(2Z)-2-(hydroxyimino)-N,N-dimethyl-2-(methylsulfanyl)acetamide

• ChemBase ID: 175965
• Molecular Formular: C5H10N2O2S
• Molecular Mass: 162.2101
• Monoisotopic Mass: 162.04629857
• SMILES: N(C(=O)/C(=N/O)/SC)(C)C
• Canonical SMILES: CS/C(=N\O)/C(=O)N(C)C
• InChI: InChI=1S/C5H10N2O2S/c1-7(2)5(8)4(6-9)10-3/h9H,1-3H3/b6-4-
• InChIKey: KIDWGGCIROEJJW-XQRVVYSFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(hydroxyimino)-N,N-dimethyl-2-(methylsulfanyl)acetamide
• IUPAC Traditional name: (2Z)-2-(hydroxyimino)-N,N-dimethyl-2-(methylsulfanyl)acetamide
• Synonyms: 2-(Dimethylamino)-N-hydroxy-2-oxo-ethanimidothioic Acid Methyl Ester; (Dimethylcarbamoyl)thioformohydroximic Acid Methyl Ester; Methyl 2-(Dimethylamino)-N-hydroxy-2-oxoethanimidothioate; Methyl N-Hydroxy-N',N'-dimethyl-1-thiooxamimidate; Oximino Oxamyl

Database IDs

• CAS Number: 30558-43-1
• PubChem SID: 164231875
• PubChem CID: 6399255

CALCULATED PROPERTIES

• Acid pKa: 7.797697
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.28448737
• LogD (pH = 7.4): 0.14119366
• Log P: 0.2866613
• Molar Refractivity: 40.9407 cm^3
• Polarizability: 15.728469 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 174-179°C

Safety Information

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

DETAILS

Toronto Research Chemicals - O846850

A metabolite of Oxamyl in fruits of apple, orange, and tomato. Oxamyl is used as insecticide and acaricide in plants.

REFERENCES

• Lehotay, S, et al.: J. Agric. Food Chem., 49, 4589 (2001)
• Stoner, G., et al.: Semin. Cancer Biol., 17, 403 (2001)