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FI82036B - Foerfarande foer framstaellning av terapeutiskt anvaendbara n-indolyletylsulfonsyraamider. - Google Patents

Foerfarande foer framstaellning av terapeutiskt anvaendbara n-indolyletylsulfonsyraamider. Download PDF

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Publication number
FI82036B
FI82036B FI861683A FI861683A FI82036B FI 82036 B FI82036 B FI 82036B FI 861683 A FI861683 A FI 861683A FI 861683 A FI861683 A FI 861683A FI 82036 B FI82036 B FI 82036B
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FI
Finland
Prior art keywords
alkyl
compounds
cyano
optionally
hydrogen
Prior art date
Application number
FI861683A
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English (en)
Finnish (fi)
Other versions
FI861683A (fi
FI861683A0 (fi
FI82036C (sv
Inventor
Horst Boeshagen
Ulrich Rosentreter
Folker Lieb
Hermann Oediger
Friedel Seuter
Elisabeth Perzborn
Volker-Bernd Fiedler
Original Assignee
Bayer 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 Bayer Ag filed Critical Bayer Ag
Publication of FI861683A0 publication Critical patent/FI861683A0/fi
Publication of FI861683A publication Critical patent/FI861683A/fi
Publication of FI82036B publication Critical patent/FI82036B/fi
Application granted granted Critical
Publication of FI82036C publication Critical patent/FI82036C/sv

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    • 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
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • 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
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C07D209/16Tryptamines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Hematology (AREA)
  • Immunology (AREA)
  • Diabetes (AREA)
  • Indole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Peptides Or Proteins (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Claims (4)

1. Förfarande för framställning av terapeutiskt användbara N-indolyletylsulfonsyraamider med formeln (la) 5 och salter därav, ^ (ch2) 2-n-so2-r3 10 ch2 CHR5 COOH 15 där R1 betecknar väte, fluor, klor, brom, trifluormetyl, grup-pen -O-R9, där R9 betecknar väte, Cj-C4-alkyl, fenyl eller bensyl, eller C1-C4-alkyl, som eventuellt substituerats med fluor, klor och/eller cyan,
20 R3 betecknar C^-C^-alkyl, fenyl eller naftyl, vilka eventuellt upp tili trefaldigt substituerats med fluor, klor, brom, cyan, hydroxi, trifluormetyl, karboxivinyl, C^-C^-alkyl, Cj-C4-alkoxi, C^-C^-metoxi- eller -etoxikarbonylal-kyl, fenyl, fenoxi, amino, dimetylamino och/eller acetyl- 25 amino, eller pyridyl, tienyl, piperidinyl eller kinolyl, bensotiadiazolyl eller indolonyl, vilka eventuellt substi tuerats med C^-C^-alkyl, R4 betecknar väte, metyl, etyl, hydroximetyl, hydroxietyl, metylkarbonyl, cyan eller fenyl, och
30 R5 betecknar väte eller Cj-C^-alkyl, kännetecknat därav, att indolylalkylaminer med formeln 35 r1—L il il h H III) 28 8 2 0 3 6 där R1’ betecknar samma som R1 ovan, förutom att R9 inte är vä-te, och R4 betecknar sanuna som ovan, omsätts med sulfonsyrahalogenider med formeln 5 R3-S02-Y (III) där R3 betecknar samma som ovan och Y betecknar halogen, i närvaro av ett inert lösningsmedel, eventuellt i närvaro 10 av en bas; därefter alkyleras med en olefinisk förening med formeln CH2-C-X' (IV) R5 15 där X’ betecknar Cj-CB-alkoxikarbonyl, cyan eller karbon-amido och R5 betecknar samma som ovan, i närvaro av ett inert lösningsmedel, eventuellt i närvaro av en bas, varefter, ifall framställs föreningar, vilka i 4-, 20 5-, 6- eller 7-ställning substituerats med hydroxi, hydre- ras motsvarande bensyloxiföreningar i närvaro av en kata-lysator i ett inert lösningsmedel, eventuellt i närvaro av en syra, och därefter hydrolyseras alkoxikarbonyl-, cyan-eller karbonamidogruppen X' tili en karboxylgrupp, 25 och därefter, ifall framställs salter, omsätts fö- reningarna med en motsvarande bas.
2. Förfarande enligt patentkravet 1, känne-t e c k n a t därav, att det utförs inom temper a tu rom r ä-det av -20°C...100°C. 30
3. Förfarande enligt patentkravet 1 eller 2, k ä n- netecknat därav, att vid framställning av hydr-oxiföreningar utförs hydreringen i närvaro av en ädelme-tallkatalysator.
4. Förfarande enligt patentkravet 1 eller 2, k ä n-35 netecknat därav, att vid framställning av kar- boxylföreningar utförs hydrolysen i närvaro av en aikaii-eller jordalkalimetallhydroxid eller -alkoholat.
FI861683A 1985-04-24 1986-04-22 Förfarande för framställning av terapeutiskt användbara N-indolyletyls ulfonsyraamider FI82036C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3514696 1985-04-24
DE19853514696 DE3514696A1 (de) 1985-04-24 1985-04-24 N-indolylethyl-sulfonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung

