijpddr.2020.12.004. Epub 2021 Jan 24. PMID: 33529838; PMCID: PMC7851417. 9: Verma R, Commons RJ, Gupta A, Rahi M, Nitika, Bharti PK, Thriemer K, Rajasekhar M, Singh-Phulgenda S, Adhikari B, Alam MS, Ghimire P, Khan WA, Kumar R, Leslie T, Ley B, Llanos-Cuentas A, Pukrittayakamee S, Rijal KR, Rowland M, Saravu K, Simpson JA, Guerin PJ, Price RN, Sharma A. Safety and efficacy of primaquine in patients with Plasmodium vivax malaria from South Asia: a systematic review and individual patient data meta-analysis. BMJ Glob Health. 2023 Dec 20;8(12):e012675. doi: 10.1136/bmjgh-2023-012675. PMID: 38123228; PMCID: PMC10749047. 10: Markus MB. How does primaquine prevent Plasmodium vivax malarial recurrences? Trends Parasitol. 2022 Nov;38(11):924-925. doi: 10.1016/j.pt.2022.09.006. Epub 2022 Sep 27. PMID: 36180306.