
CAS 57152-58-6
:(+)-Primaquine
Description:
(+)-Primaquine is an antimalarial compound primarily used for the treatment and prevention of malaria, particularly in its vivax and ovale forms. It is classified as an 8-aminoquinoline and is known for its ability to target the liver stages of the malaria parasite, thus preventing relapse. The substance is characterized by its chiral nature, with the (+) designation indicating its specific optical activity. Chemically, it features a piperidine ring and a side chain that contributes to its pharmacological properties. (+)-Primaquine is typically administered in its phosphate form, which enhances its solubility and bioavailability. The compound exhibits a relatively low toxicity profile but can cause hemolytic anemia in individuals with glucose-6-phosphate dehydrogenase (G6PD) deficiency. Its mechanism of action involves the generation of reactive oxygen species, which disrupts the parasite's metabolic processes. Due to its unique properties, (+)-Primaquine plays a crucial role in malaria eradication efforts, especially in regions where relapsing malaria is prevalent.
Formula:C15H21N3O
InChI: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/t11-/m0/s1
InChI key:InChIKey=INDBQLZJXZLFIT-NSHDSACASA-N
SMILES:N([C@H](CCCN)C)C=1C2=C(C=C(OC)C1)C=CC=N2
Synonyms:- 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, (S)-
- (+)-Primaquine
- d-Primaquine
- 1,4-Pentanediamine, N4-(6-methoxy-8-quinolinyl)-, (4S)-
- (4S)-N4-(6-Methoxy-8-quinolinyl)-1,4-pentanediamine
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l-Primaquine
CAS:l-Primaquine is used to treat and prevent malaria and to treat Pneumocystis pneumonia.Formula:C15H21N3OColor and Shape:SolidMolecular weight:259.35
