4-[(1Z)-2-(1,3-benzothiazol-2-ylsulfanyl)-1-[(2H3)methoxyimino]-2-oxoethyl]-1,3-thiazol-2-amine

• ChemBase ID: 161277
• Molecular Formular: C13H10N4O2S3
• Molecular Mass: 350.4391
• Monoisotopic Mass: 349.99658858
• SMILES: c1ccc2c(c1)nc(SC(=O)/C(=N\OC)/c1nc(sc1)N)s2
• Canonical SMILES: CO/N=C(/c1csc(n1)N)\C(=O)Sc1nc2c(s1)cccc2
• InChI: InChI=1S/C13H10N4O2S3/c1-19-17-10(8-6-20-12(14)15-8)11(18)22-13-16-7-4-2-3-5-9(7)21-13/h2-6H,1H3,(H2,14,15)/b17-10-
• InChIKey: COFDRZLHVALCDU-YVLHZVERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1Z)-2-(1,3-benzothiazol-2-ylsulfanyl)-1-[(^2H₃)methoxyimino]-2-oxoethyl]-1,3-thiazol-2-amine
• IUPAC Traditional name: 4-[(1Z)-2-(1,3-benzothiazol-2-ylsulfanyl)-1-[(^2H₃)methoxyimino]-2-oxoethyl]-1,3-thiazol-2-amine
• Synonyms: (αZ)-2-Amino-α-(methoxyimino)-4-thiazoleethanethioic Acid-d3 S-2-Benzothiazolyl Ester; (Z)-2-Amino-α-(methoxyimino)-4-thiazoleethanethioic Acid-d3 S-2-Benzothiazolyl Ester; (Z)-2-[Methoxyimino]-2-(2-aminothiazol-4-yl)acetic Acid-d3 S-2-Benzothiazole Ester; S-(Benzothiazol-2-yl) (Z)-(2-Aminothiazol-4-yl)(methoxyimino)thioacetate-d3; S-2-Benzothiazolyl-2-amino-α-(methoxyimino)-4-thiazolethiolacetate-d3

Database IDs

• PubChem SID: 162255412
• PubChem CID: 71313700

CALCULATED PROPERTIES

• Acid pKa: 16.336939
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.1089473
• LogD (pH = 7.4): 4.114046
• Log P: 4.1141114
• Molar Refractivity: 87.1038 cm^3
• Polarizability: 34.296047 Å^3
• Polar Surface Area: 90.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 127-136°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B206762

Reagent used in the synthesis of labelled Cefotaxime and related derivatives.

REFERENCES

• Heinze-Krauss, I., et al.: J. Med. Chem., 39, 1864 (1996)
• Bharathi, C., et al.: J. Pharm. Biomed. Anal., 43, 733 (1996)
• Gupta, V., et al.: Anal. Bioanal. Chem., 390, 2171 (1996)