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FI94246B - Förfarande för framställning av nya terapeutiskt användbara bensazepin- och bensotiazepinderivat - Google Patents

Förfarande för framställning av nya terapeutiskt användbara bensazepin- och bensotiazepinderivat Download PDF

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Publication number
FI94246B
FI94246B FI900813A FI900813A FI94246B FI 94246 B FI94246 B FI 94246B FI 900813 A FI900813 A FI 900813A FI 900813 A FI900813 A FI 900813A FI 94246 B FI94246 B FI 94246B
Authority
FI
Finland
Prior art keywords
mmol
methoxyphenyl
title compound
hydroxy
benzazepin
Prior art date
Application number
FI900813A
Other languages
English (en)
Finnish (fi)
Other versions
FI94246C (sv
FI900813A0 (sv
Inventor
Jagabandhu Das
John Krapcho
John T Hunt
Joel C Barrish
George C Rovnyak
Spencer D Kimball
David M Floyd
Original Assignee
Squibb & Sons 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 Squibb & Sons Inc filed Critical Squibb & Sons Inc
Publication of FI900813A0 publication Critical patent/FI900813A0/sv
Application granted granted Critical
Publication of FI94246B publication Critical patent/FI94246B/sv
Publication of FI94246C publication Critical patent/FI94246C/sv

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • 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
    • A61P9/08—Vasodilators for multiple indications
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D281/02—Seven-membered rings
    • C07D281/04—Seven-membered rings having the hetero atoms in positions 1 and 4
    • C07D281/08—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D281/10—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic 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
    • C07D417/02—Heterocyclic 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
    • C07D417/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Cardiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Hydrogenated Pyridines (AREA)

Claims (5)

1. Förfarande för framställning av nya terapeutiskt användbara bensazepin- och bensotiazepinderivat med for-5 mein I och farmaceutiskt godtagbara salter därav, /—y0CH3 l^o r2 15. vilken formel X är -CH2- eller -S-; Ri är -0-Y3; dä X är -CH2-, sä är R2 20 (CH2)n· | CH-Y4 (9H2>n' , I l CH-Y5 Yi ^~Y5
25 N Λ H7 \ H «Uv ‘f»'"· 30. ch-y4 CH-(CH2) n | : · Il I - y5-ch ch2 , ch—(ch2 ) n Y I_CH2UCH-y» eller I I H H
35 H 69 94246 ( CH-)) n ' N-H 5. r1 1-tCH3)n dä X är -S-, sä är R2
10 I (CH,)r· I “ ch-y4 I I CH-(CH2)n/Y14 (CH2)n I_ch>h eller N^N-H Uh, I 1 ) n H R3 är väte, halogen, alkoxi, hydroxi eller trifluor- metyl; 20. och n' betecknar oberoende av varandra ett tai 0, 1 eller
2; Y3 är väte eller alkanoyl; Y4 och Y5 betecknar oberoende av varandra väte eller alkyl, förutsatt att, dä bäda är närvarande, betecknar de 25 ej samtidigt väte; < «· Y7 är alkyl; och Y14 är väte, hydroxi, alkoxi eller aralkoxi, k ä n-netecknat därav, att en förening med formeln 30 och3 I 0 H 0 >.«.··· 70 94246 där Rx, R3 och X betecknar samma som o van, behandlas med en bas i ett lösningsmedel, och den sälunda behandlade före-ningen omsätts med en förening med £ormeln
5 R2-L (III) där R2 betecknar samma som ovan och L är en avgäende grupp, och, om sä önskas, omvandlas en erhällen förening med for-meln I tili ett farmaceutiskt godtagbart sait. 10 2. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer en förening med formeln _,och3 0 Λ ° Cr
3. Förfarande enligt patentkravet 1, känne-25 tecknat därav, att man framställer en förening med formeln och3 d·' 94246 71
4. Förfarande enligt patentkravet 1, känne-t e c k n a t därav, att man framställer en förening med formeln 5 y0Clii [Oi V"OAc 10 0' 15
5. Förfarande enligt patentkravet 1, känne-t e c k n a t därav, att man framställer en förening med formeln 20 och3 C1 25 y~°hc ό ^ · « ., j»
FI900813A 1988-06-20 1990-02-19 Förfarande för framställning av nya terapeutiskt användbara bensazepin- och bensotiazepinderivat FI94246C (sv)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US20852188A 1988-06-20 1988-06-20
US20852188 1988-06-20
US35380689 1989-05-22
US07/353,806 US4902684A (en) 1988-06-20 1989-05-22 Benzazepine and benzothiazepine derivatives
PCT/US1989/002270 WO1989012633A1 (en) 1988-06-20 1989-05-23 Benzazepine and benzothiazepine derivatives
US8902270 1989-05-23

