N-(2-ethylhexyl)-1-3-(6-{N-[3-(2-ethylhexyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide

• ChemBase ID: 159645
• Molecular Formular: C26H56N10
• Molecular Mass: 508.78984
• Monoisotopic Mass: 508.46894184
• SMILES: C(CNC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CCCC)CC)(CCCC)CC
• Canonical SMILES: CCCCC(CNC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CCCC)CC)CC
• InChI: InChI=1S/C26H56N10/c1-5-9-15-21(7-3)19-33-25(29)35-23(27)31-17-13-11-12-14-18-32-24(28)36-26(30)34-20-22(8-4)16-10-6-2/h21-22H,5-20H2,1-4H3,(H5,27,29,31,33,35)(H5,28,30,32,34,36)
• InChIKey: LFVVNPBBFUSSHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-ethylhexyl)-1-3-(6-{N-[3-(2-ethylhexyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide
• IUPAC Traditional name: alexidine
• Synonyms: N,N’’-Bis(2-ethylhexyl)-3,12-diimino-2,4,11,13-tetraazatetradecanediimidamide; 1,1'-Hexamethylene-bis[5-(2-ethylhexyl)biguanide]; Bisguadine; Bisguanidine; Compound 904; QR 711; Sterwin 904; Win 21904; Alexidine Dihydrochloride

Database IDs

• CAS Number: 1715-30-6
• PubChem SID: 162253780
• PubChem CID: 2090

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 10
• LogD (pH = 5.5): -4.1182895
• LogD (pH = 7.4): -3.5993836
• Log P: 5.5344987
• Molar Refractivity: 193.2846 cm^3
• Polarizability: 58.3392 Å^3
• Polar Surface Area: 167.58 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol (100mg/4ml)
• Apperance: White Powder with Light Yellow Cast
• Melting Point: 209-214°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A525000

Has antibacterial, antiplaque properties against Streptococcus mutans, Actinomyces ciscosus, and Actinomyces naesludii.

REFERENCES

• Coburn, R.A., et al.: J. Med. Chem., 21, 8, 829 (1978)
• Takayama, K., et al.: J. Biol. Chem., 269, 2241 (1978)
• Faure, P., et al.: Biochimie, 86, 411 (1978)