CS196893B1 - 3-fluor-10-piperazino-8-substituted 10,11-dihydro-dibenzothiepines - Google Patents

3-fluor-10-piperazino-8-substituted 10,11-dihydro-dibenzothiepines Download PDF

Info

Publication number
CS196893B1
CS196893B1 CS778728A CS872877A CS196893B1 CS 196893 B1 CS196893 B1 CS 196893B1 CS 778728 A CS778728 A CS 778728A CS 872877 A CS872877 A CS 872877A CS 196893 B1 CS196893 B1 CS 196893B1
Authority
CS
Czechoslovakia
Prior art keywords
fluoro
dihydrodibenzo
isopropyl
mixture
ethanol
Prior art date
Application number
CS778728A
Other languages
Czech (cs)
English (en)
Inventor
Miroslav Protiva
Miroslav Rajsner
Karel Sindelar
Jiri Jilek
Vaclav Bartl
Jirina Metysova
Antonin Dlabac
Leon Langsadl
Josef Pomykacek
Frantisek Miksik
Original Assignee
Miroslav Protiva
Miroslav Rajsner
Karel Sindelar
Jiri Jilek
Vaclav Bartl
Jirina Metysova
Antonin Dlabac
Leon Langsadl
Josef Pomykacek
Frantisek Miksik
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 Miroslav Protiva, Miroslav Rajsner, Karel Sindelar, Jiri Jilek, Vaclav Bartl, Jirina Metysova, Antonin Dlabac, Leon Langsadl, Josef Pomykacek, Frantisek Miksik filed Critical Miroslav Protiva
Priority to CS778728A priority Critical patent/CS196893B1/cs
Priority to FR7832559A priority patent/FR2412312A1/fr
Priority to DK521078A priority patent/DK521078A/da
Priority to FI783607A priority patent/FI66374C/fi
Priority to BE192114A priority patent/BE872496A/xx
Priority to AT0892578A priority patent/AT368151B/de
Priority to GB7848581A priority patent/GB2010843B/en
Priority to SE7813114A priority patent/SE442403B/sv
Priority to CH1305178A priority patent/CH642077A5/de
Priority to CA318,360A priority patent/CA1100134A/en
Priority to DE19782855703 priority patent/DE2855703A1/de
Priority to JP15770178A priority patent/JPS5492979A/ja
Priority to US05/972,323 priority patent/US4243805A/en
Publication of CS196893B1 publication Critical patent/CS196893B1/cs

Links

Classifications

    • 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
    • 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
    • A61P25/26—Psychostimulants, e.g. nicotine, cocaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles
    • 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
    • C07D295/16—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
    • C07D295/20—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 carbonic acid, or sulfur or nitrogen analogues thereof
    • C07D295/205—Radicals derived from carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
    • C07D337/02—Seven-membered rings
    • C07D337/06—Seven-membered rings condensed with carbocyclic rings or ring systems
    • C07D337/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
    • C07D337/14—[b,f]-condensed

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Neurosurgery (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Psychiatry (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
CS778728A 1977-12-22 1977-12-22 3-fluor-10-piperazino-8-substituted 10,11-dihydro-dibenzothiepines CS196893B1 (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
CS778728A CS196893B1 (en) 1977-12-22 1977-12-22 3-fluor-10-piperazino-8-substituted 10,11-dihydro-dibenzothiepines
FR7832559A FR2412312A1 (fr) 1977-12-22 1978-11-17 3-fluoro-10-piperazino-10,11-dihydrodibenzo-(b,f)thiepines substituees en 8, leurs sels, et procede pour leur preparation
DK521078A DK521078A (da) 1977-12-22 1978-11-22 3-fluor-10-piperazino-8-substituerede 10,11-dihydrodibenzo (b,f) thiepiner deres syreaddiionssalte en fremgangsmaade til frmstilling af dem og praeparater indeholdende dem
FI783607A FI66374C (fi) 1977-12-22 1978-11-24 Foerfarande foer framstaellning av terapeutiskt aktiva 3-fluor-10-piperazino-8-substituerade 10,11-dihydrodibenso(b f)tiepiner
BE192114A BE872496A (fr) 1977-12-22 1978-12-04 3-fluoro-10-piperazino-10, 11-dihydrodibenzo (b,f) thiepines substituees en position 8, leurs sels et leurs procedes de preparation
AT0892578A AT368151B (de) 1977-12-22 1978-12-14 Verfahren zur herstellung von neuen 3-fluor-10piperazino-8-substituierten 10,11-dihydrodibenzo (b,f)thiepinen und deren saeureadditionssalzen
GB7848581A GB2010843B (en) 1977-12-22 1978-12-14 3-fluoro-10-piperazino-8-substituted 10,11-dihydrodibenzo (b,f)thiepins their salts and methods for their preparatio
SE7813114A SE442403B (sv) 1977-12-22 1978-12-20 3-fluor-10-piperazino-8-substituerade 10,11-dihydrodibenso(b,f)tiepiner och additionssalter derav
CH1305178A CH642077A5 (de) 1977-12-22 1978-12-21 3-fluor-10-piperazino-8-substituierte 10,11-dihydrodibenzo-(b,f)-thiepine, deren saeureadditionssalze, verfahren zur herstellung derselben und diese enthaltende zubereitungen.
CA318,360A CA1100134A (en) 1977-12-22 1978-12-21 Therapeutically active 3-fluoro-10-piperazino-8- substituted 10,11-dihydrodibenzo¬b,f|thiepins
DE19782855703 DE2855703A1 (de) 1977-12-22 1978-12-22 3-fluor-10-piperazino-8-substituierte 10.11-dihydrodibenzo(b,f)-thiepine, ihre herstellung und pharmazeutische mittel
JP15770178A JPS5492979A (en) 1977-12-22 1978-12-22 33fluoroo100piperazinoo8 substituted 10*111dihydrodibenzo *b*f* thiepin and its salts and their manufacture
US05/972,323 US4243805A (en) 1977-12-22 1978-12-22 3 Fluoro-10-piperazino-8-substituted 10,11-dihydrodibenzo-(bf) thiepins and method for the preparation thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS778728A CS196893B1 (en) 1977-12-22 1977-12-22 3-fluor-10-piperazino-8-substituted 10,11-dihydro-dibenzothiepines

