ES480299A1 - Procedimiento de preparacion de nuevos acidos alfa-(hidroxi-alcohil)-lactama-n-aceticos y de sus amidas. - Google Patents

Procedimiento de preparacion de nuevos acidos alfa-(hidroxi-alcohil)-lactama-n-aceticos y de sus amidas.

Info

Publication number
ES480299A1
ES480299A1 ES480299A ES480299A ES480299A1 ES 480299 A1 ES480299 A1 ES 480299A1 ES 480299 A ES480299 A ES 480299A ES 480299 A ES480299 A ES 480299A ES 480299 A1 ES480299 A1 ES 480299A1
Authority
ES
Spain
Prior art keywords
alkyleneimino
amides
compositions containing
lactam
acetic acids
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
ES480299A
Other languages
English (en)
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.)
UCB SA
Original Assignee
UCB SA
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 UCB SA filed Critical UCB SA
Publication of ES480299A1 publication Critical patent/ES480299A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • 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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • 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
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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
    • 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
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/74—Oxygen atoms
    • C07D211/76—Oxygen atoms attached in position 2 or 6
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings 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
    • C07D223/08—Oxygen atoms
    • C07D223/10—Oxygen atoms attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D227/00—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00
    • C07D227/02—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D227/06—Heterocyclic compounds containing rings having one nitrogen atom as the only ring hetero atom, according to more than one of groups C07D203/00 - C07D225/00 with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D227/08—Oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Cardiology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pyrrole Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Polyamides (AREA)

Abstract

Procedimiento de preparación de nuevos ácidos alfa-(hidroxialcohil)-lactama-N-acéticos y de sus amidas, que responden a la fórmula-01 (I): **(Fórmula-01)** en la cual R1 y R2 representan independientemente uno del otro hidrógeno, un radical lineal o ramificado que contiene de 1 a 4 átomos de carbono, arilo no sustituido o arilo sustituido por un átomo de halógeno, R3 es un grupo hidroxilo o un grupo -NR4R5 en el cual R4 y R5 tomados aisladamente representan hidrógeno, un radical alcohilo lineal o ramificado que contiene 1 a 4 átomos de carbono, un radical cicloalcohilo o aralcohilo,o R4 y R5 tomados junto con el átomo de nitrógeno al que están unidos representan un radical heterocíclico que contiene como máximo 7 eslabones, seleccionado entre un radical alcohilenimino, oxaalcohilenimino, azaalcohilenimino y N-bencil-azaalcohilenimino, m es igual a 3,4 o 5, y n es igual a 1 o 2, así como de las sales farmacéuticamente aceptables de dichos ácidos alfa- (hidroxialcohil)-lactama-N-acéticos, caracterizado por el hecho de que se hace reaccionar, en un disolvente inerte, un derivado de metal alcalino de una lactama de fórmula-02 (II): **(Fórmula-02)** en la cual R1, R2 y m tienen el significado dado anteriormente, y Me representa un metal alcalino, con un alfa-bromolactona de fórmula-03 (III): **(Fórmula-03)** en la cual n tiene el significado dado arriba; por el hecho de que se somete a continuación la lactona del ácido alfa-(hidroxialcohil)-lactama-N-acético así obtenida de fórmula-04 (IV): **(Fórmula-04)** en la cual R1, R2, m y n tienen el significado dado anteriormente, sea a una hidrólisis con un hidróxido de metal alcalino, para obtener, después de la liberación del ácido libre por acidificación de la sal de metal alcalino obtenida, un ácido alfa-(hidroxialcohil)-lactama-N- acético de fórmula-01 (I) en la que R3 representa un grupo hidroxilo, sea a una reacción con un compuesto nitrogenado de fórmula-05 (V): **(Fórmula-05)** en la cual R4 y R5 tienen el significado que se hadado anteriormente, para obtener una amida de un ácido alfa-(hidroxialcohil)-lactama-N-acético de fórmula-01 (I) en la cual R3 representa un grupo -NR4R5; y por el hecho de que, eventualmente, se convierte el ácido alfa- (hidroxialcohil)-lactama-N-acético, de fórmula-01 (I) así obtenido en sus sales farmacéuticamente aceptables.
ES480299A 1978-05-08 1979-05-07 Procedimiento de preparacion de nuevos acidos alfa-(hidroxi-alcohil)-lactama-n-aceticos y de sus amidas. Expired ES480299A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1816078 1978-05-08

Publications (1)

Publication Number Publication Date
ES480299A1 true ES480299A1 (es) 1980-08-16

Family

ID=10107678

Family Applications (1)

Application Number Title Priority Date Filing Date
ES480299A Expired ES480299A1 (es) 1978-05-08 1979-05-07 Procedimiento de preparacion de nuevos acidos alfa-(hidroxi-alcohil)-lactama-n-aceticos y de sus amidas.

