FI86544B - Foerfarande foer framstaellning av terapeutiskt aktiva cykloalkano/1,2-b/indolsulfonamidderivat och vid foerfarandet som mellanprodukter anvaendbara bensensulfonamidoalkylcykloalkano/1,2-b/indolderivat. - Google Patents

Foerfarande foer framstaellning av terapeutiskt aktiva cykloalkano/1,2-b/indolsulfonamidderivat och vid foerfarandet som mellanprodukter anvaendbara bensensulfonamidoalkylcykloalkano/1,2-b/indolderivat. Download PDF

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Publication number
FI86544B
FI86544B FI870693A FI870693A FI86544B FI 86544 B FI86544 B FI 86544B FI 870693 A FI870693 A FI 870693A FI 870693 A FI870693 A FI 870693A FI 86544 B FI86544 B FI 86544B
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FI
Finland
Prior art keywords
acid
cycloalkano
mol
indole
theory
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Application number
FI870693A
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English (en)
Finnish (fi)
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FI870693A0 (fi
FI86544C (sv
FI870693A (fi
Inventor
Horst Boeshagen
Ulrich Rosentreter
Folker Lieb
Hermann Oediger
Friedel Seuter
Elisabeth Perzborn
Volker-Bernd Fiedler
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Bayer Ag
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Publication of FI870693A0 publication Critical patent/FI870693A0/fi
Publication of FI870693A publication Critical patent/FI870693A/fi
Application granted granted Critical
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Publication of FI86544C publication Critical patent/FI86544C/sv

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/88—Carbazoles; Hydrogenated carbazoles 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 carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/10—Spiro-condensed systems

Claims (5)

1. Förfarande för framställning av terapeutiskt aktiva cykloalkano[l,2-b]indolsulfonamidderivat med for-5 mein (I) (CH?) -NH-S0-,-R2 R1—f· : (ch2) X (I) 10 r1 COOH väri strecklinjen betecknar en eventuell dubbelbindning, R1 är väte, C1.4-alkyl eller halogen, R2 är fenyl, som kan vara 15 substituerad med en eller tvä substituenter av gruppen metyl, halogen, trifluormetyl och trifluormetoxi, x är 1 eller 2 och y är 0 eller 1, samt salter därav, ora sä öns-kas, i form av deras isomerer, kännetecknat därav, att ett bensensulfonamidoalkylcykloalkano[1,2-b]-20 indolderivat med formeln (XIII) (CH7) -NH-S0->-R2 fif'N-2 y (xm,
25 H väri R1, R2, x och y betecknar samma som ovan, omsätts med akrylnitril i närvaro av ett inert lösningsmedel och even-tuellt en bas och därefter hydrolyseras den erhällna N,N'-30 bis-cyanetylföreningen, och ifali ett cykloalkano[l,2-b]-dihydroindolsulfonamidderivat önskas, hydreras cykloalka-no[1,2-b]indolsulfonamidderivatet eventuellt i närvaro av ett inert lösningsmedel och i närvaro av en syra och ett reduktionsmedel, och om sä önskas, separeras isomerena p& 35 ett sedvanligt sätt och om sä önskas, omvandlas den er- η / " a a ·'*, »V ' i. . ., 69 - - ···· · hälinä föreningen till ett salt därav medelst en bas.
2. Förfarande enligt patentkravet 1, känne-t e c k n a t därav, att man framställer (+)-3-(4-fluor-fenylsulfonamido )-9-( 2-karboxetyl )-1,2,3,4-tetrahydrokarb- 5 azol.
3. Bensensulfon amidoalkylcykloalkano[l,2-bJindol-derivat med formeln (XIII) (CH?) -NH-SCK-R2 1° , Y 2 R ~(XIII) H 15 väri R1 är väte, C1.4-alkyl eller halogen, R2 är fenyl, sont kan vara substituerad med en eller tvä substituenter av gruppen metyl, halogen, trifluormetyl och trifluormetoxi, x är 1 eller 2 och y är 0 eller 1.
FI870693A 1986-02-21 1987-02-19 Förfarande för framställning av terapeutiskt aktiva cykloalkano/1,2-b/ indolsulfonamidderivat och vid förfarandet som mellanprodukter användb ara bensensulfonamidoalkylcykloalkano/1,2-b/indolderivat FI86544C (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE3605566 1986-02-21
DE3605566 1986-02-21
DE19863631824 DE3631824A1 (de) 1986-02-21 1986-09-19 Cycloalkano(1.2-b)indol-sulfonamide
DE3631824 1986-09-19

