FI90864B - Förfarande för framställning av terapeutiskt användbara tetrahydronaftalenderivat - Google Patents

Förfarande för framställning av terapeutiskt användbara tetrahydronaftalenderivat Download PDF

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Publication number
FI90864B
FI90864B FI881180A FI881180A FI90864B FI 90864 B FI90864 B FI 90864B FI 881180 A FI881180 A FI 881180A FI 881180 A FI881180 A FI 881180A FI 90864 B FI90864 B FI 90864B
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FI
Finland
Prior art keywords
formula
group
solution
lower alkyl
compound
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Application number
FI881180A
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English (en)
Finnish (fi)
Other versions
FI881180A (sv
FI90864C (sv
FI881180A0 (sv
Inventor
Roshantha A S Chandraratna
Original Assignee
Allergan Inc
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Filing date
Publication date
Application filed by Allergan Inc filed Critical Allergan Inc
Publication of FI881180A0 publication Critical patent/FI881180A0/sv
Publication of FI881180A publication Critical patent/FI881180A/sv
Publication of FI90864B publication Critical patent/FI90864B/sv
Application granted granted Critical
Publication of FI90864C publication Critical patent/FI90864C/sv

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/14—Decongestants or antiallergics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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

Claims (5)

1. Förfarande för framställning av ett terapeutiskt använd-bart tetrahydronaftalenderivat med formeln ζίο^*·* väri R är väte eller lägre alkyl, A är pyridyl och B är -COOH eller en lägre alkylester därav, 1-hydroxilägrealkyl, lägrealkylkarbonyloximetyl, -CHO eller dilägrealkoximetyl, eller ett farmaceutiskt acceptabelt sait därav, kannetecknat av att en förening med formeln II omsätts med en förening med formeln III i närvaro av Pd(PQ3)4 (Q ä.r fenyl) eller en lik-nande komplex förening. öor~ “ ' ^ II R III väri R och A har ovan angiven betydelse, X är halogen, föret-rädesvis jod, och B är en karboxylsyra-lägrealkylestergrupp, varvid man erhäller motsvarande förening med formeln I och, om sä önskas, utförs en eller flera av följande reaktioner: i) en karboxylsyra-lägrealkylestergrupp överförs tili en karboxylsyragrupp eller ett farmaceutiskt accep-tabelt sait därav ii) en karboxylsyra-lägrealkylestergrupp reduceras tili en hydroximetylgrupp iii) en hydroximetylgrupp överförs tili en lägrealkyl karbonyloximetylgrupp iv) en hydroximetylgrupp oxideras tili en aldehydgrupp v) en aldehydgrupp överförs tili en dilägrealkoximetylgrupp vi) en aldehydgrupp överförs tili en l-hydroxilägreal-kylgrupp.
2. Förfarande enligt patentkrav 1, kannetecknat av att man framställer en förening med formeln I väri R är väte eller metyl.
3. Förfarande enligt patentkrav l eller 2, kännetecknat av att man framställer en förening med formeln I väri B är en karboxylsyra-lägrealkylestergrupp.
4. Förfarande enligt patentkrav 3, kännetecknat av att man framställer etyl-6-[2-(5,5,8,8-tetrametyl-5,6,7,8-tetrahyd-ronaft-2-yyli)etynyl]nikotinoat eller etyl-6-[2-(3,5,5,8,8-pentametyl-5,6,7,8-tetrahydronaft-2-yl)etynyl]nikotinoat.
5. Förfarande enligt patentkrav l, kännetecknat av att man framställer 6-[2-(5,5,8,8-tetrametyl-5,6,7,8-tetrahydronaft- II 90864 2-yl)etynyl] nikotinsyra, 6-[2-(3,5,5,8,8-pentametyl-5,6,7,8-tetrahydronaft-2-yl)etynyl]nikotinsyra eller ett farmaceu-tiskt acceptabelt salt därav.
FI881180A 1987-03-13 1988-03-11 Förfarande för framställning av terapeutiskt användbara tetrahydronaftalenderivat FI90864C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/025,434 US5149705A (en) 1987-03-13 1987-03-13 Acetylenes disubstituted with a heteroaromatic group and a tetralin group and having retinoid like activity
US2543487 1987-03-13

Publications (4)

Publication Number Publication Date
FI881180A0 FI881180A0 (sv) 1988-03-11
FI881180A FI881180A (sv) 1988-09-14
FI90864B true FI90864B (sv) 1993-12-31
FI90864C FI90864C (sv) 1994-04-11

Family

ID=21826047

Family Applications (1)

Application Number Title Priority Date Filing Date
FI881180A FI90864C (sv) 1987-03-13 1988-03-11 Förfarande för framställning av terapeutiskt användbara tetrahydronaftalenderivat

Country Status (21)

Country Link
US (3) US5149705A (sv)
EP (1) EP0284261B1 (sv)
JP (1) JP2560071B2 (sv)
KR (1) KR960014999B1 (sv)
CN (1) CN1025612C (sv)
AT (1) ATE99680T1 (sv)
AU (1) AU610567B2 (sv)
CA (1) CA1311757C (sv)
DE (1) DE3886796T2 (sv)
DK (1) DK167116B1 (sv)
ES (1) ES2061640T3 (sv)
FI (1) FI90864C (sv)
HU (1) HU200327B (sv)
IE (1) IE65549B1 (sv)
IL (1) IL85657A (sv)
MY (1) MY103209A (sv)
NO (1) NO174254C (sv)
NZ (1) NZ223810A (sv)
PH (1) PH24903A (sv)
PT (1) PT86966B (sv)
ZA (1) ZA881173B (sv)

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FI881180A (sv) 1988-09-14
JP2560071B2 (ja) 1996-12-04
IL85657A0 (en) 1988-08-31
IL85657A (en) 1993-01-31
DK130988A (da) 1988-09-14
ZA881173B (en) 1988-12-28
US5354776A (en) 1994-10-11
HU200327B (en) 1990-05-28
KR880011068A (ko) 1988-10-26
NO881088D0 (no) 1988-03-11
CN1025612C (zh) 1994-08-10
ES2061640T3 (es) 1994-12-16
CA1311757C (en) 1992-12-22
NO174254C (no) 1994-04-06
ATE99680T1 (de) 1994-01-15
IE65549B1 (en) 1995-11-01
US5149705A (en) 1992-09-22
KR960014999B1 (ko) 1996-10-23
FI90864C (sv) 1994-04-11
IE880719L (en) 1988-09-13
US5466690A (en) 1995-11-14
EP0284261A1 (en) 1988-09-28
AU1303088A (en) 1988-09-15
NO174254B (no) 1993-12-27
NZ223810A (en) 1990-08-28
HUT46665A (en) 1988-11-28
AU610567B2 (en) 1991-05-23
DK130988D0 (da) 1988-03-10
CN88101234A (zh) 1988-09-28
FI881180A0 (sv) 1988-03-11
PT86966A (pt) 1989-03-30
NO881088L (no) 1988-09-14
DE3886796T2 (de) 1994-07-14
PT86966B (pt) 1995-03-01
DE3886796D1 (de) 1994-02-17
MY103209A (en) 1993-05-29
EP0284261B1 (en) 1994-01-05
DK167116B1 (da) 1993-08-30
PH24903A (en) 1990-12-26
JPS63243072A (ja) 1988-10-07

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