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PROGUANIL HYDROCHLORIDE

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PROGUANIL HYDROCHLORIDE Basic information

Product Name:
PROGUANIL HYDROCHLORIDE
Synonyms:
  • PROGUANIL HYDROCHLORIDE
  • (1E)-1-[amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine
  • 1-carbamimidoyl-1-(3,4-dichlorophenyl)-2-propan-2-yl-guanidine hydroch loride
  • N-(3,4-Dichlorophenyl)-N'-(1-Methylethyl)iMidodicarboniMidic DiaMide
  • N1-3,4-Dichlorophenyl-N5-isopropyldiguanide
  • Chloroproguanil
  • 1-(3,4-Dichlorophenyl)-5-isopropylbiguanide
  • Imidodicarbonimidic diamide, N-(3,4-dichlorophenyl)-N'-(1-methylethyl)-
CAS:
537-21-3
MF:
C11H15Cl2N5
MW:
288.18
EINECS:
208-660-3
Product Categories:
  • Amines
  • Aromatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
537-21-3.mol
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PROGUANIL HYDROCHLORIDE Chemical Properties

Melting point:
120-121 °C
Boiling point:
350.7±52.0 °C(Predicted)
Density 
1.40±0.1 g/cm3(Predicted)
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
10.77±0.10(Predicted)
color 
White to Off-White
BCS Class
1
Stability:
Hygroscopic
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PROGUANIL HYDROCHLORIDE Usage And Synthesis

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.

PROGUANIL HYDROCHLORIDESupplier

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