DK276484D0 - 5-DIAZACYCLOALKYL-1,2,4-TRIAZOL (2,3-C) (1,3) BENZODIAZEPINES AND SALTS THEREOF AND THEIR PREPARATION AND USE - Google Patents

5-DIAZACYCLOALKYL-1,2,4-TRIAZOL (2,3-C) (1,3) BENZODIAZEPINES AND SALTS THEREOF AND THEIR PREPARATION AND USE

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Publication number
DK276484D0
DK276484D0 DK276484A DK276484A DK276484D0 DK 276484 D0 DK276484 D0 DK 276484D0 DK 276484 A DK276484 A DK 276484A DK 276484 A DK276484 A DK 276484A DK 276484 D0 DK276484 D0 DK 276484D0
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DK
Denmark
Prior art keywords
alkyl
carbamoyl
alkoxy
sulfamoyl
hydroxy
Prior art date
Application number
DK276484A
Other languages
Danish (da)
Other versions
DK276484A (en
Inventor
Isidoros Vlattas
Original Assignee
Ciba Geigy 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
Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag
Publication of DK276484D0 publication Critical patent/DK276484D0/en
Publication of DK276484A publication Critical patent/DK276484A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • 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
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D249/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Psychiatry (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Steroid Compounds (AREA)

Abstract

1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE Compounds of the formula see diagramm : EP0129509,P18,F1 wherein R1 is hydrogen, C1 -C4 alkylthio, amino, (C1 -C4 alkanoyl-, C1 -C4 alkoxycarbonyl-, carbamoyl-, sulfamoyl-, C1 -C4 monoalkyl-, or di-C1 -C4 alkyl-carbamoyl- or -sulfamoyl-, halosulfonyl-, phenyl-C1 -C2 alkoxy-carbonyl-, C1 -C4 alkyl- or di-C1 -C4 alkyl-)amino, C1 -C4 alkoxy, (C1 -C4 alkanoyl-, C1 -C4 alkoxycarbonyl-, carbamoyl-, sulfamoyl-, mono-C1 -C4 alkyl- or di-C1 -C4 alkyl-carbamoyl- or -sulfamoyl-, halosulfonyl- or phenyl-C1 -C2 alkoxycarbonyl-) oxy, C1 -C4 alkyl, acetyl, propionyl, hydroxy, halogen, trifluoromethyl, cyano, carboxy, methoxy- or ethoxy-carbonyl, carbamoyl, mono- or di-methyl- or -ethyl-carbamoyl, hydroxy-C1 -C4 alkyl or di-C1 -C4 alkylamino-C1 -C4 alkyl ; Cn H2n is C2 -C4 alkylene separating the two nitrogen atoms by 2 or 3 carbon atoms ; R2 is hydrogen, C1 -C7 alkyl, allyl, propargyl, acetyl, propionyl, phenyl-C1 -C3 alkyl which can be substituted at the phenyl ring by halogen, C1 -C4 alkoxy or by C1 -C4 alkyl, methoxy- or ethoxy-carbonyl, phenylmethoxycarbonyl, phenylethoxycarbonyl, 2-hydroxy-(ethyl or propyl), 3-hydroxy-(propyl or butyl), 4-hydroxybutyl, C2 -C4 alkanoyl-oxy-C2 -C4 alkyl, phenoxy-C2 -C4 alkyl which can be substituted at the phenyl ring by halogen, C1 -C4 alkoxy or by C1 -C4 alkyl, or C1 -C4 alkoxy-C2 -C4 alkyl ; R3 and R4 independently represent hydrogen, C1 -C7 alkyl, C1 -C4 alkoxy, C1 -C4 alkylthio, halogen, trifluoromethyl, hydroxy, acetoxy, propionyloxy, sulfamoyl, mono- or di-C1 -C4 alkylsulfamoyl, and R5 and R6 represent hydrogen or C1 -C4 alkyl ; and N-oxides and salts thereof. 1. Claims for the Contracting State : AT A process for the manufacture of compounds of the formula see diagramm : EP0129509,P20,F2 wherein R1 is hydrogen, C1 -C4 alkylthio, amino, (C1 -C4 alkanoyl-, C1 -C4 alkoxycarbonyl-, carbamoyl-, sulfamoyl-, C1 -C4 monoalkyl-, or di-C1 -C4 alkyl-carbamoyl- or -sulfamoyl-, halosulfonyl-, phenyl-C1 -C2 alkoxy-carbonyl-, C1 -C4 alkyl- or di-C1 -C4 alkyl-)amino, C1 -C4 alkoxy, (C1 -C4 alkanoyl-, C1 -C4 alkoxycarbonyl-, carbamoyl-, sulfamoyl-, mono-C1 -C4 alkyl- or di- C1 -C4 alkyl-carbamoyl-or -sulfamoyl-, halosulfonyl- or phenyl-C1 -C2 alkoxycarbonyl-)oxy, acyloxy, C1 -C4 alkyl, acetyl, propionyl, hydroxy, halogen, trifluoromethyl, cyano, carboxy, methoxy- or ethoxy-carbonyl, carbamoyl, mono- or di-methyl- or -ethyl-carbamoyl, hydroxy- C1 -C4 alkyl or di-C1 -C4 alkylamino-C1 -C4 alkyl ; Cn H2n is C2 -C4 alkylene separating the two nitrogen atoms by 2 or 3 carbon atoms ; R2 is hydrogen, C1 -C7 alkyl, allyl, propargyl, acetyl, propionyl, phenyl-C1 -C3 alkyl which can be substituted at the phenyl ring by halogen, C1 -C4 alkoxy or by C1 -C4 alkyl, methoxy- or ethoxy-carbonyl, phenylmethoxycarbonyl, phenylethoxycarbonyl, 2-hydroxy-(ethyl or propyl), 3-hydroxy-(propyl or butyl), 4-hydroxybutyl, C2 -C4 alkanoyloxy-C2 -C4 alkyl, phenoxy-C2 -C4 alkyl which can be substituted at the phenyl ring by halogen, C1 -C4 alkoxy or by C1 -C4 alkyl, or C1 -C4 alkoxy-C2 -C4 alkyl ; R3 and R4 independently represent hydrogen, C1 -C7 alkyl, C1 -C4 alkoxy, C1 -C4 alkylthio, halogen, trifluoromethyl, hydroxy, acetoxy, propionyloxy, sulfamoyl, mono- or di- C1 -C4 alkylsulfamoyl, and R5 and R6 represent hydrogen or C1 -C4 alkyl ; and N-oxides and salts thereof, characterized in that a) a compound of the formula III see diagramm : EP0129509,P20,F3 wherein X is a group detachable together with hydrogen or with an alkali metal, and the other symbols are as defined under the formula I, is condensed with a compound of formula IV see diagramm : EP0129509,P21,F1 or with an alkali metal derivative thereof in which R2 is as defined under the formula I, or b) a compound of the formula VI see diagramm : EP0129509,P21,F2 wherein Z is oxygen, sulfur or NH, and the other symbols are as defined above, is cyclized under dehydrating, dehydrosulfurating or deaminating conditions, and, if desired, a resulting free compound is converted into a salt or a resulting salt is converted into the free compound or into another salt, and/or, if desired, a resulting mixture of isomers or racemates is resolved into the single isomers or racemates, and/or, if desired, resulting racemates are resolved into the optical antipodes.
DK276484A 1983-06-06 1984-06-04 5-DIAZACYCLOALKYL-1,2,4-TRIAZOL (2,3-C) (1,3) BENZODIAZEPINES AND SALTS THEREOF AND THEIR PREPARATION AND USE DK276484A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US50132883A 1983-06-06 1983-06-06

