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artemether

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EntityQ416199· pop 21· linked from 88 articles

artemether

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Also known as Artemetheri, beta-Artemether, (1R,4S,5R,8S,9R,10S,12R,13R)-10-Methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecane, Dihydroqinghaosu methyl ether, Artemisininelactol methyl ether, Methyl-dihydroartemisinine, Artemetero, SM-224

Artemether is a medication used for the treatment of malaria. The injectable form is specifically used for severe malaria rather than quinine. In adults, it may not be as effective as artesunate. It is given by injection in a muscle. It is also available by mouth in combination with lumefantrine, known as artemether/lumefantrine.

Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
457818137
Drug.IUPAC_name
(3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]-2-benzopyran
Drug.image
artemether.svg
Drug.image_class
skin-invert-image
Drug.width
150
Drug.image2
Artemether ball-and-stick model from xtal 2007.png
Drug.image_class2
bg-transparent
Drug.width2
200
Drug.tradename
Many
Drug.pregnancy_US
C
Drug.legal_UK
POM
Drug.legal_status
Rx only
Drug.routes_of_administration
Intramuscular Oral
Drug.CAS_number
71963-77-4
Drug.ATC_prefix
P01
Drug.ATC_suffix
BE02

via Wikipedia infobox

Chemical data

Formula
C16H26O5
Molecular weight
298.37 g/mol
IUPAC name
(1R,4S,5R,8S,9R,10S,12R,13R)-10-methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
SMILES
C[C@@H]1CC[C@H]2[C@H]([C@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC)C
InChIKey
SXYIRMFQILZOAM-HVNFFKDJSA-N
XLogP
3.1
Polar surface area
46.2 Ų
H-bond donors
0
H-bond acceptors
5
Formal charge
0

via PubChem

Research

2,914 papers

via PubMed

Wikidata facts

Mass
298.178
Show 4 more facts
chemical formula
C₁₆H₂₆O₅
isomeric SMILES
C[C@@H]1CC[C@H]2[C@H]([C@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC)C
canonical SMILES
CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC)C
World Health Organisation international non-proprietary name
artemether
Sources (4)

via Wikidata · CC0

~4 min read

Article

8 sections
Contents
  • Medical uses
  • Side effects
  • Drug interactions
  • Pharmacology
  • Mechanism of action
  • Pharmacokinetics
  • Chemistry
  • References

Artemether is a medication used for the treatment of malaria. The injectable form is specifically used for severe malaria rather than quinine. In adults, it may not be as effective as artesunate. It is given by injection in a muscle. It is also available by mouth in combination with lumefantrine, known as artemether/lumefantrine.

Artemether causes relatively few side effects. An irregular heartbeat may rarely occur. While there is evidence that use during pregnancy may be harmful in animals, there is no evidence of concern in humans. The World Health Organization (WHO) therefore recommends its use during pregnancy. It is in the artemisinin class of medication.

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