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Atovaquone

SIGMA/A7986 - ≥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
Linear Formula: C22H19ClO3
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A7986-10MG 10 mg
$79.50
1/EA
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45-A7986-50MG 50 mg
$313.00
1/EA
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assay ≥98% (HPLC)
color yellow
form powder
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/h1-4,9-13,15,26H,5-8H2/t13-,15-
InChI key KUCQYCKVKVOKAY-CTYIDZIISA-N
originator GlaxoSmithKline
Quality Level 100 
SMILES string OC1=C([C@H]2CC[C@@H](CC2)c3ccc(Cl)cc3)C(=O)c4ccccc4C1=O
solubility DMSO: >10 mg/mL
storage temp. −20°C
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 .
Packaging: 10, 50 mg in glass bottle
Hazard Codes N
Risk Statements 50/53
Safety Statements 60-61
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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