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Artemisinin

Name: Artemisinin
SKU: 0

Basic Information

CAS No.: 63968-64-9
Molecular Formula: C15H22O5
Molecular Weight: 282.33

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Product Details

Artemisinin is an antimalarial agent with anticancer activity. It is an iron(II) oxide-reactive endoperoxide that generates reactive oxygen species (ROS) upon cleavage of its endoperoxide bridge. It reduces the growth of various P. falciparum strains in vitro (IC50s = 3.98-20.36 nM) and reduces parasitemia in mice infected with P. falciparum with a curative dose (CD50) value of 140 mg/kg. It also reduces P. berghei infection in mice (ED50 = 5.6 mg/kg per day).

Chemical Properties

Property	Value
Melting point	156-157 °C (lit.)
Alpha	76 º (c=0.5,MeOH)
Boiling point	344.94°C (rough estimate)
Density	1.0984 (rough estimate)
Refractive index	75 ° (C=0.5, MeOH)
Storage temp.	-20°C
Solubility	Soluble to 100mM in DMSO and to 75mM in ethanol
Form	White to off-white crystalline solid.
Color	Needles
Optical Rotation	[α]20/D +76°, c = 0.5 in methanol
Merck	14,817
Stability	Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. May absorb, and react with, carbon dioxide from the air.
InChI	InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
InChIKey	BLUAFEHZUWYNDE-NNWCWBAJSA-N
SMILES	O1[C@]23[C@@]4([H])O[C@@](C)(CC[C@@]2([H])[C@H](C)CC[C@@]3([H])[C@@H](C)C(=O)O4)O1
LogP	2.900

Safety Information

Property	Property
Safety Statements	22-24/25
WGK Germany	2
RTECS	KD4170000
HS Code	29322985
Toxicity	LD50 in mice (mg/kg): 5105 orally; 2800 i.m.; 1558 i.p. (Koch); LD50 in mice, rats (mg/kg): 4228, 5576 orally; 3840, 2571 i.m. (China Cooperative Research Group on Qinghaosu)

Product Usage

Artemisinin, a sesquiterpene lactone extracted from the sweet wormwood plant (Artemisia annua), is globally recognized as the most effective treatment for malaria. Its primary application is in the pharmaceutical industry, where it serves as the core active ingredient in Artemisinin-based Combination Therapies (ACTs), the World Health Organization's gold standard for treating multi-drug resistant malaria. Beyond its antimalarial role, it is increasingly utilized in biomedical research for its promising anti-tumor activities, specifically its ability to induce apoptosis in various cancer cell lines. In the nutraceutical sector, artemisinin is featured in specialized dietary supplements aimed at supporting immune function and addressing parasitic imbalances. Furthermore, it acts as a critical chemical precursor for the semi-synthesis of potent derivatives like artemether and artesunate, which offer improved solubility and bioavailability for clinical use.

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Artemisinin

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