FI80030B - Nya fenyletanolaminer. - Google Patents

Nya fenyletanolaminer. Download PDF

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Publication number
FI80030B
FI80030B FI832844A FI832844A FI80030B FI 80030 B FI80030 B FI 80030B FI 832844 A FI832844 A FI 832844A FI 832844 A FI832844 A FI 832844A FI 80030 B FI80030 B FI 80030B
Authority
FI
Finland
Prior art keywords
compound
formula
amino
phenyl
hydrogen
Prior art date
Application number
FI832844A
Other languages
English (en)
Finnish (fi)
Other versions
FI80030C (sv
FI832844A0 (fi
FI832844A (fi
Inventor
Leo Alig
Marcel Myller
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of FI832844A0 publication Critical patent/FI832844A0/fi
Publication of FI832844A publication Critical patent/FI832844A/fi
Publication of FI80030B publication Critical patent/FI80030B/fi
Application granted granted Critical
Publication of FI80030C publication Critical patent/FI80030C/sv

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/38—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to acyclic carbon atoms and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
  • Battery Electrode And Active Subsutance (AREA)

Claims (9)

1 I X -CH-CH0 2X N-CH-(CH-) -Z I 2 10 x -ch-ch2 y OH och fysiologiskt godtagbara salter därav, i vilken formel n är 1 eller 2; 1 12 3
15 X är fenyl som substituerats med radikalerna R , R och R ; 2 X är väte, lägre alkyl eller fenyl som substituerats med 12 3 radikalerna R , R och R , Y är väte eller lägre alkyl, Z är en grupp med formeIn 20 n4 / Λ eller As>~ R5 <Z> 12 3 R , R och R betecknar väte, halogen, hydroxi, bensyloxi, 25 amino eller trifluormetyl, 4 5 R och R betecknar lägre alkanoyl eller en grupp -C(R6)-C(R7)COOR8-, -SO-R9, -C(0)R9 eller -CH-R9, g78 z ^ R , R och R betecknar väte eller lägre alkyl, och o R är amino, lägre monoalkylamino eller alkoxi, 30 kännetecknat därav, att man omsätter en för-ening med formeln ,0 3 / \ II X -CH-CH2 med en amin med formeln 30 80030 H-N-CH-(CH„) -Z IV 2 j 2 n Y 5 eller X1 2-CH-CH„-NH-CH-(CHJ -Z V j 2 I 2 n OH Y 2 4 10. vilka formler den ena av symbolerna X och X betecknar 1. radikalen X och den andra betecknar radikalen X , och 12 3 n, X , X , Y och Z har ovan angivna betydelse; varvid X är X^ ifall man omsätter en förening med formeln II med en för- ening med formeln IV; 15 och att man, ifall önskvärt, reducerar en karbamoylgrupp R1 eller R^ tili en aminometylgrupp och/eller omvandlar en förening med formeln I tili ett sait därav.
1. Förfarande för framställning av terapeutiskt aktiva fenyletanolaminderivat med formenl 5 OH
2. Förfarande enligt patentkravet 1, kanne- t e c k n a t därav, att man omsätter en förening med 20 formeln II med en förening med formeln IV eller V, väri R1 2 3 är väte, R och R betecknar väte, halogen, bensyloxi, amino 5 2 eller trifluormetyl, och R och R betecknar gruppen -C(R3)=C(R4)COOR5, -S02R6, C(0)R6 eller -CH2R6. 3
3. Förfarande enligt patentkravet 1 eller 2, 25 kännetecknat därav, att man framställer en förening, väri n är 2. 4
4. Förfarande enligt patentkravet 1 eller 2, kännetecknat därav, att man framställer en förening, väri X1 är fenyl eller m-trifluormetylfenyl, isynner- 30 het fenyl. 5
5. Förfarande enligt nägot av patentkraven 1-4, kännetecknat därav, att man framställer en för-ening, väri X är fenyl, m-trifluormetylfenyl, lägre alkyl eller väte, isynnerhet fenyl. 35
6. Förfarande enligt nägot av patentkraven 1-5, 6 kännetecknat därav, att man framställer en förening, väri Y är metyl. 3i 80030
7. Förfarande enligt nägot av patentkraven 1 och 3-6, kännetecknat därav, att man fram- 4 5 ställer en förening, van R och R betecknar lägre alkano- yl, karbamoyl, sulfamoyl, lägre alkoxikarbonyl eller lägre 5 alkylkarbamoyl, isynnerhet lägre alkanoyl eller karbamoyl.
8. Förfarande enligt nägot av patentkraven 1 och 3-7, kännetecknat därav, att man framställer en förening, väri n är 1 eller 2, isynnerhet 2; X1 är fenyl 2 . eller m-trifluormetylfenyl, isynnerhet fenyl; X är fenyl, 10 m-trifluormetylfenyl, lägre alkyl eller väte, isynnerhet fenyl; Y är väte eller lägre alkyl, isynnerhet metyl; och 4 5 R och R betecknar lägre alkanoyl, karbamoyl, sulfamoyl, lägre alkoxikarbonyl eller lägre alkylkarbamoyl, isynnerhet lägre alkanoyl eller karbamoyl. 15
9. Förfarande enligt nagot av patentkraven 1-8, kännetecknad därav, att man framställer p-/(R)- 3-/bis-/(R)- ^-hydroxifenetyl/amino/butyiybensamid.
FI832844A 1982-08-10 1983-08-08 Förfarande för framställning av terapeutiskt aktiva fenyletanolaminder ivat FI80030C (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH478782 1982-08-10
CH478782 1982-08-10
CH289783 1983-05-27
CH289783 1983-05-27

