3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanehydrazide; trifluoroacetic acid

• ChemBase ID: 172496
• Molecular Formular: C9H10F3N3O5
• Molecular Mass: 297.1880096
• Monoisotopic Mass: 297.0572551
• SMILES: C1=CC(=O)N(C1=O)CCC(=O)NN.C(F)(F)(F)C(=O)O
• Canonical SMILES: OC(=O)C(F)(F)F.NNC(=O)CCN1C(=O)C=CC1=O
• InChI: InChI=1S/C7H9N3O3.C2HF3O2/c8-9-5(11)3-4-10-6(12)1-2-7(10)13;3-2(4,5)1(6)7/h1-2H,3-4,8H2,(H,9,11);(H,6,7)
• InChIKey: BADCXPKRBUEEMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanehydrazide; trifluoroacetic acid
• IUPAC Traditional name: 3-(2,5-dioxopyrrol-1-yl)propanehydrazide; trifluoroacetic acid
• Synonyms: 1H-Pyrrole-1-propanoic Acid 2,5-Dihydro-2,5-dioxo-hydrazide 2,2,2-Trifluoroacetate; 3-Maleimidopropionic Acid Hydrazonium Trifluoroacetate

Database IDs

• CAS Number: 359436-61-6
• PubChem SID: 164228406
• PubChem CID: 71607324

CALCULATED PROPERTIES

• Acid pKa: 12.404394
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8019245
• LogD (pH = 7.4): -1.8006691
• Log P: -1.8006492
• Molar Refractivity: 45.3384 cm^3
• Polarizability: 16.703354 Å^3
• Polar Surface Area: 92.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 120-123°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M140800

A water soluble, sulfhydryl and carbonyl reactive heterobifunctional crosslinking reagent.

REFERENCES

• Kitagawa, T., et al.: Chem. Pharm. Bull., 29, 1130 (1981)