(2Z)-but-2-enedioic acid; 2-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 176781
• Molecular Formular: C27H29N3O7
• Molecular Mass: 507.53506
• Monoisotopic Mass: 507.20055028
• SMILES: C(=C\C(=O)O)\C(=O)O.c1ccc2c(c1)C(=O)N(C2=O)C/C=C\COc1nccc(c1)CN1CCCCC1
• Canonical SMILES: O=C1N(C/C=C\COc2nccc(c2)CN2CCCCC2)C(=O)c2c1cccc2.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C23H25N3O3.C4H4O4/c27-22-19-8-2-3-9-20(19)23(28)26(22)14-6-7-15-29-21-16-18(10-11-24-21)17-25-12-4-1-5-13-25;5-3(6)1-2-4(7)8/h2-3,6-11,16H,1,4-5,12-15,17H2;1-2H,(H,5,6)(H,7,8)/b7-6-;2-1-
• InChIKey: CKMFWYSSYXTDBF-LISDAYIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 2-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-[(2Z)-4-{[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy}but-2-en-1-yl]isoindole-1,3-dione; maleic acid
• Synonyms: (Z)-2-(4-((4-(Piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl)isoindoline-1,3-dione maleate; 2-[(2Z)-4-[[4-(1-Piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]-1H-isoindole-1,3(2H)-dione (2Z)-2-Butenedioate; (Z)-2-[4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-1H-isoindole-1,3(2H)-dione (Z)-2-Butenedioate; (Z)-2-[4-[[4-(1-Piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-1H-isoindole-1,3(2H)-dione Maleate

Database IDs

• CAS Number: 146447-26-9
• PubChem SID: 164232691
• PubChem CID: 51066600

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.5476881
• LogD (pH = 7.4): 2.3199496
• Log P: 3.2569125
• Molar Refractivity: 113.9236 cm^3
• Polarizability: 42.47064 Å^3
• Polar Surface Area: 62.74 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - P482460

(Z)-2-[4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-1H-isoindole-1,3(2H)-dione maleate is an intermediate of Lafutidine (L168500).

REFERENCES

• Ichikawa, T., et al.: Eur. J. Pharmacol., 297, 87 (1996)