ATOVAQUONE
Auramine O is a fluorescent dye used in microbiology for staining mycobacteria. It binds to mycolic acids, enabling visualization under UV light. Benefits include high sensitivity and fast detection. Side effects stem from laboratory exposure, including skin or respiratory irritation, requiring proper handling standards. Only GMP materials will be supplied, logistics all according to GDP.
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Product Description
Mechanism of action
Atovaquone is a hydroxynaphthoquinone antiprotozoal agent that inhibits the mitochondrial electron transport chain at the cytochrome bc complex (complex III) in Plasmodium and Pneumocystis organisms. This inhibition collapses the mitochondrial membrane potential, impairs ATP synthesis and disrupts pyrimidine biosynthesis, ultimately leading to parasite death.
Benefits and advantages
Atovaquone is widely used in research on mitochondrial bioenergetics of protozoa, bc complex structural biology, drug-resistance mutations (e.g., in cytochrome b), and combination therapy strategies (e.g., with proguanil). Its high lipophilicity and poor aqueous solubility also make it a useful model compound for studying dissolution enhancement and lipid-based drug delivery.
Side effects and risks
Adverse events include gastrointestinal upset, rash, headache and, rarely, hepatic dysfunction. Its strong lipophilicity necessitates appropriate solvent handling and environmental controls to prevent accumulation in laboratory systems.
Only GMP materials will be supplied, logistics all according to GDP.
Datasheet
| Molecular Formula | C22H19ClO3 |
|---|---|
| Molecular Weight | 366.8 g/mol |
| CAS Number | 95233-18-4 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance. |
| Purity | Purity information is available upon request (COA). |
| Synonym | 3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxynaphthalene-1,2-dione; DTXSID20916694; 3-(4-(4-chlorophenyl)cyclohexyl)-4-hydroxynaphthalene-1,2-dione; RefChem:1066764; DTXCID20888847 |
| IUPAC/Chemical Name | 3-[4-(4-chlorophenyl)cyclohexyl]-4-hydroxynaphthalene-1,2-dione |
| InChl Key | BSJMWHQBCZFXBR-UHFFFAOYSA-N |
| InChl Code | 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/h1-4,9-13,15,24H,5-8H2 |
| References |
3D Conformer.
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