2-chloro-N-(2-oxothiolan-3-yl)acetamide

• ChemBase ID: 31011
• Molecular Formular: C6H8ClNO2S
• Molecular Mass: 193.65122
• Monoisotopic Mass: 192.99642718
• SMILES: C1(=O)C(NC(=O)CCl)CCS1
• Canonical SMILES: ClCC(=O)NC1CCSC1=O
• InChI: InChI=1S/C6H8ClNO2S/c7-3-5(9)8-4-1-2-11-6(4)10/h4H,1-3H2,(H,8,9)
• InChIKey: OSXVVUUZQNPXHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-(2-oxothiolan-3-yl)acetamide
• IUPAC Traditional name: 2-chloro-N-(2-oxothiolan-3-yl)acetamide
• Synonyms: 2-Chloro-N-(tetrahydro-2-oxo-3-thienyl)acetamide; N-Chloroacetyl DL-Homocysteine Thiolactone; 2-Chloro-N-(2-oxo-tetrahydro-thiophen-3-yl)-acetamide; 2-chloro-N-(2-oxothiolan-3-yl)acetamide

Database IDs

• CAS Number: 84611-22-3
• MDL Number: MFCD07393747
• PubChem SID: 160994318
• PubChem CID: 6490304

CALCULATED PROPERTIES

• Acid pKa: 9.814293
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.10583288
• LogD (pH = 7.4): 0.104372516
• Log P: 0.10585154
• Molar Refractivity: 43.9561 cm^3
• Polarizability: 17.39589 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 0.122

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - C363480

An intermediate in the synthesis of Erdosteine (E596050).Erdosteine is a mucolytic agent used for the treatment of chronic obstructive bronchitis.

REFERENCES

• Gobetti, M., et al.: Farmaco, Edizione Scientifica, 41, 69 (1986)