Publications (1)

Publication Number Publication Date
CS196893B1 true CS196893B1 (en) 1980-04-30

Family

ID=5438253

Family Applications (1)

Application Number Title Priority Date Filing Date
CS778728A CS196893B1 (en) 1977-12-22 1977-12-22 3-fluor-10-piperazino-8-substituted 10,11-dihydro-dibenzothiepines

Country Status (13)

Country Link
US (1) US4243805A (US07943777-20110517-C00090.png)
JP (1) JPS5492979A (US07943777-20110517-C00090.png)
AT (1) AT368151B (US07943777-20110517-C00090.png)
BE (1) BE872496A (US07943777-20110517-C00090.png)
CA (1) CA1100134A (US07943777-20110517-C00090.png)
CH (1) CH642077A5 (US07943777-20110517-C00090.png)
CS (1) CS196893B1 (US07943777-20110517-C00090.png)
DE (1) DE2855703A1 (US07943777-20110517-C00090.png)
DK (1) DK521078A (US07943777-20110517-C00090.png)
FI (1) FI66374C (US07943777-20110517-C00090.png)
FR (1) FR2412312A1 (US07943777-20110517-C00090.png)
GB (1) GB2010843B (US07943777-20110517-C00090.png)
SE (1) SE442403B (US07943777-20110517-C00090.png)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3029365A1 (de) * 1980-08-01 1982-03-25 Bayer Ag, 5090 Leverkusen Verfahren zur (alpha)-bromierung von gegebenenfalls substituierten fluortoluolen und gemischen von in (alpha)-stellung verschieden hoch bromierten, gegebenenfalls substituierten fluortoluolen
CS249455B1 (en) * 1985-01-24 1987-03-12 Miroslav Protiva N-substituted 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo(b,f)thiepines and their salts and method of their preparation
US5700445A (en) * 1994-12-12 1997-12-23 Allelix Biopharmaceuticals, Inc. N-methyl piperazine compounds having dopamine receptor affinity
EP1350113A2 (en) 2000-08-30 2003-10-08 Chemocentryx, Inc. Inhibition of cmv infection and dissemination
US20050250767A1 (en) * 2003-01-23 2005-11-10 Weiner David M Use of N-desmethylclozapine to treat human neuropsychiatric disease
KR20050092123A (ko) * 2003-01-23 2005-09-20 아카디아 파마슈티칼스 인코포레이티드 Ｎ-데스메틸클로자핀의 인간의 신경정신성 질환의 치료용도
ATE426405T1 (de) 2003-12-22 2009-04-15 Acadia Pharm Inc Amino-substituierte diarylaa,ducyclohepten- analoga als muscarinische agonisten und verfahren zur behandlung von neuropsychiatrischen erkrankungen
EP1756070A2 (en) * 2004-04-01 2007-02-28 Acadia Pharmaceuticals Inc. Crystalline forms of n-desmethylclozapine
GB0415320D0 (en) * 2004-07-08 2004-08-11 Astrazeneca Ab Novel compounds
DE102004049728A1 (de) * 2004-10-11 2006-04-13 Merck Patent Gmbh Verfahren zur Herstellung von monosubstituierten Piperazinderivaten
US20070105836A1 (en) * 2005-10-31 2007-05-10 Lars Pettersson Prodrugs of muscarinic agonists and methods of treatment of neuropsychiatric disorders
US10525376B2 (en) 2015-07-20 2020-01-07 W. L. Gore & Associates, Inc. Affinity chromatography devices
WO2019092044A1 (en) * 2017-11-08 2019-05-16 Centre National De La Recherche Scientifique Dihydrobenzo[b][1]benzothiepin compounds useful in therapy

