(2E)-but-2-enedioic acid; 2-[1-(2H3)methylpiperidin-4-ylidene]-6-thiatricyclo[8.4.0.03,7]tetradeca-1(10),3(7),4,11,13-pentaen-8-one

• ChemBase ID: 172125
• Molecular Formular: C23H23NO5S
• Molecular Mass: 425.49742
• Monoisotopic Mass: 425.12969384
• SMILES: c12c(C(=C3CCN(CC3)C)c3c(C(=O)C1)scc3)cccc2.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: CN1CCC(=C2c3ccccc3CC(=O)c3c2ccs3)CC1.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C19H19NOS.C4H4O4/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)19-16(18)8-11-22-19;5-3(6)1-2-4(7)8/h2-5,8,11H,6-7,9-10,12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: YNQQEYBLVYAWNX-WLHGVMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; 2-[1-(^2H₃)methylpiperidin-4-ylidene]-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-8-one
• IUPAC Traditional name: 2-[1-(^2H₃)methylpiperidin-4-ylidene]-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-8-one; fumaric acid
• Synonyms: 4,9-Dihydro-4-[1-(methyl-d3)-4-piperidinylidene]-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one (2E)-2-Butenedioate; Ketotifen-d3 Hydrogen Fumarate; Totifen-d3; Zaditen-d3; Zaditor-d3; Zasten-d3; Ketotifen-d3 Fumarate

Database IDs

• PubChem SID: 164228035
• PubChem CID: 71749703

CALCULATED PROPERTIES

• Acid pKa: 12.299357
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6982583
• LogD (pH = 7.4): 3.1556277
• Log P: 3.3478694
• Molar Refractivity: 101.734 cm^3
• Polarizability: 35.112392 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K315102

Labelled Ketotifen. Ketotifen is used as an antiasthmatic. Ketotifen is an antiallergic agent.

REFERENCES

• Tsuji, F. et al.: Biol. Pharm. Bull., 33, 1050 (2010)
• Al O. et al.: J., Mol., Liq., 155, 103 (2010)
• Uccello-Barretta, G. et al.: Int. J. Pharm., 395, 122 (2010)