KR870001045B1 - 2-[4-[(4,4-디알킬-2,6-피페리딘디온-1-일)부틸]피페라지닐] 피리미딘류의 제조방법 - Google Patents

2-[4-[(4,4-디알킬-2,6-피페리딘디온-1-일)부틸]피페라지닐] 피리미딘류의 제조방법 Download PDF

Info

Publication number
KR870001045B1
KR870001045B1 KR8205503A KR820005503A KR870001045B1 KR 870001045 B1 KR870001045 B1 KR 870001045B1 KR 8205503 A KR8205503 A KR 8205503A KR 820005503 A KR820005503 A KR 820005503A KR 870001045 B1 KR870001045 B1 KR 870001045B1
Authority
KR
South Korea
Prior art keywords
formula
butyl
pyrimidinyl
piperazinyl
compounds
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
KR8205503A
Other languages
English (en)
Korean (ko)
Other versions
KR840002827A (ko
Inventor
엘. 템플. 쥬니어 데이비스
Original Assignee
아이작 쟈콥스키
브리스톨 마이어즈 컴페니
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 아이작 쟈콥스키, 브리스톨 마이어즈 컴페니 filed Critical 아이작 쟈콥스키
Publication of KR840002827A publication Critical patent/KR840002827A/ko
Application granted granted Critical
Publication of KR870001045B1 publication Critical patent/KR870001045B1/ko
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members 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
    • C07D239/32One oxygen, sulfur or nitrogen atom
    • C07D239/42One nitrogen atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/84Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members 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
    • C07D211/86Oxygen atoms
    • C07D211/88Oxygen atoms attached in positions 2 and 6, e.g. glutarimide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/84Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members 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
    • C07D211/90Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members 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
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members 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
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/56One oxygen atom and one sulfur atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/32Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/10Spiro-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Anesthesiology (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
KR8205503A 1981-12-28 1982-12-08 2-[4-[(4,4-디알킬-2,6-피페리딘디온-1-일)부틸]피페라지닐] 피리미딘류의 제조방법 Expired KR870001045B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US334,688 1981-12-28
US06/334,688 US4423049A (en) 1981-12-28 1981-12-28 2-[4-[(4,4-Dialkyl-2,6-piperidinedion-1-yl)butyl]-1-piperazinyl]pyrimidines

Publications (2)

Publication Number Publication Date
KR840002827A KR840002827A (ko) 1984-07-21
KR870001045B1 true KR870001045B1 (ko) 1987-05-26

Family

ID=23308351

Family Applications (1)

Application Number Title Priority Date Filing Date
KR8205503A Expired KR870001045B1 (ko) 1981-12-28 1982-12-08 2-[4-[(4,4-디알킬-2,6-피페리딘디온-1-일)부틸]피페라지닐] 피리미딘류의 제조방법

Country Status (26)

Country Link
US (1) US4423049A (enExample)
JP (2) JPS58118582A (enExample)
KR (1) KR870001045B1 (enExample)
AT (1) AT382373B (enExample)
AU (1) AU555797B2 (enExample)
BE (1) BE895504A (enExample)
CA (1) CA1244426A (enExample)
CH (1) CH656383A5 (enExample)
CY (1) CY1379A (enExample)
DE (1) DE3248160C2 (enExample)
DK (1) DK162389C (enExample)
ES (2) ES8405786A1 (enExample)
FI (1) FI70891C (enExample)
FR (1) FR2518993B1 (enExample)
GB (1) GB2114122B (enExample)
GR (1) GR77045B (enExample)
HK (1) HK5288A (enExample)
IE (1) IE54619B1 (enExample)
IT (1) IT1158039B (enExample)
KE (1) KE3709A (enExample)
LU (1) LU84561A1 (enExample)
NL (1) NL193283C (enExample)
PT (1) PT76036B (enExample)
SE (1) SE453088B (enExample)
SG (1) SG29787G (enExample)
ZA (1) ZA828549B (enExample)

