2,5-dioxopyrrolidin-1-yl 2,3-diphenylquinoxaline-6-carboxylate

• ChemBase ID: 171320
• Molecular Formular: C25H17N3O4
• Molecular Mass: 423.42018
• Monoisotopic Mass: 423.12190604
• SMILES: c1(c(nc2c(n1)cc(cc2)C(=O)ON1C(=O)CCC1=O)c1ccccc1)c1ccccc1
• Canonical SMILES: O=C1CCC(=O)N1OC(=O)c1ccc2c(c1)nc(c(n2)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C25H17N3O4/c29-21-13-14-22(30)28(21)32-25(31)18-11-12-19-20(15-18)27-24(17-9-5-2-6-10-17)23(26-19)16-7-3-1-4-8-16/h1-12,15H,13-14H2
• InChIKey: RLMHCXLFADTAHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2,3-diphenylquinoxaline-6-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2,3-diphenylquinoxaline-6-carboxylate
• Synonyms: 2,3-Diphenyl-6-quinoxalinecarboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 1-[[(2,3-Diphenyl-6-quinoxalinyl)carbonyl]oxy]-2,5-pyrrolidinedione; N-Hydroxysuccinimidyl-2,3-diphenylquinoxaline-6-carboxylate

Database IDs

• CAS Number: 887406-55-5
• PubChem SID: 164227230
• PubChem CID: 4387099

CALCULATED PROPERTIES

• Acid pKa: 17.697279
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.5923934
• LogD (pH = 7.4): 4.592398
• Log P: 4.592398
• Molar Refractivity: 114.7888 cm^3
• Polarizability: 48.50076 Å^3
• Polar Surface Area: 89.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane,Tetrahydrofuran
• Apperance: Brown Solid
• Melting Point: 238°C dec.

DETAILS

Toronto Research Chemicals - H953600

Potential antineoplastic agent.

REFERENCES

• Popp, F.D., J. Heterocyclic Chemistry, 11, 79-82, 1974.