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FI83217B - Foerfarande foer framstaellning av farmakologiskt aktiva disobutamidderivat. - Google Patents

Foerfarande foer framstaellning av farmakologiskt aktiva disobutamidderivat. Download PDF

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Publication number
FI83217B
FI83217B FI852693A FI852693A FI83217B FI 83217 B FI83217 B FI 83217B FI 852693 A FI852693 A FI 852693A FI 852693 A FI852693 A FI 852693A FI 83217 B FI83217 B FI 83217B
Authority
FI
Finland
Prior art keywords
formula
lower alkyl
compound
methylethyl
acetyl
Prior art date
Application number
FI852693A
Other languages
English (en)
Finnish (fi)
Other versions
FI83217C (sv
FI852693L (fi
FI852693A0 (fi
Inventor
Bipinchandra Nanubhai Desai
Robert John Chorvat
Kurt Joachim Rorig
Original Assignee
Searle & Co
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 Searle & Co filed Critical Searle & Co
Publication of FI852693A0 publication Critical patent/FI852693A0/fi
Publication of FI852693L publication Critical patent/FI852693L/fi
Application granted granted Critical
Publication of FI83217B publication Critical patent/FI83217B/fi
Publication of FI83217C publication Critical patent/FI83217C/sv

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/06—Antiarrhythmics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Cardiology (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)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Hydrogenated Pyridines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Pyrrole Compounds (AREA)

Claims (4)

1. Förfarande för framställning av en farmakolo-giskt aktiv förening med formeln (I) 5 Φ)~ t (CH2)n E3 I1» ίο I A V_ ' 15 och farmaceutiskt godtagbara syraadditionssalter därav, i vilken formel X är halogen eller väte; Y är -CN, -C0NH2, -CONi^Jj eller -COjRj, väri R3 är lägre alkyl; m är 1 eller 2 och n är 1 eller
2; R2 är lägre alkyl; R3 är lägre alkyl, 20 acetyl eller trifluoracetyl och A, B och D betecknar en karbonyl- eller metylengrupp sä, att om en av radikalerna A, B och D är karbonyl, sä är de bäda övriga metylengrup-per och R3 är lägre alkyl, medan dä radikalen R3 är acetyl eller trifluoracetyl, är A, B och D alla metylengrupper, 25 kännetecknat därav, att a) en förening med formeln (II) 30 (5/— f" (CH2* <“> '-' H N'R3 väri X, Y, D, R2, R3 och n är ovan definierade, omsätts med 35 en förening med formeln (III) 22 8321 7 r^B\ XN-A-(CH2) n-z CH2)-—/ (III) £ m 5 väri A, B, m och n är ovan definierade och Z är halogen, eller 10 b) en förening med formeln (IV) X /7K\_C_(CH2)n-D-N^ (IV) rS <6 1-<CH2>m 20 väri X, Y, R2, m och n är ovan definierade och A, B och D är metylengrupper, omsätts med koncentrerad svavelsyra och H2 och Pd/C och den erhällna föreningen acyleras med en O «I 25 acylklorid med formeln R-C-Cl, väri R är metyl eller tri-fluormetyl, för framställning av en förening, väri R3 är acetyl ellet trifluoracetyl, och om sä önskas, förvandlas den erhällna föreningen med formeln I tili ett farmaceu-tiskt godtagbart syraadditionssalt därav. 30 2. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer metyl-a-[2-[bis-(1-metyletyl)amino]etyl]-a-(2-klorfenyl)- -oxo-l-piperi-dinbutanoat eller ett farmaceutiskt godtagbart syraadditionssalt därav. il 23 8321 7
3. Förfarande enligt patentkravet 1, kanne-t e c k n a t därav, att man framställer a-[2-[bis-(1-metyletyl)amino]etyl]-N,N-dimetyl- -oxo-a-fenyl-l-piperi-dinbutanamid eller ett farmaceutiskt godtagbart syraaddi- 5 tionssalt därav.
4. Förfarande enligt patentkravet 1, kanne-t e c k n a t därav, att man framställer a- [2-[acetyl-(1-metyletyl )amino]etyl] -a-( 2-klorfenyl) -1-piperidinbutan-amid eller ett farmaceutiskt godtagbart syraadditionssalt 10 därav.
FI852693A 1984-07-09 1985-07-08 Förfarande för framställning av farmakologiskt aktiva disobutamidderiv at FI83217C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US62893384 1984-07-09
US06/628,933 US4639524A (en) 1984-07-09 1984-07-09 Monobasic disobutamide derivatives

Publications (4)

Publication Number Publication Date
FI852693A0 FI852693A0 (fi) 1985-07-08
FI852693L FI852693L (fi) 1986-01-10
FI83217B true FI83217B (fi) 1991-02-28
FI83217C FI83217C (sv) 1991-06-10

