ES2002392A6 - Un procedimiento para la preparacion de esteres del acido 9,10- dihidrolisergico. - Google Patents

Un procedimiento para la preparacion de esteres del acido 9,10- dihidrolisergico.

Info

Publication number
ES2002392A6
ES2002392A6 ES8602320A ES8602320A ES2002392A6 ES 2002392 A6 ES2002392 A6 ES 2002392A6 ES 8602320 A ES8602320 A ES 8602320A ES 8602320 A ES8602320 A ES 8602320A ES 2002392 A6 ES2002392 A6 ES 2002392A6
Authority
ES
Spain
Prior art keywords
cycloalkyl
alkyl
alkoxy
primary
esters
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
ES8602320A
Other languages
English (en)
Inventor
William Lee Garbrecht
Gifford Purnell Marzoni
Carol John Parli
Kathleen Rose Whitten
Marlene Lois Cohen
Ray Ward Fuller
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.)
Eli Lilly and Co
Original Assignee
Eli Lilly and Co
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 US06/782,341 external-priority patent/US4713385A/en
Priority claimed from US06/782,337 external-priority patent/US4683236A/en
Priority claimed from US06/782,338 external-priority patent/US4713384A/en
Priority claimed from US06/782,340 external-priority patent/US4714704A/en
Priority claimed from US06/782,342 external-priority patent/US4772709A/en
Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of ES2002392A6 publication Critical patent/ES2002392A6/es
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
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic 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
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/48—Ergoline derivatives, e.g. lysergic acid, ergotamine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

PROCEDIMIENTO PARA LA PREPARACION DE ESTERES DEL ACIDO 9,10-DIHIDROLISERGICO DE FORMULA (III), DONDE R ES ALQUILO C1-8 PRIMARIO O SECUNDARIO, (ALQUENIL C2-4)-CH2, CICLOALQUILO C3-8 O (CICLOALQUIL C3-6)-ALQUILO C1-5 PRIMARIO O SECUNDARIO, SIN PASAR DE 8 EL NUMERO TOTAL DE ATOMOS DE C; R1 ES H, ALQUILO O ALILO; Y R2 ES (ALCOXI C1-3)-CICLOALQUILO C5-7, CICLOALQUILO C5-7, CETO-CICLOALQUILO C5-7 O C3-7, ALQUILO C2-6 SUSTITUIDO CON MONO O DI(ALCOXI C1-3) O 4-HIDROXICICLOHEXILO. EL PROCEDIMIENTO PUEDE REALIZARSE: A) ESTERIFICANDO UN COMPUESTO (V); B) OXIDANDO UN COMPUESTO (VI), DONDE R5 ES UN GRUPO HIDROXIALQUILO C3-6(-R9CH-R12), DONDE R9 ES H, CH3- O C2H5- Y R12 ES ALQUILO C2-5 CON UN GRUPO -OH SECUNDARIO; C) ALQUILANDO UN COMPUESTO (III) DONDE UNO DE R O R1 ES H; O D) HIDROGENANDO UN COMPUESTO (VIII). LOS COMPUESTOS (III) OBTENIDOS SON ANTAGONISTAS DE LA SEROTONINA, BLOQUEANDO LOS RECEPTORES 5 HT2, SIENDO POTENCIALMENTE UTILES PARA EL TRATAMIENTO DE ENFERMEDADES CUYA CAUSA PRINCIPAL SEA EL EXCESO DE SEROTONINA CIRCULANTE.
ES8602320A 1985-10-01 1986-09-30 Un procedimiento para la preparacion de esteres del acido 9,10- dihidrolisergico. Expired ES2002392A6 (es)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US06/782,341 US4713385A (en) 1985-10-01 1985-10-01 Alkoxy and dialkoxyalkyl esters of dihydrolysergic acid and related compounds useful as 5HT receptor antagonists
US06/782,337 US4683236A (en) 1985-10-01 1985-10-01 Cycloalkanol esters of dihydrolysergic acid useful as 5Ht2 receptor antagonists
US06/782,338 US4713384A (en) 1985-10-01 1985-10-01 Selective method for blocking 5HT2 receptors
US06/782,340 US4714704A (en) 1985-10-01 1985-10-01 Alkoxy cycloalkanol esters of dihydrolysergic acid useful as 5HT receptor antagonists
US06/782,342 US4772709A (en) 1985-10-01 1985-10-01 Process of making ketoalkanol esters of dihydrolysergic acid

Publications (1)

Publication Number Publication Date
ES2002392A6 true ES2002392A6 (es) 1988-08-01

Family

ID=27542204

Family Applications (1)

Application Number Title Priority Date Filing Date
ES8602320A Expired ES2002392A6 (es) 1985-10-01 1986-09-30 Un procedimiento para la preparacion de esteres del acido 9,10- dihidrolisergico.

