DE2714437A1 - Piperazin- und piperidinderivate, verfahren zu ihrer herstellung und arzneipraeparate - Google Patents

Piperazin- und piperidinderivate, verfahren zu ihrer herstellung und arzneipraeparate

Info

Publication number
DE2714437A1
DE2714437A1 DE19772714437 DE2714437A DE2714437A1 DE 2714437 A1 DE2714437 A1 DE 2714437A1 DE 19772714437 DE19772714437 DE 19772714437 DE 2714437 A DE2714437 A DE 2714437A DE 2714437 A1 DE2714437 A1 DE 2714437A1
Authority
DE
Germany
Prior art keywords
general formula
parts
compound
radical
dihydro
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.)
Granted
Application number
DE19772714437
Other languages
German (de)
English (en)
Other versions
DE2714437C2 (xx
Inventor
Marcel J M C Van Der Aa
Albert H M Th Van Heertum
Ludo E J Kennis
Jan Vandenberk
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.)
Janssen Pharmaceutica NV
Original Assignee
Janssen Pharmaceutica NV
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 Janssen Pharmaceutica NV filed Critical Janssen Pharmaceutica NV
Publication of DE2714437A1 publication Critical patent/DE2714437A1/de
Application granted granted Critical
Publication of DE2714437C2 publication Critical patent/DE2714437C2/de
Granted legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
    • 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
    • C07D211/06—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 no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—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 no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/26—Radicals substituted by halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/50—Ketonic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08—Radicals containing only hydrogen and carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
    • C07D235/26—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
    • C07D235/28—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
    • C07D295/073—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pyridine Compounds (AREA)
DE19772714437 1976-04-02 1977-03-31 Piperazin- und piperidinderivate, verfahren zu ihrer herstellung und arzneipraeparate Granted DE2714437A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US67291976A 1976-04-02 1976-04-02
US75306276A 1976-12-21 1976-12-21

Publications (2)

Publication Number Publication Date
DE2714437A1 true DE2714437A1 (de) 1977-10-20
DE2714437C2 DE2714437C2 (xx) 1989-05-11

Family

ID=27100846

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19772714437 Granted DE2714437A1 (de) 1976-04-02 1977-03-31 Piperazin- und piperidinderivate, verfahren zu ihrer herstellung und arzneipraeparate

Country Status (31)

Country Link
JP (1) JPS52122380A (xx)
AT (1) AT357541B (xx)
AU (1) AU515173B2 (xx)
BG (1) BG36044A3 (xx)
CA (1) CA1097646A (xx)
CH (1) CH634317A5 (xx)
CS (1) CS191337B2 (xx)
CY (1) CY1210A (xx)
DE (1) DE2714437A1 (xx)
DK (1) DK153477C (xx)
EG (1) EG12722A (xx)
ES (1) ES456690A1 (xx)
FI (1) FI66178C (xx)
FR (1) FR2346350A1 (xx)
GB (1) GB1579365A (xx)
GR (1) GR62465B (xx)
HU (1) HU179491B (xx)
IE (1) IE44942B1 (xx)
IL (1) IL51797A (xx)
IT (1) IT1086841B (xx)
KE (1) KE3338A (xx)
LU (1) LU77052A1 (xx)
MY (1) MY8400208A (xx)
NL (1) NL190522C (xx)
NO (1) NO146774C (xx)
NZ (1) NZ183506A (xx)
PH (1) PH12951A (xx)
PT (1) PT66384B (xx)
SE (1) SE431333B (xx)
SU (1) SU683621A3 (xx)
YU (1) YU39992B (xx)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0097340A2 (en) * 1982-06-17 1984-01-04 Ferrer Internacional, S.A. Piperazine derivatives, a process for preparing them and pharmaceutical compositions
EP0182330A2 (de) * 1984-11-23 1986-05-28 Wella Aktiengesellschaft Verwendung von 2-Nitroanilinderivaten in Haarfärbemitteln und neue 2-Nitroanilinderivate
WO1993018744A1 (en) * 1992-03-23 1993-09-30 Janssen Pharmaceutica N.V. Agent for use as an anti-irritant
WO1998058924A1 (en) * 1997-06-24 1998-12-30 Bidachem S.P.A. A process for the preparation of oxatomide
US5883094A (en) * 1995-04-24 1999-03-16 Pfizer Inc. Benzimidazolone derivatives with central dopaminergic activity
US5889010A (en) * 1995-05-18 1999-03-30 Pfizer Inc. Benzimidazole derivatives having dopaminergic activity
WO2002060878A1 (en) * 2001-01-30 2002-08-08 Sumitomo Pharmaceuticals Co., Ltd. Benzimidazolidinone derivatives

