(3S)-3-hydroxy-1-methylpyrrolidine-2,5-dione

• ChemBase ID: 148960
• Molecular Formular: C5H7NO3
• Molecular Mass: 129.11398
• Monoisotopic Mass: 129.04259309
• SMILES: CN1C(=O)C[C@@H](C1=O)O
• Canonical SMILES: O[C@H]1CC(=O)N(C1=O)C
• InChI: InChI=1S/C5H7NO3/c1-6-4(8)2-3(7)5(6)9/h3,7H,2H2,1H3/t3-/m0/s1
• InChIKey: NLKACWKSCREJEL-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-hydroxy-1-methylpyrrolidine-2,5-dione
• IUPAC Traditional name: (3S)-3-hydroxy-1-methylpyrrolidine-2,5-dione
• Synonyms: (S)-(-)-3-Hydroxy-1-methyl-2,5-pyrrolidinedione; (S)-(-)-2-Hydroxy-N-methylsuccinimide; (3S)-3-Hydroxy-1-methyl-2,5-pyrrolidinedione; (S)-N-Methylhydroxysuccinimide; (S)-(-)-3-羟基-1-甲基-2,5-吡咯烷二酮; (S)-(-)-2-羟基-N-甲基琥珀酰亚胺

Database IDs

• CAS Number: 104612-35-3
• MDL Number: MFCD00221501
• Beilstein Number: 4350458
• PubChem SID: 162243130; 24863060
• PubChem CID: 13726417

CALCULATED PROPERTIES

• Acid pKa: 12.890254
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.484954
• LogD (pH = 7.4): -1.4849553
• Log P: -1.484954
• Molar Refractivity: 28.5163 cm^3
• Polarizability: 11.264132 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSo; Ethanol; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 82-87 °C(lit.); 88-90°C
• Optical Rotation: [α]20/D -75°, c = 3.5 in ethanol

Safety Information

• Storage Condition: Refrigerator
• 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

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C5H7NO3

DETAILS

Sigma Aldrich - 370142

Packaging
5 g in glass bottle

Toronto Research Chemicals - M312895

A Hydroxysuccinimide derivative.

REFERENCES

• Sleevi, M., et al.: J. Med. Chem., 34, 1314 (1991)