CAS 137732-39-9

cis-Atovaquone

Description:

Cis-Atovaquone is an antiprotozoal and antifungal agent primarily used in the treatment of Pneumocystis pneumonia and certain types of malaria. It is a member of the naphthoquinone class of compounds, characterized by its unique cis configuration, which influences its biological activity and solubility. The molecular structure features a naphthalene ring system with various functional groups that contribute to its pharmacological properties. Cis-Atovaquone exhibits a high affinity for mitochondrial electron transport, disrupting the energy metabolism of susceptible organisms. It is typically administered orally and is known for its relatively low toxicity profile compared to other antimalarial drugs. The compound is lipophilic, which affects its absorption and distribution in the body. Additionally, it has been studied for its potential in treating other parasitic infections and certain cancers, highlighting its versatility in medicinal chemistry. As with any pharmaceutical agent, its use should be guided by clinical considerations and potential side effects.

Formula: C₂₂H₁₉ClO₃

Atovaquone Related Compound A (cis-2-[4-(4-Chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthoquinone)

CAS: 137732-39-9

Ketones and quinones, w/not with other oxygen function,and their halogenated,sulfated,nitrated,or nitrosated derivatives, nesoi

Formula: C₂₂H₁₉ClO₃

Color and Shape: Yellow Crystalline Powder

Molecular weight: 366.84

Ref: 45-1044662

cis-Atovaquone-d4 (Atovaquone EP Impurity B-d4)

CAS: 137732-39-9

Formula: C₂₂H₁₅ClO₃D₄

Color and Shape: Yellow Solid

Molecular weight: 370.87

Ref: 4Z-A-275

Atovaquone EP Impurity B (Atovaquone USP Related Compound A)

CAS: 137732-39-9

Formula: C₂₂H₁₉ClO₃

Color and Shape: Yellow Solid

Molecular weight: 366.85

Ref: 4Z-A-278

cis-Atovaquone

CAS: 137732-39-9

Formula: C₂₂H₁₉ClO₃

Color and Shape: Neat

Ref: 86-MM3007.01

Atovaquone EP Impurity B

CAS: 137732-39-9

Formula: C₂₂H₁₉ClO₃

Molecular weight: 366.84

Ref: ST-EA-CP-A33002

cis-Atovaquone (Racemic)

CAS: 137732-39-9

Impurity Atorvastatin EP Impurity B
Applications cis-Atovaquone (Atorvastatin EP Impurity B) is the cis-isomer of Atovaquone (A793500), a hydroxynaphthoquinone derivative that inhibits mitochondrial electron transport.
References Hudson, A.T., et al.: Drugs Exp. Clin. Res., 17, 427 (1991), Fry, M., et al.: Biochem. Pharmacol., 43, 1545 (1992), El-Sadr, W.M., et al.: N. Engl. J. Med., 339, 1889 (1998),

Formula: C₂₂H₁₉ClO₃

Color and Shape: Neat

Molecular weight: 366.84

Ref: TR-A793450

Cis-atovaquone

CAS: 137732-39-9

Cis-atovaquone is an effective drug that inhibits the growth of Plasmodium falciparum, a parasite responsible for malaria. It works by binding to the cytochrome bc1 complex in the mitochondrial electron transport chain and disrupting the production of ATP, which is essential for DNA synthesis and protein production. Cis-atovaquone has been shown to have a strong inhibitory effect on liver mitochondria and has high catalytic efficiency. Molecular docking studies suggest that it binds to the active site of the enzyme and forms intermolecular interactions such as hydrogen bonds with amino acid residues. Crystal structures of the protein-inhibitor complex provide insights into its mechanism of action. In control mice, Cis-atovaquone has been shown to be highly effective against malaria infections, making it a promising candidate for future treatments.

Formula: C₂₂H₁₉ClO₃

Purity: Min. 95%

Molecular weight: 366.8 g/mol

Ref: 3D-MFA73239