Publications (4)

Publication Number Publication Date
FI861683A0 FI861683A0 (fi) 1986-04-22
FI861683A FI861683A (fi) 1986-10-25
FI82036B true FI82036B (fi) 1990-09-28
FI82036C FI82036C (sv) 1991-01-10

Family

ID=6268925

Family Applications (1)

Application Number Title Priority Date Filing Date
FI861683A FI82036C (sv) 1985-04-24 1986-04-22 Förfarande för framställning av terapeutiskt användbara N-indolyletyls ulfonsyraamider

Country Status (18)

Country Link
US (1) US4774240A (sv)
EP (1) EP0201735B1 (sv)
JP (1) JPH0625104B2 (sv)
KR (1) KR930011299B1 (sv)
CN (1) CN1015054B (sv)
AT (1) ATE56433T1 (sv)
AU (1) AU590267B2 (sv)
CA (1) CA1321585C (sv)
DE (2) DE3514696A1 (sv)
DK (1) DK187186A (sv)
ES (1) ES8802381A1 (sv)
FI (1) FI82036C (sv)
GR (1) GR861058B (sv)
HU (1) HU195483B (sv)
IL (1) IL78557A0 (sv)
NO (1) NO167283C (sv)
PT (1) PT82442B (sv)
ZA (1) ZA863028B (sv)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3613623A1 (de) * 1986-04-23 1987-10-29 Bayer Ag N-dihydroindolylethyl-sulfonamide
GB8717374D0 (en) * 1987-07-22 1987-08-26 Smith Kline French Lab Pharmaceutically active compounds
DE3840338A1 (de) * 1988-11-30 1990-05-31 Bayer Ag Neue 2-halogensubstituierte n-indolylethyl-sulfonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln
US5153214A (en) * 1989-06-28 1992-10-06 Ciba-Geigy Corporation Certain (arylsulfonamido- and imidazolyl-)-substituted carboxylic acids and derivatives thereof and use for suppressing thromboxane activity
US5025025A (en) * 1989-06-28 1991-06-18 Ciba-Geigy Corporation (Arylsulfonamido- and pyridyl-)-substituted carboxylic acids and derivatives thereof and use for suppressing thromboxane activity
GB8924392D0 (en) * 1989-10-30 1989-12-20 Bayer Ag Substituted cycloalkano/b/dihydroindole-and-indolesulphonamides
GB9008108D0 (en) * 1990-04-10 1990-06-06 Bayer Ag Cycloalkano(b)dihydroindoles and-indolesulphonamides substituted by heterocycles
WO1991018897A1 (en) * 1990-06-07 1991-12-12 The Wellcome Foundation Limited Therapeutic heterocyclic compounds
US5189054A (en) * 1990-11-02 1993-02-23 Merrell Dow Pharmaceuticals Inc. 3-amidoindolyl derivatives and pharmaceutical compositions thereof
US7605156B2 (en) * 2001-12-03 2009-10-20 Wyeth Methods for the use of inhibitors of cytosolic phospholipase A2
DE60318188T2 (de) * 2002-03-26 2008-12-11 Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield Glucocorticoid-mimetika, deren herstellung, pharmazeutische zusammensetzungen und verwendung
US7534897B2 (en) * 2002-05-16 2009-05-19 Shionogi & Co., Ltd. Indole arylsulfonaimide compounds exhibiting PGD 2 receptor antagonism
EP1539141B1 (en) * 2002-08-29 2010-07-14 Boehringer Ingelheim Pharmaceuticals Inc. 3-(sulfonamidoethyl)-indole derivatives for use as glucocorticoid mimetics in the treatment of inflammatory, allergic and proliferative diseases
UY28526A1 (es) * 2003-09-24 2005-04-29 Boehringer Ingelheim Pharma Miméticos de glucocorticoides, métodos de preparación composiciones farmacéuticas y usos de los mismos
US7795272B2 (en) * 2004-03-13 2010-09-14 Boehringer Ingelheim Pharmaceutical, Inc. Glucocorticoid mimetics, methods of making them, pharmaceutical compositions and uses thereof
US7754755B2 (en) * 2004-09-23 2010-07-13 Bristol-Myers Squibb Company Inhibitors of 15-lipoxygenase
BRPI0517263A (pt) * 2004-10-29 2008-10-07 Astrazeneca Ab novos derivados de sulfonamida como moduladores do receptor de glicocorticóide para o tratamento de doenças inflamatórias
JP2008525525A (ja) * 2004-12-27 2008-07-17 ベーリンガー インゲルハイム ファーマシューティカルズ インコーポレイテッド グルココルチコイドミメティクス、その製法、医薬組成物及び使用
TW200829578A (en) 2006-11-23 2008-07-16 Astrazeneca Ab Chemical compounds 537
CA2671990A1 (en) * 2006-12-06 2008-06-12 Boehringer Ingelheim International Gmbh Glucocorticoid mimetics, methods of making them, pharmaceutical compositions, and uses thereof
JO2754B1 (en) 2006-12-21 2014-03-15 استرازينكا ايه بي Amylendazoleil derivatives for the treatment of glucocorticoid-mediated disorders
US7750027B2 (en) * 2008-01-18 2010-07-06 Oxagen Limited Compounds having CRTH2 antagonist activity
UY31832A (es) 2008-05-20 2010-01-05 Astrazeneca Ab Derivados de indazol sustituidos con fenilo y benzodioxinilo
AU2009256289A1 (en) * 2008-06-06 2009-12-10 Boehringer Ingelheim International Gmbh Glucocorticoid mimetics, methods of making them, pharmaceutical compositions, and uses thereof
GB201407820D0 (en) 2014-05-02 2014-06-18 Atopix Therapeutics Ltd Polymorphic form
GB201407807D0 (en) 2014-05-02 2014-06-18 Atopix Therapeutics Ltd Polymorphic form
CN105399697A (zh) * 2014-09-12 2016-03-16 苏州旺山旺水生物医药有限公司 一种氨基磺酰基类化合物、其制备方法及用途

