CA1218652A - Bis-(piperazinyl or homopiperazinyl)-alkanes - Google Patents

Bis-(piperazinyl or homopiperazinyl)-alkanes

Info

Publication number
CA1218652A
CA1218652A CA000450025A CA450025A CA1218652A CA 1218652 A CA1218652 A CA 1218652A CA 000450025 A CA000450025 A CA 000450025A CA 450025 A CA450025 A CA 450025A CA 1218652 A CA1218652 A CA 1218652A
Authority
CA
Canada
Prior art keywords
compound
formula
carbon atoms
defined above
hydrogen
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
CA000450025A
Other languages
English (en)
French (fr)
Inventor
John P. Devlin
Edward L. Barsumian
Daniel W. Mcneil
James J. Keirns
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.)
BOEHRINGER INGELHEIM Ltd
Original Assignee
BOEHRINGER INGELHEIM Ltd
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 BOEHRINGER INGELHEIM Ltd filed Critical BOEHRINGER INGELHEIM Ltd
Application granted granted Critical
Publication of CA1218652A publication Critical patent/CA1218652A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon 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
    • C07D295/16—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 acylated on ring nitrogen atoms
    • C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
    • C07D243/08—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 not condensed with other 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
    • C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
    • 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
    • C07D295/08—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 bound oxygen or sulfur atoms
    • C07D295/084—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • 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
    • C07D295/08—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 bound oxygen or sulfur atoms
    • C07D295/084—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/092—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings with aromatic radicals attached to the chain
    • 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
    • C07D295/08—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 bound oxygen or sulfur atoms
    • C07D295/096—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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms 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
    • C07D295/10—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 doubly bound oxygen or sulphur atoms
    • C07D295/104—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—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 doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • 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
    • C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Immunology (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA000450025A 1983-03-21 1984-03-20 Bis-(piperazinyl or homopiperazinyl)-alkanes Expired CA1218652A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US47700883A 1983-03-21 1983-03-21
US477,008 1983-03-21

Publications (1)

Publication Number Publication Date
CA1218652A true CA1218652A (en) 1987-03-03

Family

ID=23894132

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000450025A Expired CA1218652A (en) 1983-03-21 1984-03-20 Bis-(piperazinyl or homopiperazinyl)-alkanes

Country Status (24)

Country Link
EP (1) EP0122488B1 (enrdf_load_stackoverflow)
JP (1) JPS59176265A (enrdf_load_stackoverflow)
KR (1) KR890000487B1 (enrdf_load_stackoverflow)
AT (1) ATE43843T1 (enrdf_load_stackoverflow)
AU (1) AU568122B2 (enrdf_load_stackoverflow)
CA (1) CA1218652A (enrdf_load_stackoverflow)
CS (1) CS254971B2 (enrdf_load_stackoverflow)
DD (1) DD219642A5 (enrdf_load_stackoverflow)
DE (1) DE3478601D1 (enrdf_load_stackoverflow)
DK (1) DK166022C (enrdf_load_stackoverflow)
ES (4) ES8505992A1 (enrdf_load_stackoverflow)
FI (1) FI80269C (enrdf_load_stackoverflow)
GR (1) GR81827B (enrdf_load_stackoverflow)
HU (1) HU191599B (enrdf_load_stackoverflow)
IE (1) IE57136B1 (enrdf_load_stackoverflow)
IL (1) IL71291A (enrdf_load_stackoverflow)
NO (1) NO162907C (enrdf_load_stackoverflow)
NZ (1) NZ207554A (enrdf_load_stackoverflow)
PH (1) PH25216A (enrdf_load_stackoverflow)
PL (2) PL252632A1 (enrdf_load_stackoverflow)
PT (1) PT78278B (enrdf_load_stackoverflow)
SU (2) SU1568887A3 (enrdf_load_stackoverflow)
YU (2) YU45598B (enrdf_load_stackoverflow)
ZA (1) ZA842037B (enrdf_load_stackoverflow)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS645287Y2 (enrdf_load_stackoverflow) * 1984-11-20 1989-02-09
US4692448A (en) * 1984-11-20 1987-09-08 Boehringer Ingelheim Pharmaceuticals, Inc. Bis(arylpiperazinyl)sulfur compounds
CA2180190A1 (en) * 1995-07-10 1997-01-11 Kazumi Ogata Benzylpiperazine derivatives
NZ505912A (en) * 1998-02-19 2002-09-27 Kowa Co Cyclic amide compounds and pharmaceuticals thereof; useful for the inhibition of the production of IgE antibody, and therefore useful for preventing and treating allergic immunological disease
US6897305B2 (en) * 1998-06-08 2005-05-24 Theravance, Inc. Calcium channel drugs and uses
US7101909B2 (en) 1998-10-12 2006-09-05 Theravance, Inc. Calcium channel drugs and uses
NZ515374A (en) 1999-05-18 2004-09-24 Teijin Ltd Remedies or prophylactics for diseases in association with chemokines
AU779610B2 (en) * 1999-08-04 2005-02-03 Teijin Limited Cyclic amine CCR3 antagonists
MY131890A (en) * 2001-03-13 2007-09-28 Schering Corp Piperidine compounds

