dimethyl({4-[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethanesulfinyl)methyl]-1,3-thiazol-2-yl}methyl)amine

• ChemBase ID: 175539
• Molecular Formular: C12H21N5O3S2
• Molecular Mass: 347.45684
• Monoisotopic Mass: 347.10858156
• SMILES: C(S(=O)CCN/C(=C/[N+](=O)[O-])/NC)c1csc(n1)CN(C)C
• Canonical SMILES: CN/C(=C\[N+](=O)[O-])/NCCS(=O)Cc1csc(n1)CN(C)C
• InChI: InChI=1S/C12H21N5O3S2/c1-13-11(6-17(18)19)14-4-5-22(20)9-10-8-21-12(15-10)7-16(2)3/h6,8,13-14H,4-5,7,9H2,1-3H3/b11-6+
• InChIKey: TZKMWRJRDCJAFI-IZZDOVSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl({4-[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethanesulfinyl)methyl]-1,3-thiazol-2-yl}methyl)amine
• IUPAC Traditional name: dimethyl({4-[(2-{[(E)-1-(methylamino)-2-nitroethenyl]amino}ethanesulfinyl)methyl]-1,3-thiazol-2-yl}methyl)amine
• Synonyms: N-[2-[[[2-[(Dimethylamino)methyl]-4-thiazolyl]methyl]sulfinyl]ethyl]-N'-methyl-2-nitro-1,1-ethenediamine; Nizatidine EP Impurity C; Nizatidine Sulfoxide

Database IDs

• CAS Number: 102273-13-2
• PubChem SID: 164231449
• PubChem CID: 71751150

CALCULATED PROPERTIES

• Acid pKa: 16.083736
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.4151219
• LogD (pH = 7.4): -0.71167195
• Log P: -0.6886556
• Molar Refractivity: 98.3243 cm^3
• Polarizability: 33.86621 Å^3
• Polar Surface Area: 103.08 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N598510

Nizatidine Sulfoxide is a metabolite of the H2-blocker, Nizatidine (N598500).

REFERENCES

• Knadler, M.P. et al.: Drug Metab. Dispos., 14, 175 (1986)
• Sano, H. et al.: Xebobiotica, 21, 1257 (1986)
• Sano, H. et al.: Arzneim.-Forsch., 41, 961 (1986)