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4181802A (en) * 1978-05-11 1980-01-01 Janssen Pharmaceutica N.V. 1-(Heterocyclylalkyl)-1,3-dihydro-2-H-benzimidazole-2-ones
US4254127A (en) * 1980-04-03 1981-03-03 Janssen Pharmaceutica, N.V. 1,3-Dihydro-1-[(1-piperidinyl)alkyl]-2H-benzimidazol-2-one derivatives
JPS57106663A (en) * 1980-12-23 1982-07-02 Kyorin Pharmaceut Co Ltd 1,4-disubstituted piperazine derivative and its preparation
JPS625956A (ja) * 1985-07-02 1987-01-12 Terumo Corp ビニル誘導体およびこれを含有する５−リポキシゲナ−ゼ作用阻害剤
FR2635524B1 (fr) * 1988-08-19 1992-04-24 Adir Nouveaux derives de benzopyrrolidinone, leur procede de preparation et les compositions pharmaceutiques les renfermant
US5169855A (en) * 1990-03-28 1992-12-08 Du Pont Merck Pharmaceutical Company Piperidine ether derivatives as psychotropic drugs or plant fungicides
IT1251144B (it) * 1991-07-30 1995-05-04 Boehringer Ingelheim Italia Derivati del benzimidazolone
EP0600318B1 (de) * 1992-11-29 1998-04-08 Clariant GmbH Neue asymmetrische, halogenierte Benzophenone und Verfahren zu ihrer Herstellung
GB0009479D0 (en) * 2000-04-17 2000-06-07 Cipla Limited Antihistaminic compounds
WO2002024661A2 (en) * 2000-09-19 2002-03-28 Boehringer Ingelheim Pharma Gmbh & Co. Kg New n, n'-disubstituted benzimidazolone derivatives with affinity at the serotonin and dopamine receptors
JP2006525299A (ja) * 2003-05-01 2006-11-09 ヴァーナリス リサーチ リミテッド アゼチジンカルボキサミド誘導体及びｃｂ１レセプター媒介障害の治療におけるその使用
MY150958A (en) * 2005-06-16 2014-03-31 Astrazeneca Ab Compounds for the treatment of multi-drug resistant bacterial infections
CA2653497A1 (en) * 2006-05-26 2007-12-06 Neuromed Pharmaceuticals Ltd. Heterocyclic compounds as calcium channel blockers
WO2010128516A2 (en) * 2009-05-04 2010-11-11 Symed Labs Limited Process for the preparation of flibanserin involving novel intermediates
CN104926734B (zh) * 2015-07-07 2017-04-05 苏州立新制药有限公司 氟班色林的制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2882271A (en) * 1959-04-14 Xcixcxh
US3362956A (en) * 1965-08-19 1968-01-09 Sterling Drug Inc 1-[(heterocyclyl)-lower-alkyl]-4-substituted-piperazines
US3369022A (en) * 1966-11-07 1968-02-13 Robins Co Inc A H 3-piperazinoalkyl-2-benzoxazolinones
US3956328A (en) * 1973-10-30 1976-05-11 Kyorin Seiyaku Kabushiki Kaisha S-triazolo(1,5-a)pyridine derivative

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2882271A (en) * 1959-04-14 Xcixcxh
US3362956A (en) * 1965-08-19 1968-01-09 Sterling Drug Inc 1-[(heterocyclyl)-lower-alkyl]-4-substituted-piperazines
US3472854A (en) * 1965-08-19 1969-10-14 Sterling Drug Inc 1-((benzimidazolyl)-lower-alkyl)-4-substituted-piperazines
US3369022A (en) * 1966-11-07 1968-02-13 Robins Co Inc A H 3-piperazinoalkyl-2-benzoxazolinones
US3956328A (en) * 1973-10-30 1976-05-11 Kyorin Seiyaku Kabushiki Kaisha S-triazolo(1,5-a)pyridine derivative

