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1044651 USP

Atovaquone

United States Pharmacopeia (USP) Reference Standard

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

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Pharmacopeia & Metrological Institutes Standards, USP Standards, USP Standards A - B More...
grade   pharmaceutical primary standard
mfr. no.   USP
Featured Industry   Pharmaceutical (small molecule)
SMILES string   OC1=C([C@H]2CC[C@@H](CC2)c3ccc(Cl)cc3)C(=O)c4ccccc4C1=O
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

Description

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

USP issued SDS can be found here.

Sales restrictions may apply.

Safety & Documentation

Safety Information

Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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08168 Timestrip Plus 8 °C
PHR1591 Atovaquone, Pharmaceutical Secondary Standard; Certified Reference Material

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