Pharmaceutical composition containing prostadienoic acid for regulating gastric secretion

• US 4,115,545 A
• Filed: 08/11/1977
• Issued: 09/19/1978
• Est. Priority Date: 04/23/1975
• Status: Expired due to Term

• Current Assignee: ALZA Corporation (Johnson & Johnson)
• Original Assignee: ALZA Corporation (Johnson & Johnson)
• Inventors: Weinshenker, Ned M., Anderson, Niels H.
• Primary Examiner(s): Waddell, Frederick E.
• Application Number:
  US05/823,811
• Time in Patent Office: 404 Days
• Field of Search: 424/45, 424/317, 424/318
• US Class Current: 424/45
• CPC Class Codes: C07C 405/00 Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
• CPC Class Codes: C07C 405/0041 containing nitrogen
• CPC Class Codes: C07D 307/935 Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans

Abstract

Novel alkyl diethers of prostaglandins of the formula; ##STR1## wherein R₁ is hydrogen or lower alkyl; R₂ and R₆ are hydrogen when Y is a single bond and R₂ and R₆ are absent when Y is a double bond; R₃ is keto, ##STR2## R'"'"'₉ is hydrogen or lower alkyl; R'"'"'₁₀ is lower alkyl; R'"'"'₁₁ is lower alkyl; Z₁ is cis or trans --CH═CH-- or --CH₂ CH₂ --; Z₂ is trans --CH═CH-- or --CH₂ CH₂ --; X is a single bond or a double bond and X is a single bond when R₄ and R₅ 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.

Claims

1. A pharmaceutical composition useful for regulating gastric secretion in warm-blooded mammals, said composition comprising 0.1 milligram to 1500 milligrams of 11α

,15(S)-bis(dimethyl'"'"',isopropoxy'"'"',methyloxy)-9-oxo-5-cis,13-trans-prostadienoic acid mixed with a therapeutically acceptable inert carrier stable in a warm-blooded mammal.

2. A pharmaceutical aerosol comprising 25 mgs to 150 mgs of 11α

,15(S)-bis(dimethyl'"'"', isopropoxy'"'"', methyloxy)-9-oxo-5-cis,13-trans-prostadienoic acid suspended in a non-toxic, inert propellant, and wherein said aerosol is useful as a dosage sprayable bronchodilator.