methyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate

• ChemBase ID: 160105
• Molecular Formular: C7H9N3O3S
• Molecular Mass: 215.22966
• Monoisotopic Mass: 215.03646216
• SMILES: c1(scc(n1)/C(=N/OC)/C(=O)OC)N
• Canonical SMILES: CO/N=C(/c1csc(n1)N)\C(=O)OC
• InChI: InChI=1S/C7H9N3O3S/c1-12-6(11)5(10-13-2)4-3-14-7(8)9-4/h3H,1-2H3,(H2,8,9)/b10-5-
• InChIKey: MJAIDGPTIFCPGD-YHYXMXQVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate
• IUPAC Traditional name: methyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate
• Synonyms: 2-(2-Amino-4-thiazolyl)-(Z)-2-methoxyiminoacetic Acid Methyl Ester; Thiazoximic Acid Methyl Ester; syn-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetic Acid Methyl Ester; syn-Thiazoximic Acid Methyl Ester; 2-Amino-α-(methoxyimino)-4-thiazoleacetic Acid Methyl Ester

Database IDs

• CAS Number: 65243-09-6
• PubChem SID: 162254240
• PubChem CID: 9567950

CALCULATED PROPERTIES

• Acid pKa: 16.301647
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.1540054
• LogD (pH = 7.4): 1.1570832
• Log P: 1.1571225
• Molar Refractivity: 50.3389 cm^3
• Polarizability: 18.983568 Å^3
• Polar Surface Area: 86.8 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A611975

Intermediate in the preparation of Cephem compounds.

REFERENCES

• Nishimura, T., et al.: J. Antibio., 45, 485 (1992)