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

• ChemBase ID: 164530
• Molecular Formular: C8H11Cl2N5
• Molecular Mass: 248.11244
• Monoisotopic Mass: 247.03915074
• SMILES: c1c(ccc(c1)NC(=N)NC(=N)N)Cl.Cl
• Canonical SMILES: N=C(Nc1ccc(cc1)Cl)NC(=N)N.Cl
• InChI: InChI=1S/C8H10ClN5.ClH/c9-5-1-3-6(4-2-5)13-8(12)14-7(10)11;/h1-4H,(H6,10,11,12,13,14);1H
• InChIKey: NAFSLMFLGYXGIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-carbamimidamido-N-[4-chloro(^2H₄)phenyl]methanimidamide hydrochloride
• IUPAC Traditional name: 1-carbamimidamido-N-[4-chloro(^2H₄)phenyl]methanimidamide hydrochloride
• Synonyms: N-(4-Chlorophenyl)imidodicarbonimidic-d4 Diamide Hydrochloride; 1-(p-Chlorophenyl)biguanide-d4 Monohydrochloride; I N-(4-Chlorophenyl)midodicarbonimidic-d4 Diamide Monohydrochloride; N-(4-Chlorophenyl)imidodicarbonimidic-d4 Diamide Monohydrochloride; N-p-Chlorophenylbiguanide-d4 Hydrochloride; 1-(4-Chlorophenyl)biguanide-d4 Hydrochloride

Database IDs

• PubChem SID: 162258665
• PubChem CID: 71314793

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -3.2703025
• LogD (pH = 7.4): -1.6713939
• Log P: 1.3301078
• Molar Refractivity: 77.7112 cm^3
• Polarizability: 20.773197 Å^3
• Polar Surface Area: 97.78 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C378542

Labelled 1-(4-Chlorophenyl)biguanide (C378540). 1-(4-Chlorophenyl)biguanide is a guanide derivative that can inhibit significantly dihydrofolate reductase (DHFR).

REFERENCES

• Baccanari, D., et al.: Biochemistry, 21, 5068 (1982)
• Ahrweiler, P., et al.: J. Bacteriol., 170, 3301 (1982)
• Zolli-Juran, M., et al.: Bioorg. Med. Chem. Lett., 13, 2493 (1982)