8-Aza-9-dioxothiaprostanoic acids

Details 8-Aza-9-dioxothiaprostanoic acids 8-Aza-9-dioxothiaprostanoic acids

1977-02-17

1978-05-02

Gallagher, R. J.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26029368, 260299, 260455R, 260556A, 424270, 544109, 544367, 560254, 560238, C07D27502

Patent

active

040874354

ABSTRACT:
Novel 8-aza-9-dioxothiaprostanoic acid compounds, their salts, and derivatives, are prepared from ethyl 7-(3-hydroxymethyl-2-isothiazolidinyl)-5-heptynoate S,S-dioxide by first hydrogenating the triple bond over a Lindlar catalyst, followed by mild oxidation, to produce the corresponding 3-formyl compound, which is condensed with the ylide prepared from dimethyl-(2-oxoheptyl)phosphonate to produce the .alpha.,.beta.-unsaturated ketone, followed by reduction to the corresponding carbinol, and ester hydrolysis. The compounds are useful especially for the treatment of patients with poorly functioning kidneys, as hypotensives, or as platelet aggregation inhibitors.

REFERENCES:
patent: 4022794 (1977-05-01), Smith et al.
Ambrus et al., Prostaglandins, vol. 10, pp. 661-666 (Oct., 1975).

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