2-{[(2Z)-4-aminobut-2-en-1-yl]oxy}-4-(piperidin-1-ylmethyl)pyridine

• ChemBase ID: 176780
• Molecular Formular: C15H23N3O
• Molecular Mass: 261.36262
• Monoisotopic Mass: 261.18411237
• SMILES: NC/C=C\COc1nccc(c1)CN1CCCCC1
• Canonical SMILES: NC/C=C\COc1nccc(c1)CN1CCCCC1
• InChI: InChI=1S/C15H23N3O/c16-7-2-5-11-19-15-12-14(6-8-17-15)13-18-9-3-1-4-10-18/h2,5-6,8,12H,1,3-4,7,9-11,13,16H2/b5-2-
• InChIKey: LSWHRGCYVNXXLD-DJWKRKHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2Z)-4-aminobut-2-en-1-yl]oxy}-4-(piperidin-1-ylmethyl)pyridine
• IUPAC Traditional name: 2-{[(2Z)-4-aminobut-2-en-1-yl]oxy}-4-(piperidin-1-ylmethyl)pyridine
• Synonyms: 4-[4-(1-Piperidinylmethyl)-2-pyridyloxy]-cis-2-butenylamine Hydrocholride; Lafutidine Impurity C; (Z)-4-[[4-(1-Piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-amine Hydrocholride; (2Z)-4-[[4-(1-Piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-amine Hydrocholride

Database IDs

• PubChem SID: 164232690
• PubChem CID: 13672473

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -3.996168
• LogD (pH = 7.4): -1.4103159
• Log P: 1.7143544
• Molar Refractivity: 79.6309 cm^3
• Polarizability: 30.615963 Å^3
• Polar Surface Area: 51.38 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P482450

(2Z)-4-[[4-(1-Piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-amine is an impurity of Lafutidine (L68500). It is also a metabolite of Pibutidine.

REFERENCES

• Shangguan, Y.-Y. et al.: Zhong. Xian. Ying. Yao., 22, 304 (2005)
• Arai, M. et al.: Yak. Chir., 27, 619 (2005)