3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl](1-13C,2H4)propanamide

• ChemBase ID: 168865
• Molecular Formular: C8H13N5OS2
• Molecular Mass: 260.34437484
• Monoisotopic Mass: 260.0595069
• SMILES: s1cc(nc1N=C(N)N)CSCC[13C](=O)N
• Canonical SMILES: N[13C](=O)CCSCc1csc(n1)N=C(N)N
• InChI: InChI=1S/C8H13N5OS2/c9-6(14)1-2-15-3-5-4-16-8(12-5)13-7(10)11/h4H,1-3H2,(H2,9,14)(H4,10,11,12,13)/i6+1
• InChIKey: BLXXXPVCYVHTQA-PTQBSOBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl](1-^1^3C,^2H₄)propanamide
• IUPAC Traditional name: 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl](1-^1^3C,^2H₄)propanamide
• Synonyms: 3-[[[2-[(Aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]propanamide-13C,d4; Famotidine-13C,d4 Amide Impurity

Database IDs

• PubChem SID: 162262997
• PubChem CID: 71316710

CALCULATED PROPERTIES

• Acid pKa: 15.051494
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.0614405
• LogD (pH = 7.4): -1.4872948
• Log P: -0.5288122
• Molar Refractivity: 66.5412 cm^3
• Polarizability: 24.683193 Å^3
• Polar Surface Area: 120.38 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F102272

Labelled Famotidine impurity.

REFERENCES

• Junnarkar, G., et al.: Pharm. Res., 12, 599 (1995)
• Singh, S., et al.: J. Pharm. Sci., 91, 253 (1995)