Stereospecific synthesis of chiral metabolites of ifosfamide and their determination in the urine

K Misiura, A Okruszek, K Pankiewicz…

Index: Misiura; Okruszek; Pankiewicz; Stec; Czownicki; Utracka Journal of Medicinal Chemistry, 1983 , vol. 26, # 5 p. 674 - 679

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Citation Number: 51

Abstract

The stereospecific synthesis of two chiral metabolites of ifosfamide (2), 4-ketoifosfamide (5) and 2-amino-3-(2-chloroethyl) tetrahydro-2H-1, 3, 2-oxazaphosphorine 2-oxide (9), is reported. The absolute configuration of both compounds was assigned on the basis of chemical correlation. In addition, two other achiral metabolites of 2, carboxyifosfamide (6) and IPAM (7), were synthesized. These and other organophosphorus metabolites of ...