2-methyl-1,3-thiazolidine-4-carboxylic acid

• ChemBase ID: 12819
• Molecular Formular: C5H9NO2S
• Molecular Mass: 147.19546
• Monoisotopic Mass: 147.03539953
• SMILES: C1(NC(SC1)C)C(=O)O
• Canonical SMILES: CC1NC(CS1)C(=O)O
• InChI: InChI=1S/C5H9NO2S/c1-3-6-4(2-9-3)5(7)8/h3-4,6H,2H2,1H3,(H,7,8)
• InChIKey: FHTPNEYXMGZOSH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: 2-methyl-1,3-thiazolidine-4-carboxylic acid
• Synonyms: 2-Methyl-4-thiazolidinecarboxylic Acid; 2-Methylthiazolidine-4-carboxylic Acid; 2-methyl-1,3-thiazolane-4-carboxylic acid; 2-Methyl-thiazolidine-4-carboxylic acid; 2-methyl-1,3-thiazolidine-4-carboxylic acid

Database IDs

• CAS Number: 4165-32-6
• MDL Number: MFCD00278415
• PubChem SID: 160976126
• PubChem CID: 160736

CALCULATED PROPERTIES

• Acid pKa: 2.7997673
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.369225
• LogD (pH = 7.4): -2.520117
• Log P: -2.3691516
• Molar Refractivity: 35.573 cm^3
• Polarizability: 14.365057 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: White Solid
• Hydrophobicity(logP): -0.987

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - M330300

An Cysteine prodrug, protective aginst the fungal T-2 toxin. It is also a precursor to pharmaceuticals used in the treatment of cataracts.

REFERENCES

• Shirota, F., et al.: Biochem. Pharmacol., 43, 916 (1992)
• Wlodek, L., et al.: Int. J. Biochem., 25, 107 (1992)
• Rathbun, W., et al.: Biochem. Pharmacol., 51, 1111 (1992)