IE36854L - Anaesthetic - Google Patents

Anaesthetic

Info

Publication number
IE36854L
IE36854L IE711597A IE159771A IE36854L IE 36854 L IE36854 L IE 36854L IE 711597 A IE711597 A IE 711597A IE 159771 A IE159771 A IE 159771A IE 36854 L IE36854 L IE 36854L
Authority
IE
Ireland
Prior art keywords
pregnane
dione
solution
recovered
hydroxy
Prior art date
Application number
IE711597A
Other versions
IE36854B1 (en
Original Assignee
Glaxo Lab Ltd
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 Glaxo Lab Ltd filed Critical Glaxo Lab Ltd
Publication of IE36854L publication Critical patent/IE36854L/en
Publication of IE36854B1 publication Critical patent/IE36854B1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/24—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of only two carbon atoms, e.g. pregnane derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
    • C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
    • C07J7/0015—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group not substituted in position 17 alfa
    • C07J7/002—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group not substituted in position 17 alfa not substituted in position 16

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Dermatology (AREA)
  • Steroid Compounds (AREA)

Abstract

1380247 Esters of 3α-hydroxy-5#-pregnanes GLAXO LABORATORIES Ltd 16 Dec 1971 [17 Dec 1970] 60069/70 Heading C2U [Also in Division A5] 3α - (DL - 2 - aminwaleryloxy) - 5# - pregnane- 11,20-dione hydrochloride. DL-N-benzyloxycarbonyl-norvaline and N,N-carbonyldiimidazole are refluxed together in presence of tetrahydrofuran. Then 3α-hydroxy-5#-pregnane-11,20-dione is added and the reflux continued. Crystalline 3α-(DL-2-benzyloxycarbonylaminovaleryloxy) - 5# - pregnane - 11,20- dione is recovered from the reaction mixture. Hydrogenation of a dioxane solution of thiocrystalline material, in presence of hydrochloric acid, water and palladium-on-carbon catalyst yields 3α-(DL-2-aminovaleryloxy)-5#- pregnane-11,20-dione hydrochloride. 3α - (N - [2 - Hydroxyethyl] - DL - alanyloxy)- 5# - pregnane - 11,20 - dione hydrochloride a solution of 3α-hydroxy-5#-pregnane-11,20-dione in methylene dichloride is treated with 2- bromopropionylchloride and pyridine and crystalline 3α - (DL - 2 - bromopropionyloxy) - 5#- pregnane-11,20-dione is recovered from the reaction mixture. A solution of the crystalline material in acetonitrile is treated with 2- hydroxyethylamine. After removal of solvent and partitioning between ether and water, the organic phase is separated and extracted with 2N-hydrochloric acid. From the aqueous acid solution there is recovered 3α-(N-[2-hydroxyethyl] - DL - alanyloxy) - 5# - pregnane - 11,20- dione hydrochloride. [GB1380247A]
IE1597/71A 1970-12-17 1971-12-16 Anaesthetic compositions IE36854B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB6006970A GB1380247A (en) 1970-12-17 1970-12-17 Anaesthetic compositions

Publications (2)

Publication Number Publication Date
IE36854L true IE36854L (en) 1972-06-17
IE36854B1 IE36854B1 (en) 1977-03-16

Family

ID=10484953

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1597/71A IE36854B1 (en) 1970-12-17 1971-12-16 Anaesthetic compositions

Country Status (9)

Country Link
AU (1) AU473308B2 (en)
BE (1) BE776790A (en)
CA (1) CA975682A (en)
DE (1) DE2162591A1 (en)
FR (1) FR2118122B1 (en)
GB (1) GB1380247A (en)
IE (1) IE36854B1 (en)
NL (1) NL7117309A (en)
ZA (1) ZA718467B (en)

Also Published As

Publication number Publication date
FR2118122A1 (en) 1972-07-28
IE36854B1 (en) 1977-03-16
BE776790A (en) 1972-06-16
NL7117309A (en) 1972-06-20
FR2118122B1 (en) 1975-12-26
AU3696371A (en) 1973-06-21
AU473308B2 (en) 1976-06-17
ZA718467B (en) 1973-08-29
GB1380247A (en) 1975-01-08
CA975682A (en) 1975-10-07
DE2162591A1 (en) 1972-07-06

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