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95233-18-4

95233-18-4 structure
95233-18-4 structure
  • Name: Atovaquone
  • Chemical Name: atovaquone
  • CAS Number: 95233-18-4
  • Molecular Formula: C22H19ClO3
  • Molecular Weight: 366.837
  • Catalog: API Synthetic anti-infective drugs Antiviral drugs
  • Create Date: 2018-05-07 08:00:00
  • Modify Date: 2024-01-02 17:57:31
  • Atovaquone is a medication used to treat or prevent for pneumocystis pneumonia, toxoplasmosis, malaria, and babesia.Target: AntiparasiticAtovaquone (atavaquone) is a chemical compound that belongs to the class of naphthalenes. Atovaquone is a hydroxy-1,4-naphthoquinone, an analog of ubiquinone, with antipneumocystic activity [1]. Atovaquone is an anti-protozoal mitochondrial electron transport inhibitor; Antimalarial; Antipneumocystic, and has also been used to treat toxoplasmosis. It acts by inhibiting the cytochrome bc(1) complex via interactions with the Rieske iron-sulfur protein and cytochrome b in the ubiquinol oxidation pocket [2]. Atovaquone is a unique naphthoquinone with broad-spectrum antiprotozoal activity. It is effective for the treatment and prevention of Pneumocystis carinii pneumonia (PCP), it is effective in combination with proguanil for the treatment and prevention of malaria, and it is effective in combination with azithromycin for the treatment of babesiosis [3].

Name atovaquone
Synonyms 2-Propanol,1-[2-(4-methyl-1,3-dioxolan-2-yl)ethoxy]
2-[trans-4-(4'-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone
1,2-Naphthalenedione, 3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxy-
MFCD00889188
3-(4-(4-chlorophenyl)cyclohexyl)-4-hydroxy-naphthalene-1,2-dione
trans-2-[2-(2-hydroxypropoxy)-ethyl]-4-methyl-1,3-dioxolane
Atovaquone
trans-2-[4-(4-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone
3-[4-(4-Chlorophenyl)cyclohexyl]-4-hydroxy-1,2-naphthalenedione
2-(trans-4-(4-chlorophenyl)cyclohexyl)-3-hydroxy-1,4-naphthalenedione
(trans-2-hydroxy-3-(4-(4-chlorophenyl)cyclohexyl)-1,4-naphthoquinone)
Description Atovaquone is a medication used to treat or prevent for pneumocystis pneumonia, toxoplasmosis, malaria, and babesia.Target: AntiparasiticAtovaquone (atavaquone) is a chemical compound that belongs to the class of naphthalenes. Atovaquone is a hydroxy-1,4-naphthoquinone, an analog of ubiquinone, with antipneumocystic activity [1]. Atovaquone is an anti-protozoal mitochondrial electron transport inhibitor; Antimalarial; Antipneumocystic, and has also been used to treat toxoplasmosis. It acts by inhibiting the cytochrome bc(1) complex via interactions with the Rieske iron-sulfur protein and cytochrome b in the ubiquinol oxidation pocket [2]. Atovaquone is a unique naphthoquinone with broad-spectrum antiprotozoal activity. It is effective for the treatment and prevention of Pneumocystis carinii pneumonia (PCP), it is effective in combination with proguanil for the treatment and prevention of malaria, and it is effective in combination with azithromycin for the treatment of babesiosis [3].
Related Catalog
References

[1]. Looareesuwan, S., et al., 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, 1996. 54(1): p. 62-6.

[2]. Kessl, J.J., et al., Molecular basis for atovaquone binding to the cytochrome bc1 complex. J Biol Chem, 2003. 278(33): p. 31312-8.

[3]. Baggish, A.L. and D.R. Hill, Antiparasitic agent atovaquone. Antimicrobial agents and chemotherapy, 2002. 46(5): p. 1163-1173.

Density 1.4±0.1 g/cm3
Boiling Point 542.2±50.0 °C at 760 mmHg
Melting Point 216-2190C
Molecular Formula C22H19ClO3
Molecular Weight 366.837
Flash Point 281.7±30.1 °C
Exact Mass 366.102264
PSA 54.37000
LogP 5.86
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.653
Storage condition -20°C Freezer
Hazard Statements H413
Hazard Codes N
Risk Phrases 50/53
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS QJ5616500
HS Code 2942000000

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Literature: WO2010/1378 A1, ; Page/Page column 11 ;

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Literature: US2010/137644 A1, ; Page/Page column 3-4 ;

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Literature: WO2012/153162 A1, ; Page/Page column 33 ;

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Literature: WO2013/14486 A1, ; Page/Page column 27; 28 ;

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Literature: Tetrahedron Letters, , vol. 39, # 42 p. 7629 - 7632
HS Code 2914700090
Summary HS: 2914700090 halogenated, sulphonated, nitrated or nitrosated derivatives of ketones and quinones, whether or not with other oxygen function Tax rebate rate:9.0% Supervision conditions:none VAT:17.0% MFN tariff:5.5% General tariff:30.0%