Country Status (17)

Country Link
EP (1) EP0219257B1 (es)
JP (1) JPH0723376B2 (es)
KR (1) KR880001009B1 (es)
AR (1) AR244687A1 (es)
AU (1) AU594373B2 (es)
CY (1) CY1784A (es)
DE (1) DE3689702T2 (es)
DK (1) DK466886A (es)
ES (1) ES2002392A6 (es)
GR (1) GR862466B (es)
HK (1) HK51894A (es)
HU (1) HU206711B (es)
IE (1) IE61976B1 (es)
IL (1) IL80193A0 (es)
MY (1) MY102598A (es)
NZ (1) NZ217724A (es)
PT (1) PT83450B (es)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4734501A (en) * 1985-10-01 1988-03-29 Eli Lilly And Company N-alkylation of dihydrolysergic acid
US4782063A (en) * 1987-05-11 1988-11-01 Eli Lilly And Company Ergoline esters useful as serotonin antagonists
GB8824744D0 (en) * 1988-10-21 1988-11-30 Erba Carlo Spa Antiemesis ergoline derivatives
CA2218143A1 (en) * 1995-04-18 1996-10-24 Eli Lilly And Company Method for using ergoline compounds to effect physiological and pathological functions at the 5-ht7 receptor
US5880134A (en) * 1996-03-20 1999-03-09 Eli Lilly And Company Method for using ergoline compounds to effect physiological and pathological functions at the 5-HT7 receptor
WO2013167220A1 (de) * 2012-05-08 2013-11-14 Merck Patent Gmbh Verwendung von cyclohexanolethers mit antimikrobiellen eigenschaften

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3580916A (en) * 1969-02-20 1971-05-25 Lilly Co Eli Hydroxyesters of hexa- and octahydroindoloquinolines
CH549571A (de) * 1970-09-16 1974-05-31 Lilly Co Eli Verfahren zur herstellung von estern der lysergsaeure bzw. dihydrolysergsaeure und deren verwendung.
US4563461A (en) * 1983-03-10 1986-01-07 Eli Lilly And Company Selective method for blocking 5HT2 receptors
US4734501A (en) * 1985-10-01 1988-03-29 Eli Lilly And Company N-alkylation of dihydrolysergic acid
US4713384A (en) * 1985-10-01 1987-12-15 Eli Lilly And Company Selective method for blocking 5HT2 receptors

Also Published As

Publication number Publication date
IE61976B1 (en) 1994-12-14
IE862588L (en) 1987-04-01
DK466886A (da) 1987-04-02
DE3689702D1 (de) 1994-04-14
EP0219257A2 (en) 1987-04-22
HK51894A (en) 1994-05-27
KR880001009B1 (ko) 1988-06-13
PT83450A (en) 1986-10-01
PT83450B (pt) 1989-05-12
HUT41780A (en) 1987-05-28
NZ217724A (en) 1989-02-24
AU594373B2 (en) 1990-03-08
JPS6284084A (ja) 1987-04-17
IL80193A0 (en) 1986-12-31
DE3689702T2 (de) 1994-07-28
JPH0723376B2 (ja) 1995-03-15
KR870004028A (ko) 1987-05-07
AU6321086A (en) 1987-04-02
EP0219257A3 (en) 1988-12-28
AR244687A1 (es) 1993-11-30
EP0219257B1 (en) 1994-03-09
GR862466B (en) 1987-02-02
MY102598A (en) 1992-08-17
HU206711B (en) 1992-12-28
CY1784A (en) 1995-10-20
DK466886D0 (da) 1986-09-30

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Legal Events

Date Code Title Description
SA6 Expiration date (snapshot 920101)

Free format text: 2006-09-30