GB982737A - Improvements in or relating to lysergic acid compounds - Google Patents

Improvements in or relating to lysergic acid compounds

Info

Publication number
GB982737A
GB982737A GB16676/61A GB1667661A GB982737A GB 982737 A GB982737 A GB 982737A GB 16676/61 A GB16676/61 A GB 16676/61A GB 1667661 A GB1667661 A GB 1667661A GB 982737 A GB982737 A GB 982737A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
group
lysergic acid
acid
propanolamide
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
GB16676/61A
Inventor
Albert Hofmann
Franz Troxler
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.)
WESTMINSTER BANK Ltd
Original Assignee
WESTMINSTER BANK 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 WESTMINSTER BANK Ltd filed Critical WESTMINSTER BANK Ltd
Priority to GB16676/61A priority Critical patent/GB982737A/en
Publication of GB982737A publication Critical patent/GB982737A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention comprises certain amides of 1 - methyl - 9,10 - dihydro - D - lysergic acid, viz. the piperidide, (+)butanolamide-(21), (+)-propanolamide-(21), methylamide, ethylamide, dipropylamide, cyclopentylamide, n - propylamide, n-butylamide, n-amylamide, and 1-benzyl - 9,10 - dihydro - D - lysergic acid (+)propanolamide-(21), together with a process for the preparation of compounds of the general formula <FORM:0982737/C2/1> (in which R1 is an alkyl group of from 1 to 4 carbon atoms or an aralkyl group of from 7 to 13 carbon atoms, either R2 is hydrogen or an alkyl group of from 1 to 4 carbon atoms and R3 is an alkyl or hydroxyalkyl group of from 1 to 4 carbon atoms or a cycloalkyl group containing at most 7 carbon atoms, or R2 and R3 together represent a straight alkylene radical containing at most 5 carbon atoms) and their acid addition salts by reduction of the corresponding 9,10-unsaturated compound in solution either with catalytically activated hydrogen or a solution of an alkali metal in liquid ammonia, followed by salification with an organic or inorganic acid if required. The invention further comprises pharmaceutical compositions suitable for treatment of allergic, arthritic and inflamed conditions containing the above compounds in combination an inert carrier.
GB16676/61A 1961-05-08 1961-05-08 Improvements in or relating to lysergic acid compounds Expired GB982737A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB16676/61A GB982737A (en) 1961-05-08 1961-05-08 Improvements in or relating to lysergic acid compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB16676/61A GB982737A (en) 1961-05-08 1961-05-08 Improvements in or relating to lysergic acid compounds

Publications (1)

Publication Number Publication Date
GB982737A true GB982737A (en) 1965-02-10

Family

ID=10081629

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16676/61A Expired GB982737A (en) 1961-05-08 1961-05-08 Improvements in or relating to lysergic acid compounds

Country Status (1)

Country Link
GB (1) GB982737A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0029082A1 (en) * 1979-11-14 1981-05-27 VEB Arzneimittelwerk Dresden 1-Benzylated ergometrine derivatives, process for their preparation and pharmaceutical compositions containing them
EP0296748A1 (en) * 1987-06-15 1988-12-28 Eli Lilly And Company Cycloalkylamides of (8Beta)-1-alkyl-6-(substituted) ergolines
US4902691A (en) * 1988-12-19 1990-02-20 Eli Lilly And Company Heteroalkylamides of (8-β)-1-alkyl-6-(substituted)ergolines useful for blocking 5HT2 receptors
US4931447A (en) * 1987-06-15 1990-06-05 Eli Lilly And Company Cycloalkylamides of (8β)-1-alkyl-6-(substituted) ergolines
US4981859A (en) * 1987-06-15 1991-01-01 Cycloalkylamides of (8 beta )-1-alkyl-6-(substituted)ergolines
US5441961A (en) * 1992-08-27 1995-08-15 Eli Lilly And Company Substituted cyclo or bicycloalkylamides of (8β)-6-(substituted) ergolines

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0029082A1 (en) * 1979-11-14 1981-05-27 VEB Arzneimittelwerk Dresden 1-Benzylated ergometrine derivatives, process for their preparation and pharmaceutical compositions containing them
EP0296748A1 (en) * 1987-06-15 1988-12-28 Eli Lilly And Company Cycloalkylamides of (8Beta)-1-alkyl-6-(substituted) ergolines
US4931447A (en) * 1987-06-15 1990-06-05 Eli Lilly And Company Cycloalkylamides of (8β)-1-alkyl-6-(substituted) ergolines
US4981859A (en) * 1987-06-15 1991-01-01 Cycloalkylamides of (8 beta )-1-alkyl-6-(substituted)ergolines
AU613641B2 (en) * 1987-06-15 1991-08-08 Eli Lilly And Company Cycloalkylamides of (8beta)-1-isopropyl-6-(substituted) ergolines
US4902691A (en) * 1988-12-19 1990-02-20 Eli Lilly And Company Heteroalkylamides of (8-β)-1-alkyl-6-(substituted)ergolines useful for blocking 5HT2 receptors
US5441961A (en) * 1992-08-27 1995-08-15 Eli Lilly And Company Substituted cyclo or bicycloalkylamides of (8β)-6-(substituted) ergolines
US5739146A (en) * 1992-08-27 1998-04-14 Eli Lilly And Company Substituted cyclo or bicycloalkylamides of (8β)-6-(substituted) ergolines

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