2-(furan-2-ylmethanesulfinyl)-N-(4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}butyl)acetamide

• ChemBase ID: 167584
• Molecular Formular: C22H31N3O4S
• Molecular Mass: 433.56424
• Monoisotopic Mass: 433.20352749
• SMILES: S(=O)(CC(=O)NCCCCOc1nccc(c1)CN1CCCCC1)Cc1ccco1
• Canonical SMILES: O=C(CS(=O)Cc1ccco1)NCCCCOc1nccc(c1)CN1CCCCC1
• InChI: InChI=1S/C22H31N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h6-8,10,14-15H,1-5,9,11-13,16-18H2,(H,23,26)
• InChIKey: OXNROJCVYGRYJB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(furan-2-ylmethanesulfinyl)-N-(4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}butyl)acetamide
• IUPAC Traditional name: 2-(furan-2-ylmethanesulfinyl)-N-(4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}butyl)acetamide
• Synonyms: 2-[(2-Furanylmethyl)sulfinyl]-N-[4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]butyl]acetamide; Dihydro Lafutidine

Database IDs

• CAS Number: 118288-14-5
• PubChem SID: 162261717
• PubChem CID: 10812697

CALCULATED PROPERTIES

• Acid pKa: 8.931227
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.4413488
• LogD (pH = 7.4): 0.3148208
• Log P: 0.7937141
• Molar Refractivity: 119.4351 cm^3
• Polarizability: 46.141056 Å^3
• Polar Surface Area: 84.67 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D448985

Dihydro Lafutidine is the hydrogenated impurity of histamine H2-receptor antagonist, Lafutidine (L168500).

REFERENCES

• Hirakawa, N. et al.: Chem. Bull. Pharmac., 46, 616 (1998)