GB1154682A - Lysergic Acid Derivatives - Google Patents

Lysergic Acid Derivatives

Info

Publication number
GB1154682A
GB1154682A GB181367A GB181367A GB1154682A GB 1154682 A GB1154682 A GB 1154682A GB 181367 A GB181367 A GB 181367A GB 181367 A GB181367 A GB 181367A GB 1154682 A GB1154682 A GB 1154682A
Authority
GB
United Kingdom
Prior art keywords
acid
lysergic
lysergic acid
acid derivatives
carbons
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
GB181367A
Inventor
Franz Troxler
Albert Hofmann
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
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1154682A publication Critical patent/GB1154682A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/48Ergoline derivatives, e.g. lysergic acid, ergotamine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D457/00Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04Heterocyclic 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
    • C07D457/06Lysergic acid amides
    • C07D457/08Lysergic acid amides in which the amide nitrogen is a member of a heterocyclic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1,154,682. Lysergic acid derivatives. SANDOZ Ltd. 12 Jan., 1967 [8 Feb., 1966; 9 Dec., 1966], No. 1813/67. Heading C2C. Novel lysergic acid derivatives (and acid addition salts thereof) of the general formula wherein R<SP>1</SP> is H or Me, R<SP>2</SP> is aralkyl of from 7 to 9 carbons on an aryl radical which may be substituted by one or more Me, alkoxy, having 1 to 4 carbons, chlorine or bromine substituents and x#y is are prepared by the interaction of a functional acid derivative of the appropriate d-lysergic acid or 9,10-dihydro-d-lysergic acid (e.g. acid chloride hydrochloride, acid azide or a mixed anhydride with sulphuric acid) and the appropriate piperazine compound. Compounds of the invention wherein R<SP>1</SP> is H may be methylated to the corresponding N-methyl derivative and those wherein x#y is may be hydrogenated in the presence of a catalyst to afford a 9,10-dihydro-compound. Pharmaceutical compositions exhibiting sedative-neuroleptic properties and also having a sympathomimetio and serotonin antagonistic effect contain as the active ingredient the above novel compounds and may be provided in the form of tablets, dragÚes, syrups, injection solutions and suppositories.
GB181367A 1966-02-08 1967-01-12 Lysergic Acid Derivatives Expired GB1154682A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH175666A CH475252A (en) 1966-02-08 1966-02-08 Process for the production of new lysergic acid derivatives
CH1753066A CH493521A (en) 1966-02-08 1966-12-09 (A) Compds. (I):- where R1 = H or Me; R2 = 7-9 C aralkyl or aryl (opt. substd. by one or more methyl or 1-4 C alkoxy groups, Br or Cl); X Y = CH

Publications (1)

Publication Number Publication Date
GB1154682A true GB1154682A (en) 1969-06-11

Family

ID=25688570

Family Applications (1)

Application Number Title Priority Date Filing Date
GB181367A Expired GB1154682A (en) 1966-02-08 1967-01-12 Lysergic Acid Derivatives

Country Status (8)

Country Link
CH (2) CH475252A (en)
DE (1) DE1695682A1 (en)
DK (1) DK125175B (en)
ES (1) ES336531A1 (en)
FI (1) FI47189C (en)
FR (2) FR1510553A (en)
GB (1) GB1154682A (en)
SE (1) SE324785B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE564825A (en) * 1957-02-15
IL41409A (en) * 1972-02-04 1977-04-29 Richter Gedeon Vegyeszet Lysergic acid amides and process for their preparation
HU169073B (en) * 1974-05-28 1976-09-28
GB9711043D0 (en) * 1997-05-29 1997-07-23 Ciba Geigy Ag Organic compounds

Also Published As

Publication number Publication date
FI47189B (en) 1973-07-02
FR6554M (en) 1968-12-23
DK125175B (en) 1973-01-08
FI47189C (en) 1973-10-10
DE1695682A1 (en) 1971-04-08
ES336531A1 (en) 1968-04-01
CH475252A (en) 1969-07-15
CH493521A (en) 1970-07-15
SE324785B (en) 1970-06-15
FR1510553A (en) 1968-01-19

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