Publications (3)

Publication Number Publication Date
FI900813A0 FI900813A0 (sv) 1990-02-19
FI94246B true FI94246B (sv) 1995-04-28
FI94246C FI94246C (sv) 1995-08-10

Family

ID=26903265

Family Applications (1)

Application Number Title Priority Date Filing Date
FI900813A FI94246C (sv) 1988-06-20 1990-02-19 Förfarande för framställning av nya terapeutiskt användbara bensazepin- och bensotiazepinderivat

Country Status (29)

Country Link
US (1) US4902684A (sv)
JP (1) JP2793674B2 (sv)
KR (1) KR970002633B1 (sv)
CN (1) CN1027262C (sv)
AT (1) AT398567B (sv)
AU (1) AU614399B2 (sv)
BE (1) BE1003305A4 (sv)
CA (1) CA1336975C (sv)
CH (1) CH681723A5 (sv)
EG (1) EG19071A (sv)
ES (1) ES2016467A6 (sv)
FI (1) FI94246C (sv)
FR (1) FR2632953B1 (sv)
GB (1) GB2231329B (sv)
GR (1) GR1002099B (sv)
HU (1) HU210929B (sv)
IE (1) IE64242B1 (sv)
IL (1) IL90515A (sv)
IT (1) IT1230884B (sv)
LU (1) LU87865A1 (sv)
NL (1) NL8920642A (sv)
NO (1) NO179449C (sv)
NZ (1) NZ229612A (sv)
PL (1) PL162313B1 (sv)
PT (1) PT90914B (sv)
RU (1) RU2090562C1 (sv)
SE (1) SE9004060L (sv)
WO (1) WO1989012633A1 (sv)
YU (1) YU121389A (sv)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5008284A (en) * 1989-02-15 1991-04-16 E. R. Squibb & Sons, Inc. Method of reducing pre- and post-ischemic myocardial arrhythmias and fibrillation
US4946840A (en) * 1989-04-06 1990-08-07 E. R. Squibb & Sons, Inc. Benzazepine and benzothiazepine derivatives
US4963671A (en) * 1989-11-20 1990-10-16 E. R. Squibb & Sons, Inc. Process for resolving chiral intermediates used in making calcium channel blockers
US5112969A (en) * 1990-04-02 1992-05-12 Merrell Dow Pharmaceuticals Inc. Cyano esters and azepinones
IT1240686B (it) * 1990-04-27 1993-12-17 Luso Farmaco Inst Derivati 1,5-benzotiazepinonici, loro preparazione e uso farmaceutico
IT1244878B (it) * 1990-12-11 1994-09-12 Lusochimica Spa Processo per la preparazione del (+)-cis-3-(acetossi)-5-!2-( dimetilammino)etil!-2,3-diidro-2-(4-metossifenil)-1,5-benzotiazepin- 4-(5h)-one cloridrato
EP0593603B1 (en) * 1991-06-28 2002-11-20 Smithkline Beecham Corporation Bicyclic fibrinogen antagonists
IT1255545B (it) * 1992-10-23 1995-11-09 Procedimento per la preparazione di diltiazem
CA2098446A1 (en) * 1992-09-30 1994-03-31 Eckard Weber 2,5-dihydro-2,5-dioxo-1h-azepines and 2,5-dihydro-2-oxo-1h-azepines and the use thereof as excitatory amino acid and glycine receptor antagonists
ATE216580T1 (de) * 1993-07-16 2002-05-15 Merck & Co Inc Benzoxazinon- und benzopyrimidinon- piperidinyl- verbindungen als tokolytische oxytocin-rezeptor- antagonisten
US5854233A (en) * 1993-09-08 1998-12-29 Pharmacy And Therapeutic Advisory Consultancy Ltd. Method of treating liver disease and like indications with vasodilating agents
US6174917B1 (en) 1993-09-08 2001-01-16 Pharmacy And Therapeutic Advisory Consultancy Ltd. Method of treating liver disease and like indications with vasodilating agents
DK0751774T3 (da) * 1994-03-24 2003-12-08 Merrell Pharma Inc Hypocholesterolæmiske mercaptoacetylamiddisulfid-derivater
US5580867A (en) * 1994-09-09 1996-12-03 Universite De Montreal Myocardial protection during ischemia and reperfusion
BR9714677A (pt) * 1996-12-10 2000-10-03 Abbott Lab "enantiÈmeros 3-piridila e seu uso como analgésicos"
US6277844B1 (en) 1998-09-14 2001-08-21 Sydney Spector Compound for selective treatment of malignant cells by inhibiting cell cycle progression, decreasing Bcl2, and increasing apoptosis
GB9907895D0 (en) * 1999-04-08 1999-06-02 Texas A & M Univ Sys Novel ligands for chiral catalysis
US6472533B1 (en) 1999-04-08 2002-10-29 The Texas A & M University System Ligands for chiral catalysis
WO2003088909A2 (en) * 2002-04-19 2003-10-30 University Of Arizona Methods for modulating phototoxicity