Families Citing this family (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4423049A (en) * 1981-12-28 1983-12-27 Mead Johnson & Company 2-[4-[(4,4-Dialkyl-2,6-piperidinedion-1-yl)butyl]-1-piperazinyl]pyrimidines
US4581357A (en) * 1983-02-07 1986-04-08 Mead Johnson & Company Antipsychotic 5-fluoro-pyrimidin-2-yl piperazine compound
DE3321969A1 (de) * 1983-06-18 1984-12-20 Troponwerke GmbH & Co KG, 5000 Köln 2-pyrimidinyl-1-piperazin-derivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel
US5187276A (en) * 1983-06-18 1993-02-16 Troponwerke Gmbh & Co. Kg. 2-pyrimidinyl-1-piperazine derivatives
CA1250291A (en) * 1984-07-23 1989-02-21 Bristol-Myers Company Psychogeriatric 1-(2-pyrimidinyl)-piperazinyl derivatives of 1-pyrrolidin-2-ones
US4668687A (en) * 1984-07-23 1987-05-26 Bristol-Myers Company Psychogeriatric 1-(2-pyrimidinyl)piperazinyl derivatives of 1-pyrrolidin-2-ones
NL8601494A (nl) * 1985-06-22 1987-01-16 Sandoz Ag Thiazolen, hun bereiding en farmaceutische preparaten die ze bevatten.
NZ216720A (en) * 1985-07-08 1990-09-26 Bristol Myers Co Diazinylpiperidine derivatives and pharmaceutical compositions
US4826843A (en) * 1985-07-08 1989-05-02 Bristol-Myers Cerebral function enhancing diazinylpiperidine derivatives
US4777254A (en) * 1986-12-02 1988-10-11 American Home Products Corp. Cyclic imides as H1 -antagonists
US4771053A (en) * 1987-03-02 1988-09-13 Bristol-Myers Company Method for alleviation of primary depressive disorders
US4782060A (en) * 1987-07-29 1988-11-01 Bristol-Myers Company Gepirone for alleviation of panic disorders
US4880930A (en) * 1987-11-30 1989-11-14 New James S Psychotropic acyclic amide derivatives
US5001130A (en) * 1988-02-18 1991-03-19 Bristol-Myers Company Psychotropic heterobicycloalkylpiperazine derivatives
US5116970A (en) * 1988-02-18 1992-05-26 New James S Psychotropic heterobicycloalkylpiperazine derivatives: 2. fused pyridazinones
US4780466A (en) * 1988-03-17 1988-10-25 Hoechst-Roussel Pharmaceuticals, Inc. Arylpiperazinylalkoxy derivatives of cyclic imides
US5242911A (en) * 1988-06-17 1993-09-07 Pfizer Inc. Bridged bicyclic imides as anxiolytics and antidepressants
US5077295A (en) * 1988-09-16 1991-12-31 Pfizer Inc. Antipsychoic 4-(4-(3-benzisothiazolyl)-1-piperazinyl)buytl bridged bicycle imides
FR2654934B1 (fr) * 1989-11-29 1994-09-30 Midy Spa Utilisation de derive [4-(2-pyrimidinyl)-1-piperazinyl] butyliques pour la preparation de medicaments destines a combattre les troubles de la motricite intestinale.
US5098904A (en) * 1990-06-27 1992-03-24 Bristol-Myers Squibb Company Cerebral function enhancing pyrimidinyl derivatives
WO1992010200A1 (en) * 1990-12-14 1992-06-25 New York University Functional interactions between glial s-100b and central nervous system serotonergic neurons
DE4135551A1 (de) * 1991-08-31 1993-03-04 Schering Ag Verwendung von antagonisten oder partiellen agonisten am 5-ht1a-rezeptor zur behandlung und praevention von kognitiven stoerungen
US5824680A (en) * 1991-08-31 1998-10-20 Bayer Aktiengesellschaft Ipsapirone for the treatment of alzheimer's disease by improving memory
GB9223153D0 (en) * 1992-11-05 1992-12-16 Wyeth John & Brother Ltd Piperazine derivatives
