IE781985L - Piperazinopyrrolobenzodiazepines - Google Patents

Piperazinopyrrolobenzodiazepines

Info

Publication number
IE781985L
IE781985L IE781985A IE198578A IE781985L IE 781985 L IE781985 L IE 781985L IE 781985 A IE781985 A IE 781985A IE 198578 A IE198578 A IE 198578A IE 781985 L IE781985 L IE 781985L
Authority
IE
Ireland
Prior art keywords
lower alkyl
alkyl
mono
cycloalkyl
hydrogen
Prior art date
Application number
IE781985A
Other versions
IE47390B1 (en
Original Assignee
Ciba Geigy
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 filed Critical Ciba Geigy
Publication of IE781985L publication Critical patent/IE781985L/en
Publication of IE47390B1 publication Critical patent/IE47390B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/33Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/333Radicals substituted by oxygen or sulfur atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/26Psychostimulants, e.g. nicotine, ***e
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/33Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/335Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/12Heterocyclic 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 three hetero rings
    • C07D487/14Ortho-condensed systems

Landscapes

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

Abstract

1. A 1,3,4,14b-tetrahydro-2H, 10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]benzodiazepine of the general formula I see diagramm : EP0001585,P19,F1 wherein each of R1 , R3 and R4 is hydrogen or lower alkyl ; R2 is hydrogen, lower alkyl or higher alkyl, lower alkenyl, lower alkynyl, cycloalkyl or cycloalkenyl, each containing 3 to 7 ring members, or (cycloalkyl, hydroxy, amino, mono- or di-lower alkylamino, carboxy, lower carbalkoxy, carbamoyl, mono- or di-lower alkylcarbamoyl, HPh, lower alkanoyl or HPhCO)-lower alkyl ; Ph is 1,2-phenylene which can be substituted by at most two members selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio, halogen and trifluoromethyl ; C2 H2n is lower alkylene separating both nitrogen atoms by 2 or 3 carbon atoms and R5 is hydrogen, lower alkyl, carboxy, lower carbalkoxy or (hydroxy, amino, mono- or di-lower alkylamino)-lower alkyl ; the lower alkoxycarbonyl, lower or higher alkanoyl, adamantoyl, carbamoyl, mono- or di-lower alkylcarbamoyl derivates, cycloalkyl-carbonyl derivatives containing 3 to 7 ring members, or HPhCO-derivatives ; the 2-N-oxide, 2-lower alkyl or 2-HPh-lower alkyl quaternary ammonium derivatives and salts thereof. [EP0001585A1]
IE1985/78A 1977-10-05 1978-10-04 New piperazinopyrrolobenzodiazepines,process for their manufacture and pharmaceutical preparations containing them IE47390B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US83969677A 1977-10-05 1977-10-05

Publications (2)

Publication Number Publication Date
IE781985L true IE781985L (en) 1979-04-05
IE47390B1 IE47390B1 (en) 1984-03-07

Family

ID=25280422

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1985/78A IE47390B1 (en) 1977-10-05 1978-10-04 New piperazinopyrrolobenzodiazepines,process for their manufacture and pharmaceutical preparations containing them

Country Status (18)

Country Link
EP (1) EP0001585B1 (en)
JP (1) JPS5461199A (en)
AT (1) AT368157B (en)
AU (1) AU521335B2 (en)
CA (1) CA1113934A (en)
DD (1) DD138774A5 (en)
DE (1) DE2860861D1 (en)
DK (1) DK441278A (en)
ES (1) ES473900A1 (en)
FI (1) FI63578C (en)
HK (1) HK2185A (en)
HU (1) HU179948B (en)
IE (1) IE47390B1 (en)
IL (1) IL55664A (en)
NO (1) NO150159C (en)
NZ (1) NZ188580A (en)
SG (1) SG38684G (en)
ZA (2) ZA784475B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4737496A (en) * 1986-10-01 1988-04-12 Ciba-Geigy Corporation 1,3,4,16b-tetrahydro-2H,10H-indolo[2,1-c]pyrazino-[1,2-a][1,4]benzodiazepines useful as serotonin-2 receptor antagonists
CA2026925A1 (en) * 1989-10-05 1991-04-06 Hiroshi Fukumi Tetracyclic compounds having anti-allergic and anti-asthmatic activities, their preparation and use
EP0539164A1 (en) * 1991-10-23 1993-04-28 Sankyo Company Limited Nitrogen-containing tetracyclic compounds having anti-allergic and anti-asthmatic activities, their preparation and use
AUPP433398A0 (en) * 1998-06-25 1998-07-16 Australian National University, The Compounds and processes

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3763183A (en) * 1972-07-10 1973-10-02 Sterling Drug Inc 1,2,3,10,11,11a-hexahydro-5h-pyrrolo (2,1-c)(1,4)benzodiazepines
US3985732A (en) * 1974-04-26 1976-10-12 American Cyanamid Company 1,2,3,11A-Tetrahydro-10-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5,11(10H)-diones
US3984562A (en) * 1975-02-24 1976-10-05 American Cyanamid Company Substituted benzodiazepines and method of use
US4017492A (en) * 1976-04-02 1977-04-12 The Upjohn Company As-triazinobenzodiazepin-1-ones
US4073784A (en) * 1977-03-09 1978-02-14 The Upjohn Company Certain as-triazino 4,3-a! 1,4!benzodiazepine-1,2-dione compounds

Also Published As

Publication number Publication date
AU4040178A (en) 1980-04-17
JPS5461199A (en) 1979-05-17
IE47390B1 (en) 1984-03-07
NO150159B (en) 1984-05-21
IL55664A0 (en) 1978-12-17
IL55664A (en) 1982-02-28
ES473900A1 (en) 1979-04-16
NZ188580A (en) 1981-12-15
AT368157B (en) 1982-09-27
FI782994A (en) 1979-04-06
FI63578C (en) 1983-07-11
HU179948B (en) 1983-01-28
DD138774A5 (en) 1979-11-21
FI63578B (en) 1983-03-31
CA1113934A (en) 1981-12-08
ZA785599B (en) 1979-09-26
SG38684G (en) 1985-03-29
DK441278A (en) 1979-04-06
AU521335B2 (en) 1982-03-25
EP0001585A1 (en) 1979-05-02
EP0001585B1 (en) 1981-07-22
DE2860861D1 (en) 1981-10-29
NO150159C (en) 1984-08-29
HK2185A (en) 1985-01-18
ATA715178A (en) 1982-01-15
NO783360L (en) 1979-04-06
ZA784475B (en) 1979-07-25

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