2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetohydrazide; trifluoroacetic acid

• ChemBase ID: 172482
• Molecular Formular: C8H8F3N3O5
• Molecular Mass: 283.1614296
• Monoisotopic Mass: 283.04160503
• SMILES: C(C(=O)NN)N1C(=O)C=CC1=O.C(F)(F)(F)C(=O)O
• Canonical SMILES: OC(=O)C(F)(F)F.NNC(=O)CN1C(=O)C=CC1=O
• InChI: InChI=1S/C6H7N3O3.C2HF3O2/c7-8-4(10)3-9-5(11)1-2-6(9)12;3-2(4,5)1(6)7/h1-2H,3,7H2,(H,8,10);(H,6,7)
• InChIKey: VKLHIUBGLCUQBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetohydrazide; trifluoroacetic acid
• IUPAC Traditional name: 2-(2,5-dioxopyrrol-1-yl)acetohydrazide; trifluoroacetic acid
• Synonyms: 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-acetic Acid Hydrazide Trifluoroacetic Acid; Maleimidoacetic Acid Hydrazide Trifluoroacetate

Database IDs

• PubChem SID: 164228392
• PubChem CID: 71749878

CALCULATED PROPERTIES

• Acid pKa: 12.063451
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.0386086
• LogD (pH = 7.4): -2.0376823
• Log P: -2.0376618
• Molar Refractivity: 40.639 cm^3
• Polarizability: 14.891364 Å^3
• Polar Surface Area: 92.5 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M125020

Maleimide derivative used as a heterobifunctional crosslinking agent for formyl to thiol coupling.

REFERENCES

• Heindel, N.D. et al.: Bioconjug. Chem., 2, 427 (1991)