GB1102765A - Ergolenyl-carboxylic acid amides - Google Patents

Ergolenyl-carboxylic acid amides

Info

Publication number
GB1102765A
GB1102765A GB1481365A GB1481365A GB1102765A GB 1102765 A GB1102765 A GB 1102765A GB 1481365 A GB1481365 A GB 1481365A GB 1481365 A GB1481365 A GB 1481365A GB 1102765 A GB1102765 A GB 1102765A
Authority
GB
United Kingdom
Prior art keywords
group
acid
prepared
carboxylic acid
alkyl
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
GB1481365A
Inventor
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.)
Sandoz AG
Original Assignee
Sandoz AG
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
Priority claimed from CH501264A external-priority patent/CH448115A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1102765A publication Critical patent/GB1102765A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid 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 in position 8
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid 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 in position 8
    • C07D457/06—Lysergic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid 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 in position 8
    • C07D457/06—Lysergic acid amides
    • C07D457/08—Lysergic acid amides in which the amide nitrogen is a member of a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
    • C12P17/182—Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system
    • C12P17/183—Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system containing an indolo[4,3-F,G]quinoleine nucleus, e.g. compound containing the lysergic acid nucleus as well as the dimeric ergot nucleus

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of formula <FORM:1102765/C2/1> wherein R1 is a hydrogen atom or a C1- 4 alkyl group and R2 is a hydrogen atom or a C1- 4 alkyl C4- 6 cycloalkyl, C2- 6 hydroxyalkyl or 1-(C1- 4 alkyl)-4-piperidyl group, or the group -NR1R2 forms a piperidino or 4-hydroxy piperidino-group, acid addition salts thereof, and their preparation by reaction of the corresponding acid chloride hydrochloride with the appropriate amine. Lysergamide derivatives wherein R1 and R2 are as defined above are prepared from the compounds of the invention by heating to temperatures above 50 DEG C. 6 - Methyl - D 8 - ergolene - 8 - carboxylic acid chloride hydrochloride is prepared by treating of the corresponding acid with a solution of phosphorus pentachloride in phosphorus trichloride. 6 - Methyl - D 8 - ergalene - 8 - carboxylic acid is prepared by cultivation of Claviceps paspali Stevens and Hall NRRL 3080. Lysergic acid, isolysergic acid, lysergamide, isolysergamide, ergobasine, ergabasinine and clavine alkaloids are obtained as by-products from the above cultivation of Claviceps paspali. The compounds of the invention have antiserotonin and oxytocic activity and may be used in pharmaceutical compositions in combination with a carrier, for example in forms suitable for oral, parenteral or rectal administration.
GB1481365A 1964-04-17 1965-04-07 Ergolenyl-carboxylic acid amides Expired GB1102765A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH501264A CH448115A (en) 1965-03-05 1964-04-17 Process for the production of new ergol derivatives
CH306965 1965-03-05
CH306865A CH467793A (en) 1965-03-05 1965-03-05 Process for the production of new ergole derivatives

Publications (1)

Publication Number Publication Date
GB1102765A true GB1102765A (en) 1968-02-07

Family

ID=27174107

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1481365A Expired GB1102765A (en) 1964-04-17 1965-04-07 Ergolenyl-carboxylic acid amides

Country Status (1)

Country Link
GB (1) GB1102765A (en)

Similar Documents

Publication Publication Date Title
SE7614539L (en) PROCEDURE FOR THE PREPARATION OF CARBOSTYRIL DERIVATIVES WITH THERAPEUTIC EFFECT
ES2000185A6 (en) Pyridonecarboxylic acid derivatives and process for their preparation.
IE782084L (en) Quinolylguanidine derivatives
GB1062714A (en) -ß-(4&#39;-acyloxy-4&#39;-piperidyl)-ketones
GB982613A (en) New aminopyrazoles and process for preparing same
IL91648A (en) Amino acid quinoline and naphthyridine derivatives, their preparation and pharmaceutical compositions containing them
GB1102765A (en) Ergolenyl-carboxylic acid amides
ES390163A1 (en) Procedure for the preparation of amino-derivatives of pirazolo (3,4-b) pyridine-5-carboxylic acids. (Machine-translation by Google Translate, not legally binding)
GB1096351A (en) Improvements in or relating to piperazine derivatives
ES468127A1 (en) Pyridol(2,1-b)quinazoline derivatives
HU913293D0 (en) Process for the production of pierazine derivatives and medical preparations containing them
GB1353508A (en) Aminoisoquinolines
MY103515A (en) Ergolinyl heterocycles
GB1073447A (en) Improvements in or relating to pyrido [4,3-b] indole derivatives
DK165878C (en) 3-SUBSTITUTED-5-AMINOALKYL-BETA CARBOLINE DERIVATIVES AND PROCEDURES FOR THEIR PREPARATION
ES393554A1 (en) Thiazole derivatives and a process for the manufacture thereof
GB2009155A (en) Pyridine Derivatives
GB1299053A (en) Substituted 6-nitroaniline derivatives, processes for their preparation, and their use as herbicidal agents
GB1070171A (en) Improvements in or relating to pyrido [3,4-b] indole derivatives
GB1007621A (en) Novel isoquinoline derivatives and a process for the manufacture thereof
ES8200661A1 (en) Dihydropyridine derivatives, processes for their preparation and pharmaceutical compositions containing them.
GB1036419A (en) A process for the manufacture of isoquinoline derivatives
GB1049564A (en) Piperidine derivatives
GB1103256A (en) Ergolene amides
GB1019462A (en) Improvements in or relating to novel 3-azabicyclo-[3.2.2]-nonane derivatives