GB1042634A - Diazepine and thiazepine compounds - Google Patents

Diazepine and thiazepine compounds

Info

Publication number
GB1042634A
GB1042634A GB20908/63A GB2090863A GB1042634A GB 1042634 A GB1042634 A GB 1042634A GB 20908/63 A GB20908/63 A GB 20908/63A GB 2090863 A GB2090863 A GB 2090863A GB 1042634 A GB1042634 A GB 1042634A
Authority
GB
United Kingdom
Prior art keywords
alkyl
groups
hydrogen
atoms
group
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
GB20908/63A
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.)
Wander AG
Original Assignee
Wander AG
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
Priority claimed from CH635062A external-priority patent/CH416633A/en
Priority claimed from CH692162A external-priority patent/CH476753A/en
Application filed by Wander AG filed Critical Wander AG
Publication of GB1042634A publication Critical patent/GB1042634A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • 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
    • C07D243/10—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 condensed with carbocyclic rings or ring systems
    • C07D243/38—[b, e]- or [b, f]-condensed with six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D281/02—Seven-membered rings
    • C07D281/04—Seven-membered rings having the hetero atoms in positions 1 and 4
    • C07D281/08—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D281/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with two six-membered rings
    • C07D281/14—[b, e]-condensed
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Compounds (some of which are novel) of the general formula <FORM:1042634/C2/1> (wherein -Z- represents -S-, -SO- or -(N-R6)-, R6 being hydrogen, a C1-5 alkyl or C2- 5 alkenyl group, R2 and R3, which may be the same or different, represent hydrogen atoms, C1- 5 alkyl, C2- 5 alkenyl or amino groups, mono-or di-alkylamino or mono- or di-alkylaminoalkyl groups in which the alkyl groups each contain 1-3 carbon atoms, or monocyclic aryl or aralkyl groups optionally substituted with halogen atoms or OH, CF3 or C1- 3 alkyl, alkoxy or alkymercapto groups, or R2 and R3 together with the adjacent nitrogen atom form a monocyclic alkyleneimino radical optionally containing further O-, S- or N-hetero-atoms, the last of which carries a hydrogen atom or an alkyl, hydroxyalkyl or alkoxyalkyl group of up to 3 carbon atoms, and R4 and R5, which may be the same or different, represent hydrogen or halogen atoms or OH, CF3 or C1- 3 alkyl, alkoxy or alkylmercapto groups) are prepared by (a) treating a reaction mixture containing nitrilium or imonium cations of the general formulae <FORM:1042634/C2/2> (wherein -Z- represents -S-, -SO- or -(N-R6)-, R6 being hydrogen, a C1- 5 alkyl or C2- 5 alkenyl group or a protecting group) with ammonia or an amine (R2NHR3), or (b) cyclizing an amide or thioamide of the general formula <FORM:1042634/C2/3> (wherein R represents S or O, and Z has the same meaning as Z1 in (a)), and in either case subsequently removing the protecting group R6 if present. When R2 and/or R3 in the products are hydrogen, they may be replaced by other R2/R3 values by the action of reactive esters of compounds R2OH or R3OH. Similarly an -NH- group as -Z- may be reacted with a reactive ester of R1OH. When -Z- is -S- it may be oxidized to -SO-. The bases obtained may be converted to acid addition salts or, when tertiary, to quaternary ammonium derivatives. Amides and thioamides of the last general formula above are prepared by reducing the corresponding nitro compounds.
GB20908/63A 1962-05-25 1963-05-24 Diazepine and thiazepine compounds Expired GB1042634A (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
CH635062A CH416633A (en) 1962-05-25 1962-05-25 Process for the preparation of amidines
CH692162A CH476753A (en) 1962-06-08 1962-06-08 Process for the preparation of 11-basic substituted dibenzo (b, f) (1,4) thiazepines
CH1425362 1962-12-05
CH1425162 1962-12-05
CH190263 1963-02-15

Publications (1)

Publication Number Publication Date
GB1042634A true GB1042634A (en) 1966-09-14

Family

ID=27509014

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20908/63A Expired GB1042634A (en) 1962-05-25 1963-05-24 Diazepine and thiazepine compounds

Country Status (3)

Country Link
DE (4) DE1470416A1 (en)
GB (1) GB1042634A (en)
NL (1) NL147426B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4191760A (en) * 1977-02-23 1980-03-04 Abbott Laboratories Dibenzodiazepines
AU2004308955B2 (en) * 2003-12-22 2011-08-04 Acadia Pharmaceuticals Inc. Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders
US8158618B2 (en) 2008-06-20 2012-04-17 Astrazeneca Ab Dibenzothiazepine derivatives and uses thereof—424
WO2013070107A1 (en) * 2011-11-09 2013-05-16 Общество С Ограниченной Ответственностью "Валентек" 5h-dibenzo[b,e][1,4]diazepine derivatives and use thereof

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4341987C1 (en) * 1993-12-09 1995-02-16 Dresden Arzneimittel Process for the preparation of clozapine
DE102004010830A1 (en) * 2004-02-27 2005-09-15 Bioagency Ag Novel 1,4-benzooxazepane or 1,4-benzothiazepanes and derivatives
JP2009516705A (en) * 2005-11-18 2009-04-23 アストラゼネカ・アクチエボラーグ Salt form

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4191760A (en) * 1977-02-23 1980-03-04 Abbott Laboratories Dibenzodiazepines
AU2004308955B2 (en) * 2003-12-22 2011-08-04 Acadia Pharmaceuticals Inc. Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders
US8158618B2 (en) 2008-06-20 2012-04-17 Astrazeneca Ab Dibenzothiazepine derivatives and uses thereof—424
US8653257B2 (en) 2008-06-20 2014-02-18 Astrazeneca Ab Dibenzothiazepine derivatives and uses thereof—424
WO2013070107A1 (en) * 2011-11-09 2013-05-16 Общество С Ограниченной Ответственностью "Валентек" 5h-dibenzo[b,e][1,4]diazepine derivatives and use thereof

Also Published As

Publication number Publication date
DE1620712A1 (en) 1970-06-04
DE1470416A1 (en) 1969-05-14
NL147426B (en) 1975-10-15
DE1620711A1 (en) 1970-06-04
DE1620713A1 (en) 1970-07-02

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