1-3-[4-chloro(2H4)phenyl]carbamimidamido-N-(propan-2-yl)methanimidamide hydrochloride

• ChemBase ID: 164064
• Molecular Formular: C11H17Cl2N5
• Molecular Mass: 290.19218
• Monoisotopic Mass: 289.08610093
• SMILES: c1c(ccc(c1)NC(=N)NC(=N)NC(C)C)Cl.Cl
• Canonical SMILES: CC(NC(=N)NC(=N)Nc1ccc(cc1)Cl)C.Cl
• InChI: InChI=1S/C11H16ClN5.ClH/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9;/h3-7H,1-2H3,(H5,13,14,15,16,17);1H
• InChIKey: SARMGXPVOFNNNG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-3-[4-chloro(^2H₄)phenyl]carbamimidamido-N-(propan-2-yl)methanimidamide hydrochloride
• IUPAC Traditional name: 1-3-[4-chloro(^2H₄)phenyl]carbamimidamido-N-isopropylmethanimidamide hydrochloride
• Synonyms: N-(4-Chlorophenyl-d4)-N'-(1-methylethyl)-imidodicarbonimidic Diamide Hydrochloride; 1-(p-Chlorophenyl-d4)-5-isopropylbiguanide Hydrochloride; Bigumal-d4; Chlorguanid-d4; Chloroguanide-d4; Paludrin-d4; Proguanil-d4; Chlorguanide-d4 Hydrochloride

Database IDs

• PubChem SID: 162258199
• PubChem CID: 46780968

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -2.2630687
• LogD (pH = 7.4): -0.7753296
• Log P: 2.3811002
• Molar Refractivity: 91.6532 cm^3
• Polarizability: 26.272753 Å^3
• Polar Surface Area: 83.79 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 246-248°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C329502

Antimalarial.

REFERENCES

• Schmidt., et al.: J. Pharmacol. Exp. Ther., 90, 233 (1947)
• Cortese, J., et al.: J. Infect. Dis., 186, 999 (1947)
• Lim, P., et al.: Antimicrob. Agents Chemother., 47, 87 (1947)
• Sidhu, A., et al.: Mol. Microbiol., 57, 913 (1947)