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2412520C2 (de) * 1973-03-30 1982-09-16 F. Hoffmann-La Roche & Co. AG, 4002 Basel Tricyclische Verbindungen, Verfahren zu deren Herstellung und diese enthaltende Präparate
DE2412521A1 (de) * 1973-03-30 1974-10-10 Hoffmann La Roche Tricyclische verbindungen
FI753625A (US07943777-20110517-C00090.png) * 1975-01-06 1976-07-07 Spofa Vereinigte Pharma Werke
JPS5835449B2 (ja) * 1979-08-31 1983-08-02 中興化成工業株式会社 表面に波型状凹凸部を有する無機質繊維織布管の製造方法

Also Published As

Publication number Publication date
DK521078A (da) 1979-06-23
GB2010843B (en) 1982-08-18
CH642077A5 (de) 1984-03-30
FI783607A (fi) 1979-06-23
JPS5492979A (en) 1979-07-23
SE442403B (sv) 1985-12-23
GB2010843A (en) 1979-07-04
CA1100134A (en) 1981-04-28
AT368151B (de) 1982-09-27
JPS638109B2 (US07943777-20110517-C00090.png) 1988-02-19
FI66374C (fi) 1984-10-10
BE872496A (fr) 1979-03-30
FR2412312B1 (US07943777-20110517-C00090.png) 1982-10-29
DE2855703C2 (US07943777-20110517-C00090.png) 1987-02-26
FR2412312A1 (fr) 1979-07-20
SE7813114L (sv) 1979-06-23
DE2855703A1 (de) 1979-06-28
FI66374B (fi) 1984-06-29
US4243805A (en) 1981-01-06
ATA892578A (de) 1982-01-15

Similar Documents

Publication Publication Date Title
CS196893B1 (en) 3-fluor-10-piperazino-8-substituted 10,11-dihydro-dibenzothiepines
US3509184A (en) Anthracyclidine-acetic acid derivatives
PL123700B1 (en) Process for preparing novel derivatives of pyran-4-one
US5596101A (en) N-substituted trifluoromethylphenyltetrahydropyridines, process for the preparation thereof, intermediates in said process and pharmaceutical compositions containing them
CH651303A5 (de) Basische derivate von tricyclischen verbindungen und verfahren zu ihrer herstellung.
GB2026480A (en) 2 - acyl - 6 - aminomethylphenol derivative and process for preparing the same
JPH0710863B2 (ja) エーテル化若しくはエステル化しうるジヒドロキシ基により位置２で置換された４―ｏｈキノリンカルボン酸の新規の誘導体、その製造方法、及び医薬としてのその使用
US4599406A (en) Process for preparing 2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide derivatives and intermediates therefor
US3709938A (en) 2,6-dihalo-m-substituted-benzoic acid amides
PL88941B1 (en) Indolylacetic acid derivatives[us3812112a]
EP0368464B1 (en) Thiopene-2 carboxamide derivatives and their pharmaceutical use
US4297369A (en) Certain muscle relaxant 3-methyl-2-benzofuran acetamides
US4048321A (en) Disubstituted azabicycloalkanes
US3470154A (en) Dibenzo(e,g)(1,4)oxazocines and dibenzo (e,g)(1,4)thiazocines
US3557098A (en) Substituted-7,12-dihydropleiadene derivatives
US5703233A (en) Quinilone disulfide as intermediates
US3505388A (en) 10,11-dihydro-5,10-methanodibenzo-cycloheptenes
US4042598A (en) Disubstituted azabicycloalkanes
US3557141A (en) 2-phenyl-3-tertiaryamino-1-(2-thienyl)-1-propanones
US3712925A (en) Acenaphthene derivatives
NO129524B (US07943777-20110517-C00090.png)
CS259646B1 (cs) Způsob přípravy diarylmethyI-4-tetrahydrothiopyranyletherů a Jejich methojodidů
GB2057444A (en) Piperidinobutyrophenones
CS197191B1 (cs) 8-Chlor-10-(N4-alkylpiperazino)-10,11-dihydrodibenzo(b,f) thiepiny s kyslíkatými funkcemi v poloze 3 a v N-alkylu
EP0035853A2 (en) Thienocycloheptapyrrole derivatives, process for their preparation and pharmaceutical compositions containing them