3-nitroso-1,3-thiazolidine-4-carboxylic acid

• ChemBase ID: 175519
• Molecular Formular: C4H6N2O3S
• Molecular Mass: 162.16704
• Monoisotopic Mass: 162.00991306
• SMILES: S1CC(N(C1)N=O)C(=O)O
• Canonical SMILES: O=NN1CSCC1C(=O)O
• InChI: InChI=1S/C4H6N2O3S/c7-4(8)3-1-10-2-6(3)5-9/h3H,1-2H2,(H,7,8)
• InChIKey: LGLMHMRNPVACGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-nitroso-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: 3-nitroso-1,3-thiazolidine-4-carboxylic acid
• Synonyms: 3-Nitroso-4-thiazolidinecarboxylic Acid; rac N-Nitroso Thiazolidine-4-carboxylic Acid

Database IDs

• CAS Number: 88381-44-6
• PubChem SID: 164231429
• PubChem CID: 104890

CALCULATED PROPERTIES

• Acid pKa: 3.5022273
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.0426173
• LogD (pH = 7.4): -3.3942657
• Log P: -0.15858768
• Molar Refractivity: 36.1812 cm^3
• Polarizability: 13.638526 Å^3
• Polar Surface Area: 69.97 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 102-104°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N546750

A N-nitroso compound formed in smoke food (smoked bacon, smoked Swiss cheese, smoke flavoring). A carcinogenic compound.

REFERENCES

• Lu, S, et al.: Cancer Res., 46, 1485 (1986)
• Ikins, W.G., et al.: Food Chem. Toxicol., 26, 15 (1986)
• Kodama, M., et al.: Anticancer Res. 12, 1671 (1986)
• Ferguson, L., et al.: Mutat Res., 443, 1 (1986)