Artemotil: Difference between revisions

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			{{Short description\|Chemical compound}}
	{{Drugbox		{{Drugbox
	\| Verifiedfields = changed		\| Verifiedfields = changed
			\| Watchedfields = changed
	\| verifiedrevid = 457818666		\| verifiedrevid = 457818666
	\| IUPAC_name = (5a''S'',6''R'',8a''S'',9''R'',10''S'',12''R'',12a''R'')-10-ethoxy-3,6,9-trimethyldecahydro-3,12-epoxydioxepinoisochromene		\| IUPAC_name = (5a''S'',6''R'',8a''S'',9''R'',10''S'',12''R'',12a''R'')-10-ethoxy-3,6,9-trimethyldecahydro-3,12-epoxydioxepinoisochromene
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	<!--Identifiers-->		<!--Identifiers-->
	\| CAS_number_Ref = {{cascite\|changed\|??}}		\| CAS_number_Ref = {{cascite\|changed\|CAS}}
	\| CAS_number = 75887-54-6		\| CAS_number = 75887-54-6
	\| ATC_prefix = P01		\| ATC_prefix = P01
	\| ATC_suffix = BE04		\| ATC_suffix = BE04
⚫	\| PubChem = ~~72416~~
	\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}		\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}
	\| DrugBank =		\| DrugBank =
		⚫	\| PubChem = 3000469
	\| ChemSpiderID_Ref = {{chemspidercite\|~~correct~~\|chemspider}}		\| ChemSpiderID_Ref = {{chemspidercite\|changed\|chemspider}}
	\| ChemSpiderID = ~~16735673~~		\| ChemSpiderID = 2272064
	\| UNII_Ref = {{fdacite\|correct\|FDA}}		\| UNII_Ref = {{fdacite\|correct\|FDA}}
	\| UNII = XGL7GFB9YI		\| UNII = XGL7GFB9YI
	\| ChEMBL_Ref = {{ebicite\|changed\|EBI}}		\| ChEMBL_Ref = {{ebicite\|changed\|EBI}}
	\| ChEMBL = 301267		\| ChEMBL = 301267
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	<!--Chemical data-->		<!--Chemical data-->
	\| C=17 \| H=28 \| O=5		\| C=17 \| H=28 \| O=5
		⚫	\| smiles = CCO1(2CC(324(O1)O(CC3)(OO4)C)C)C
	\| molecular_weight = 312.401 g/mol
		⚫	\| StdInChI_Ref = {{stdinchicite\|changed\|chemspider}}
⚫	\| smiles = C~~1CC3C42OO~~(~~C)(CC12)O~~4O(~~OCC~~)3C
	\| ~~InChI~~ = 1/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		\| StdInChI = 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
		⚫	\| StdInChIKey_Ref = {{stdinchicite\|changed\|chemspider}}
	\| ~~InChIKey~~ = NLYNIRQVMRLPIQ-~~LCAQWSNOBS~~		\| StdInChIKey = NLYNIRQVMRLPIQ-XQLAAWPRSA-N
⚫	\| StdInChI_Ref = {{stdinchicite\|~~correct~~\|chemspider}}
	\| StdInChI = 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
⚫	\| StdInChIKey_Ref = {{stdinchicite\|~~correct~~\|chemspider}}
	\| StdInChIKey = NLYNIRQVMRLPIQ-LCAQWSNOSA-N
	}}		}}
	'''Artemotil''' (]; also known as '''β-arteether'''), is a fast acting blood ] specifically indicated for the treatment of ]-resistant ] and ] cases. It is a semi-synthetic derivative of ], a ] of the Chinese plant '']''. It is currently only used as a second line drug in severe cases of malaria.		'''Artemotil''' (]; also known as '''β-arteether'''<ref>{{cite web\|url=https://www.who.int/medicines/publications/pharmacopoeia/Artemotil.pdf?ua=1 \|accessdate=10 April 2019 \|title=The International Pharmacopoeia - Sixth Edition - Artemotil \|date=2016}}</ref>), is a fast acting blood ] specifically indicated for the treatment of ]-resistant ] and ] cases.<ref name="Yeates_2002">{{cite journal \| vauthors = Yeates RA \| title = Artemotil Artecef \| journal = Current Opinion in Investigational Drugs \| location = London, England \| volume = 3 \| issue = 4 \| pages = 545–9 \| date = April 2002 \| pmid = 12090721 \| doi = \| url = }}</ref> It is a semi-synthetic derivative of ], a ] of the Chinese plant '']''. It is currently only used as a second line drug in severe cases of malaria.

