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阿托伐醌

广谱抗寄生虫剂。泛醌类似物。

规格或纯度: ≥98%

CAS编号: 95233-18-4
分子式: C₂₂H₁₉ClO₃
分子量: 366.84
MDL号: MFCD00889188
PubChem编号: 74989

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货号 (SKU)	包装规格	是否现货	价格	数量
A151027-250mg	250mg	现货
A151027-1g	1g	现货
A151027-5g	5g	现货
A151027-25g	25g	现货

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Plasmodium falciparum cytochrome b

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基本描述

别名	阿托伐醌\|反-2-[4-(4-氯苯基)环己基]-3-羟基-1,4-萘二酮
英文别名	ATOVAQUONE\|95233-18-4\|Mepron\|Wellvone\|Acuvel\|cis-Atovaquone\|Atavaquone\|566C80\|137732-39-9\|94015-53-9\|Mepron (antipneumocystic)\|566C\|BW 566C\|3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxynaphthalene-1,2-dione\|Atovaquone (Atavaquone)\|2-(trans-4-(p-Chlorophenyl)
规格或纯度	≥98%
英文名称	Atovaquone
生化机理	Atovaquone is an anti-protozoal mitochondrial electron transport inhibitor; Antimalarial; Antipneumocystic, and has also been used to treat toxoplasmosis. It is an analog of protozoan mitochondrial protein ubiquinone, and acts by inhibiting the cytochrome bc(1) complex via interactions with the Rieske iron-sulfur protein and cytochrome b in the ubiquinol oxidation pocket.Antiparasitic agent. Protozoan ubiquinone analog. Inhibits coenzyme Q-complex III binding at the Qo cytochrome domain. Disrupts the protozoa electron transport chain. Active against Plasmodium spp., P. carinii, Babesia spp., and Toxoplasma go
应用	Atovaquone may be used as a pharmaceutical secondary reference standard for the determination of the analyte in plasma samples by liquid-liquid extraction followed by reversed-phase high-performance liquid chromatography with ultraviolet detection. These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
储存温度	-20°C储存
运输条件	超低温冰袋运输
备注	如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍	Atovaquone 用于治疗或预防肺孢子菌肺炎，弓形虫病, 疟疾和巴贝西虫。 Atovaquone is a medication used to treat or prevent for pneumocystis pneumonia, toxoplasmosis, malaria, and babesia.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Atovaquone belongs to the class of naphthoquinones with a broad-spectrum activity against parasitic infections including malaria, toxoplasmosis and Pneumocystis pneumonia. It is a potent antiprotozoal compound which aids in collapsing the mitochondrial membrane potential in a malaria parasite.

名称和标识符

PubChem SID	488185008
IUPAC Name	3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxynaphthalene-1,2-dione
INCHI	InChI=1S/C22H19ClO3/c23-16-11-9-14(10-12-16)13-5-7-15(8-6-13)19-20(24)17-3-1-2-4-18(17)21(25)22(19)26/h1-4,9-13,15,24H,5-8H2
InChi Key	BSJMWHQBCZFXBR-UHFFFAOYSA-N
Canonical SMILES	C1CC(CCC1C2=CC=C(C=C2)Cl)C3=C(C4=CC=CC=C4C(=O)C3=O)O
Isomeric SMILES	C1CC(CCC1C2=CC=C(C=C2)Cl)C3=C(C4=CC=CC=C4C(=O)C3=O)O
WGK Germany	3
RTECS	QJ5616500
PubChem CID	74989
分子量	366.84

数据库链接

ChEMBL Ligand	CHEMBL1450
DrugBank Ligand	DB01117
Wikipedia	Atovaquone
RCSB PDB Ligand	AOQ
CAS Registry No.	95233-18-4
ChEBI	CHEBI:575568
PubChem CID	74989
DrugCentral Ligand	258
PubChem SID	488185008

化学和物理性质

溶解性	不溶于水；极易溶于四氢呋喃；微溶于丙酮；不溶于甲醇
敏感性	对热敏感
熔点	223 °C

安全和危险性（GHS）

象形图	Environmental Hazard Harmful
信号词	Warning
危险声明	H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation H413: May cause long lasting harmful effects to aquatic life H400: Very toxic to aquatic life H410: Very toxic to aquatic life with long lasting effects
预防措施声明	P261,P305+P351+P338,P273,P280,P302+P352,P321,P405,P501,P264,P271,P304+P340,P403+P233,P362+P364,P391,P264+P265,P337+P317,P332+P317,P319
WGK Germany	3
RTECS	QJ5616500
Merck Index	866

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参考文献

1. Krause PJ, Lepore T, Sikand VK, Gadbaw Jr J, Burke G, Telford 3rd SR, Brassard P, Pearl D, Azlanzadeh J, Christianson D et al.. (2000) Atovaquone and azithromycin for the treatment of babesiosis.. N Engl J Med, 343 (20): (1454-8). [PMID:11078770]
2. Boggild AK, Parise ME, Lewis LS, Kain KC. (2007) Atovaquone-proguanil: report from the CDC expert meeting on malaria chemoprophylaxis (II).. Am J Trop Med Hyg, 76 (2): (208-23). [PMID:17297027]
3. Painter HJ, Morrisey JM, Mather MW, Vaidya AB. (2007) Specific role of mitochondrial electron transport in blood-stage Plasmodium falciparum.. Nature, 446 (7131): (88-91). [PMID:17330044]
4. Fisher N, Abd Majid R, Antoine T, Al-Helal M, Warman AJ, Johnson DJ, Lawrenson AS, Ranson H, O'Neill PM, Ward SA et al.. (2012) Cytochrome b mutation Y268S conferring atovaquone resistance phenotype in malaria parasite results in reduced parasite bc1 catalytic turnover and protein expression.. J Biol Chem, 287 (13): (9731-41). [PMID:22282497]
5. Canfield CJ, Pudney M, Gutteridge WE. (1995) Interactions of atovaquone with other antimalarial drugs against Plasmodium falciparum in vitro.. Exp Parasitol, 80 (3): (373-81). [PMID:7729473]
6. Vaidya AB, Lashgari MS, Pologe LG, Morrisey J. (1993) Structural features of Plasmodium cytochrome b that may underlie susceptibility to 8-aminoquinolines and hydroxynaphthoquinones.. Mol Biochem Parasitol, 58 (1): (33-42). [PMID:8459834]
7. Hughes W, Leoung G, Kramer F, Bozzette SA, Safrin S, Frame P, Clumeck N, Masur H, Lancaster D, Chan C et al.. (1993) Comparison of atovaquone (566C80) with trimethoprim-sulfamethoxazole to treat Pneumocystis carinii pneumonia in patients with AIDS.. N Engl J Med, 328 (21): (1521-7). [PMID:8479489]
8. Looareesuwan S, Viravan C, Webster HK, Kyle DE, Hutchinson DB, Canfield CJ. (1996) Clinical studies of atovaquone, alone or in combination with other antimalarial drugs, for treatment of acute uncomplicated malaria in Thailand.. Am J Trop Med Hyg, 54 (1): (62-6). [PMID:8651372]
9. Srivastava IK, Rottenberg H, Vaidya AB. (1997) Atovaquone, a broad spectrum antiparasitic drug, collapses mitochondrial membrane potential in a malarial parasite.. J Biol Chem, 272 (7): (3961-6). [PMID:9020100]

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