FR2701260B1 (fr) * 1993-02-05 1995-05-05 Esteve Labor Dr Dérivés de 2-[4-(4-azolylbutyl)-1-pipérazinyl]-5-hydroxypyrimidine, leur préparation et leur application en tant que médicaments.
US5338738A (en) * 1993-04-19 1994-08-16 Bristol-Myers Squibb Company Cerebral function enhancers: acyclic amide derivatives of pyrimidinylpiperidines
FR2705098B1 (fr) * 1993-05-10 1995-08-04 Esteve Labor Dr Procédé de préparation de 2-{4-[4-(chloro-1-pyrazolyl)butyl]1-pipérazinyl}pyrimidine (Lesopitron) .
HU217129B (hu) * 1993-07-16 1999-11-29 EGIS Gyógyszergyár Rt. Eljárás nagy tisztaságú buspiron gyógyászati hatóanyag előállítására
US5538985A (en) * 1994-01-27 1996-07-23 Mitsui Toatsu Chemicals, Inc. Pyrrolidinone derivatives
US5521313A (en) * 1994-05-05 1996-05-28 Bristol-Myers Squibb Company Process for preparing certain azapirones
CA2146593A1 (en) * 1994-05-05 1995-11-06 Jack Melton Large-scale process for azapirone synthesis
US5478572A (en) * 1994-09-06 1995-12-26 Bristol-Myers Squibb Co. Gepirone dosage form
US6312717B1 (en) 1998-07-07 2001-11-06 Bristol-Myers Squibb Company Method for treatment of anxiety and depression
WO2000006163A1 (en) * 1998-07-30 2000-02-10 Bristol-Myers Squibb Company Improved method for treatment of sleep-related respiratory disorders
US6566361B2 (en) 1999-06-30 2003-05-20 Laboratories, Upsa Azapirone pain treatment
US6534507B1 (en) 1999-12-20 2003-03-18 Fabre-Kramer Pharmaceuticals, Inc. Methods for treating psychological disorders using bioactive metabolites of gepirone
CN100367965C (zh) * 1999-12-20 2008-02-13 法布瑞-克雷默制药有限公司 吉吡隆代谢物在制备改善哺乳动物不良心理状态的组合物上的应用
HUP0204050A3 (en) * 2000-01-19 2004-09-28 Akzo Nobel Nv Drug combination for the treatment of depression and related disorders comprising mirtazapine and gepirone
AU2001295478A1 (en) * 2000-08-22 2002-03-04 Akzo Nobel N.V. Active metabolite of gepirone
JP2004517081A (ja) * 2000-11-29 2004-06-10 イーライ・リリー・アンド・カンパニー 1−(2−m−メタンスルホンアミドフェニルエチル)−4−(m−トリフルオロメチルフェニル)ピペラジンならびにその医薬的に許容しうる塩および溶媒和物
US20040002500A1 (en) * 2002-06-28 2004-01-01 Fabre Kramer Pharmaceutical, Inc. Methods for treating attention deficit disorder
US20040147581A1 (en) * 2002-11-18 2004-07-29 Pharmacia Corporation Method of using a Cox-2 inhibitor and a 5-HT1A receptor modulator as a combination therapy
CN101693697A (zh) * 2003-07-30 2010-04-14 泽农医药公司 哌嗪衍生物和它们作为治疗剂的用途
ATE473967T1 (de) * 2003-11-26 2010-07-15 Pfizer Prod Inc Aminopyrazolderivate als gsk-3-inhibitoren
US20060099267A1 (en) * 2004-11-05 2006-05-11 Fabre-Kramer Pharmaceuticals, Inc. High-dosage extended-release formulation of gepirone
CN101076320A (zh) * 2004-11-05 2007-11-21 法布雷-克雷默控股公司 吉哌隆的高剂量延时释放制剂
HUE031039T2 (en) * 2007-03-29 2017-06-28 Joint-Stock Company Obninsk Chemical Pharmaceutical Company An antihistamine and an anti-allergenic agent and a method for its preparation
WO2011030139A1 (en) * 2009-09-11 2011-03-17 Astrazeneca Ab 4- (pyrimidin-2-yl) -piperazine and 4- (pyrimidin-2-yl) -piperidine derivatives as gpr119 modulators
IT201900000657A1 (it) 2019-01-16 2020-07-16 Procos Spa Processo per la sintesi di gepirone
GB202014736D0 (en) * 2020-09-18 2020-11-04 Imperial College Innovations Ltd Novel compounds and their use in therapy

