2-methyl-1-[2-(propan-2-yl)(2H4)pyrazolo[1,5-a]pyridin-3-yl]propan-1-one

• ChemBase ID: 171489
• Molecular Formular: C14H18N2O
• Molecular Mass: 230.30552
• Monoisotopic Mass: 230.14191321
• SMILES: c1ccc2n(c1)nc(c2C(=O)C(C)C)C(C)C
• Canonical SMILES: CC(C(=O)c1c(nn2c1cccc2)C(C)C)C
• InChI: InChI=1S/C14H18N2O/c1-9(2)13-12(14(17)10(3)4)11-7-5-6-8-16(11)15-13/h5-10H,1-4H3
• InChIKey: ZJVFLBOZORBYFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-1-[2-(propan-2-yl)(^2H₄)pyrazolo[1,5-a]pyridin-3-yl]propan-1-one
• IUPAC Traditional name: 1-[2-isopropyl(^2H₄)pyrazolo[1,5-a]pyridin-3-yl]-2-methylpropan-1-one
• Synonyms: 2-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-1-propanone-d3; 1-(2-Isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one-d3; 2-Isopropyl-3-isobutyrylpyrazolo[1,5-a]pyridine-d3; 3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine-d3; AV 411-d3; KC 404-d3; Ketas-d3; Ibudilast-d3 (Major)

Database IDs

• CAS Number: 102064-45-9
• PubChem SID: 164227399
• PubChem CID: 13391702

CALCULATED PROPERTIES

• Acid pKa: 16.124111
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.6791465
• LogD (pH = 7.4): 3.6792438
• Log P: 3.679245
• Molar Refractivity: 79.375 cm^3
• Polarizability: 26.853292 Å^3
• Polar Surface Area: 34.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 54-56°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - I125002

Labelled Ibudilast (I125002). A leukotriene D4 antagonist. Used as an antiallergic, antiasthmatic, and vasodilator (cerebral).

REFERENCES

• Nishino, K., et al.: Japan J. Pharmacol., 33, 267 (1983)
• Ohashi, M., et al.: Arch. Int. Pharmacodyn., 280, 216 (1983)
• Armstead, W.M., et al.: J. Pharmacol., Exp. Ther., 244, 138 (1983)