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Artesunate

Artesunate Struktur
88495-63-0
CAS-Nr.
88495-63-0
Englisch Name:
Artesunate
Synonyma:
WR-256283;ARTENSUNATE;Artesunic Acid;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)
storage temp. 
2-8°C
L?slichkeit
acetone: soluble33.4mg/mL
Aggregatzustand
crystalline powder
pka
4.28±0.17(Predicted)
Farbe
white to off-white
Merck 
14,818
BCS Class
3/1
Stabilit?t:
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.
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 gef?hrlicher Xn
R-S?tze: 20/21/22
S-S?tze: 24/25
WGK Germany  3
HS Code  29419090
Giftige Stoffe Daten 88495-63-0(Hazardous Substances Data)

Artesunate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R20/21/22:Gesundheitssch?dlich 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 H?ndler.

Global( 623)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Xi'an ZB Biotech Co.,Ltd
+8618591943808
sales01@xazbbio.com China 815 58
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.
+86-029-86333380 18829239519
sales06@tgybio.com China 903 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907
qinhe02@xaltbio.com China 997 58
Wuhan Fortuna Chemical Co.,Ltd
+8618007136271
hk@fortunachem.com China 5998 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12829 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 5858 58
Hebei Weibang Biotechnology Co., Ltd
+8617732866630
bess@weibangbio.com China 18232 58
Wuhan Haorong Biotechnology Co.,ltd
+86-18565342920; +8618565342920
sales@chembj.net China 289 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21639 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9220 55

88495-63-0()Verwandte Suche:


  • 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
  • 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
  • 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
  • Artesunate (200 mg)
  • AsuMax
  • Cosunate
  • Gsunate Forte
  • PlasMotriM
  • PlasMotrin
  • Qinghaozhi
  • Saphnate
  • ARTESUTE
  • 4-Oxo-4-(((3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)butanoic acid
  • (91487-94-4) artesunate
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  • Artesunate Artesunate
  • Artesunate USP/EP/BP
  • Artesunate 13CD4
  • ArtesunateQ: What is Artesunate Q: What is the CAS Number of Artesunate Q: What is the storage condition of Artesunate Q: What are the applications of Artesunate
  • Artesunate (1042850)
  • ARTENSUNATE
  • 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
  • Artemisinin monosuccinate
  • Artesunic Acid
  • (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
  • WR-256283
  • 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
  • Virus Protease,inhibit,Parasite,Artesunate,Inhibitor,Ferroptosis,STAT
  • Artesunate, ≥ 98.0%
  • Artesunate (WR-256283)
  • N-Nitrosovarenicline 0.1 mg/ml in Methanol
  • Artesate D4
  • 88495-63-0
  • 88475-63-0
  • 88495-60-0
  • 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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