2,5-dioxopyrrolidin-1-yl 2-[bis({2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl})amino]acetate

• ChemBase ID: 155891
• Molecular Formular: C18H18N4O12
• Molecular Mass: 482.35512
• Monoisotopic Mass: 482.09212204
• SMILES: C1CC(=O)N(C1=O)OC(=O)CN(CC(=O)ON1C(=O)CCC1=O)CC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CN(CC(=O)ON1C(=O)CCC1=O)CC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C18H18N4O12/c23-10-1-2-11(24)20(10)32-16(29)7-19(8-17(30)33-21-12(25)3-4-13(21)26)9-18(31)34-22-14(27)5-6-15(22)28/h1-9H2
• InChIKey: CYIJYHIEQLQITN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-[bis({2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl})amino]acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-[bis({2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl})amino]acetate
• Synonyms: Tri(N-succinimidyl) nitrilotriacetate; Nitrilotriacetic acid tri(N-succinimidyl) ester

Database IDs

• CAS Number: 401514-72-5
• MDL Number: MFCD02258953
• PubChem SID: 162250029; 24867728
• PubChem CID: 4150925

CALCULATED PROPERTIES

• Acid pKa: 17.228277
• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): -3.267127
• LogD (pH = 7.4): -3.2671244
• Log P: -3.2671244
• Molar Refractivity: 99.9033 cm^3
• Polarizability: 40.094456 Å^3
• Polar Surface Area: 194.28 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~169 °C (dec.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: ≥97.0% (N)
• Grade: purum
• Empirical Formula (Hill Notation): C18H18N4O12

DETAILS

Sigma Aldrich - 44211

Application
Crosslinking agent for compounds carrying an amino group