GB754162A - Cycloalkyl ethynyl carbinols having hypnotic activity - Google Patents

Cycloalkyl ethynyl carbinols having hypnotic activity

Info

Publication number
GB754162A
GB754162A GB13762/54A GB1376254A GB754162A GB 754162 A GB754162 A GB 754162A GB 13762/54 A GB13762/54 A GB 13762/54A GB 1376254 A GB1376254 A GB 1376254A GB 754162 A GB754162 A GB 754162A
Authority
GB
United Kingdom
Prior art keywords
ethynyl
ethanol
cyclobutyl
cyclopentyl
carbinols
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB13762/54A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Abbott Laboratories
Original Assignee
Abbott Laboratories
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Abbott Laboratories filed Critical Abbott Laboratories
Publication of GB754162A publication Critical patent/GB754162A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

Landscapes

  • Saccharide Compounds (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0754162/IV(a)/1> where n is 3 or 4 and R is an alkyl group of 1-4 carbon atoms and their preparation by treating a cyclobutyl alkyl ketone or a cyclopentyl alkyl ketone with sodium acetylide in liquid ammonia. In examples (1) acetylene is passed into liquid ammonia to which metallic sodium is added and the resulting solution of sodium acetylide is treated with cyclobutylmethylketone to give 1-cyclobutyl-1-ethynyl-ethanol which extracted with ether and separated by fractional distillation; and (2) cyclopentylmethylketone is treated with sodium acetylide as in (1) to give 1-cyclopentyl-1-ethynyl ethanol.ALSO:Pharmaceutical preparations having hypnotic activity comprise compound of the general formula <FORM:0754162/VI/1> where n is 3 or 4 and R is an alkyl group of 1 to 4 carbon atoms (see Group IV(b)) in admixture with a non-toxic carrier. The carrier may be a liquid capable of giving solutions, elixirs or emulsions or a solid absorbent such as diatomaceous earth or magnesium oxide, capable of being pressed into tablets. The carbinols may also be incorporated with peanut oil, sesame oil, corn oil or other edible oils and enclosed in capsules. Suppositories are made by incorporating the compounds in a base material such as a solid polyethylene glycol or a mixture of white wax and cocoa butter. Solutions for intraperitoneal administration may also be prepared. Examples of pharmaceutical preparations comprise capsules containing a mixture of polyethylene glycol and 1-cyclobutyl-ethynyl ethanol or 1-cyclopentyl-1-ethynyl ethanol enclosed in soft gelatin and a syrup containing one of these specified carbinols admixed with ethyl alcohol, glycerine, methyl p-hydroxybenzoate, glucose, sucrose, vanilla extract, water and a dye.
GB13762/54A 1953-05-12 1954-05-11 Cycloalkyl ethynyl carbinols having hypnotic activity Expired GB754162A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US754162XA 1953-05-12 1953-05-12

Publications (1)

Publication Number Publication Date
GB754162A true GB754162A (en) 1956-08-01

Family

ID=22125584

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13762/54A Expired GB754162A (en) 1953-05-12 1954-05-11 Cycloalkyl ethynyl carbinols having hypnotic activity

Country Status (1)

Country Link
GB (1) GB754162A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6598371B1 (en) 1998-10-06 2003-07-29 Stanelco Fibre Optics Ltd. Capsules

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6598371B1 (en) 1998-10-06 2003-07-29 Stanelco Fibre Optics Ltd. Capsules

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