N-(3,4-Dichlorophenyl)-N'-(1-methylethyl)imidodicarbonimidic Diamide Hydrochloride;1-(3,4-Dichlorophenyl)-5-isopropylbiguanide; Chloroproguanil Hydrochloride; N1-3,4-Dichlorophenyl-N5-isopropyldiguanide Hydrochloride; M 5943
Basic information
- CAS
537-21-3- Standard SMILES
CC(C)N=C(N)N=C(N)Nc1ccc(Cl)c(Cl)c1- InChIKey
ISZNZKHCRKXXAU-UHFFFAOYSA-N- Molecular formula
- C11H15Cl2N5
- Average molar mass
- 288.17 g/mol
- Monoisotopic mass
- 287.0704509
Overview
Chlorproguanil has been used in trials studying the treatment of MALARIA. It is a dichloro-derivative of chloroguanide.
Names & identifiers
- Preferred name
- N-(3,4-Dichlorophenyl)-N'-(1-methylethyl)imidodicarbonimidic Diamide Hydrochloride;1-(3,4-Dichlorophenyl)-5-isopropylbiguanide; Chloroproguanil Hydrochloride; N1-3,4-Dichlorophenyl-N5-isopropyldiguanide Hydrochloride; M 5943
- IUPAC
- 1-[amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine
- English name
- Proguanil hydrochloride
- Molecular formula
- C11H15Cl2N5
- Molecular weight
- 288.18
Names & synonyms
MFCD00866200N-(3,4-Dichlorophenyl)-N'-(1-methylethyl)imidodicarbonimidic Diamide Hydrochloride;1-(3,4-Dichlorophenyl)-5-isopropylbiguanide; Chloroproguanil Hydrochloride; N1-3,4-Dichlorophenyl-N5-isopropyldiguanide Hydrochloride; M 5943;Proguanil EP Impurity FSCHEMBL44783SCHEMBL44784orb3211019SCHEMBL19745866SCHEMBL29662220AC9294SY251559NS00032828Q5103229
Show more names
M-5943chlorproguanilChloroproguanilProguanil hydrochloride1-(3,4-Dichlorophenyl)-5-isopropylbiguanideN1-3,4-Dichlorophenyl-N5-isopropyldiguanideN-(3,4-Dichlorophenyl)-N'-isopropyldicarbonimido/ic diamide/imidoN-(3,4-Dichlorophenyl)-N'-(1-Methylethyl)iMidodicarboniMidic DiaMide(1E)-1-[amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidineImidodicarbonimidic diamide, N-(3,4-dichlorophenyl)-N'-(1-methylethyl)-
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 88.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 329
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 120 · 120-121 °C
- Boiling point
- 350.7 · 350.7±52.0 °C(Predicted)
- Density
- 1.4 · 1.40±0.1 g/cm3(Predicted)
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 10.77 · 10.77±0.10(Predicted)
- color
- White to Off-White
- BCS Class
- 1 · 1
- Stability
- Hygroscopic
- FDA UNII
- 8 O3249M729 · 8O3249M729
- Protein binding
- 75 % · 75%
- Excreted unchanged in urine
- 60 % · 60%
- Biological half-life
- 20 · 20 / -
Chemistry & industry
Pharmacology
Metabolism/Metabolites1-[Amino-(3,4-dichloroanilino)methylidene]-2-propan-2-ylguanidine has known human metabolites that include 1-[amino-(3,4-dichloroanilino)methylidene]-2-(2-hydroxypropan-2-yl)guanidine.
Applications
UsesPROGUANIL HYDROCHLORIDE is an antimalarial agent used in combination with Dapsone (D193250).
Additional notes
DefinitionChEBI: Chlorproguanil is a dichlorobenzene.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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