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3398151A (en) * 1966-02-01 1968-08-20 Mead Johnson & Co Azaspirodecanediones and azaspiroundecanediones
BE759371A (fr) * 1969-11-24 1971-05-24 Bristol Myers Co Azaspirodecanediones heterocycliques et procedes pour leur preparation
US3976776A (en) * 1972-12-06 1976-08-24 Mead Johnson & Company Tranquilizer process employing N-(heteroarcyclic)piperazinylalkylazaspiroalkanediones
US4182763A (en) * 1978-05-22 1980-01-08 Mead Johnson & Company Buspirone anti-anxiety method
IL57569A0 (en) 1978-06-20 1979-10-31 Synthelabo Phenylpiperazine derivative,their preparation and pharmaceutical compositions containing them
US4423049A (en) * 1981-12-28 1983-12-27 Mead Johnson & Company 2-[4-[(4,4-Dialkyl-2,6-piperidinedion-1-yl)butyl]-1-piperazinyl]pyrimidines

Also Published As

Publication number Publication date
US4423049A (en) 1983-12-27
ES518510A0 (es) 1984-06-16
LU84561A1 (fr) 1983-09-08
ES524945A0 (es) 1985-08-01
SG29787G (en) 1987-07-17
IT8249719A1 (it) 1984-06-22
FR2518993B1 (fr) 1986-09-05
GR77045B (enExample) 1984-09-04
SE8207425D0 (sv) 1982-12-27
PT76036B (en) 1985-12-16
SE453088B (sv) 1988-01-11
JPH0368875B2 (enExample) 1991-10-30
CH656383A5 (de) 1986-06-30
IT8249719A0 (it) 1982-12-22
ATA469882A (de) 1986-07-15
FI70891B (fi) 1986-07-18
JPH06293753A (ja) 1994-10-21
AT382373B (de) 1987-02-25
KR840002827A (ko) 1984-07-21
FI70891C (fi) 1986-10-27
FI824442L (fi) 1983-06-29
AU555797B2 (en) 1986-10-09
NL193283C (nl) 1999-05-06
GB2114122B (en) 1985-11-27
NL193283B (nl) 1999-01-04
JPS58118582A (ja) 1983-07-14
AU9108382A (en) 1983-07-07
FI824442A0 (fi) 1982-12-23
DK162389B (da) 1991-10-21
CA1244426A (en) 1988-11-08
DE3248160A1 (de) 1983-07-07
NL8204970A (nl) 1983-07-18
ES8405786A1 (es) 1984-06-16
DK162389C (da) 1992-03-09
IE823067L (en) 1983-06-28
FR2518993A1 (fr) 1983-07-01
KE3709A (en) 1987-04-16
ZA828549B (en) 1983-09-28
DE3248160C2 (de) 1993-12-09
CY1379A (en) 1987-08-07
ES8506696A1 (es) 1985-08-01
HK5288A (en) 1988-01-29
DK573182A (da) 1983-06-29
IT1158039B (it) 1987-02-18
IE54619B1 (en) 1989-12-20
PT76036A (en) 1983-01-01
GB2114122A (en) 1983-08-17
BE895504A (fr) 1983-06-28
SE8207425L (sv) 1983-08-12

