Cas no 71963-77-4 (Artemether)
Artemether Chemical and Physical Properties
Names and Identifiers
-
- Artemether
- 3,12-epoxy-12h-pyrano(4,3-j)-1,2-benzodioxepin,decahydro-10-methoxy-3,6,9-trim
- 5a-beta,6-beta,8a-beta,9-alpha,12-beta,12ar)-(3-alph(+)-ethyl
- artemisininelactolmethylether
- cgp56696
- dihydroartemisininmethylether
- dihydroquinghaosumethylether
- methyl-dihydroartemisinine
- [3r-(3r,5as,6s,8as,9r,10r,12s,12ar**)]-decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12h-pyrano[4,3-j]-1,2-benzodioxepin
- AMMoniuM hexafluorophosphate
- ArteMos
- ArtenaM
- Artesaph
- Artesian
- Dihydroqinghaosu methyl ether
- Falcidol
- Gvither
- Larither
- MalarteM
- SM224
- SM-224
- Dihydroartemisinin methyl ether
- DSSTox_RID_79521
- DSSTox_CID_20651
- DSSTox_GSID_40651
- Tox21_112217
- (4S,5R,8S,9R,10S,12R)-10-Methoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]h
- CCG-101180
- Paluther
- NCGC00164591-11
- NSC 665970
- UNII-C7D6T3H22J
- Dihydroquinghaosu methyl ether
- Artemetherum
- Artemetero [INN-Spanish]
- SM 224
- Dihydroartemisinin impurity g
- (3R,5aS,6R,8aS,9R,10S,12R,12aR)-Decahydro-10-methoxy-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin
- methoxy(trimethyl)[?]
- (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
- Z1541759910
- AKOS026750084
- CHEMBL566534
- Artemetherum [INN-Latin]
- 3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-
- 71963-77-4
- Artemether [USAN:INN:BAN]
- NSC-665970
- (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
- (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-methoxy-3,6,9-trimethyldecahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepine
- (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
- 10-methoxy-1,5,9-trimethyl-(1R,4S,5R,8S,9R,10S,12R,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
- DTXCID30819889
- Artemisininelactol methyl ether
- SCHEMBL1650501
- SMR000469218
- DB06697
- C7D6T3H22J
- Artemether 100 microg/mL in Acetonitrile
- Artemether, United States Pharmacopeia (USP) Reference Standard
- (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
- GLXC-03969
- AB00698368_06
- NCGC00164591-01
- NS00001253
- CHEBI:195280
- D02483
- D8Z
- Artemetero
- NSC665970
- Q416199
- CPD000469218
- beta-Artemether
- AB00698368-05
- HMS2052L09
- beta artemether
- HSDB 7456
- CAS-71963-77-4
- (3r,5as,6r,8as,9r,10s,12r,12ar)-decahydro-10methoxy-3,6,9-trimethyl-3,12-epoxy-12h-pyrano[4,3-j]-1,2benzodioxepin
- .beta.-Artemether
- Artemether (JAN/USAN/INN)
- NC00430
- BRD-K39621635-001-05-5
- EN300-122380
- MLS001424249
- BDBM50248200
- NSC-759820
- HMS2232J21
- beta-Dihydroartemisinin methyl ether
- DTXSID7040651
- Artemetheri
- GTPL9955
- HY-N0402
- Artemether, >=98% (HPLC)
- 3,12-Epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin, decahydro-10-methoxy-3,6,9-trimethyl-, (3-alpha,5a-beta,6-beta,8a-beta,9-alpha,12-beta,12aR)-, (+)-
- Artimist
- Qinghao
-
- MDL: MFCD00866205
- 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-CPRRZBLASA-N
- SMILES: O1C23[C@]4([H])O[C@@]([H])([C@]([H])(C([H])([H])[H])[C@]2([H])C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])C3([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(O1)O4)OC([H])([H])[H]
Computed Properties
- Exact Mass: 298.17800
- Monoisotopic Mass: 298.17802393 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 21
- Rotatable Bond Count: 1
- Complexity: 429
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 6
- Undefined Atom Stereocenter Count : 2
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 3.1
- Topological Polar Surface Area: 46.2
- Molecular Weight: 298.37
Experimental Properties
- Color/Form: Powder
- Density: 1.0733 (rough estimate)
- Melting Point: 86.0 to 90.0 deg-C
- Boiling Point: 359.79°C (rough estimate)
- Flash Point: 141 °C
- Refractive Index: 1.6200 (estimate)
- Solubility: DMSO: ≥20mg/mL
- PSA: 46.15000
- LogP: 2.84080
- Solubility: Not available
- Merck: 815
- Specific Rotation: +166° - +173° (c=1,EtOH)
- Optical Activity: [α]/D +155 to +175°, c =?0.5 in methanol
- Vapor Pressure: 4X10-5 mm Hg at 25 °C (est)
Artemether Security Information
-
Symbol:
- Prompt:warning
- Signal Word:Warning
- Hazard Statement: H302
- Warning Statement: P264-P270-P301+P312+P330-P501
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: 22
- Safety Instruction: 24/25
- RTECS:KD4165000
-
Hazardous Material Identification:
- Toxicity:LD50 i.m. in mice: 263 mg/kg (China Cooperative Research Group on Qinghaosu)
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
Artemether Customs Data
- HS CODE:2932999099
- Customs Data:
China Customs Code:
2932999099Overview:
2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%
Declaration elements:
Product Name, component content, use to
Summary:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
Artemether Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | BZP0085-20mg |
Artemether |
71963-77-4 | HPLC≥98% | 20mg |
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| YUN NAN XI LI SHENG WU JI SHU GU FEN Co., Ltd. | BBP80710-5mg |
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| MedChemExpress | HY-N0402-10mM*1mLinDMSO |
Artemether |
71963-77-4 | ≥98.0% | 10mM*1mLinDMSO |
¥550 | 2022-05-18 | |
| MedChemExpress | HY-N0402-100mg |
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71963-77-4 | 98.42% | 100mg |
¥500 | 2024-04-17 | |
| MedChemExpress | HY-N0402-500mg |
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| S e l l e c k ZHONG GUO | S2264-10mM (1mL in DMSO) |
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¥730.25 | 2022-04-26 | ||
| S e l l e c k ZHONG GUO | S2264-10mg |
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¥563.08 | 2023-09-16 | |
| S e l l e c k ZHONG GUO | S2264-25mg |
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71963-77-4 | 98% | 25mg |
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| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | A60531-20mg |
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¥78.0 | 2022-04-28 |
Artemether Suppliers
Artemether Related Literature
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Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
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Bo Wei,Zhenyu Liu,Chen Xie,Shu Yang,Wentao Tang,Aiwei Gu,Wing-Tak Wong,Ka-Leung Wong J. Mater. Chem. C, 2015,3, 12322-12327
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Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
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Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
Additional information on Artemether
Artemether (CAS No.71963-77-4): A Comprehensive Overview of Its Pharmacological Properties and Therapeutic Applications
Artemether, a derivative of artemisinin, is a semi-synthetic antimalarial agent with a unique chemical structure that has garnered significant attention in the field of antiparasitic drug development. As a 1,2-benzenediol derivative, its molecular formula C15H24O5 and molecular weight of 284.35 g/mol reflect its complex pharmacophore, which plays a critical role in its antimalarial activity and antiprotozoal mechanisms. The compound is widely recognized for its efficacy against Plasmodium falciparum and Plasmodium vivax, two major species responsible for malaria transmission. Recent studies have further expanded its therapeutic potential to include leishmaniasis, trypanosomiasis, and schistosomiasis, highlighting its broad-spectrum antiparasitic properties.
Artemether is synthesized through a series of chemical modifications of artemisinin, a natural product derived from Artemisia annua. This process enhances its solubility, stability, and bioavailability, making it a preferred choice for oral administration. The compound's 1,2-benzenediol core structure is crucial for its interaction with heme and iron in the parasite's environment, leading to the formation of reactive oxygen species (ROS) that disrupt cellular processes. This mechanism is distinct from traditional antimalarials such as chloroquine and quinine, which target different pathways in the parasite's life cycle.
Recent research has focused on the mechanism of action of Artemether, particularly its role in mitochondrial dysfunction in parasitic organisms. A 2023 study published in Frontiers in Microbiology demonstrated that Artemether induces mitochondrial membrane permeabilization and oxidative stress in Leishmania donovani, leading to apoptosis in the parasite. This finding underscores the compound's potential as a targeted antiparasitic agent with minimal impact on host cells. Additionally, the compound's lipophilicity allows it to penetrate the parasitic cell membrane effectively, enhancing its therapeutic efficacy.
