Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C11H13Cl2N5.C10H8O6S2 |
| Molecular Weight | 574.457 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)N=C(N)N=C(N)N1C2=CC(Cl)=C(Cl)C=C2.OS(=O)(=O)C3=CC=CC4=C(C=CC=C34)S(O)(=O)=O
InChI
InChIKey=VGWIQFDQAFSSKA-UHFFFAOYSA-N
InChI=1S/C11H13Cl2N5.C10H8O6S2/c1-11(2)17-9(14)16-10(15)18(11)6-3-4-7(12)8(13)5-6;11-17(12,13)9-5-1-3-7-8(9)4-2-6-10(7)18(14,15)16/h3-5H,1-2H3,(H4,14,15,16,17);1-6H,(H,11,12,13)(H,14,15,16)
Chlorproguanil is a biguanide. Chlorproguanil is active against P. falciparum and P. malariae. Chlorproguanil acts by inhibition of dihydrofolate reductase after cytochrome P450-catalysed cyclization. Chlorproguanil combined with dapsone was developing for the treatment of falciparum malaria. The anti-malarial combination chloroproguanil and dapsone has been withdrawn following demonstration of post-treatment haemolytic anaemia in glucose-6-phosphate dehydrogenase (G6PD) deficient patients in a phase III
clinical trial.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Mutations in dhfr in Plasmodium falciparum infections selected by chlorproguanil-dapsone treatment. | 2002-12-15 |
|
| Chlorproguanil-dapsone for treatment of drug-resistant falciparum malaria in Tanzania. | 2001-10-13 |
|
| Molecular evidence of greater selective pressure for drug resistance exerted by the long-acting antifolate Pyrimethamine/Sulfadoxine compared with the shorter-acting chlorproguanil/dapsone on Kenyan Plasmodium falciparum. | 2000-06 |
|
| Identification of highly potent and selective inhibitors of Toxoplasma gondii dihydrofolate reductase. | 1993-09 |
|
| Pneumocystis carinii dihydrofolate reductase used to screen potential antipneumocystis drugs. | 1991-07 |
|
| Pharmacokinetics of Aryldihydro-s-triazines with antifolate activity II: Blood levels and their relevance to antineoplastic activity in rats. | 1978-03 |
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DTXSID20230488
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192858
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Z7L8LI6NRM
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8067-46-7
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SUBSTANCE RECORD
