GB980853A - Diazepine and thiazepine compounds - Google Patents

Diazepine and thiazepine compounds

Info

Publication number
GB980853A
GB980853A GB29595/61A GB2959561A GB980853A GB 980853 A GB980853 A GB 980853A GB 29595/61 A GB29595/61 A GB 29595/61A GB 2959561 A GB2959561 A GB 2959561A GB 980853 A GB980853 A GB 980853A
Authority
GB
United Kingdom
Prior art keywords
amino
alkyl
reacting
groups
formula
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
GB29595/61A
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 CH927660A external-priority patent/CH398620A/en
Priority claimed from CH1354260A external-priority patent/CH404677A/en
Application filed by Wander AG filed Critical Wander AG
Publication of GB980853A publication Critical patent/GB980853A/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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D267/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D267/02—Seven-membered rings
    • C07D267/08—Seven-membered rings having the hetero atoms in positions 1 and 4
    • C07D267/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D267/16—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
    • C07D267/20—[b, f]-condensed
    • 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
    • C07D281/16—[b, f]-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)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of the general formula <FORM:0980853/C2/1> and their acid addition salts and guaternary ammonium derivatives (wherein Z represents S, SO or -(NR1)-, whereR1 is H or a protecting group (e.g. an acyl orbenzyl group), or a C1 to C5 alkyl or C2 to C5 alkenyl group; R2 and R3 may be the same or different and represent hydrogen atoms or alkyl, alkenyl, amino, mono- or dialkylamino or mono- or di-alkylaminoalkyl groups, or monocyclic aryl or aralkyl groups, which aryl and aralkyl groups may be substituted by halogen atoms or trifluoromethyl, hydroxy, alkyl, or C1 to C3 alkoxy or alkylmercapto groups, or R2\t and R3 together with the nitrogen atom may form a cycloalkylamino group which may contain further heteroatoms, which heteroatoms, if nitrogen, may carry hydrogen atoms or alkyl, hydroxyalkyl or alkoxyalkyl groups; and R4 and R5 represent hydrogen or halogen atoms or trifluoromethyl, hydroxy or C1 to C3 alkyl, alkoxy or alkylmercapto groups), and the preparation thereof by reacting a compound of formula <FORM:0980853/C2/2> (wherein R1 may not be H) with a dehydrating agent, or by reacting a compound of formula <FORM:0980853/C2/3> (wherein A represents a halogen atom or a C1 to C3 alkoxy or alkylthio group) with a compound of formula <FORM:0980853/C2/4> and, if desired, converting the products into acid addition salts or quaternary ammonium compounds. Compounds in which Z is SO can also be obtained by oxidizing the thiazepine compounds (Z=S). The products are useful as analgesics, chemotherapeutic agents, antihistaminics, or antiphlogistic or antioedemic agents. Ureas of the second general formula above are obtained by reacting suitable o-amino-diphenylamines or o-amino-diphenyl sulphides with potassium cyanate, or with phosgene or chlorocarbamate followed by reaction with an amine of formula R2-NH-R3. Dibenzodiazepines and dibenzothiazepines of the third general formula above are obtained by thermal cyclization of suitable o-amino-diphenylamine - o1 - carboxylic acids or o - amino-o1-carboxydipheny sulphides to form the lactam, and then reacting the lactam with phosphorus pentasulphide and then with alkali and dialkyl sulphate, or reacting the lactam with phosphorus oxychloride and phosphorus pentachloride.
GB29595/61A 1960-08-16 1961-08-16 Diazepine and thiazepine compounds Expired GB980853A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH927660A CH398620A (en) 1960-08-16 1960-08-16 Process for the preparation of amidines of the dibenzo (b, e) (1,4) diazepine series
CH1354260A CH404677A (en) 1960-12-02 1960-12-02 Process for the preparation of amidines

Publications (1)

Publication Number Publication Date
GB980853A true GB980853A (en) 1965-01-20

Family

ID=25704559

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29595/61A Expired GB980853A (en) 1960-08-16 1961-08-16 Diazepine and thiazepine compounds

Country Status (6)

Country Link
DE (1) DE1620703B2 (en)
ES (1) ES269845A1 (en)
FR (1) FR1402M (en)
GB (1) GB980853A (en)
NL (1) NL6413698A (en)
SE (2) SE321664B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4115574A (en) 1974-11-26 1978-09-19 Lilly Industries Limited Benzodiazepine derivatives
WO1997000252A1 (en) * 1995-06-16 1997-01-03 Warner-Lambert Company Tricyclic inhibitors of protein farnesyltransferase
WO2009154563A1 (en) * 2008-06-20 2009-12-23 Astrazeneca Ab Dibenzothiazepine derivatives and use thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1587128A (en) * 1977-04-07 1981-04-01 Hexachimie Benzothiazepine derivatives
CN101360724A (en) * 2005-11-18 2009-02-04 阿斯利康公司 Salt forms

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4115574A (en) 1974-11-26 1978-09-19 Lilly Industries Limited Benzodiazepine derivatives
WO1997000252A1 (en) * 1995-06-16 1997-01-03 Warner-Lambert Company Tricyclic inhibitors of protein farnesyltransferase
US5919780A (en) * 1995-06-16 1999-07-06 Warner Lambert Company Tricyclic inhibitors of protein farnesyltransferase
WO2009154563A1 (en) * 2008-06-20 2009-12-23 Astrazeneca Ab Dibenzothiazepine derivatives and use thereof
US8653257B2 (en) 2008-06-20 2014-02-18 Astrazeneca Ab Dibenzothiazepine derivatives and uses thereof—424

Also Published As

Publication number Publication date
FR1402M (en) 1962-08-17
ES269845A1 (en) 1962-04-01
DE1620703A1 (en) 1970-06-18
DE1620703B2 (en) 1976-11-25
NL6413698A (en) 1965-01-25
SE335857B (en) 1971-06-14
SE321664B (en) 1970-03-16

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