Country Status (23)

Country Link
US (1) US4221789A (es)
EP (1) EP0005689B1 (es)
JP (1) JPS54154760A (es)
AT (1) ATE27T1 (es)
AU (1) AU522815B2 (es)
BE (1) BE876067A (es)
CA (1) CA1119593A (es)
DE (2) DE2960194D1 (es)
DK (1) DK150064C (es)
ES (1) ES480299A1 (es)
FI (1) FI66602C (es)
FR (1) FR2425433A1 (es)
GR (1) GR67631B (es)
HU (1) HU178362B (es)
IT (1) IT7948950A0 (es)
NL (1) NL7903536A (es)
NO (1) NO150639C (es)
PL (1) PL117056B1 (es)
PT (1) PT69582A (es)
SE (1) SE7903864L (es)
SU (2) SU1093245A3 (es)
YU (1) YU41340B (es)
ZA (1) ZA792175B (es)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2944456C2 (de) * 1979-11-03 1982-04-01 Hoechst Ag, 6000 Frankfurt Verfahren zur Herstellung von N-α -Alkoxyalkyl-carbonsäureamiden
US4396616A (en) * 1981-09-04 1983-08-02 Merck & Co., Inc. Substituted enantholactam derivatives as antihypertensives
EP0089900B1 (en) * 1982-03-24 1985-12-27 Prodes S.A. New n-((2-oxo-1-pyrrolidinyl)acetyl)piperazines, the methods of producing such new compounds and their salts as well as pharmaceutical preparations for therapeutic use containing these compounds or salts
US4608201A (en) * 1984-05-21 1986-08-26 Ppg Industries, Inc. Process for preparing lactam imides
CA1322199C (en) * 1987-07-15 1993-09-14 Masami Eigyo N-¬(2-oxopyrrolidin-1-yl) acetyl)| piperazine derivatives and drug for senile dementia
IT1242043B (it) * 1990-12-21 1994-02-02 Sigma Tau Ind Farmaceuti Derivati della 1,2,3,4,-tetraidronaftilammina ad attivita' nootropica e composizioni farmaceutiche che li contengono.
IT1245870B (it) * 1991-06-05 1994-10-25 Sigma Tau Ind Farmaceuti 3-acilammino-2-pirrolidinoni quali attivatori dei processi di appremdimento e della memoria e composizioni farmaceutiche comprendenti tali composti
US5510477A (en) * 1994-03-01 1996-04-23 The Procter & Gamble Company Process for the acylation of lactams
US5914332A (en) 1995-12-13 1999-06-22 Abbott Laboratories Retroviral protease inhibiting compounds
AU1369001A (en) * 1995-12-13 2001-03-22 Abbott Laboratories Retroviral protease inhibiting compounds
US7834043B2 (en) 2003-12-11 2010-11-16 Abbott Laboratories HIV protease inhibiting compounds
CA2740610C (en) * 2008-10-16 2020-01-07 The Johns Hopkins University Synaptic vesicle protein 2a inhibitors for treating age-related cognitive impairment
US20110212928A1 (en) * 2010-02-09 2011-09-01 The Johns Hopkins University Methods and compositions for improving cognitive function
EP3610890A1 (en) 2012-11-14 2020-02-19 The Johns Hopkins University Methods and compositions for treating schizophrenia
WO2014144663A1 (en) 2013-03-15 2014-09-18 The Johns Hopkins University Methods and compositions for improving cognitive function
DK2968220T3 (da) 2013-03-15 2021-06-14 Agenebio Inc Fremgangsmåder og sammensætninger til forbedring af kognitiv funktion
CN112843005B (zh) 2015-05-22 2023-02-21 艾吉因生物股份有限公司 左乙拉西坦的延时释放药物组合物
ES2754599T3 (es) 2015-08-05 2020-04-20 Bristol Myers Squibb Co Nuevos inhibidores de FXIa derivados de glicina sustituidos

