4-{[6-(4-carbamimidoylphenoxy)(2H12)hexyl]oxy}benzene-1-carboximidamide

• ChemBase ID: 169953
• Molecular Formular: C20H26N4O2
• Molecular Mass: 354.44604
• Monoisotopic Mass: 354.20557609
• SMILES: c1c(ccc(c1)OCCCCCCOc1ccc(cc1)C(=N)N)C(=N)N
• Canonical SMILES: NC(=N)c1ccc(cc1)OCCCCCCOc1ccc(cc1)C(=N)N
• InChI: InChI=1S/C20H26N4O2/c21-19(22)15-5-9-17(10-6-15)25-13-3-1-2-4-14-26-18-11-7-16(8-12-18)20(23)24/h5-12H,1-4,13-14H2,(H3,21,22)(H3,23,24)
• InChIKey: OQLKNTOKMBVBKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[6-(4-carbamimidoylphenoxy)(^2H₁₂)hexyl]oxy}benzene-1-carboximidamide
• IUPAC Traditional name: 4-{[6-(4-carbamimidoylphenoxy)(^2H₁₂)hexyl]oxy}benzenecarboximidamide
• Synonyms: 4,4'-[1,6-(Hexane-d12)diylbis(oxy)]bisbenzenecarboximidamide Hydrochloride; 1,6-Bis(4-amidinophenoxy)hexane-d12 Hydrochloride; 4,4-Diamidino-1,6-diphenoxyhexane-d12 Hydrochloride; 4,4'-(Hexamethylenedioxy)dibenzamidine-d12 Hydrochloride; Desmodine-d12 Hydrochloride; Hexamidine-d12 Dihydrochloride

Database IDs

• PubChem SID: 162264085
• PubChem CID: 71317234

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.0637906
• LogD (pH = 7.4): -2.0555024
• Log P: 2.767021
• Molar Refractivity: 125.1304 cm^3
• Polarizability: 39.708725 Å^3
• Polar Surface Area: 118.2 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 250-253°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H294207

A labelled amidine compound use in the treatment of amyloid-related diseases; also use as preservative in cosmetics. Antiseptic.

REFERENCES

• Taylor, P., et al.: J. Pharmaceut. Sci., 72, 1477 (1983)
• Granel, F., et al.: Clin. Infect. Diseases, 23, 839 (1983)
• Bailly, C., et al.: Biochem. J., 323, 23 (1983)
• Enyedy, I., et al.: J. Med. Chem., 44, 1349 (1983)