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Merck

A9361

Sigma-Aldrich

アーテメーター

≥98% (HPLC)

別名:

SM-224, ジヒドロアルテミシニンメチルエステル, ジヒドロキンガオスメチルエステル

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About This Item

実験式(ヒル表記法):
C16H26O5
CAS番号:
分子量:
298.37
MDL番号:
UNSPSCコード:
51101908
PubChem Substance ID:
NACRES:
NA.77

品質水準

アッセイ

≥98% (HPLC)

形状

powder

光学活性

[α]/D +155 to +175°, c = 0.5 in methanol

off-white to light brown

溶解性

DMSO: ≥20 mg/mL

オーガナイザー

Novartis

保管温度

room temp

SMILES記法

CO[C@H]1OC2O[C@@]3(C)CCC4[C@H](C)CCC([C@H]1C)[C@@]24OO3

InChI

1S/C16H26O5/c1-9-5-6-12-10(2)13(17-4)18-14-16(12)11(9)7-8-15(3,19-14)20-21-16/h9-14H,5-8H2,1-4H3/t9-,10-,11+,12+,13+,14-,15-,16-/m1/s1

InChI Key

SXYIRMFQILZOAM-HVNFFKDJSA-N

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詳細

Artemisinin (ART) is a natural compound present in Artemisia annua, a traditional Chinese plant.

アプリケーション

Artemether has been used:
  • as an anti-schistosomal compound to test it effect on the larval stages of S. mansoni
  • to sensitize mouse embryonic fibroblasts (MEFs) and human osteosarcoma HT1080 cells to cysteine starvation (STV)-induced ferroptosis
  • to stimulate islets and its effect on α to β transdifferentiation

生物化学的/生理学的作用

アーテメーターは、アルテミシニンのメチルエーテル誘導体です。マラリア原虫(Plasmodium falciparum)の多剤耐性菌株に対して使用され、住血吸虫症の治療として有望です。
Artemisinin possesses a highly reactive endoperoxide bridge, which is core for its therapeutic potential. The endoperoxide bond reacts with iron in the erythrocytes with malarial parasite. This leads to the generation of reactive oxygen species (ROS) directly targeting the parasite. Artemisinin also regulates ferroptosis in tumor cells. The α cell transcription factor Arx expression is reduced by artemether. Prolonged exposure of primary islets also resulted in loss if identity in endocrine cell types and their functionality.

特徴および利点

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

ピクトグラム

FlameExclamation mark

シグナルワード

Danger

危険有害性情報

危険有害性の分類

Acute Tox. 4 Oral - Org. Perox. D

保管分類コード

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

A9361-BULK:
A9361-5MG:
A9361-25MG:
A9361-VAR:


試験成績書(COA)

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J Utzinger et al.
Current medicinal chemistry, 8(15), 1841-1860 (2002-01-05)
Human schistosomiasis, a chronic and debilitating parasitic disease of the tropics, is ranked second after malaria in terms of public health importance. At present, there is no vaccine available, and chemotherapy is the cornerstone of schistosomiasis control. Praziquantel is the
Dominic Mosha et al.
Antimicrobial agents and chemotherapy, 58(8), 4583-4592 (2014-05-29)
Artemether-lumefantrine (AL) is the first-line treatment for uncomplicated malaria in the second and third trimesters of pregnancy. Its efficacy during pregnancy has recently been challenged due to altered pharmacokinetic (PK) properties in this vulnerable group. The aim of this study
Sören Frahm et al.
PLoS neglected tropical diseases, 13(1), e0006590-e0006590 (2019-01-29)
The arsenal in anthelminthic treatment against schistosomiasis is limited and relies almost exclusively on a single drug, praziquantel (PZQ). Thus, resistance to PZQ could constitute a major threat. Even though PZQ is potent in killing adult worms, its activity against
Shuhua Xiao et al.
Acta tropica, 82(2), 175-181 (2002-05-22)
Two decades ago, a group of Chinese scientists discovered the antischistosomal properties of artemether, a derivative of the antimalarial drug artemisinin. However, it was only recently that the importance of this finding was recognized internationally, following a collaborative effort between
S H Xiao et al.
Parasitology today (Personal ed.), 16(3), 122-126 (2000-02-26)
The fight against schistosomiasis in China has been very effective in reducing the number of infections across the country. However, the drug of choice, praziquantel, has no prophylactic effect, which reduces its efficacy in high transmission areas. This situation has

資料

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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