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2657215A (en) * 1950-03-10 1953-10-27 Goodrich Co B F Method for the preparation of novel n-(2-carboxyalkyl) succinimides
DE1081896B (de) * 1959-03-28 1960-05-19 Bayer Ag Verfahren zur Herstellung von ª‡-Amino-ª‰-hydroxycarbonsaeuren
GB1309692A (en) 1970-02-13 1973-03-14 Ucb Sa N-substituted lactams
GB1039113A (en) 1964-08-06 1966-08-17 Ucb Sa New n-substituted lactams
US3751262A (en) * 1970-06-30 1973-08-07 Allied Chem Ruminant feed supplement
GB1539817A (en) * 1976-10-22 1979-02-07 Ucb Sa N-substituted lactams

Also Published As

Publication number Publication date
DK150064C (da) 1987-06-15
NO150639B (no) 1984-08-13
PL215420A1 (es) 1980-02-11
DE2918523A1 (de) 1979-11-15
CA1119593A (en) 1982-03-09
ZA792175B (en) 1980-05-28
DK150064B (da) 1986-12-01
JPS54154760A (en) 1979-12-06
SE7903864L (sv) 1979-11-09
EP0005689A1 (fr) 1979-11-28
PT69582A (fr) 1979-06-01
FR2425433A1 (fr) 1979-12-07
FI66602C (fi) 1984-11-12
BE876067A (fr) 1979-11-07
NL7903536A (nl) 1979-11-12
DE2960194D1 (en) 1981-04-16
SU1093245A3 (ru) 1984-05-15
YU106979A (en) 1983-04-30
FI791421A (fi) 1979-11-09
PL117056B1 (en) 1981-07-31
JPS6220982B2 (es) 1987-05-11
AU4681679A (en) 1979-11-15
IT7948950A0 (it) 1979-05-07
US4221789A (en) 1980-09-09
GR67631B (es) 1981-09-01
NO791477L (no) 1979-11-09
EP0005689B1 (fr) 1981-03-18
HU178362B (en) 1982-04-28
ATE27T1 (de) 1981-04-15
DK182379A (da) 1979-11-09
YU41340B (en) 1987-02-28
AU522815B2 (en) 1982-06-24
FI66602B (fi) 1984-07-31
SU969701A1 (ru) 1982-10-30
NO150639C (no) 1984-11-21

Similar Documents

Publication Publication Date Title
ES480299A1 (es) Procedimiento de preparacion de nuevos acidos alfa-(hidroxi-alcohil)-lactama-n-aceticos y de sus amidas.
ES453309A1 (es) Un procedimiento de preparacion de derivados de acidos dife-noxi-2-alcanocarboxilicos.
ES482472A1 (es) Procedimiento para la preparacion de isoquinoleinas.
DE2967204D1 (en) Alkoxyphenylpyrrolidones, process for their preparation and medicaments containing them
IE41219B1 (en) Aralkyl esters of aminoalkanoic acids
ES8204721A1 (es) Un procedimiento para preparar derivados de halofenil-piri- dilalilamina
ES8502118A1 (es) Procedimiento de preparar derivados de penicilina.
MY106235A (en) New 2 - carbonyl substituted n, n'' -di (trimethoxybenzoyl) piperazines, process for preparing the same and therapeutical compounds containing them.
ES487631A1 (es) Procedimiento para la obtencion de hexahidro-1,4-oxazepinas
PT83975A (en) Process for the preparation of 5-aminoalkyl-beta-carbolines by products and of pharmaceutical compounds containing them
ES457808A1 (es) Procedimiento de preparacion de 4-acetoxi-8-hidroxi-3-yodo- metil-10-metilen-2,9-dioxatriciclo (4,3,1,0,7) decano.
ES440208A1 (es) Procedimiento para la fabricacion de derivados de piperazi- na.
JPS51115918A (en) Germicides for the porposes withowt medical treatment and method for p reparing them
ES478073A1 (es) Un procedimiento de preparacion de benzamidas.
ES455692A1 (es) Procedimiento para la produccion de derivados de alquilen- dioxipiperacina.
JPS52125171A (en) Preparation of pyridine derivatives
JPS51125229A (en) Process for preparing substituted phenoxyaliphatic acids
DE3266420D1 (en) Derivatives of the 3-amino-1-heteroaryloxy-2-propanol class, their use in therapy and a process for their preparation

Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19971001