1-3-(3,4-dichlorophenyl)carbamimidamido-N-(propan-2-yl)methanimidamide

• ChemBase ID: 164600
• Molecular Formular: C11H15Cl2N5
• Molecular Mass: 288.1763
• Monoisotopic Mass: 287.07045087
• SMILES: c1(c(ccc(c1)NC(=N)NC(=N)NC(C)C)Cl)Cl
• Canonical SMILES: N=C(Nc1ccc(c(c1)Cl)Cl)NC(=N)NC(C)C
• InChI: 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)
• InChIKey: ISZNZKHCRKXXAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-3-(3,4-dichlorophenyl)carbamimidamido-N-(propan-2-yl)methanimidamide
• IUPAC Traditional name: chlorproguanil
• Synonyms: N-(3,4-Dichlorophenyl)-N'-(1-methylethyl)imidodicarbonimidic Diamide; 1-(3,4-Dichlorophenyl)-5-isopropylbiguanide; Chloroproguanil; N1-3,4-Dichlorophenyl-N5-isopropyldiguanide; M 5943; Chlorproguanil

Database IDs

• CAS Number: 537-21-3
• PubChem SID: 162258735
• PubChem CID: 9571037

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -1.4273465
• LogD (pH = 7.4): 0.3107117
• Log P: 2.9851449
• Molar Refractivity: 96.458 cm^3
• Polarizability: 28.209488 Å^3
• Polar Surface Area: 83.79 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C379705

An antimalarial agent used in combination with Dapsone (D193250).

REFERENCES

• Bardsley, B. et al.: J. Pharmac. Biomed. Anal., 54, 610 (2011)
• Peter, W. et al.: Ann. Trop. Med. Pasasitol., 99, 457 (2011)