1-{4-[({2-[5-(2-{[(2-carbamimidamido-1,3-thiazol-4-yl)methyl]sulfanyl}ethyl)-1,1-dioxo-4H-1λ6,2,4,6-thiatriazin-3-yl]ethyl}sulfanyl)methyl]-1,3-thiazol-2-yl}guanidine

• ChemBase ID: 168864
• Molecular Formular: C16H23N11O2S5
• Molecular Mass: 561.75132
• Monoisotopic Mass: 561.06397403
• SMILES: s1cc(nc1NC(=N)N)CSCCC1=NS(=O)(=O)N=C(N1)CCSCc1csc(n1)NC(=N)N
• Canonical SMILES: NC(=N)Nc1scc(n1)CSCCC1=NS(=O)(=O)N=C(N1)CCSCc1csc(n1)NC(=N)N
• InChI: InChI=1S/C16H23N11O2S5/c17-13(18)24-15-21-9(7-32-15)5-30-3-1-11-23-12(27-34(28,29)26-11)2-4-31-6-10-8-33-16(22-10)25-14(19)20/h7-8H,1-6H2,(H,23,26,27)(H4,17,18,21,24)(H4,19,20,22,25)
• InChIKey: NRRXZFHNRLQONH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{4-[({2-[5-(2-{[(2-carbamimidamido-1,3-thiazol-4-yl)methyl]sulfanyl}ethyl)-1,1-dioxo-4H-1λ^6,2,4,6-thiatriazin-3-yl]ethyl}sulfanyl)methyl]-1,3-thiazol-2-yl}guanidine
• IUPAC Traditional name: 1-{4-[({2-[5-(2-{[(2-carbamimidamido-1,3-thiazol-4-yl)methyl]sulfanyl}ethyl)-1,1-dioxo-4H-1λ^6,2,4,6-thiatriazin-3-yl]ethyl}sulfanyl)methyl]-1,3-thiazol-2-yl}guanidine
• Synonyms: 3,5-Bis[2-[[[2-[(Diaminomethylene)amino]thiazol-4-yl]methyl]thio]-ethyl]-4H-1,2,4,6-thiatriazine-1,1-dioxide; N,N'''-[(1,1-Dioxido-2H-1,2,4,6-thiatriazine-3,5-diyl)bis(2,1-ethanediylthiomethylene-4,2-thiazolediyl)]bisguanidine; Famotidine Related Compound B

Database IDs

• CAS Number: 89268-62-2
• PubChem SID: 162262996
• PubChem CID: 13359055

CALCULATED PROPERTIES

• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): -4.316127
• LogD (pH = 7.4): -1.3716917
• Log P: -0.023393871
• Molar Refractivity: 159.057 cm^3
• Polarizability: 52.322014 Å^3
• Polar Surface Area: 220.47 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: >150°C (dec.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - F102260

Famotidine impurity.

REFERENCES

• Zhong, L., et al.: J. Pharm. Biomed. Anal., 6, 1051 (1998)
• Amin, A., et al.: Anal. Lett., 35, 1851 (1998)
• Singh, S., et al.: J. Pharm. Sci., 91, 253 (1998)