(6E,9E)-1,15-bis({5-[(dimethylamino)methyl]furan-2-yl})-6-N,10-N-dimethyl-7,9-dinitro-2,14-dithia-5,11-diazapentadeca-6,9-diene-6,10-diamine

• ChemBase ID: 173652
• Molecular Formular: C27H44N8O6S2
• Molecular Mass: 640.81826
• Monoisotopic Mass: 640.28252317
• SMILES: c1(ccc(o1)CSCCN/C(=C(\C/C(=C(\NCCSCc1ccc(o1)CN(C)C)/NC)/[N+](=O)[O-])/[N+](=O)[O-])/NC)CN(C)C
• Canonical SMILES: CN/C(=C(\[N+](=O)[O-])/C/C(=C(\NCCSCc1ccc(o1)CN(C)C)/NC)/[N+](=O)[O-])/NCCSCc1ccc(o1)CN(C)C
• InChI: InChI=1S/C27H44N8O6S2/c1-28-26(30-11-13-42-18-22-9-7-20(40-22)16-32(3)4)24(34(36)37)15-25(35(38)39)27(29-2)31-12-14-43-19-23-10-8-21(41-23)17-33(5)6/h7-10,28-31H,11-19H2,1-6H3/b26-24+,27-25+
• InChIKey: DHFGZFWSNTVORH-OWUYFMIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6E,9E)-1,15-bis({5-[(dimethylamino)methyl]furan-2-yl})-6-N,10-N-dimethyl-7,9-dinitro-2,14-dithia-5,11-diazapentadeca-6,9-diene-6,10-diamine
• IUPAC Traditional name: (6E,9E)-1,15-bis({5-[(dimethylamino)methyl]furan-2-yl})-6-N,10-N-dimethyl-7,9-dinitro-2,14-dithia-5,11-diazapentadeca-6,9-diene-6,10-diamine
• Synonyms: N1,N5-Bis[2-[[[5-[(dimethylamino)methyl]-2-furanyl]methyl]thio]ethyl]-N1',N5'-dimethyl-2,4-dinitro-1,4-pentadiene-1,1,5,5-tetramine; Ranitidine Impurity I; 2,2'-Methylene Bis[Ranitidine]

Database IDs

• CAS Number: 207592-21-0
• PubChem SID: 164229562
• PubChem CID: 71750316

CALCULATED PROPERTIES

• Acid pKa: 6.5274796
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -3.7998884
• LogD (pH = 7.4): -1.1210859
• Log P: -0.8341431
• Molar Refractivity: 195.3434 cm^3
• Polarizability: 65.76276 Å^3
• Polar Surface Area: 172.52 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M304005

An impurity of histamine H2-receptor antagonist Ranitidine (R120000).

REFERENCES

• Jones, M.D. et al.: J. Sep. Sci., 29, 2409 (2006)
• Kelly, M.A. et al.: J. Chrom. A, 798, 297 (2006)