Family Cites Families (20)

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US3312691A (en) * 1963-08-23 1967-04-04 Ciba Geigy Corp 2, 3, 4, 5-tetrahydro-1-benzazepin-2-ones
US3562257A (en) * 1967-10-28 1971-02-09 Tanabe Seiyaku Co Benzothiazepine derivatives
JPS59191036A (ja) * 1983-04-14 1984-10-30 Fuji Photo Film Co Ltd ハロゲン化銀写真感光材料
US4567175A (en) * 1983-06-03 1986-01-28 Tanabe Seiyaku Co., Ltd. 8-Chloro-1,5-benzothiazepine derivatives
GB8316032D0 (en) * 1983-06-11 1983-07-13 Tanabe Seiyaku Co Benzothiazepine derivatives
US4590188A (en) * 1984-02-18 1986-05-20 Tanabe Seiyaku Co., Ltd. 1,5-benzothiazepine derivatives and their pharmaceutical use
GB2154578A (en) * 1984-02-18 1985-09-11 Tanabe Seiyaku Co Novel 1,5-benzothiazepine derivatives and processes for preparing the same
GB2154577A (en) * 1984-02-18 1985-09-11 Tanabe Seiyaku Co 1,5-benzothiazepines
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US4748239A (en) * 1985-06-12 1988-05-31 E. R. Squibb & Sons, Inc. Benzazepine derivatives
CA1271747A (en) * 1985-06-12 1990-07-17 David M. Floyd Benzazepines derivatives
US4584131A (en) * 1985-06-20 1986-04-22 E. R. Squibb & Sons, Inc. Benzothiazepine derivatives
DE3717561A1 (de) * 1987-05-25 1988-12-08 Thomae Gmbh Dr K Indol-, isochinolin- und benzazepinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
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ZA893392B (en) * 1988-05-24 1990-01-31 Hoffmann La Roche Process for the manufacture of optically active naphthothiazepinones

Also Published As

Publication number Publication date
CA1336975C (en) 1995-09-12
IT1230884B (it) 1991-11-08
NO179449B (no) 1996-07-01
PT90914B (pt) 1994-12-30
BE1003305A4 (fr) 1992-02-25
IT8920933A0 (it) 1989-06-20
JPH04502002A (ja) 1992-04-09
FI94246C (sv) 1995-08-10
ES2016467A6 (es) 1990-11-01
PL162313B1 (pl) 1993-09-30
IL90515A0 (en) 1990-01-18
SE9004060D0 (sv) 1990-12-19
NO905485L (no) 1991-02-19
JP2793674B2 (ja) 1998-09-03
GB2231329B (en) 1992-10-21
EG19071A (en) 1994-07-30
CN1027262C (zh) 1995-01-04
GB2231329A (en) 1990-11-14
IE891957L (en) 1989-12-20
GB9002587D0 (en) 1990-08-29
CH681723A5 (sv) 1993-05-14
LU87865A1 (de) 1991-12-16
AU3859389A (en) 1990-01-12
KR920700207A (ko) 1992-02-19
GR890100410A (el) 1990-05-11
FI900813A0 (sv) 1990-02-19
CN1039585A (zh) 1990-02-14
FR2632953A1 (fr) 1989-12-22
AT398567B (de) 1994-12-27
AU614399B2 (en) 1991-08-29
NZ229612A (en) 1992-07-28
WO1989012633A1 (en) 1989-12-28
PT90914A (pt) 1989-12-29
HUT59908A (en) 1992-07-28
HU210929B (en) 1995-09-28
NO179449C (no) 1996-10-09
RU2090562C1 (ru) 1997-09-20
ATA901089A (de) 1994-05-15
IL90515A (en) 1994-07-31
KR970002633B1 (en) 1997-03-06
SE9004060L (sv) 1992-06-20
IE64242B1 (en) 1995-07-26
NO905485D0 (no) 1990-12-19
NL8920642A (nl) 1990-06-01
FR2632953B1 (fr) 1992-05-29
HU894298D0 (en) 1991-01-28
YU121389A (en) 1991-04-30
GR1002099B (en) 1995-12-28
US4902684A (en) 1990-02-20

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Owner name: E.R. SQUIBB & SONS, INC.