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Atovaquone

SIAL/PHR1591 - Pharmaceutical Secondary Standard; Certified Reference Material

Synonym: Atovaquone; 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-PHR1591-500MG 500 mg
$105.00
1/EA
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agency traceable to Ph. Eur. Y0001572
  traceable to USP 1044651
API family atovaquone
application(s) pharmaceutical (small molecule)
CofA current certificate can be downloaded
format neat
grade certified reference material
  pharmaceutical secondary standard
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
packaging pkg of 500 mg
Quality Level 300 
SMILES string OC1=C([C@H]2CC[C@@H](CC2)c3ccc(Cl)cc3)C(=O)c4ccccc4C1=O
storage temp. 2-8°C
technique(s) gas chromatography (GC): suitable
  HPLC: suitable
Analysis Note: These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.
Application: 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.
Application: 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.
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.
Footnote: To see an example of a Certificate of Analysis for this material enter LRAA4707 in the slot below. This is an example certificate only and may not be the lot that you receive.
General description: 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.
Other Notes: This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
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
Storage Temp. 2-8°C
UNSPSC 41116107

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