Dihydroartemisinin

Chemical Name Dihydroartemisinin
Alternate Names Artemisinin Impurities, Impurities of Artemisinin
CAT No. CS-O-00576
CAS Registry# 71939-50-9
Category Impurities
Stock IN-Stock
Mol. Wt. 284.35 g/mol
Mol. For. C₁₅H₂₄O₅
Hazardous This is a Hazardous Compound
COA View Sample COA
MSDS View Sample MSDS
Parent API Artemisinin
Purity Not less than 90 %
Smileys C[C@@H]1[C@@](CC[C@@H](C)[C@]2([H])CC[C@]3(C)O4)([H])[C@@]2(OO3)[C@]4([H])O[C@@H]1O
Canonical Smiles CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)O)C
InchIKey BJDCWCLMFKKGEE-ISOSDAIHSA-N
Inchl InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11+,12+,13-,14-,15-/m1/s1
IUPAC (1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol
Controlled No
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Dihydroartemisinin (DHA) is a semisynthetic derivative of artemisinin, a natural product isolated from the plant Artemisia annua. DHA is widely used as an antimalarial drug due to its potent activity against Plasmodium falciparum, the parasite responsible for causing severe malaria. It has been included in combination therapies such as artemether-lumefantrine and artesunate-amodiaquine for the treatment of uncomplicated malaria. DHA is also effective against drug-resistant strains of Plasmodium falciparum, making it an important tool in the fight against malaria. The mechanism of action of DHA involves the formation of free radicals that damage the parasite's cell membrane, leading to its death. Unlike other antimalarial drugs, DHA has a short half-life, which reduces the risk of parasite resistance. DHA is rapidly metabolized in the liver to its active metabolite, dihydroartemisinin-13-glucuronide, which is excreted in the urine. Apart from its antimalarial activity, DHA has been shown to have potential anticancer and anti-inflammatory effects. It has been investigated as a treatment for a variety of cancers, including leukemia, breast cancer, and lung cancer, and has shown promising results in preclinical studies. DHA has also been shown to reduce inflammation in animal models of inflammatory bowel disease and rheumatoid arthritis. Overall, DHA is an important drug in the fight against malaria and has potential for the treatment of other diseases. Its chemical properties and mechanism of action make it a valuable tool for researchers and healthcare professionals.

Related Compounds

Dihydroartemisinin Impurity F | Dihydroartemisinin impurity B | N-(2-Hydroxyethyl)-11-azaartemisinin | Deoxydihydroartemisinin (α,β Mixture) | Dihydro Artemisinin Dimer | Dihydroartemisinin Impuirty I | N-Hydroxy-11-azaartemisinin | Anhydro Dihydro Artemisinin | Artemisinin Impurity 1 (Sodium salt) | Dihydroartemisinin (mixture of alpha and beta isomers) | Dihydro Artemisinin Tetrahydrofuran Acetate | N-Amino-11-azaartemisinin |

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