1-[4-({[(2-carbamimidamido-1,3-thiazol-4-yl)methyl]disulfanyl}methyl)-1,3-thiazol-2-yl]guanidine

• ChemBase ID: 162304
• Molecular Formular: C10H14N8S4
• Molecular Mass: 374.53176
• Monoisotopic Mass: 374.02242649
• SMILES: s1cc(nc1NC(=N)N)CSSCc1csc(n1)NC(=N)N
• Canonical SMILES: NC(=N)Nc1scc(n1)CSSCc1csc(n1)NC(=N)N
• InChI: InChI=1S/C10H14N8S4/c11-7(12)17-9-15-5(1-19-9)3-21-22-4-6-2-20-10(16-6)18-8(13)14/h1-2H,3-4H2,(H4,11,12,15,17)(H4,13,14,16,18)
• InChIKey: ZWHJVLVEEDAPHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-({[(2-carbamimidamido-1,3-thiazol-4-yl)methyl]disulfanyl}methyl)-1,3-thiazol-2-yl]guanidine
• IUPAC Traditional name: 1-[4-({[(2-carbamimidamido-1,3-thiazol-4-yl)methyl]disulfanyl}methyl)-1,3-thiazol-2-yl]guanidine
• Synonyms: N,N'''-[Dithiobis(methylene-4,2-thiazolediyl)]bisguanidine; Bis[(2-guanidino-4-thiazolyl)methyl]disulfide(Famotidine Impurity)

Database IDs

• CAS Number: 129083-44-9
• PubChem SID: 162256439
• PubChem CID: 71314076

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.775782
• LogD (pH = 7.4): 0.21238585
• Log P: 1.4412719
• Molar Refractivity: 116.7922 cm^3
• Polarizability: 35.15489 Å^3
• Polar Surface Area: 149.58 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B439800

A potential impurity in Famotidine (F102250) raw materials and formulations.

REFERENCES

• Zhong, L., et al.: Pharm. Biomed. Anal., 16, 1051 (1998)
• Singh, S., et al.: J. Pharm. Sci., 9,253 (1998)