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

• ChemBase ID: 175488
• Molecular Formular: C5H8N2O3S
• Molecular Mass: 176.19362
• Monoisotopic Mass: 176.02556313
• SMILES: S1CC(N(C1C)N=O)C(=O)O
• Canonical SMILES: O=NN1C(C)SCC1C(=O)O
• InChI: InChI=1S/C5H8N2O3S/c1-3-7(6-10)4(2-11-3)5(8)9/h3-4H,2H2,1H3,(H,8,9)
• InChIKey: IENHCEGSGRQUTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-nitroso-1,3-thiazolidine-4-carboxylic acid
• IUPAC Traditional name: 2-methyl-3-nitroso-1,3-thiazolidine-4-carboxylic acid
• Synonyms: 2-Methyl-3-nitroso-4-thiazolidinecarboxylic Acid; 2-Methyl-N-nitrosothiazolidine-4-carboxylic Acid; N-Nitroso-2-methylthiazolidine 4-Carboxylic Acid

Database IDs

• CAS Number: 103659-08-1
• PubChem SID: 164231398
• PubChem CID: 115101

CALCULATED PROPERTIES

• Acid pKa: 3.637529
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.5862817
• LogD (pH = 7.4): -3.0390623
• Log P: 0.18728454
• Molar Refractivity: 40.9301 cm^3
• Polarizability: 15.442516 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: Brown Semi-solid

Safety Information

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

DETAILS

Toronto Research Chemicals - N529970

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)