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CA1332410C (en) * 1984-06-26 1994-10-11 Roger M. Freidinger Benzodiazepine analogs

Also Published As

Publication number Publication date
HUT41385A (en) 1987-04-28
FI861683A (fi) 1986-10-25
DE3514696A1 (de) 1986-11-06
KR930011299B1 (ko) 1993-11-29
GR861058B (en) 1986-08-19
CA1321585C (en) 1993-08-24
ATE56433T1 (de) 1990-09-15
KR860008137A (ko) 1986-11-12
NO861366L (no) 1986-10-27
JPH0625104B2 (ja) 1994-04-06
ES8802381A1 (es) 1988-05-16
HU195483B (en) 1988-05-30
NO167283C (no) 1991-10-23
ZA863028B (en) 1987-12-30
FI861683A0 (fi) 1986-04-22
CN1015054B (zh) 1991-12-11
DE3674059D1 (de) 1990-10-18
JPS61249960A (ja) 1986-11-07
DK187186A (da) 1986-10-25
NO167283B (no) 1991-07-15
CN86102761A (zh) 1987-02-25
EP0201735A1 (de) 1986-11-20
US4774240A (en) 1988-09-27
AU590267B2 (en) 1989-11-02
DK187186D0 (da) 1986-04-23
PT82442A (en) 1986-05-01
EP0201735B1 (de) 1990-09-12
FI82036C (sv) 1991-01-10
ES554285A0 (es) 1988-05-16
IL78557A0 (en) 1986-08-31
AU5672686A (en) 1986-10-30
PT82442B (pt) 1988-11-30

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Owner name: BAYER AKTIENGESELLSCHAFT