Similar Documents

Publication Publication Date Title
KR870001045B1 (ko) 2-[4-[(4,4-디알킬-2,6-피페리딘디온-1-일)부틸]피페라지닐] 피리미딘류의 제조방법
KR890000566B1 (ko) 1-헤테로아릴-4-[(2,5-피롤리딘디온-1-일)알킬]피페라진유도체 및 그 제조방법
US7705148B2 (en) Processes for the preparation of 4-[[4-[[4-(2-cyanoethenyl)-2,6-dimethylphenyl]amino]-2-pyrimidinyl]amino]benzonitrile
KR920005113B1 (ko) 정신병치료제 1-플루오로페닐부틸-4-(2-피리미디닐)피페라진 유도체의 제조방법.
KR880002011B1 (ko) 2-[4-[(4,4-디알킬-2,6-피페리디온-1-일)부틸]-1-피페라지닐]피리딘 및 그의 제조방법
NO316753B1 (no) Substituerte aza- og diazacykloheptan og -cyklooktan-forbindelser og deres anvendelser, samt farmasoytiske blandinger inneholdende slike forbindelser
IE913459A1 (en) 2-Aminopyrimidine-4-carboxamide derivatives, their¹preparation and their use in therapy
KR900000366B1 (ko) 2-(4-부틸피페라진-1-일)피리딘의 항 정신질환성 환상 이미드 유도체 및 그의 제조방법
SK285670B6 (sk) Deriváty piperazinylalkyltiopyrimidínu, spôsob ich prípravy, ich použitie a farmaceutické kompozície s ich obsahom
EP0144730B1 (en) 2-anilino-1,6-dihydro-6-oxo-5-pyrimidinecarboxylic acid derivatives, processes for the preparation thereof, and antiallergic agent containing the same
JPS59148780A (ja) 精神病治療性5−フルオロ−ピリミジン−2−イルピペラジン化合物
US4581357A (en) Antipsychotic 5-fluoro-pyrimidin-2-yl piperazine compound
EP0186275A2 (en) 2-Substituted amino-4(1H)-pyrimidone derivatives, their production, and medical compositions containing them
JPH05345764A (ja) 新規アゼピン誘導体、その製造法およびその用途
CS258133B2 (cs) Způsob výroby l-heteroaryl-4-[(2,5-pyrrolidindion-l-yl)alkyl]- piperazinových derivátů

Legal Events

Date Code Title Description
PA0109 Patent application

Patent event code: PA01091R01D

Comment text: Patent Application

Patent event date: 19821208

PG1501 Laying open of application
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 19850627

Comment text: Request for Examination of Application

Patent event code: PA02011R01I

Patent event date: 19821208

Comment text: Patent Application

PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 19870121

Patent event code: PE09021S01D

PG1605 Publication of application before grant of patent

Comment text: Decision on Publication of Application

Patent event code: PG16051S01I

Patent event date: 19870427

PE0701 Decision of registration

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 19880118

PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 19880224

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 19880224

End annual number: 3

Start annual number: 1

PR1001 Payment of annual fee

Payment date: 19900508

Start annual number: 4

End annual number: 4

PR1001 Payment of annual fee

Payment date: 19910522

Start annual number: 5

End annual number: 5

PR1001 Payment of annual fee

Payment date: 19920525

Start annual number: 6

End annual number: 6

PR1001 Payment of annual fee

Payment date: 19930319

Start annual number: 7

End annual number: 7

PR1001 Payment of annual fee

Payment date: 19940517

Start annual number: 8

End annual number: 8

PR1001 Payment of annual fee

Payment date: 19950515

Start annual number: 9

End annual number: 9

PR1001 Payment of annual fee

Payment date: 19960517

Start annual number: 10

End annual number: 10

PR1001 Payment of annual fee

Payment date: 19970520

Start annual number: 11

End annual number: 11

PR1001 Payment of annual fee

Payment date: 19980519

Start annual number: 12

End annual number: 12

PR1001 Payment of annual fee

Payment date: 19990507

Start annual number: 13

End annual number: 13

PR1001 Payment of annual fee

Payment date: 20000517

Start annual number: 14

End annual number: 14

PR1001 Payment of annual fee

Payment date: 20010516

Start annual number: 15

End annual number: 15

PR1001 Payment of annual fee

Payment date: 20020524

Start annual number: 16

End annual number: 16

PC1801 Expiration of term