Artesunate

Artesunate Struktur
88495-63-0
CAS-Nr.
88495-63-0
Englisch Name:
Artesunate
Synonyma:
Artesunic Acid;ARTENSUNATE;WR-256283;Artemisinin monosuccinate;(3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10-ol hydrogen succinate;4-Oxo-4-(((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)butanoic acid;Butanedioic acid, 1-[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl] ester;AsuMax;Cosunate;Saphnate
CBNumber:
CB3157307
Summenformel:
C19H28O8
Molgewicht:
384.42
MOL-Datei:
88495-63-0.mol

Artesunate Eigenschaften

Schmelzpunkt:
132-1350C
Siedepunkt:
431.1°C (rough estimate)
Dichte
1.2076 (rough estimate)
Brechungsindex
1.4430 (estimate)
Flammpunkt:
173.5°
storage temp. 
2-8°C
Löslichkeit
acetone: soluble33.4mg/mL
Aggregatzustand
crystalline powder
pka
4.28±0.17(Predicted)
Farbe
white to off-white
Biologische Quelle
Artemisia annua
Merck 
14,818
BCS Class
3/1
Stabilität:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
Major Application
pharmaceutical small molecule
InChIKey
FIHJKUPKCHIPAT-AHIGJZGOSA-N
SMILES
C(O[C@@H]1O[C@]2([H])O[C@@]3(C)CC[C@@]4([H])[C@H](C)CC[C@@]([H])([C@H]1C)[C@]42OO3)(=O)CCC(O)=O
LogP
3.291 (est)

Sicherheit

Kennzeichnung gefährlicher Xn
R-Sätze: 20/21/22
S-Sätze: 24/25
WGK Germany  3
HS Code  29419090
Speicherklasse 13 - Non Combustible Solids
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Giftige Stoffe Daten 88495-63-0(Hazardous Substances Data)

Artesunate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

Chemische Eigenschaften

Artesunate is an odorless bitter-tasting crystalline powder. soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide, which should be purged with an inert gas. The solubility of artesunate in these solvents is approximately 20, 14, and 11 mg/ml, respectively. Artesunate is sparingly soluble in aqueous buffers.

Verwenden

Artesunate, a semi-synthetic artemisinin derivative, has been shown to be effective against parasites, such as liver flukes, and has also shown cytotoxic effects on different types of tumor cell lines. artesunate belong to Antimalarial which is clinically useful for treatment of malaria and other parasitic diseases.

Definition

ChEBI: Artesunate is an artemisinin derivative that is the hemisuccinate ester of the lactol resulting from the reduction of the lactone carbonyl group of artemisinin. It is used, generally as the sodium salt, for the treatment of malaria. It has a role as an antimalarial, a ferroptosis inducer and an antineoplastic agent. It is an artemisinin derivative, a sesquiterpenoid, a dicarboxylic acid monoester, a cyclic acetal, a semisynthetic derivative and a hemisuccinate.

synthetische

Artemisinin was discovered in the 1970s as a result of an extensive screening of Chinese herbal extracts in the search of new antimalarial agents. Currently, the primary method for the production of artemisinin is the isolation from dried leaves of the plant Artemisia annua. Furthermore, the global supply of this life-saving drug exclusively from natural sources remains highly limited. As a result, a novel approaches for large-scale production of artemisinin have been developed. Artesunate is prepared from dihydroartemisinin (DHA) by reacting it with succinic acid anhydride in a basic medium.
synthesis of artesunate
A simplified and scalable synthesis of artesunate

Allgemeine Beschreibung

Artesunate is a semisynthetic derivative of artemisinin used to treat malaria. It has also been shown to effective against other parasites such as liver flukes. Artesunate also demonstrates cytotoxic action against cancer cell lines of different tumor types.

Mode of action

Artesunate is a water-soluble, semi-synthetic derivative of the sesquiterpine lactone artemisinin with anti-malarial, anti-schistosomiasis, antiviral, and potential anti-neoplastic activities. It acts on the electron transport chain to generate local reactive oxygen species and cause depolarization of the mitochondrial membrane. It inhibits TNF-induced proinflammatory cytokine production by inhibiting NF-κB and PI3 kinase/Akt signaling pathways in human rheumatoid arthritis fibroblast-like synoviocytes. Artesunate has also been shown to stimulate cell differentiation, arrest the cell cycle in the G1 and G2/M phases, inhibit cell proliferation, and induce apoptosis through mitochondrial and caspase signaling pathways. Artemisinin is isolated from the plant Artemisia annua.

Artesunate Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Artesunate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 713)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Vinsce Bio pharm (Suzhou) Co Ltd
+86-13962217456
info@vinsce.com China 38 58
Shaanxi Xianhe Biotech Co., Ltd
+86-17709210191; +86-17709210191
Jerry@xhobio.com China 901 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21533 55
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29766 58
Chengdu Biopurify Phytochemicals Ltd.
+86-28-82633860; +86-18080483897
sales@biopurify.com China 4616 58
Xiamen AmoyChem Co., Ltd
+86-86-5926051114
sales@amoychem.com China 6339 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953
info@konochemical.com China 1168 58
Shaanxi Pioneer Biotech Co., Ltd .
029-84385017; +8613259417953
sales@pioneerbiotech.com China 1286 58
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19935 58
CONIER CHEM AND PHARMA LIMITED

sales@conier.com China 49906 58

88495-63-0()Verwandte Suche:


  • Butanedioic acid, 1-[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl] ester
  • Artesunate (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10-ol hydrogen succinate
  • ARTESUNATE
  • ArtesunateC19H28O8
  • Artemisinin monosuccinate
  • Butanedioic Acid Mono(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-yl] Ester
  • Arteannuinum
  • Arteannuinum succinate
  • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10-ol hydrogen succinate
  • vARTESUNATE
  • (3R,5aα,8aα,12aR)-Decahydro-10α-(3-carboxypropionyloxy)-3,6α,9β-trimethyl-3β,12α-epoxypyrano[4,3-j]-1,2-benzodioxepin
  • Succinic acid 1-[(3R,12aR)-3,6α,9β-trimethyl-3β,12α-epoxy-3,4,5,5aα,6,7,8,8aα,9,10-decahydropyrano[4,3-j]-1,2-benzodioxepin-10α-yl] ester
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  • 88495-63-0
  • 88475-63-0
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  • C19H28O8
  • natural product
  • Antimalarial
  • Inhibitors
  • Herb extract
  • plant extract
  • Natural Plant Extract
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Active Pharmaceutical Ingredients
  • 88495-63-0
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