2,5-dioxopyrrolidin-1-yl hexanoate

• ChemBase ID: 169877
• Molecular Formular: C10H15NO4
• Molecular Mass: 213.2304
• Monoisotopic Mass: 213.10010797
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCC
• Canonical SMILES: CCCCCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C10H15NO4/c1-2-3-4-5-10(14)15-11-8(12)6-7-9(11)13/h2-7H2,1H3
• InChIKey: HNYAWMSQSBERBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl hexanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl hexanoate
• Synonyms: 1-[(1-Oxohexyl)oxy]-2,5-pyrrolidinedione; Hexanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; N-(Hexanoyloxy)succinimide

Database IDs

• CAS Number: 22102-92-7
• PubChem SID: 162264009
• PubChem CID: 152438

CALCULATED PROPERTIES

• Acid pKa: 17.709124
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.1804816
• LogD (pH = 7.4): 1.1804816
• Log P: 1.1804816
• Molar Refractivity: 51.6274 cm^3
• Polarizability: 20.565758 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 52-54°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H281215

Reagent used to prepare biosynthetic polymer surfactants designed for shear-stable endothelialization.

REFERENCES

• Schaefer, A., et al.: J. Bacteriol., 178, 2897 (1996)
• Ruegsegger, M., et al.: J. Biomed. Mat. Res., 56, 159 (1996)
• Abdu-Allah, H., et al.: J. Med. Chem., 51, 6665 (1996)
• Georgiades, S., et al.: Bioorg. Med. Chem. Lett., 18, 3117 (1996)