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Arteether

Product Name
Arteether
CAS No.
75887-54-6
Chemical Name
Arteether
Synonyms
TAGL;SM-22;SM-227;Areether;Arteethe;Arteether;Artemotil;ARPRINOCID;aArteether;NSC 665971
CBNumber
CB11012009
Molecular Formula
C17H28O5
Formula Weight
312.4
MOL File
75887-54-6.mol
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Arteether Property

Melting point:
80-820C
alpha 
D21 +154.5° (c = 1.0 in CHCl3)
Boiling point:
372.4±42.0 °C(Predicted)
Density 
1.16±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Solid
color 
White
optical activity
[α]/D +148 to +165°, c =1 in chloroform-d
InChI
InChI=1S/C17H28O5/c1-5-18-14-11(3)13-7-6-10(2)12-8-9-16(4)20-15(19-14)17(12,13)22-21-16/h10-15H,5-9H2,1-4H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1
InChIKey
NLYNIRQVMRLPIQ-XQLAAWPRSA-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@@H](OCC)O4)O1
CAS DataBase Reference
75887-54-6
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2592
Product name
Arteether
Purity
≥95% (HPLC)
Packaging
5 mg
Price
$63.9
Updated
2025/07/31
Sigma-Aldrich
Product number
SML2592
Product name
Arteether
Purity
≥95% (HPLC)
Packaging
25 mg
Price
$258
Updated
2025/07/31
Cayman Chemical
Product number
11814
Product name
Arteether
Purity
≥95%
Packaging
5mg
Price
$77
Updated
2024/03/01
Cayman Chemical
Product number
11814
Product name
Arteether
Purity
≥95%
Packaging
10mg
Price
$144
Updated
2024/03/01
Cayman Chemical
Product number
11814
Product name
Arteether
Purity
≥95%
Packaging
25mg
Price
$340
Updated
2024/03/01
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Arteether Chemical Properties,Usage,Production

Description

Arteether reached the market in the Netherlands as a solution in sesame oil, administered by i.m. injection, for the treatment of severe malaria infections in children and adolescents. Artheether, a sesquiterpene acetal with an endoperoxide bridge, is an ether derivative of the naturally occuring compound artemisinin, the active component of Chinese herbal remedies. As the other structural analogs of artemisinin, such as artesunate or artemether, it acts rapidly against Plasmodium, the parasite responsible for the disease, during the early blood stage of its development. It also exhibits a gametocytocidal activity against Plasmodium falciparum, reducing its potential for transmission. Because the only controlled clinical studies had been performed in children and adolescents, this new antimalarial drug was only approved for young patients. Further studies in adults treated with 150 mg i.m. artemotil, once daily for three consecutive days, indicated that the drug was efficient, rapidly acting (parasite clearance time meanly 38 h) and well tolerated. A new promising achievement in the regression of malaria is the combination of artemisinin derivatives with other long-lived antimalarials as mefloquine or pyrimethamine/sulfa.

Chemical Properties

White Crystalline Solid

Originator

Central Drug Research Institute (India)

Uses

Derivative of Artemisinin. Antimalarial

Definition

ChEBI: Artemotil is an artemisinin derivative.

brand name

Artemotil

Synthesis

108739-44-2

75887-54-6

The general procedure for the synthesis of (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-ethoxy-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isobenzofuran from artemisinin (CAS: 108739-44-2) was as follows: Example 1: Artemisinin (1.0 g) was dissolved in ethanol (20 mL) with polyhydroxy catalyst dextrose (5.0 g) and stirred at room temperature for 5 minutes. Subsequently, sodium borohydride (600 mg) was slowly added over 10 min and the reaction mixture was stirred for about 1 h at room temperature (20-23°C). The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm the completion of the reduction step. The acid catalyst chlorotrimethylsilane (3.5 mL) was slowly added at 10-23°C. The reaction mixture was continued to be stirred at room temperature for about 1 hour. Upon completion of the reaction, cooling water (about 150 mL) was added to the mixture and the aqueous phase was extracted with a hexane solution of 1% ethyl acetate (3 x 50 mL). The combined ethyl acetate-hexane extract was washed sequentially with 0.5% sodium bicarbonate solution (100 mL) and water (50 mL). The hexane extract was dried over anhydrous sodium sulfate and the solvent was evaporated to give 1.038 g of the crude product, which contained artemether and a few impurities. The crude product was purified by silica gel column chromatography (silica gel 10 g, eluent 0.5% to 8% ethyl acetate in hexane solution) to give a mixture of α and β arteether 0.86 g (yield 86% w/w). A small amount of arteether was taken to separate the α and β isomers by preparative thin layer chromatography (TLC) and characterized by co-thin layer chromatography (Co-TLC) and spectral analysis.

References

[1] Patent: US2004/106809, 2004, A1. Location in patent: Page 3
[2] Patent: US2004/106809, 2004, A1. Location in patent: Page 4
[3] Patent: US2004/106809, 2004, A1. Location in patent: Page 3-4

Arteether Preparation Products And Raw materials

Raw materials

Preparation Products

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Arteether Suppliers

Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
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China
ProdList
6003
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
15883
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
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64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
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50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768836
Email
1791901229@qq.com
Country
China
ProdList
6950
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52
Beijing Isomersyn Technology CO;LTD
Tel
010-82954736 13391601435
Email
sales@isomersyn.com
Country
China
ProdList
3295
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Beijing HuaMeiHuLiBiological Chemical
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010-56205725
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010-65763397
Email
waley188@sohu.com
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China
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12335
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Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
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+86 21 50676805
Country
China
ProdList
9891
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Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
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61
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View Lastest Price from Arteether manufacturers

Shaanxi Xianhe Biotech Co., Ltd
Product
Arteether 75887-54-6
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2025-04-25
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Arteether 75887-54-6
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-09-15
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
Arteether 75887-54-6 75887-54-6
Price
US $6.50/mg
Min. Order
20mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-11

75887-54-6, ArteetherRelated Search:


  • Arteether
  • ARPRINOCID
  • SM-227
  • dihydroartemisinin ethyl ether
  • dihydroqinghaosu ethyl ether
  • (3R,12aR)-3,6α,9β-Trimethyl-10β-ethoxy-3β,12α-epoxy-3,4,5,5aα,6,7,8,8aα,9,10-decahydropyrano[4,3-j]-1,2-benzodioxepin
  • 3,12-Epoxy-12H-pyrano(4,3-J)-1,2-benzodioxepin, 10-ethoxydecahydro-3,6,9-trimethyl-, (3S-(3alpha,5alpha,6alpha,8aalpha,9beta,10beta,12beta,12aalpha))-
  • AlphaBetaArteetherC17H28O5
  • Alpha Beta Arteether
  • aArteether
  • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Ethoxydecahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin
  • Artemotil
  • SM-22
  • 10-Ethoxydecahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin
  • Arteether 75887-54-6
  • 3,12-Epoxy-12H-pyrano(4,3-J)-1,2-benzodioxepin, decahydro-10-ethoxy-3,6,9-trimethyl-, (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,12ar*))-
  • Areether
  • Unii-xgl7gfb9yi
  • 10-ethoxy-1,5,9-triMethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecane
  • NSC 665971
  • Beta-Arteether
  • 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin, 10-ethoxydecahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-
  • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-ethoxy-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
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  • Artemotil, 10 mM in DMSO
  • TAGL
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  • Pharmaceuticals