Preparation and use of thiophosphonates and thio-analogues of ph

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...

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558 87, 558181, A61K 3166, C07F 938, C07F 940

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active

051838125

ABSTRACT:
Methods for converting phosphonates into thiophosphonates and specific thiophosphonate compounds so produced are disclosed and claimed. The methods start with a reaction mixture formed of a phosphonate compound, including one or more strong electron-withdrawing groups located adjacent to the phosphorus in the compound, a slight excess of Lawesson's reagent, and a polar aprotic solvent. The reaction mixture is heated until reaction is complete and may be followed with separation or hydrolyzation steps to produce thiophosphonic acids and their addition salts. One of these thio-analogues, thiophosphonoformic acid (TPFA) is particularly effective at inhibiting HIV replication and in treating HIV infection.

REFERENCES:
Hutchinson, D. W. et al., IRCS Med. Sci., 1986, 14(2), 176-177; Chem. Abstr. 1986, 105, 17828.
Thiel, K. D. et al., Pharmazie 1986, 41(4), 295-296.
Issleib, K. et al. Z. Anorg. Allg. Chem. 1985, 530, 16-28.
Chem. Abstr. 1985, 103, 196248.
Homer, L. et al., Phosphorus Sulfur 1982, 12(2), 259-261; Chem. Abstr. 1982, 96, 181354.

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