2-(furan-2-ylmethanesulfinyl)-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamide; 2-(furan-2-ylmethanesulfonyl)-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamide

• ChemBase ID: 172170
• Molecular Formular: C44H58N6O9S2
• Molecular Mass: 879.09612
• Monoisotopic Mass: 878.37066947
• SMILES: S(=O)(CC(=O)NC/C=C\COc1nccc(c1)CN1CCCCC1)Cc1ccco1.S(=O)(=O)(CC(=O)NC/C=C\COc1nccc(c1)CN1CCCCC1)Cc1ccco1
• Canonical SMILES: O=C(CS(=O)(=O)Cc1ccco1)NC/C=C\COc1nccc(c1)CN1CCCCC1.O=C(CS(=O)Cc1ccco1)NC/C=C\COc1nccc(c1)CN1CCCCC1
• InChI: InChI=1S/C22H29N3O5S.C22H29N3O4S/c26-21(18-31(27,28)17-20-7-6-14-29-20)23-9-2-5-13-30-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25;26-21(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/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26);2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b2*5-2-
• InChIKey: LKUHRGFFOOSJJT-KAFSNHCPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(furan-2-ylmethanesulfinyl)-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamide; 2-(furan-2-ylmethanesulfonyl)-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamide
• IUPAC Traditional name: 2-(furan-2-ylmethanesulfonyl)-N-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]acetamide; lafutidine
• Synonyms: 2-[(2-Furanylmethyl)sulfonyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]acetamide; Lafutidine Impurity B; Lafutidine Sulfone

Database IDs

• PubChem SID: 164228080
• PubChem CID: 71749717

CALCULATED PROPERTIES

• Acid pKa: 8.733164
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.3822377
• LogD (pH = 7.4): 0.36028263
• Log P: 0.7519046
• Molar Refractivity: 119.3065 cm^3
• Polarizability: 46.477333 Å^3
• Polar Surface Area: 101.74 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - L168520

Lafutidine Sulfone is the sulfonyl impurity of histamine H2-receptor antagonist, Lafutidine (L168500).