Artemisinin CAS:63968-64-9 C15H22O5

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Product Name: Artemisinin Synonyms: 3,12-epoxy-12h-pyranol(4,3-j)-1,2-benzodioxepin-10(3h)-one,octahydro-3,6,9-tri;artemisiaannual.,extract;huanghuahaosu;octahydro-3,6,9-trimethyl-3,12-epoxy-12h-pyrano(4,3-j)-1,2-benzodioxepin-10(;qinghausau;qinghausu;QHS;ARTEMISININ 99% CAS: 63968-64-9 MF: C15H22O5 MW: 282.33 EINECS: 1806241-263-5 Product Categories: Natural Plant Extract;Miscellaneous Compounds;Active Pharmaceutical Ingredients;Miscellaneous Natural Products;Intermediates & Fine Chemicals;Pharmaceuticals;Others (Antibiotics for Research and Experimental Use);Antibiotics for Research and Experimental Use;Biochemistry;Standard extract;API;chemical reagent;pharmaceutical intermediate;phytochemical;Chiral Reagents;Heterocycles;Plant extract;sy;Herb extract;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Antimalarial;Inhibitors;63968-64-9 Mol File: 63968-64-9.mol Artemisinin Chemical Properties 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 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) MSDS Information Artemisinin Usage And Synthesis Pharmacology and mechanism of action Artemisinin (qinghaosu) is an antimalarial compound first isolated in pure form in 1972 by Chinese scientists from the herb qinghao (Artemisia annua). This herb (worm wood) has been used in Chinese traditional medicine to control fever for over 2000 years [1]. Artemisinin is a compound with a peculiar structure, low toxicity and high efficacy even in severe chloroquine resistant P. falciparum malaria. Unlike current antimalarial drugs which have a nitrogen-containing heterocylic ring system, it is a sesquiterpene lactone with an endoperoxide linkage. The endoperoxide linkage is essential for the antimalarial activity of the drug. Artemisinin has been shown to be a potent schizontocidal drug both in vitro and in experimental animal models, but it has no practical effect against the exoerythrocytic tissue phase, the sporozoites and the gametocytes[2]. The mechanism of action of artemisinin is not clearly understood. The drug selectively concentrates in parasitized cells by reacting with the intraparasitic hemin (hemozoin). In vitro this reaction appears to generate toxic organic free radicals causing damage to parasite membranes [2-4]. The derivatives of artemisinin are more potent than the parent drug and have apparently a similar mechanism of action [1,2]. Indications A sesquiterpene peroxide derived from A. annua, chiefly used in the form of artemether, the methyl ester synthesized from dihydroartemisinin, or artesunate, the water-soluble hemisuccinate. Formulated for administration by the oral, intramuscular or intrarectal routes; artesunate can also be given intravenously. Artemisinin and its derivatives are valuable drugs for the management of malaria. They should not be used unnecessarily or with incomplete dosage regimens. They are indicated only in areas where multidrug resistant P. falciparum malaria is prevalent [5]. Side effects Artemisinin and its derivatives are exceptionally safe drugs. Millions of people have taken them and serious side effects have yet to be reported. The most commonly reported side effects include mild and transient gastrointestinal problems (such as nausea, vomiting, abdominal pain and diarrhoea), headache, and dizziness particularly after oral administration. Transient first degree heart block and bradycardia were reported in a few individuals, who received artesunate or artemether at the standard doses. Brief episodes of drug-induced fever have also been observed in a few studies [6,5]. After rectal administration the patients may experience tenesmus, abdominal pain and diarrhoea. A transient dose-related decrease in circulating reticulocytes has been reported following high doses of artesunate above 4 mg/kg for 3 days. All values returned to pre-treatment values within 14 days [6,5]. Neurotoxicity has been observed in animal studies but has never been documented in man [7].

First aid measures

General advice Consult a physician. Show this material safety data sheet to the doctor in attendance. If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

Firefighting measures

Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special hazards arising from the substance or mixture Carbon oxides Nitrogen oxides (NOx) Advice for firefighters Wear self-contained breathing apparatus for firefighting if necessary.



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