FI88152B - Foerfarande foer framstaellning av 1-/(4-morfolinyl)alkyl/-1h-indoler, vilka aer anvaendbara som smaertstillande medel - Google Patents

Foerfarande foer framstaellning av 1-/(4-morfolinyl)alkyl/-1h-indoler, vilka aer anvaendbara som smaertstillande medel Download PDF

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Publication number
FI88152B
FI88152B FI880117A FI880117A FI88152B FI 88152 B FI88152 B FI 88152B FI 880117 A FI880117 A FI 880117A FI 880117 A FI880117 A FI 880117A FI 88152 B FI88152 B FI 88152B
Authority
FI
Finland
Prior art keywords
acid
compound
morpholinyl
formula
arylcarbonyl
Prior art date
Application number
FI880117A
Other languages
English (en)
Finnish (fi)
Other versions
FI88152C (sv
FI880117A (fi
FI880117A0 (fi
Inventor
Malcolm Rice Bell
Ambra Thomas Edward D
Original Assignee
Sterling Drug Inc
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 Sterling Drug Inc filed Critical Sterling Drug Inc
Publication of FI880117A0 publication Critical patent/FI880117A0/fi
Publication of FI880117A publication Critical patent/FI880117A/fi
Application granted granted Critical
Publication of FI88152B publication Critical patent/FI88152B/fi
Publication of FI88152C publication Critical patent/FI88152C/sv

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Classifications

    • 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
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids

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

Claims (5)

1. Förfarande för framställning av 4-arylkarbonyl-l-[(4-morfolinyl)-(lägre alkyl)]-lH-indoler, vilka har 5 formeln 1 och vilka är användbara som smärtstillande me-del, ArCO A-n CO ^ ITI I /—\ ,n Alk - N O 15 där Ar är lägre alkoxifenyl eller 1-naftyl och Alk är läg-re alkylen, som innehäller 1-5 kolatomer, eller farma-ceutiskt godtagbara syradditionssalter därav, känne-t e c k n a t därav, att motsvarande förening, som har formeln II 20 ArCO A—, CO
25 H omsätts med en förening, som har formeln 4-(X-Alk)-morfo-lin, där X är halogen och Ar och Alk betecknar samma som ovan, i närvaro av en stark bas, och om s& önskas, omvand-30 las den erhällna fria basen tili ett farmaceutiskt godtag-bart syraadditionssalt.
2. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att föreningen med formeln II fram-ställs sä, att motsvarande 3-arylkarbonyl-2-metylnitroben- 17 88152 sen omsätts med DMF-dimetylacetal och det blldade 3-aryl-karbonyl-2-(2-dlmetylamlnoetenyl)nitrobensenet cykllseras reduktivt med väte 1 närvaro av en katalysator.
3. Förfarande enligt patentkravet 1 eller 2, k ä n- 5 netecknat därav, att föreningen, som skall fram- ställas, är 4-(4-metoxibensoyl)-l-[2-(4-morfolinyl)etyl]-lH-lndolhydroklorld.
4. Förfarande enligt patentkravet 1 eller 2, k ä n-netecknat därav, att föreningen, som skall fram- 10 ställas, är 4-(4-metoxibensoyl)-l-[3-(4-morfolinyl)pro- pyl]-lH-indolhydroklorid.
5. Förfarande enligt patentkravet 1 eller 2, k ä n-netecknat därav, att föreningen, som skall fram-ställas, är l-[2-(4-morfolinyl)etyl]-4-(l-naftylkarbonyl)- 15 lH-indol-p-toluensulfonathydrat.
FI880117A 1987-02-11 1988-01-12 Förfarande för framställning av 1-/(4-morfolinyl)alkyl/-1H-indoler, vi lka är användbara som smärtstillande medel FI88152C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1331387 1987-02-11
US07/013,313 US4840950A (en) 1987-02-11 1987-02-11 4-arylcarbonyl-1-[(4-morpholinyl)-lower-alkyl]-1H-indoles

Publications (4)

Publication Number Publication Date
FI880117A0 FI880117A0 (fi) 1988-01-12
FI880117A FI880117A (fi) 1988-08-12
FI88152B true FI88152B (fi) 1992-12-31
FI88152C FI88152C (sv) 1993-04-13

Family

ID=21759325

Family Applications (1)