The clinical application of Artemether has been extensively explored, particularly in the treatment of malaria and leishmaniasis. In a 2022 meta-analysis published in The Lancet Infectious Diseases, Artemether was found to be highly effective in reducing parasitemia and improving survival rates in patients with severe malaria. The compound's rapid onset of action and low toxicity profile make it a preferred choice for acute malaria treatment. Furthermore, its combination with lumefantrine in the form of Artemether-Lumefantrine (AL) has been endorsed by the World Health Organization (WHO) for malaria prophylaxis in endemic regions.
Recent advancements in nanoformulation technology have further improved the pharmacokinetic properties of Artemether. A 2024 study in Nature Nanotechnology reported the development of liposomal Artemether nanoparticles, which significantly enhance the compound's bioavailability and targeted delivery to parasitic tissues. This innovation addresses the limitations of conventional formulations, which often suffer from poor solubility and inconsistent absorption rates. The nanoformulation also reduces the risk of drug resistance by maintaining a sustained release of the active compound in the bloodstream.
The pharmacodynamics of Artemether are closely linked to its metabolic pathways and drug interactions. Research published in Drug Metabolism and Disposition in 2023 revealed that Artemether is primarily metabolized in the liver via cytochrome P450 enzymes, with metabolites such as artemether lactone and artemisinic acid being the main byproducts. These metabolites contribute to the compound's prolonged half-life and enhanced therapeutic effect. However, the potential for drug-drug interactions with other medications, such as anticonvulsants and antiretrovirals, remains a concern, requiring careful monitoring in patients undergoing long-term treatment.
The antiparasitic activity of Artemether extends beyond malaria, with promising results in the treatment of leishmaniasis and trypanosomiasis. A 2023 clinical trial in The New England Journal of Medicine demonstrated that Artemether administered intravenously significantly reduced the parasite load in patients with visceral leishmaniasis. The compound's ability to cross the blood-brain barrier also makes it a potential candidate for the treatment of neurocysticercosis, a condition caused by Taenia solium cysts in the central nervous system.
Despite its therapeutic benefits, the use of Artemether is not without challenges. The emergence of drug resistance in Plasmodium falciparum has raised concerns about the long-term efficacy of Artemether and its combination therapies. A 2024 study in Science Translational Medicine highlighted the need for genetic screening to monitor resistance markers such as PfCRT and PfMDR1 in malaria-endemic regions. Additionally, the cost-effectiveness of Artemether formulations remains a barrier to its widespread use, particularly in low-resource settings where access to advanced medical care is limited.
Recent innovations in drug delivery systems have aimed to overcome the limitations of Artemether in terms of solubility and bioavailability. The development of nanocarriers and polymeric micelles has enabled the encapsulation of Artemether, enhancing its stability and reducing the frequency of administration. These advancements are particularly relevant for chronic parasitic infections where long-term treatment is required. The integration of targeted drug delivery with personalized medicine is expected to further optimize the therapeutic outcomes of Artemether in the future.
In conclusion, Artemether represents a significant advancement in the field of antiparasitic therapy, with its unique mechanism of action and broad-spectrum activity. The compound's continued research and development, particularly in the areas of nanoformulation and targeted delivery, are poised to enhance its efficacy and reduce the risk of drug resistance. As global efforts to combat malaria and other parasitic diseases intensify, Artemether is likely to play an increasingly important role in the treatment and prevention of these conditions.
Future research should focus on the genomic and proteomic profiling of Artemether resistance in parasitic organisms, as well as the development of combination therapies to mitigate the risk of resistance. Additionally, clinical trials in diverse populations are needed to ensure the safety and efficacy of Artemether in different geographic and demographic contexts. The integration of artificial intelligence and machine learning in drug discovery and pharmacological studies may further accelerate the identification of new applications for Artemether and its derivatives.
Overall, Artemether remains a cornerstone in the fight against parasitic infections, with its potential for innovative formulations and targeted therapies offering hope for improved patient outcomes. As the scientific community continues to explore its mechanisms and applications, the compound's role in global health is expected to expand significantly in the coming years.
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