A methyl glucuronate prodrug of phosphorodiamidic mustard

Tetrahedron Letters

Volumn 38, Issue 51, 1997, Pages 8795-8798

  Ghosh, Ajit K ^a   Farquhar, David ^a  

^a UNIVERSITY OF TEXAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DRUG METABOLITE; GLUCURONIDE; PHOSPHORAMIDE MUSTARD; PRODRUG;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; REACTION ANALYSIS;

EID: 0030783693     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10419-1     Document Type: Article

References (16)

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13. 4 requires C, 43.97; H, 5.12; N, 3.65.
14. 3OH requires C, 40.97; H, 5.53; N, 4.15.
15. -4 M) in 0.05 M phosphate buffer, pH 7.4 (2 mL) was incubated at 37 °C either in the absence or the presence of the enzymes. At different time intervals, 100 μL aliquots were removed and analyzed directly for parent drug and metabolites by HPLC on a C-18 reverse phase column (Phenomenex, 150 × 3.90 mm). The mobile phase was acetonitrile-0.05 M phosphate buffer, pH 7.0 (35:65) at a flow rate of 1.0 mL/min. Eluted compounds were monitored with a variable-wavelength UV detector set at 260 nm with 0.01 AUFS sensitivity (Water 484 model), and quantitated electronically as a function of time using a NEC Pinwriter P6200 integrator. The retention times of the parent drug 1 and 4-hydroxybenzyl alcohol, 6, were 10.2 min and 1.8 min, respectively.
16. 2) of benzyl N,N,N′,N′-tetrakis(2-chloroethyl) phosphorodiamidate, and characterized by NMR and LC/MS analysis.