Family

ID=24520909

Family Applications (1)

Application Number Title Priority Date Filing Date
FI852693A FI83217C (sv) 1984-07-09 1985-07-08 Förfarande för framställning av farmakologiskt aktiva disobutamidderiv at

Country Status (18)

Country Link
US (1) US4639524A (sv)
EP (1) EP0170901B1 (sv)
JP (1) JPH0645592B2 (sv)
AT (1) ATE60597T1 (sv)
AU (1) AU583831B2 (sv)
CA (1) CA1261846A (sv)
DE (1) DE3581569D1 (sv)
DK (1) DK168013B1 (sv)
ES (3) ES8703442A1 (sv)
FI (1) FI83217C (sv)
GR (1) GR851683B (sv)
IE (1) IE60674B1 (sv)
IL (1) IL75741A (sv)
NO (1) NO166713C (sv)
NZ (1) NZ212670A (sv)
PH (1) PH22282A (sv)
PT (1) PT80787B (sv)
ZA (1) ZA855125B (sv)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8609630D0 (en) * 1986-04-19 1986-05-21 Pfizer Ltd Anti-arrhythmia agents
US5276155A (en) * 1991-12-20 1994-01-04 G. D. Searle & Co. Process for the resolution of (±)-α-[2-[acetyl(1-methylethyl)amino]ethyl]-α-(2-chlorophenyl)-1-piperidinebutanamide
US5432284A (en) * 1993-09-08 1995-07-11 G. D. Searle & Co. Process for the preparation of heterocyclic alkylamide derivatives
US5731435A (en) * 1995-05-03 1998-03-24 G. D. Searle & Co. Process for the preparation of heterocyclic alkylamide derivatives
US6190769B1 (en) 1999-02-19 2001-02-20 E. I. Du Pont De Nemours And Company Abrasive filaments of plasticized polyamides
KR101627503B1 (ko) 2015-02-11 2016-06-07 주식회사 썸백 고온 진공 열처리로의 이송장치

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2776282A (en) * 1954-05-04 1957-01-01 Searle & Co Cyclic amides of alpha-toluic acids and derivatives thereof
GB796839A (en) * 1955-06-23 1958-06-18 Pharmacia Ab N,n-disubstituted amides of aryl acetic acids
GB964719A (en) * 1961-09-12 1964-07-22 Prodotti Schering Soc It Malonic acid derivatives
GB1008470A (en) * 1962-09-17 1965-10-27 Bellon Labor Sa Roger New cyanacetamide derivatives
BE689347A (sv) * 1965-12-09 1967-04-14 Madan Ag
GB1178400A (en) * 1966-12-13 1970-01-21 Delalande Sa Nitrogen Substituted Amines and their process of Preparation.
GB1458537A (sv) * 1973-12-15 1976-12-15
US4107205A (en) * 1977-03-11 1978-08-15 G. D. Searle & Co. α-Aryl-α,α-bis[ω-(disubstituted amino)alkyl]acetamides and related compounds
US4217306A (en) * 1978-05-01 1980-08-12 G. D. Searle & Co. α-Aryl-α,α-bis[ω-(disubstituted amino)alkyl]-acetamides

Also Published As

Publication number Publication date
IE851728L (en) 1986-01-09
ES552004A0 (es) 1987-02-16
AU4466485A (en) 1986-01-16
IL75741A0 (en) 1985-11-29
ES544955A0 (es) 1987-02-16
ATE60597T1 (de) 1991-02-15
PT80787B (pt) 1987-09-18
FI83217C (sv) 1991-06-10
US4639524A (en) 1987-01-27
ES8703443A1 (es) 1987-02-16
AU583831B2 (en) 1989-05-11
JPH0645592B2 (ja) 1994-06-15
IE60674B1 (en) 1994-08-10
EP0170901B1 (en) 1991-01-30
NZ212670A (en) 1988-04-29
DK311585D0 (da) 1985-07-08
DK168013B1 (da) 1994-01-17
EP0170901A1 (en) 1986-02-12
NO166713B (no) 1991-05-21
GR851683B (sv) 1985-11-26
ES8703444A1 (es) 1987-02-16
FI852693L (fi) 1986-01-10
ES552003A0 (es) 1987-02-16
CA1261846A (en) 1989-09-26
FI852693A0 (fi) 1985-07-08
ES8703442A1 (es) 1987-02-16
JPS6136258A (ja) 1986-02-20
NO852748L (no) 1986-01-10
PH22282A (en) 1988-07-14
PT80787A (en) 1985-08-01
NO166713C (no) 1991-09-04
DE3581569D1 (de) 1991-03-07
IL75741A (en) 1989-06-30
DK311585A (da) 1986-01-10
ZA855125B (en) 1986-09-24

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MM Patent lapsed

Owner name: G.D. SEARLE & CO.