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A7986 Sigma

Atovaquone

≥98% (HPLC)

Synonym: Mepron, trans-2-[4-(4-Chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthalenedione

  • CAS Number 95233-18-4

  • Empirical Formula (Hill Notation) C22H19ClO3

  • Molecular Weight 366.84

  •  PubChem Substance ID 329770944

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Properties

Related Categories AN-AZ, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
InChI Key   KUCQYCKVKVOKAY-CTYIDZIISA-N
assay   ≥98% (HPLC)
form   powder
color   yellow
solubility   DMSO: >10 mg/mL
originator   GlaxoSmithKline
storage temp.   −20°C

Description

Packaging

10, 50 mg in glass bottle

Application

Atovaquone inhibits the cytochrome bc(1) complex via interactions with the Rieske iron-sulfur protein and cytochrome b in the ubiquinol oxidation pocket. In addition to its use as a treatment for toxoplasmosis, atovaquone has antimalarial properties and prevents pneumocystis pneumonia post-renal transplant.

Biochem/physiol Actions

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.

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
QJ5616500

Documents

Certificate of Analysis


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Protocols & Articles

Articles

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Peer-Reviewed Papers
15

References

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