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537-21-3

537-21-3 Structure

537-21-3 Structure
IdentificationBack Directory
[Name]

PROGUANIL HYDROCHLORIDE
[CAS]

537-21-3
[Synonyms]

M-5943
chlorproguanil
Chloroproguanil
PROGUANIL HYDROCHLORIDE
N1-3,4-Dichlorophenyl-N5-isopropyldiguanide
1-(3,4-Dichlorophenyl)-5-isopropylbiguanide
N-(3,4-Dichlorophenyl)-N'-isopropyldicarbonimido/ic diamide/imido
N-(3,4-Dichlorophenyl)-N'-(1-Methylethyl)iMidodicarboniMidic DiaMide
(1E)-1-[amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine
Imidodicarbonimidic diamide, N-(3,4-dichlorophenyl)-N'-(1-methylethyl)-
1-carbamimidoyl-1-(3,4-dichlorophenyl)-2-propan-2-yl-guanidine hydroch loride
[EINECS(EC#)]

208-660-3
[Molecular Formula]

C11H15Cl2N5
[MDL Number]

MFCD01732193
[MOL File]

537-21-3.mol
[Molecular Weight]

288.18
Chemical PropertiesBack Directory
[Melting point ]

120-121 °C
[Boiling point ]

350.7±52.0 °C(Predicted)
[density ]

1.40±0.1 g/cm3(Predicted)
[pka]

10.77±0.10(Predicted)
[BCS Class]

1
Hazard InformationBack Directory
[Uses]

PROGUANIL HYDROCHLORIDE is an antimalarial agent used in combination with Dapsone (D193250).
[Definition]

ChEBI: Chlorproguanil is a dichlorobenzene.
[Clinical Use]

Malaria chemoprophylaxis
[Drug interactions]

Potentially hazardous interactions with other drugs
Anticoagulants: effect of warfarin possibly enhanced.
Antimalarials: avoid concomitant use with artemether/lumefantrine; increased antifolate effect with pyrimethamine.
[Metabolism]

Proguanil is metabolised in the liver to the active metabolite, cycloguanil, and to p-chlorophenylbiguanide which is inactive, mainly by cytochrome P450, CYP 2C19 and slightly by CYP 3A4. Unlike proguanil and p-chlorophenylbiguanide, cycloguanil is not concentrated in erythrocytes so concentrations of cycloguanil in plasma and whole blood are similar. About 40-60% of a dose of proguanil is excreted in the urine, 60% of this as the unchanged drug, 30% as cycloguanil, and 8% as p-chlorophenylbiguanide. About 10% of a dose is excreted in the faeces.
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