NO162070C - ANALOGUE PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE TRIAZOL (2,3-C) (1,3) BENZODIAZEPINES. - Google Patents
ANALOGUE PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE TRIAZOL (2,3-C) (1,3) BENZODIAZEPINES.Info
- Publication number
- NO162070C NO162070C NO842254A NO842254A NO162070C NO 162070 C NO162070 C NO 162070C NO 842254 A NO842254 A NO 842254A NO 842254 A NO842254 A NO 842254A NO 162070 C NO162070 C NO 162070C
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- carbamoyl
- alkoxy
- sulfamoyl
- hydroxy
- Prior art date
Links
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
Landscapes
- 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.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US50132883A | 1983-06-06 | 1983-06-06 |
Publications (3)
Publication Number | Publication Date |
---|---|
NO842254L NO842254L (en) | 1984-12-07 |
NO162070B NO162070B (en) | 1989-07-24 |
NO162070C true NO162070C (en) | 1989-11-01 |
Family
ID=23993078
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO842254A NO162070C (en) | 1983-06-06 | 1984-06-05 | ANALOGUE PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE TRIAZOL (2,3-C) (1,3) BENZODIAZEPINES. |
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)
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)
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 |
-
1984
- 1984-05-29 DE DE8484810264T patent/DE3479499D1/en not_active Expired
- 1984-05-29 EP EP84810264A patent/EP0129509B1/en not_active Expired
- 1984-05-29 AT AT84810264T patent/ATE45740T1/en not_active IP Right Cessation
- 1984-06-04 GR GR74912A patent/GR82058B/el unknown
- 1984-06-04 FI FI842228A patent/FI78098C/en not_active IP Right Cessation
- 1984-06-04 PT PT78687A patent/PT78687A/en not_active IP Right Cessation
- 1984-06-04 CA CA000455776A patent/CA1215044A/en not_active Expired
- 1984-06-04 IL IL72015A patent/IL72015A/en unknown
- 1984-06-04 DK DK276484A patent/DK276484A/en not_active Application Discontinuation
- 1984-06-05 DD DD84263805A patent/DD220310A5/en not_active IP Right Cessation
- 1984-06-05 AU AU29106/84A patent/AU574075B2/en not_active Ceased
- 1984-06-05 ES ES533135A patent/ES533135A0/en active Granted
- 1984-06-05 HU HU842181A patent/HU190930B/en unknown
- 1984-06-05 NZ NZ208373A patent/NZ208373A/en unknown
- 1984-06-05 NO NO842254A patent/NO162070C/en unknown
- 1984-06-05 ZA ZA844186A patent/ZA844186B/en unknown
- 1984-06-06 JP JP59114697A patent/JPS606689A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
ATE45740T1 (en) | 1989-09-15 |
NO162070B (en) | 1989-07-24 |
HU190930B (en) | 1986-12-28 |
IL72015A (en) | 1987-12-31 |
ZA844186B (en) | 1985-02-27 |
EP0129509B1 (en) | 1989-08-23 |
HUT34488A (en) | 1985-03-28 |
DK276484D0 (en) | 1984-06-04 |
AU574075B2 (en) | 1988-06-30 |
EP0129509A3 (en) | 1985-09-11 |
NO842254L (en) | 1984-12-07 |
ES8506713A1 (en) | 1985-08-01 |
JPH0354669B2 (en) | 1991-08-20 |
FI78098C (en) | 1989-06-12 |
DE3479499D1 (en) | 1989-09-28 |
IL72015A0 (en) | 1984-10-31 |
FI842228A (en) | 1984-12-07 |
NZ208373A (en) | 1987-02-20 |
CA1215044A (en) | 1986-12-09 |
FI78098B (en) | 1989-02-28 |
EP0129509A2 (en) | 1984-12-27 |
JPS606689A (en) | 1985-01-14 |
DD220310A5 (en) | 1985-03-27 |
AU2910684A (en) | 1984-12-13 |
PT78687A (en) | 1984-07-01 |
DK276484A (en) | 1984-12-07 |
GR82058B (en) | 1984-12-13 |
FI842228A0 (en) | 1984-06-04 |
ES533135A0 (en) | 1985-08-01 |
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