Application Number Title Priority Date Filing Date
FI880117A FI88152C (sv) 1987-02-11 1988-01-12 Förfarande för framställning av 1-/(4-morfolinyl)alkyl/-1H-indoler, vi lka är användbara som smärtstillande medel

Country Status (21)

Country Link
US (1) US4840950A (sv)
EP (1) EP0278265B1 (sv)
JP (1) JP2561939B2 (sv)
KR (1) KR960007523B1 (sv)
AR (1) AR243184A1 (sv)
AT (1) ATE80386T1 (sv)
AU (1) AU596494B2 (sv)
CA (1) CA1299180C (sv)
DE (1) DE3874361T2 (sv)
DK (1) DK167921B1 (sv)
ES (1) ES2052608T3 (sv)
FI (1) FI88152C (sv)
GR (1) GR3005855T3 (sv)
IE (1) IE63264B1 (sv)
IL (1) IL84922A (sv)
MX (1) MX174421B (sv)
NO (1) NO169713C (sv)
NZ (1) NZ223146A (sv)
PH (1) PH25902A (sv)
PT (1) PT86527B (sv)
ZA (1) ZA879723B (sv)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5081122A (en) * 1990-03-05 1992-01-14 Sterling Drug Inc. Antiglaucoma compositions containing 4-arylcarbonyl-1-(4-morpholinyl)-lower-alkyl)-1H-indoles and method of use thereof
EP2865381A1 (en) 2006-05-18 2015-04-29 Pharmacyclics, Inc. ITK inhibitors for treating blood cell malignancies

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3215699A (en) * 1961-06-27 1965-11-02 Warner Lambert Pharmaceutical Substituted acetylphenyl hydrazones of 2,3-piperidine diones
US3182071A (en) * 1961-06-27 1965-05-04 Warner Lambert Pharmaceutical Acylated indole derivatives
US3489429A (en) * 1967-12-18 1970-01-13 American Home Prod 1-loweralkanoyl-3-(2-substituted ethyl)indoles
GB1374414A (en) * 1972-06-12 1974-11-20 Sterling Drug Inc 1-acyl-3-amino-alkyl-indoles and their preparation
GB1436771A (en) * 1973-02-16 1976-05-26 Labaz Indole derivatives and process for preparing the same
US4581354A (en) * 1984-08-06 1986-04-08 Sterling Drug Inc. 3-arylcarbonyl- and 3-cycloalkylcarbonyl-1-aminoalkyl-1H-indoles, compositions and use
PH23498A (en) * 1984-08-06 1989-08-16 Sterling Drug Inc 3-carbonyl-1-aminoalkyl-1h-indoles,composition and use thereof

Also Published As

Publication number Publication date
AU596494B2 (en) 1990-05-03
FI88152C (sv) 1993-04-13
ZA879723B (en) 1988-06-23
DK21588D0 (da) 1988-01-19
AR243184A1 (es) 1993-07-30
DK21588A (da) 1988-08-12
IE63264B1 (en) 1995-04-05
IL84922A0 (en) 1988-06-30
ES2052608T3 (es) 1994-07-16
NO880206L (no) 1988-08-12
NZ223146A (en) 1990-01-29
IL84922A (en) 1992-03-29
DK167921B1 (da) 1994-01-03
DE3874361D1 (de) 1992-10-15
JP2561939B2 (ja) 1996-12-11
CA1299180C (en) 1992-04-21
KR960007523B1 (ko) 1996-06-05
NO169713C (no) 1992-07-29
EP0278265A1 (en) 1988-08-17
JPS63216865A (ja) 1988-09-09
KR880009962A (ko) 1988-10-06
AU1038788A (en) 1988-08-18
FI880117A (fi) 1988-08-12
GR3005855T3 (sv) 1993-06-07
PT86527B (pt) 1991-12-31
EP0278265B1 (en) 1992-09-09
NO880206D0 (no) 1988-01-19
DE3874361T2 (de) 1993-03-25
FI880117A0 (fi) 1988-01-12
MX174421B (es) 1994-05-16
ATE80386T1 (de) 1992-09-15
IE880047L (en) 1988-08-11
MX10085A (es) 1993-09-01
US4840950A (en) 1989-06-20
PH25902A (en) 1991-12-19
NO169713B (no) 1992-04-21
PT86527A (en) 1988-02-01

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Owner name: SANOFI

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Owner name: SANOFI

FG Patent granted

Owner name: SANOFI-SYNTHELABO

MA Patent expired