CAS 63-45-6: Primaquine diphosphate
Description:Primaquine diphosphate is an antimalarial medication primarily used to treat and prevent malaria, particularly the relapsing forms caused by Plasmodium vivax and Plasmodium ovale. It is a synthetic derivative of quinoline and is characterized by its ability to act on the liver stages of the malaria parasite, thereby preventing relapse. The compound is typically administered in its diphosphate salt form, which enhances its solubility and bioavailability. Primaquine works by generating reactive oxygen species that damage the parasite's cellular components. It is important to note that primaquine can cause hemolytic anemia in individuals with glucose-6-phosphate dehydrogenase (G6PD) deficiency, necessitating screening before treatment. The drug is generally well-absorbed when taken orally and has a relatively short half-life, requiring a specific dosing regimen to ensure efficacy. Additionally, primaquine is contraindicated during pregnancy and in certain populations due to potential adverse effects. Overall, primaquine diphosphate plays a crucial role in malaria eradication efforts, particularly in preventing the recurrence of the disease.
Formula:C15H21N3O·2H3O4P
InChI:InChI=1S/C15H21N3O.H3O4P/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14;1-5(2,3)4/h4,6,8-11,18H,3,5,7,16H2,1-2H3;(H3,1,2,3,4)
InChI key:InChIKey=RKFFPTPBADAVDU-UHFFFAOYSA-N
SMILES:O=P(O)(O)O.N=1C=CC=C2C=C(OC)C=C(NC(C)CCCN)C12
- Synonyms:
- 1,4-Pentanediamine, N<sup>4</sup>-(6-methoxy-8-quinolinyl)-, phosphate (1:2)
- 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline di(dihydrogen phosphate)
- 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline diphosphate
- Camden
- Malquine
- NSC 149765
- N~4~-(6-methoxyquinolin-8-yl)pentane-1,4-diamine phosphate (1:2)
- Pharmaniaga
- Primaquine Phosphate
- Primaquine bisphosphate
- See more synonyms
- Quinoline, 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-, diphosphate
- Quinoline, 8-[(4-amino-1-methylbutyl)amino]-6-methoxy-, phosphate (1:2)
- Wr 2975
- 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, phosphate (1:2)
