ChemicalBook--->CAS DataBase List--->73537-92-5

73537-92-5

73537-92-5 Structure

73537-92-5 Structure
IdentificationBack Directory
[Name]

2,5-Pyrrolidinedione, 3-amino-, (3S)-
[CAS]

73537-92-5
[Synonyms]

(S)-Aspartimide
(S)-3-Aminopyrrolidine-2,5-dione
2,5-Pyrrolidinedione, 3-amino-, (3S)-
[Molecular Formula]

C4H6N2O2
[MDL Number]

MFCD11894500
[MOL File]

73537-92-5.mol
[Molecular Weight]

114.1
Chemical PropertiesBack Directory
[Boiling point ]

337.0±35.0 °C(Predicted)
[density ]

1.337±0.06 g/cm3(Predicted)
[solubility ]

DMSO: soluble; Methanol: soluble
[form ]

A solid
[pka]

8.93±0.50(Predicted)
Hazard InformationBack Directory
[Description]

(S)-Aspartimide is a byproduct formed during solid-phase peptide synthesis (SPPS) of aspartic acid-containing peptides.1 Aspartimide is formed by cyclization of aspartic acid during Fmoc removal or peptide coupling.2
[Uses]

(S)-3-Aminopyrrolidine-2,5-dione is a potential anticonvulsant agent and its derivatives have comparable in vivo potency[1].
[References]

1. Ruczyński, J., Lewandowska, B., Mucha, P., et al. Problem of aspartimide formation in Fmoc-based solid-phase peptide synthesis using Dmab group to protect side chain of aspartic acid J. Pept. Sci. 14(3),335-341(2008).
2. Neumann, K., Farnung, J., Baldauf, S., et al. Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups Nat. Commun. 11(1),982(2020).
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