IE37936L - Substituted ergolines - Google Patents

Substituted ergolines

Info

Publication number
IE37936L
IE37936L IE731238A IE123873A IE37936L IE 37936 L IE37936 L IE 37936L IE 731238 A IE731238 A IE 731238A IE 123873 A IE123873 A IE 123873A IE 37936 L IE37936 L IE 37936L
Authority
IE
Ireland
Prior art keywords
methyl
ergoline
formula
reacting
compounds
Prior art date
Application number
IE731238A
Other versions
IE37936B1 (en
Original Assignee
Lilly Co Eli
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 Lilly Co Eli filed Critical Lilly Co Eli
Publication of IE37936L publication Critical patent/IE37936L/en
Publication of IE37936B1 publication Critical patent/IE37936B1/en

Links

Classifications

    • 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
    • C07D457/02Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1423065 D-6-Methyl-2,8-disubstituted ergoline ELI LILLY & CO 10 July 1973 [21 July 1972] 32890/73 Heading C2C Novel D-6-methyl-2,8-disubstituted ergoline compounds of the Formula (I) wherein X is halo, methyl or CN and R is CH 2 CN or CH 2 CONH 2 and their salts formed with pharmaceutically acceptable acids may be obtained (where X is halo) by reacting a compound of formula wherein R<SP>1</SP> is Cl, Br, I, O-SO 2 -CH 3 or O-SO 2 -p-tolyl; with a positive halogenating agent containing positive chlorine, bromine or iodine, to yield a compound of formula and then reacting this with an inorganic cyanide in an inert solvent. Conversion of the cyano group to the amide can be effected by well known procedures. Compounds in which X is CH 3 can be prepared by reacting D-6-methyl- 8-cyanomethyl (or 8-carboxamidomethyl)ergoline with methyl formate and ethanedithiol to form a dithioethylene acetal and desulphurizing the latter to form the 2-methyl derivative. Compounds in which X is CN can be prepared by reaction of a 2-unsubstituted ergoline with chlorosulphonylisocyanate and triethylamine. Pharmaceutical composition for inhibiting the secretion of prolactin in mammals contains as active ingredient a compound of Formula (I) or a salt thereof in forms suitable for oral or parenteral administration. [GB1423065A]
IE1238/73A 1972-07-21 1973-07-20 D-6-methyl-2,8-disubstituted ergolines IE37936B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US27390272A 1972-07-21 1972-07-21

Publications (2)

Publication Number Publication Date
IE37936L true IE37936L (en) 1974-01-21
IE37936B1 IE37936B1 (en) 1977-11-23

Family

ID=23045910

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1238/73A IE37936B1 (en) 1972-07-21 1973-07-20 D-6-methyl-2,8-disubstituted ergolines

Country Status (24)

Country Link
JP (2) JPS576431B2 (en)
AR (3) AR206772A1 (en)
AT (1) AT331425B (en)
BE (1) BE802531A (en)
BG (3) BG22400A3 (en)
CA (1) CA1006159A (en)
CH (5) CH580625A5 (en)
CS (1) CS208164B2 (en)
DD (1) DD107690A5 (en)
DE (2) DE2335750C3 (en)
DK (1) DK140986B (en)
ES (5) ES417078A1 (en)
FR (1) FR2193606B1 (en)
GB (1) GB1423065A (en)
HU (1) HU167274B (en)
IE (1) IE37936B1 (en)
IL (3) IL42730A (en)
NL (1) NL7309969A (en)
PH (1) PH11229A (en)
RO (2) RO71305A (en)
SE (3) SE393111B (en)
SU (3) SU645581A3 (en)
YU (1) YU36953B (en)
ZA (1) ZA734627B (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1517971A (en) * 1974-07-19 1978-07-19 Sandoz Ltd 8alpha-substituted ergoline i derivatives
US3968111A (en) * 1974-12-06 1976-07-06 Eli Lilly And Company 8,8-Disubstituted-6-methylergolines and related compounds
US4166182A (en) * 1978-02-08 1979-08-28 Eli Lilly And Company 6-n-propyl-8-methoxymethyl or methylmercaptomethylergolines and related compounds
AU526764B2 (en) * 1978-09-08 1983-01-27 Farmitalia Carlo Erba S.P.A. Ergoline derivatives
DE3587860D1 (en) * 1984-04-09 1994-07-28 Schering Ag 2-Substituted ergoline derivatives, process for their preparation and their use as medicines.
HU196598B (en) * 1986-04-25 1988-12-28 Richter Gedeon Vegyeszet Process for producing 1- and/or 8-substituted 2-halogenated ergoline derivatives and pharmaceutics comprising such compounds
DE3620293A1 (en) * 1986-06-16 1987-12-17 Schering Ag 1 AND / OR 2 SUBSTITUTED ERGOL DERIVATIVES
JPH0596382U (en) * 1992-05-28 1993-12-27 イビデン株式会社 Door unit

Also Published As

Publication number Publication date
SU645581A3 (en) 1979-01-30
CS208164B2 (en) 1981-08-31
IL42730A (en) 1976-06-30
NL7309969A (en) 1974-01-23
IL42730A0 (en) 1973-10-25
SU584780A3 (en) 1977-12-15
GB1423065A (en) 1976-01-28
ES442885A1 (en) 1977-04-16
JPS5813541B2 (en) 1983-03-14
JPS5781487A (en) 1982-05-21
CH580625A5 (en) 1976-10-15
SE393111B (en) 1977-05-02
DD107690A5 (en) 1974-08-12
DK140986C (en) 1980-07-21
BE802531A (en) 1974-01-21
SE7611467L (en) 1976-10-15
BG21410A3 (en) 1976-05-20
FR2193606B1 (en) 1977-07-15
AR206887A1 (en) 1976-08-31
AT331425B (en) 1976-08-25
CH580626A5 (en) 1976-10-15
RO71305A (en) 1982-03-24
SU575029A3 (en) 1977-09-30
ATA643473A (en) 1975-11-15
ZA734627B (en) 1974-06-26
IL48288A0 (en) 1975-12-31
DE2365974A1 (en) 1977-03-24
YU194573A (en) 1982-06-18
HU167274B (en) 1975-09-27
ES417078A1 (en) 1976-05-01
ES446789A1 (en) 1977-06-01
CH578563A5 (en) 1976-08-13
CH581135A5 (en) 1976-10-29
BG22400A3 (en) 1977-02-20
AR206772A1 (en) 1976-08-23
FR2193606A1 (en) 1974-02-22
AR210072A1 (en) 1977-06-30
IE37936B1 (en) 1977-11-23
BG21411A3 (en) 1976-05-20
IL48288A (en) 1976-06-30
JPS4985099A (en) 1974-08-15
CH578564A5 (en) 1976-08-13
PH11229A (en) 1977-10-28
ES442887A1 (en) 1977-05-16
SE410459B (en) 1979-10-15
JPS576431B2 (en) 1982-02-04
ES442886A1 (en) 1977-04-16
AU5792673A (en) 1975-01-16
RO63792A (en) 1978-12-15
YU36953B (en) 1984-08-31
DE2335750C3 (en) 1978-10-19
DE2335750B2 (en) 1978-02-23
DE2335750A1 (en) 1974-02-14
CA1006159A (en) 1977-03-01
DK140986B (en) 1979-12-17
SE410603B (en) 1979-10-22
SE7611466L (en) 1976-10-15

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