Publications (2)

Publication Number Publication Date
DK276484D0 true DK276484D0 (en) 1984-06-04
DK276484A DK276484A (en) 1984-12-07

Family

ID=23993078

Family Applications (1)

Application Number Title Priority Date Filing Date
DK276484A DK276484A (en) 1983-06-06 1984-06-04 5-DIAZACYCLOALKYL-1,2,4-TRIAZOL (2,3-C) (1,3) BENZODIAZEPINES AND SALTS THEREOF AND THEIR PREPARATION AND USE

Country Status (17)

Country Link
EP (1) EP0129509B1 (en)
JP (1) JPS606689A (en)
AT (1) ATE45740T1 (en)
AU (1) AU574075B2 (en)
CA (1) CA1215044A (en)
DD (1) DD220310A5 (en)
DE (1) DE3479499D1 (en)
DK (1) DK276484A (en)
ES (1) ES533135A0 (en)
FI (1) FI78098C (en)
GR (1) GR82058B (en)
HU (1) HU190930B (en)
IL (1) IL72015A (en)
NO (1) NO162070C (en)
NZ (1) NZ208373A (en)
PT (1) PT78687A (en)
ZA (1) ZA844186B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL84093A (en) * 1986-10-09 1992-09-06 Ciba Geigy Ag Aralkyl-4h-1,2,4-triazole derivatives,their preparation and pharmaceutical compositions containing them
DE19824673A1 (en) * 1998-05-26 1999-12-02 Schering Ag New 2,3-benzodiazepine derivatives are AMPA receptor inhibitors useful in treatment of neurological and psychiatric disorders

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3539573A (en) * 1967-03-22 1970-11-10 Jean Schmutz 11-basic substituted dibenzodiazepines and dibenzothiazepines
US4076823A (en) * 1977-08-18 1978-02-28 E. R. Squibb & Sons, Inc. Triazolo-2,4-benzodiazepines
US4192803A (en) * 1978-09-15 1980-03-11 American Cyanamid Company 5H-Pyrrolo[2,1-c][1,4]benzodiazepine derivatives
FI824170L (en) * 1981-12-07 1983-06-08 Ciba Geigy Ag IMMEDAZOBENSODIAZEPINER, FOERFARANDE FOER DERAS FRAMSTAELLNING, DESSA FOERENINGAR INNEHAOLLANDE PHARMACEUTICAL PREPARATION OCH DERAS ANVAENDNING

Also Published As

Publication number Publication date
HUT34488A (en) 1985-03-28
JPS606689A (en) 1985-01-14
FI78098C (en) 1989-06-12
IL72015A0 (en) 1984-10-31
EP0129509B1 (en) 1989-08-23
DK276484A (en) 1984-12-07
ZA844186B (en) 1985-02-27
NO162070B (en) 1989-07-24
AU2910684A (en) 1984-12-13
NO162070C (en) 1989-11-01
FI842228A0 (en) 1984-06-04
GR82058B (en) 1984-12-13
ES8506713A1 (en) 1985-08-01
DD220310A5 (en) 1985-03-27
DE3479499D1 (en) 1989-09-28
CA1215044A (en) 1986-12-09
HU190930B (en) 1986-12-28
FI78098B (en) 1989-02-28
ES533135A0 (en) 1985-08-01
AU574075B2 (en) 1988-06-30
NZ208373A (en) 1987-02-20
FI842228A (en) 1984-12-07
EP0129509A2 (en) 1984-12-27
NO842254L (en) 1984-12-07
ATE45740T1 (en) 1989-09-15
IL72015A (en) 1987-12-31
JPH0354669B2 (en) 1991-08-20
EP0129509A3 (en) 1985-09-11
PT78687A (en) 1984-07-01

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