methyl 6-cyano-7-methyl-1,5-dioxo-1,2,3,5-tetrahydroindolizine-2-carboxylate

• ChemBase ID: 165151
• Molecular Formular: C12H10N2O4
• Molecular Mass: 246.2188
• Monoisotopic Mass: 246.06405681
• SMILES: c1(c(c(=O)n2c(c1)C(=O)C(C2)C(=O)OC)C#N)C
• Canonical SMILES: COC(=O)C1Cn2c(C1=O)cc(c(c2=O)C#N)C
• InChI: InChI=1S/C12H10N2O4/c1-6-3-9-10(15)8(12(17)18-2)5-14(9)11(16)7(6)4-13/h3,8H,5H2,1-2H3
• InChIKey: AEGPSCYSNZOUCV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-cyano-7-methyl-1,5-dioxo-1,2,3,5-tetrahydroindolizine-2-carboxylate
• IUPAC Traditional name: methyl 6-cyano-7-methyl-1,5-dioxo-2,3-dihydroindolizine-2-carboxylate
• Synonyms: 6-Cyano-1,2,3,5-tetrahydro-7-methyl-1,5-dioxo-2-Indolizinecarboxylic Acid Methyl Ester

Database IDs

• CAS Number: 66917-18-8
• PubChem SID: 162259284
• PubChem CID: 15548171

CALCULATED PROPERTIES

• Acid pKa: 9.5759945
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.07188841
• LogD (pH = 7.4): 0.06906129
• Log P: 0.071924575
• Molar Refractivity: 62.3351 cm^3
• Polarizability: 22.906296 Å^3
• Polar Surface Area: 87.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide
• Apperance: Pink Solid

DETAILS

Toronto Research Chemicals - C987690

Intermediate in the preparation of Camptothecin derivatives, for their therapeutic use as antitumor agents.