2,5-dioxopyrrolidin-1-yl 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetate

• ChemBase ID: 155225
• Molecular Formular: C10H8N2O6
• Molecular Mass: 252.18032
• Monoisotopic Mass: 252.03823599
• SMILES: C1CC(=O)N(C1=O)OC(=O)CN1C(=O)C=CC1=O
• Canonical SMILES: O=C(CN1C(=O)C=CC1=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C10H8N2O6/c13-6-1-2-7(14)11(6)5-10(17)18-12-8(15)3-4-9(12)16/h1-2H,3-5H2
• InChIKey: TYKASZBHFXBROF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-(2,5-dioxopyrrol-1-yl)acetate
• Synonyms: 1-[2-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]-1H-pyrrole-2,5-dione; N-(α-Maleimidoacetoxy)succimide; Maleimidoacetic Acid N-Hydroxysuccinimide Ester; Maleimidoacetic acid N-hydroxysuccinimide ester

Database IDs

• CAS Number: 55750-61-3
• MDL Number: MFCD00133523
• PubChem SID: 162249363; 24896882
• PubChem CID: 3299229

CALCULATED PROPERTIES

• Acid pKa: 17.705246
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -1.5646582
• LogD (pH = 7.4): -1.5646582
• Log P: -1.5646582
• Molar Refractivity: 54.8865 cm^3
• Polarizability: 21.121231 Å^3
• Polar Surface Area: 101.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 180-183°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95%
• Empirical Formula (Hill Notation): C10H8N2O6

DETAILS

Toronto Research Chemicals - M125000

A hetero-bifunctional cross-linking reagent for the preparation of protein-protein or protein-hapten conjugates.

REFERENCES

• Kitagawa, T., et al.: Chem. Pharm. Bull., 29, 1130 (1981)
• Sayre., L.M., et al.: J. Med. Chem., 27, 1325 (1984)