3-bromo-4-[3-(2-bromo-4-carbamimidoylphenoxy)propoxy]benzene-1-carboximidamide

• ChemBase ID: 126966
• Molecular Formular: C17H18Br2N4O2
• Molecular Mass: 470.15842
• Monoisotopic Mass: 467.97964984
• SMILES: Brc1cc(ccc1OCCCOc1ccc(C(=N)N)cc1Br)C(=N)N
• Canonical SMILES: Brc1cc(ccc1OCCCOc1ccc(cc1Br)C(=N)N)C(=N)N
• InChI: InChI=1S/C17H18Br2N4O2/c18-12-8-10(16(20)21)2-4-14(12)24-6-1-7-25-15-5-3-11(17(22)23)9-13(15)19/h2-5,8-9H,1,6-7H2,(H3,20,21)(H3,22,23)
• InChIKey: GMJFVGRUYJHMCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-4-[3-(2-bromo-4-carbamimidoylphenoxy)propoxy]benzene-1-carboximidamide
• IUPAC Traditional name: brolene
• Synonyms: Dibrompropamidine; 4,4'-[1,3-Propanediylbis(oxy)]bis[3-bromobenzenecarboximidamide Dihydrochloride; 2,2'-Dibromopropamidine; 4,4'-(Trimethylenedioxy)bis(3-bromobenzamidine) Dihydrochloride; Dibrompropamidine Dihydrochloride; Dibromopropamidine Dihydrochloride

Database IDs

• CAS Number: 496-00-4; 50357-61-4
• PubChem SID: 162221290
• PubChem CID: 11974
• ATC CODE: S01AX14; D08AC01
• CHEMBL: 30044
• Chemspider ID: 11479
• KEGG ID: D07204
• Wikipedia Title: Dibrompropamidine

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.9326708
• LogD (pH = 7.4): -1.9155384
• Log P: 2.898026
• Molar Refractivity: 126.5294 cm^3
• Polarizability: 39.894257 Å^3
• Polar Surface Area: 118.2 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off -White Solid
• Melting Point: 301-303°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D425800

Antibacterial. Clinical use in Acanthamoeba keratitis.

REFERENCES

• Wien, R., et al.: Lancet, 254, 711 (1948)
• Furr, J.R., et al.: Int. J. Pharm., 34, 115 (1948)
• Wiens, J.J., et al.: Can. J. Ophthalmol., 23, 107 (1948)