GB1355866A - Dibenzoxazepine derivatives - Google Patents

Dibenzoxazepine derivatives

Info

Publication number
GB1355866A
GB1355866A GB3623571A GB3623571A GB1355866A GB 1355866 A GB1355866 A GB 1355866A GB 3623571 A GB3623571 A GB 3623571A GB 3623571 A GB3623571 A GB 3623571A GB 1355866 A GB1355866 A GB 1355866A
Authority
GB
United Kingdom
Prior art keywords
reacting
compound
give
oxazepine
trifluoromethylsulphonyl
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
GB3623571A
Inventor
Jean Schmutz
Fritz Hunziker
Franz Martin Kunzle
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 CH1192270A external-priority patent/CH549593A/en
Application filed by Wander AG filed Critical Wander AG
Publication of GB1355866A publication Critical patent/GB1355866A/en
Expired legal-status Critical Current

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
    • C07D295/08—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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C265/00—Derivatives of isocyanic acid
    • C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (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)
  • Insulated Conductors (AREA)

Abstract

1355866 Dibenzoxazepine derivatives WANDER Ltd 2 Aug 1971 [6 Aug 1970 1 June 1971] 36235/71 Heading C2C Novel compounds I (in which A is C 1-3 alkylene and R 1 is C 3-8 aliphatic hydrocarbyl) and their acid addition salts, are prepared by (a) reacting an acid R 1 COOH or a salt, acid halide or acid anhydride thereof, with a compound III (in which X is halogen, tosyl, OH, OMe, where Me is a metal, or (b) reacting a compound V with a compound IV (in which Y is halogen, C 1-4 alkoxy, C 1-4 alkylthio, SH or p-nitrobenzylthio) or (c) reacting the compound VI with a compound Y-A-O-CO-R 1 . 2 - Trifluoromethylsulphonyl - 11 - (1 - piperazinyl or 4-#-hydroxyethyl-1-piperazinyl)-dibenz- [b,f][1,4]oxazepine is prepared by reacting 2- 2 - trifluoromethylsulphonyl - 11 - chlorodibenz- [b,f][1,4]oxazepine with piperazine or 4-#- hydroxyethylpiperazine. 2 - Trifluoromethylsulphonyl - 11 - chlorodibenz[b,f][1,4]oxazepine is prepared by reacting 2-nitro-4<SP>1</SP>-methylthio-diphenyl oxide with chlorine to give 2-nitro-4<SP>1</SP>-trichloromethylthio-diphenyl oxide, reacting this with SbF 3 to give 2- nitro-4<SP>1</SP>-trifluoromethylthiodiphenyl oxide, hydrogenating this to give 2-amino-4<SP>1</SP>-trifluoromethylthio-diphenyl oxide, reacting this with phosgene to give 2-isocyanato-4<SP>1</SP>-trifluoromethylthiodiphenyl oxide, reacting this with phosphorus oxychloride and phosphorus pentoxide to give 2 - trifluoromethylthio - 10,11 - dihydro - 11 - oxodibenz[b,f][1,4]oxazepine, reacting this with H 2 O 2 to give 2-trifluoromethylsulphonyl-10,11- dihydro-11-oxo-dibenz[b,f][1,4]oxazepine and reacting this with POCl 3 . Compounds V are prepared by acylating a compound XVII and subsequently debenzylating the reaction product. Pharmaceutical compositions having CNS, neuroleptic and antiemetic activity, for parenteral administration, comprise a compound I, or a pharmaceutically acceptable acid addition salt thereof, together with a suitable carrier.
GB3623571A 1970-08-06 1971-08-02 Dibenzoxazepine derivatives Expired GB1355866A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1192270A CH549593A (en) 1970-08-06 1970-08-06 Dibenzo(bf) (1,4) oxazepines - as neuroleptic and anti emetic agents
CH791571 1971-06-01

Publications (1)

Publication Number Publication Date
GB1355866A true GB1355866A (en) 1974-06-05

Family

ID=25702448

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3623571A Expired GB1355866A (en) 1970-08-06 1971-08-02 Dibenzoxazepine derivatives

Country Status (13)

Country Link
AT (1) AT325624B (en)
AU (2) AU467072B2 (en)
BE (1) BE770956A (en)
CA (1) CA956942A (en)
DE (1) DE2139016A1 (en)
DK (1) DK128355B (en)
ES (1) ES393891A1 (en)
FR (1) FR2102073B1 (en)
GB (1) GB1355866A (en)
IL (1) IL37437A (en)
NL (1) NL7110453A (en)
NO (1) NO132097C (en)
SE (1) SE379046B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7491715B2 (en) 2003-12-22 2009-02-17 Acadia Pharmaceuticals, Inc. Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006034414A2 (en) 2004-09-21 2006-03-30 Hypnion, Inc. Loxapine analogs and methods of use thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1802728A1 (en) * 1967-02-27 1969-06-26 American Cyanamid Co 11-piperazinyldibenzo b f 1 4 oxazepins and thiazepins
BE754406A (en) * 1969-08-06 1971-02-04 Wander Ag Dr A NEW DIBENZO-OXAZEPINE DERIVATIVES THEIR PREPARATION AND MEDICINAL PRODUCTS CONTAINING THESE DERIVATIVES

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7491715B2 (en) 2003-12-22 2009-02-17 Acadia Pharmaceuticals, Inc. Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders
US7517871B2 (en) 2003-12-22 2009-04-14 Acadia Pharmaceuticals, Inc. Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders
US7550454B2 (en) 2003-12-22 2009-06-23 Acadia Pharmaceuticals, Inc. Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders
US7622461B2 (en) 2003-12-22 2009-11-24 Acadia Pharmaceuticals Inc. Amino substituted diaryl[a,d]cycloheptene analogs as muscarinic agonists and methods of treatment of neuropsychiatric disorders

Also Published As

Publication number Publication date
ES393891A1 (en) 1974-07-01
IL37437A (en) 1974-05-16
DE2139016A1 (en) 1972-02-10
AU467072B2 (en) 1975-11-20
AU5668373A (en) 1974-12-12
IL37437A0 (en) 1971-11-29
FR2102073B1 (en) 1974-11-15
CA956942A (en) 1974-10-29
NO132097C (en) 1975-09-17
AU3206071A (en) 1973-03-08
NL7110453A (en) 1972-02-08
SE379046B (en) 1975-09-22
FR2102073A1 (en) 1972-04-07
AT325624B (en) 1975-10-27
NO132097B (en) 1975-06-09
DK128355B (en) 1974-04-16
BE770956A (en) 1972-02-04

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees