Alkyl diethers of prostaglandins

Details Alkyl diethers of prostaglandins Alkyl diethers of prostaglandins

1975-04-23

1977-10-25

Gerstl, Robert

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260464, 26034622, 560121, 260305, 260317, C07C17700

Patent

active

040555933

ABSTRACT:
Novel alkyl diethers of prostaglandins of the formula; ##STR1## wherein R.sub.1 is hydrogen or lower alkyl; R.sub.2 and R.sub.6 are hydrogen when Y is a single bond and R.sub.2 and R.sub.6 are absent when Y is a double bond; R.sub.3 is keto, ##STR2## R.sub.4 is hydrogen or ##STR3## R'.sub.9 is hydrogen or lower alkyl; R'.sub.10 is lower alkyl; R'.sub.11 is lower alkyl; Z.sub.1 is cis or trans --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --; Z.sub.2 is trans --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --; X is a single bond or a double bond and X is a single bond when R.sub.4 and R.sub.5 are hydrogen; Y is a single bond or a double bond; n is 1 to 5, m is 0 to 4; and the non-toxic salts. The prostaglandin ethers possess valuable pharmacological properties as modifiers of smooth muscle activity, gastric secretion, blood pressure, lipolysis and the reproductive system. The compounds also induce labor and menses and they can be used for the relief of asthma and nasal congestion. The compounds are also useful as platelet anti-clumping agents and for the inhibition of peptic ulcers.

REFERENCES:
patent: 3558682 (1971-01-01), Pappo et al.
patent: 3678092 (1972-07-01), Finch
patent: 3764620 (1973-10-01), Zaffaroni
Corey et al., JACS 91, 5675 (1969).

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