Publications (4)

Publication Number Publication Date
FI870693A0 FI870693A0 (fi) 1987-02-19
FI870693A FI870693A (fi) 1987-08-22
FI86544B true FI86544B (fi) 1992-05-29
FI86544C FI86544C (sv) 1992-09-10

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
FI870693A FI86544C (sv) 1986-02-21 1987-02-19 Förfarande för framställning av terapeutiskt aktiva cykloalkano/1,2-b/ indolsulfonamidderivat och vid förfarandet som mellanprodukter användb ara bensensulfonamidoalkylcykloalkano/1,2-b/indolderivat

Country Status (19)

Country Link
US (3) US4827032A (sv)
EP (1) EP0242518B1 (sv)
JP (1) JPH075552B2 (sv)
KR (2) KR940007302B1 (sv)
AU (1) AU595855B2 (sv)
CA (1) CA1309414C (sv)
CS (1) CS275837B6 (sv)
DE (2) DE3631824A1 (sv)
DK (1) DK167009B1 (sv)
ES (1) ES2028801T3 (sv)
FI (1) FI86544C (sv)
GR (1) GR3001763T3 (sv)
HU (1) HU198686B (sv)
IE (1) IE59470B1 (sv)
IL (1) IL81611A (sv)
NO (1) NO171633C (sv)
NZ (1) NZ219319A (sv)
PH (1) PH24491A (sv)
PT (1) PT84316B (sv)

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Also Published As

Publication number Publication date
HU198686B (en) 1989-11-28
AU6880887A (en) 1987-08-27
CS275837B6 (en) 1992-03-18
EP0242518B1 (de) 1991-04-10
JPH075552B2 (ja) 1995-01-25
KR890001982A (ko) 1989-04-07
KR960001914B1 (en) 1996-02-06
NO870437D0 (no) 1987-02-04
PH24491A (en) 1990-07-18
KR870007885A (ko) 1987-09-22
CA1309414C (en) 1992-10-27
IE59470B1 (en) 1994-03-09
DK167009B1 (da) 1993-08-16
EP0242518A1 (de) 1987-10-28
US4965258A (en) 1990-10-23
HUT44493A (en) 1988-03-28
NZ219319A (en) 1990-12-21
DK87187D0 (da) 1987-02-20
FI870693A0 (fi) 1987-02-19
CS8701093A2 (en) 1990-11-14
IL81611A (en) 1991-03-10
US4904797A (en) 1990-02-27
DK87187A (da) 1987-08-22
US4827032A (en) 1989-05-02
AU595855B2 (en) 1990-04-12
FI86544C (sv) 1992-09-10
GR3001763T3 (en) 1992-11-23
NO870437L (no) 1987-08-24
FI870693A (fi) 1987-08-22
PT84316A (en) 1987-03-01
JPH0592954A (ja) 1993-04-16
PT84316B (pt) 1989-09-14
DE3631824A1 (de) 1988-03-31
KR940007302B1 (ko) 1994-08-12
NO171633B (no) 1993-01-04
NO171633C (no) 1993-04-14
ES2028801T3 (es) 1992-07-16
DE3769191D1 (de) 1991-05-16
IE870439L (en) 1987-08-21

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