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
C.A. 64, 3499 e, 1966 *
C.A. 82, 156 308 k, 1975 *

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0097340A2 (en) * 1982-06-17 1984-01-04 Ferrer Internacional, S.A. Piperazine derivatives, a process for preparing them and pharmaceutical compositions
EP0097340A3 (en) * 1982-06-17 1984-08-15 Ferrer Internacional, S.A. Piperazine derivatives, a process for preparing them and pharmaceutical compositions
EP0182330A2 (de) * 1984-11-23 1986-05-28 Wella Aktiengesellschaft Verwendung von 2-Nitroanilinderivaten in Haarfärbemitteln und neue 2-Nitroanilinderivate
DE3442757A1 (de) * 1984-11-23 1986-05-28 Wella Ag, 6100 Darmstadt Verwendung von 2-nitroanilinderivaten in haarfaerbemitteln und neue 2-nitroanilinderivate
EP0182330A3 (en) * 1984-11-23 1987-07-15 Wella Aktiengesellschaft Use of 2-nitroaniline derivatives as hair dyeing agents, and 2-nitroaniline derivatives
JPH08269348A (ja) * 1984-11-23 1996-10-15 Wella Ag 新規な２−ニトロアニリン誘導体
WO1993018744A1 (en) * 1992-03-23 1993-09-30 Janssen Pharmaceutica N.V. Agent for use as an anti-irritant
US5883094A (en) * 1995-04-24 1999-03-16 Pfizer Inc. Benzimidazolone derivatives with central dopaminergic activity
US5889010A (en) * 1995-05-18 1999-03-30 Pfizer Inc. Benzimidazole derivatives having dopaminergic activity
WO1998058924A1 (en) * 1997-06-24 1998-12-30 Bidachem S.P.A. A process for the preparation of oxatomide
WO2002060878A1 (en) * 2001-01-30 2002-08-08 Sumitomo Pharmaceuticals Co., Ltd. Benzimidazolidinone derivatives
US6939887B2 (en) 2001-01-30 2005-09-06 Sumitomo Pharmaceuticals Co., Ltd. Benzimidazolidinone derivatives

Also Published As

Publication number Publication date
FR2346350A1 (fr) 1977-10-28
CS191337B2 (en) 1979-06-29
PT66384B (en) 1979-01-31
SE431333B (sv) 1984-01-30
CH634317A5 (en) 1983-01-31
CY1210A (en) 1984-04-06
LU77052A1 (xx) 1977-07-22
SE7703842L (sv) 1977-10-03
JPS6231707B2 (xx) 1987-07-09
PT66384A (en) 1977-05-01
NO146774C (no) 1982-12-08
AU2382477A (en) 1978-10-05
DK153477C (da) 1988-11-21
IE44942L (en) 1977-10-02
YU39992B (en) 1985-06-30
FI66178B (fi) 1984-05-31
IE44942B1 (en) 1982-05-19
JPS52122380A (en) 1977-10-14
DE2714437C2 (xx) 1989-05-11
IL51797A0 (en) 1977-05-31
FI771020A (xx) 1977-10-03
FR2346350B1 (xx) 1980-10-17
MY8400208A (en) 1984-12-31
GR62465B (en) 1979-04-13
CA1097646A (en) 1981-03-17
NO146774B (no) 1982-08-30
BG36044A3 (en) 1984-08-15
NL190522C (nl) 1994-04-05
SU683621A3 (ru) 1979-08-30
DK145977A (da) 1977-10-03
AT357541B (de) 1980-07-10
ATA230477A (de) 1979-12-15
EG12722A (en) 1981-06-30
GB1579365A (en) 1980-11-19
NL7703564A (nl) 1977-10-04
NL190522B (nl) 1993-11-01
IL51797A (en) 1981-09-13
ES456690A1 (es) 1978-07-16
NO771168L (no) 1977-10-04
NZ183506A (en) 1980-04-28
FI66178C (fi) 1984-09-10
KE3338A (en) 1983-11-25
IT1086841B (it) 1985-05-31
HU179491B (en) 1982-10-28
DK153477B (da) 1988-07-18
YU56677A (en) 1983-01-21
PH12951A (en) 1979-10-18
AU515173B2 (en) 1981-03-19

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