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA675224A (en) * 1963-12-03 Gabler Rudolf Piperazine derivatives
JPS5914032B2 (ja) * 1976-04-09 1984-04-02 日本新薬株式会社 ビストリメトキシベンジルピペラジノアルカン類
US4692448A (en) * 1984-11-20 1987-09-08 Boehringer Ingelheim Pharmaceuticals, Inc. Bis(arylpiperazinyl)sulfur compounds

Also Published As

Publication number Publication date
FI80269B (fi) 1990-01-31
PT78278B (de) 1986-08-08
ES8600228A1 (es) 1985-09-16
PT78278A (de) 1984-04-01
SU1568887A3 (ru) 1990-05-30
DK166022C (da) 1993-08-02
ES535439A0 (es) 1985-09-16
NO162907C (no) 1990-03-07
ZA842037B (en) 1985-12-24
AU568122B2 (en) 1987-12-17
DK160184A (da) 1984-09-22
KR890000487B1 (ko) 1989-03-18
HU191599B (en) 1987-03-30
FI841081A7 (fi) 1984-09-22
PL141127B1 (en) 1987-06-30
PL252632A1 (en) 1986-01-14
YU45598B (sh) 1992-07-20
ATE43843T1 (de) 1989-06-15
PL246774A1 (en) 1985-07-30
GR81827B (enrdf_load_stackoverflow) 1984-12-12
ES8600229A1 (es) 1985-09-16
DK160184D0 (da) 1984-03-20
JPS59176265A (ja) 1984-10-05
DK166022B (da) 1993-03-01
NO841078L (no) 1984-09-24
ES530762A0 (es) 1985-06-16
FI80269C (fi) 1990-05-10
YU107286A (en) 1987-10-31
FI841081A0 (fi) 1984-03-19
IL71291A0 (en) 1984-06-29
DD219642A5 (de) 1985-03-13
EP0122488A1 (de) 1984-10-24
NZ207554A (en) 1987-03-31
ES8505992A1 (es) 1985-06-16
ES535438A0 (es) 1985-09-16
ES535440A0 (es) 1985-09-16
ES8600230A1 (es) 1985-09-16
KR840008007A (ko) 1984-12-12
IE840682L (en) 1984-09-21
AU2589184A (en) 1984-09-27
YU48284A (en) 1987-10-31
EP0122488B1 (de) 1989-06-07
IE57136B1 (en) 1992-05-06
SU1574174A3 (ru) 1990-06-23
DE3478601D1 (de) 1989-07-13
HUT34016A (en) 1985-01-28
PH25216A (en) 1991-03-27
NO162907B (no) 1989-11-27
CS196084A2 (en) 1987-07-16
IL71291A (en) 1987-11-30
CS254971B2 (en) 1988-02-15

Similar Documents

Publication Publication Date Title
US3536712A (en) 1-(amino-dihalo-phenyl)-2-amino-ethanes and -ethanols and salts thereof
US4430343A (en) Benzimidazole derivatives, process for the preparation thereof and pharmaceutical composition containing the same
US4515948A (en) 2,4-Diamino-5-(4-amino and 4-dimethylamino-3,5-dimethoxy benzyl)pyrimidines
CA1218652A (en) Bis-(piperazinyl or homopiperazinyl)-alkanes
EP0039519B1 (de) Substituierte Thienotricyclen, Verfahren zu ihrer Herstellung und sie enthaltende Arzneimittel
IE52717B1 (en) Novel indanyl derivatives and their manufacture and use
IE46908B1 (en) Pyridobenzodiazepines
US3488352A (en) Basically substituted alkoxy anthranilamides,their corresponding 2-nitro compounds and derivatives thereof
EP0972766A1 (en) Hydroquinone derivatives
US4725597A (en) Bis(piperazinyl or homopiperazinyl)alkanes
AU602418B2 (en) Benzimidazole derivatives, their preparation and their application in therapeutics
EP0042366A1 (en) Diphenylbutyl-1-acylpiperazines
JPH0372061B2 (enrdf_load_stackoverflow)
US3683085A (en) Secondaryamino pyridazines
CA1094070A (en) 1-phenyl-piperazine derivatives
KR900001188B1 (ko) 치환된 페닐알킬(피페라지닐 또는 호모피페라지닐)알킬-티올 및-티오카바메이트의 제조방법
US4382930A (en) 2'-(Orthochlorobenzoyl)-4'-chloroglycylanilides, compositions thereof, and use as medicaments
JPS60231634A (ja) ビフエニルオキシアミノアルカン類および医薬
US3553267A (en) 3-dimethylamino-1,2,3,4-tetrahydrofluorene
EP0157652A1 (en) 2-, 3- And 4-biphenyloxyaminoalkanes and related compounds, their preparation and uses, and pharmaceutical compositions containing them
US4056526A (en) Benzo(b)thiophene derivatives
HU209930B (en) Process for producing of 2-mercapto-2-(1-isoquinolylidene)-acetonitrile derivatives and pharmaceutical compositions comprising them
US3591586A (en) 3-tertiary amino-4-tertiary aminomethyl-sydnones
CA1215364A (en) Benzimidazole derivatives, process for the preparation thereof and pharmaceutical composition containing the same
Vejdělek et al. N-(Aminoacyl) and N-(aminoalkyl) derivatives of 4-cyclopentylaniline and N-ethyl-4-cyclopentylaniline; Synthesis and pharmacological screening

Legal Events

Date Code Title Description
MKEX Expiry