N-[4-chloro(2H4)phenyl]-1-3-[6-(N-{3-[4-chloro(2H4)phenyl]carbamimidamidomethanimidoyl}amino)hexyl]carbamimidamidomethanimidamide

• ChemBase ID: 164067
• Molecular Formular: C22H30Cl2N10
• Molecular Mass: 505.4466
• Monoisotopic Mass: 504.20319637
• SMILES: c1(NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)Nc2ccc(cc2)Cl)ccc(cc1)Cl
• Canonical SMILES: N=C(NC(=N)Nc1ccc(cc1)Cl)NCCCCCCNC(=N)NC(=N)Nc1ccc(cc1)Cl
• InChI: InChI=1S/C22H30Cl2N10/c23-15-5-9-17(10-6-15)31-21(27)33-19(25)29-13-3-1-2-4-14-30-20(26)34-22(28)32-18-11-7-16(24)8-12-18/h5-12H,1-4,13-14H2,(H5,25,27,29,31,33)(H5,26,28,30,32,34)
• InChIKey: GHXZTYHSJHQHIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-chloro(^2H₄)phenyl]-1-3-[6-(N-{3-[4-chloro(^2H₄)phenyl]carbamimidamidomethanimidoyl}amino)hexyl]carbamimidamidomethanimidamide
• IUPAC Traditional name: N-[4-chloro(^2H₄)phenyl]-1-3-[6-(N-{3-[4-chloro(^2H₄)phenyl]carbamimidamidomethanimidoyl}amino)hexyl]carbamimidamidomethanimidamide
• Synonyms: N,N’’-Bis(4-chlorophenyl-d8)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamide Dihydrochloride; Lisium; Chlorhexidine-d8 Dihydrochloride

Database IDs

• PubChem SID: 162258202
• PubChem CID: 45038610

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 10
• LogD (pH = 5.5): -4.561288
• LogD (pH = 7.4): -1.3018613
• Log P: 4.5103693
• Molar Refractivity: 181.7146 cm^3
• Polarizability: 51.82586 Å^3
• Polar Surface Area: 167.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water (sparingly)
• Apperance: White Solid
• Melting Point: 257-259°C

Safety Information

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

DETAILS

Toronto Research Chemicals - C335052

It is a bisbiguanide with bacteriostatic activity. Antiseptic; disinfectant.

REFERENCES

• Davies, G.E., et al.: Br. J. Pharmacol., 9, 192 (1954)
• Foulkes, D.M., et al.: J. Periodontal Res., 8, 55 (1954)