Publications (4)

Publication Number Publication Date
FI832844A0 FI832844A0 (fi) 1983-08-08
FI832844A FI832844A (fi) 1984-02-11
FI80030B true FI80030B (fi) 1989-12-29
FI80030C FI80030C (sv) 1990-04-10

Family

ID=25691672

Family Applications (1)

Application Number Title Priority Date Filing Date
FI832844A FI80030C (sv) 1982-08-10 1983-08-08 Förfarande för framställning av terapeutiskt aktiva fenyletanolaminder ivat

Country Status (18)

Country Link
US (1) US4585796A (sv)
EP (1) EP0101069B1 (sv)
AU (1) AU570640B2 (sv)
CA (1) CA1258454A (sv)
CS (1) CS240972B2 (sv)
DE (1) DE3363177D1 (sv)
DK (1) DK350083A (sv)
ES (1) ES8505333A1 (sv)
FI (1) FI80030C (sv)
HU (1) HU191867B (sv)
IE (1) IE55896B1 (sv)
IL (1) IL69438A (sv)
MC (1) MC1536A1 (sv)
NO (1) NO832867L (sv)
NZ (1) NZ205132A (sv)
PH (1) PH18647A (sv)
PT (1) PT77173B (sv)
ZW (1) ZW15483A1 (sv)

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CA1219865A (en) * 1982-05-14 1987-03-31 Leo Alig Aziridine phenethanolamine derivatives
CA1258454A (en) * 1982-08-10 1989-08-15 Leo Alig Phenethanolamines
CA1262729A (en) * 1983-10-19 1989-11-07 Leo Alig Phenoxypropanolamines
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JP4117506B2 (ja) 1996-05-01 2008-07-16 エヌピーエス ファーマシューティカルズ インコーポレイテッド 無機イオン活性化合物
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JP5489333B2 (ja) 2006-09-22 2014-05-14 メルク・シャープ・アンド・ドーム・コーポレーション 脂肪酸合成阻害剤を用いた治療の方法
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Also Published As

Publication number Publication date
CA1258454A (en) 1989-08-15
ES524823A0 (es) 1985-06-01
PH18647A (en) 1985-08-23
AU1758883A (en) 1984-02-16
EP0101069A1 (de) 1984-02-22
ES8505333A1 (es) 1985-06-01
AU570640B2 (en) 1988-03-24
CS586083A2 (en) 1985-06-13
FI80030C (sv) 1990-04-10
IL69438A (en) 1986-08-31
ZW15483A1 (en) 1985-01-30
CS240972B2 (en) 1986-03-13
DK350083A (da) 1984-02-11
NZ205132A (en) 1987-03-06
HU191867B (en) 1987-04-28
MC1536A1 (fr) 1984-05-25
FI832844A0 (fi) 1983-08-08
IE831872L (en) 1984-02-10
NO832867L (no) 1984-02-13
DE3363177D1 (de) 1986-05-28
US4585796A (en) 1986-04-29
EP0101069B1 (de) 1986-04-23
PT77173B (en) 1986-03-20
FI832844A (fi) 1984-02-11
DK350083D0 (da) 1983-07-29
IL69438A0 (en) 1983-11-30
IE55896B1 (en) 1991-02-14
PT77173A (en) 1983-09-01

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Owner name: F. HOFFMANN-LA ROCHE AG