			==References==
			{{Reflist}}

	{{Antimalarials}}		{{Antimalarials}}
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	]		]
	]		]
			]
			]
	{{antimicrobial-stub}}		{{antimicrobial-stub}}

	]

Latest revision as of 01:39, 30 May 2023

Chemical compound Pharmaceutical compound

Artemotil
Clinical data

AHFS/Drugs.com	International Drug Names
Pregnancy category	not available
Routes of administration	Intramuscular injection
ATC code	P01BE04 (WHO)
Pharmacokinetic data
Metabolism	Hepatic
Elimination half-life	20 hours
Identifiers
IUPAC name (5aS,6R,8aS,9R,10S,12R,12aR)-10-ethoxy-3,6,9-trimethyldecahydro-3,12-epoxydioxepinoisochromene
CAS Number	75887-54-6
PubChem CID	3000469
ChemSpider	2272064
UNII	XGL7GFB9YI
ChEMBL	ChEMBL301267
Chemical and physical data
Formula	C₁₇H₂₈O₅
Molar mass	312.406 g·mol
3D model (JSmol)	Interactive image
SMILES CCO1(2CC(324(O1)O(CC3)(OO4)C)C)C
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 Key:NLYNIRQVMRLPIQ-XQLAAWPRSA-N
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Artemotil (INN; also known as β-arteether), is a fast acting blood schizonticide specifically indicated for the treatment of chloroquine-resistant Plasmodium falciparum malaria and cerebral malaria cases. It is a semi-synthetic derivative of artemisinin, a natural product of the Chinese plant Artemisia annua. It is currently only used as a second line drug in severe cases of malaria.

References

"The International Pharmacopoeia - Sixth Edition - Artemotil" (PDF). 2016. Retrieved 10 April 2019.
Yeates RA (April 2002). "Artemotil Artecef". Current Opinion in Investigational Drugs. 3 (4). London, England: 545–9. PMID 12090721.

Antiparasitics – antiprotozoal agents – Chromalveolata antiparasitics (P01)

Alveo-
late

Apicom-
plexa

Conoidasida/
(Coccidiostats)

Cryptosporidiosis	thiazolides (nitazoxanide)
Isosporiasis	trimethoprim/sulfamethoxazole
Toxoplasmosis	pyrimethamine sulfadiazine clindamycin atovaquone

Individual
agents

4-Methanolquinolines

Other

lumefantrine
- + artemether

halofantrine

Antifolates

DHFR inhibitors

biguanides
- chlorproguanil
- proguanil

Sulfonamides

Co-formulation

sulfadoxine/pyrimethamine (SP)

Sesquiterpene
lactones

Other

Combi-
nations

Fixed-dose (co-formulated) ACTs	artemether/lumefantrine arterolane/piperaquine artesunate/amodiaquine (ASAQ) artesunate/mefloquine (ASMQ) artesunate/pyronaridine piperaquine/dihydroartemisinin
Other combinations (not co-formulated)	artesunate/mefloquine artesunate/SP quinine/clindamycin quinine/doxycycline quinine/tetracycline

Babesiosis

clindamycin

Cilio-
phora

Balantidiasis: tetracycline

Stramen-
opile

Blastocystosis: metronidazole

WHO-EM
Withdrawn from market
Clinical trials:
- Phase III
- Never to phase III

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