CAS 81496-81-3

α-Dihydroartemisinin

Description:

α-Dihydroartemisinin is a semi-synthetic derivative of artemisinin, which is derived from the sweet wormwood plant, Artemisia annua. This compound is primarily recognized for its potent antimalarial properties and is used in the treatment of malaria, particularly in combination therapies to enhance efficacy and reduce resistance. Chemically, α-Dihydroartemisinin features a peroxide bridge, which is crucial for its biological activity. It is characterized by its relatively low solubility in water but good solubility in organic solvents, which facilitates its formulation in various pharmaceutical preparations. The compound exhibits a rapid onset of action against Plasmodium parasites and is known for its favorable safety profile. Additionally, α-Dihydroartemisinin has been investigated for potential applications beyond malaria, including its anticancer properties. Its mechanism of action involves the generation of reactive oxygen species upon activation, leading to oxidative stress in the target cells. Overall, α-Dihydroartemisinin is a significant compound in medicinal chemistry, particularly in the field of infectious disease treatment.

Formula: C₁₅H₂₄O₅

InChI: InChI=1/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

InChI key: InChIKey=BJDCWCLMFKKGEE-KDTBHNEXSA-N

SMILES: C[C@@H]1[C@]2([C@]34[C@@](O[C@](C)(OO3)CC[C@]4([C@H](C)CC2)[H])(O[C@H]1O)[H])[H]

Synonyms:

• (3R,5aS,6R,8aS,9R,10R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol
• (3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
• (3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
• (3R,5aS,6R,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
• (5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
• (5aS,6R,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
• 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol, decahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10R,12R,12aR)-
• 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol, decahydro-3,6,9-trimethyl-, [3R-(3α,5aβ,6β,8aβ,9α,10β,12β,12aR*)]-
• Artenimol
• Dhqhs 1
• Di-hydro artemisinin
• Dihydroartemisinine
• α-Dihydroartemisinin
• Artemisia annua
• BDIH
• (3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
• DihydroarteMisinin (α,β Mixture)
• alpha-dihydroartemisinin
• dihdyroartesiminin
• 3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-ol
• Artenimol [inn]
• alpha-Dihydroartemisinin USP/EP/BP

α-Dihydroartemisinin

CAS: 81496-81-3

α-Dihydroartemisinin

Purity: ≥98%

Molecular weight: 284.35g/mol

Ref: 54-BUP00145

α-Dihydroartemisinin

CAS: 81496-81-3

α-Dihydroartemisinin (α-Dihydroqinghaosu), which has antimalarial and anticancer activity, is used in the study of lupus erythematosus.

Formula: C₁₅H₂₄O₅

Purity: ≥98%

Color and Shape: Solid

Molecular weight: 284.35

Ref: TM-T7059

alpha-Dihydroartemisinin

CAS: 81496-81-3

alpha-Dihydroartemisinin is an antimalarial compound that is a semisynthetic derivative of artemisinin, which is sourced from the plant Artemisia annua. Its mode of action involves generating free radicals through cleavage of its endoperoxide bridge, leading to damage in the proteins and membranes of the malaria parasite Plasmodium falciparum, thus inhibiting its growth and replication.

Formula: C₁₅H₂₄O₅

Purity: Min. 95%

Molecular weight: 284.35 g/mol

Ref: 3D-FD176099