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Details

Stereochemistry ACHIRAL
Molecular Formula C11H15Cl2N5
Molecular Weight 288.176
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORPROGUANIL

SMILES

CC(C)NC(=N)NC(=N)NC1=CC=C(Cl)C(Cl)=C1

InChI

InChIKey=ISZNZKHCRKXXAU-UHFFFAOYSA-N
InChI=1S/C11H15Cl2N5/c1-6(2)16-10(14)18-11(15)17-7-3-4-8(12)9(13)5-7/h3-6H,1-2H3,(H5,14,15,16,17,18)

HIDE SMILES / InChI

Molecular Formula C11H15Cl2N5
Molecular Weight 288.176
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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 The anti-malarial combination chloroproguanil and dapsone has been withdrawn following demonstration of post-treatment haemolytic anaemia in glucose-6-phosphate dehydrogenase (G6PD) deficient patients in a phase III clinical trial.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

Substance Class Chemical
Record UNII
8O3249M729
Record Status Validated (UNII)
Record Version