2-chloro-2,4-dihydro-1,3,2λ5-benzodioxaphosphinine-2,4-dione

• ChemBase ID: 160648
• Molecular Formular: C7H4ClO4P
• Molecular Mass: 218.531021
• Monoisotopic Mass: 217.95357292
• SMILES: c1ccc2c(c1)C(=O)OP(=O)(O2)Cl
• Canonical SMILES: O=C1OP(=O)(Cl)Oc2c1cccc2
• InChI: InChI=1S/C7H4ClO4P/c8-13(10)11-6-4-2-1-3-5(6)7(9)12-13/h1-4H
• InChIKey: UVJIYKJXYWOZRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-2,4-dihydro-1,3,2λ^5-benzodioxaphosphinine-2,4-dione
• IUPAC Traditional name: 2-chloro-1,3,2λ^5-benzodioxaphosphinine-2,4-dione
• Synonyms: 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one 2-oxide; Salicylic Acid Phosphorochloridate Cyclic Anhydride; Anhydro-(O-carboxyphenyl)phosphorochloridate, >90%

Database IDs

• CAS Number: 5381-98-6
• PubChem SID: 162254783
• PubChem CID: 240336

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.8050332
• LogD (pH = 7.4): 1.8050332
• Log P: 1.8050332
• Molar Refractivity: 46.2475 cm^3
• Polarizability: 18.243017 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Off-White Solid
• Melting Point: 77-80°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A637725

A “Penicillin-Like”-inhibitor of β-Lactamases.

REFERENCES

• New, H.C., et al.: Science, 257, 1064 (1992)
• Courvalin, P.J., Antimicrob. Chemother., 37, 855 (1992)
• Davies, J., Nature, 383, 219 (1992)