GB1391828A - Oxindole derivatives - Google Patents
Oxindole derivativesInfo
- Publication number
- GB1391828A GB1391828A GB2874472A GB2874472A GB1391828A GB 1391828 A GB1391828 A GB 1391828A GB 2874472 A GB2874472 A GB 2874472A GB 2874472 A GB2874472 A GB 2874472A GB 1391828 A GB1391828 A GB 1391828A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- alkyl
- oxindole
- separated
- nitrogen atom
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1391828 Oxindole derivatives SANDOZ Ltd 20 June 1972 [24 June 1971 (3)] 28744/72 Heading C2C Novel compounds of Formula I wherein R 1 is hydrogen or alkyl of 1 to 4 carbon atoms, R 2 is alkyl of 1 to 6 carbon atoms; cycloalkyi of 3 to 8 carbon atoms; alkoxyalkyl of 3 to 10 carbon atoms, the oxygen atom thereof being separated from the nitrogen atom by at least 2 carbon atoms; phenylalkyl of 8 to 12 carbon atoms, the phenyl being separated from the nitrogen atom by at least 2 carbon atoms; phenylalkyl of 8 to 12 carbon atoms mono-substituted on the phenyl ring by alkyl of 1 to 5 carbon atoms or alkoxy of 1 to 5 carbon atoms, the phenyl being separated from the nitrogen atom by at least 2 carbon atoms; alkynyl of 2 to 7 carbon atoms; or carbalkoxyalkyi, the alkoxy substituent thereof having 1 to 4 carbon atoms and the alkyl substituent thereof having 1 to 6 carbon atoms; R 3 is hydrogen; or -COA, wherein A is alkyl or 1 to 12 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms substituted by alkyl of 1 to 4 carbon atoms, or a 5- or 6-membered oxygen-containing heterocycle; and the aminopropoxy side chain is in the 4 or 7 position of the oxindole nucleus, and acid addition salts thereof, are prepared either by reacting a compound of Formula III with the amine H 2 NR 2 and optionally acylating the resulting alcohol or (b) debenzylating a compound of Formula V wherein R<SP>1</SP> 2 is as R 2 except it may not be alkynyl or carbalkoxyalkyl and in both cases forming acid addition salts if required. 4- (2.3-Epoxypropoxy)oxindole is prepared from 4-hydroxy-oxindole and epibromohydrin. Pharmaceutical compositions in conventional forms for oral administration having a #- blocking action comprise an above novel compound and a carrier or diluent therefor.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH925171 | 1971-06-24 | ||
CH924771A CH547800A (en) | 1971-06-24 | 1971-06-24 | 4 and 7-Aminopropoyx-oxindole derivs - useful as anti-arrhythmics and beta-adrenergic blockers |
CH924871A CH547801A (en) | 1971-06-24 | 1971-06-24 | 4 and 7-Aminopropoyx-oxindole derivs - useful as anti-arrhythmics and beta-adrenergic blockers |
DE19722262285 DE2262285A1 (en) | 1972-12-20 | 1972-12-20 | Aminoalkoxyoxindole derivs - as beta-adren ergic blockers |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1391828A true GB1391828A (en) | 1975-04-23 |
Family
ID=27429206
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2874472A Expired GB1391828A (en) | 1971-06-24 | 1972-06-20 | Oxindole derivatives |
Country Status (9)
Country | Link |
---|---|
US (1) | US3825558A (en) |
AU (1) | AU4390372A (en) |
BE (1) | BE785282A (en) |
DD (1) | DD99785A5 (en) |
DE (1) | DE2230426A1 (en) |
FR (1) | FR2143343B1 (en) |
GB (1) | GB1391828A (en) |
NL (1) | NL7208332A (en) |
SE (1) | SE379196B (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5786356A (en) * | 1995-09-21 | 1998-07-28 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US5840738A (en) * | 1996-09-05 | 1998-11-24 | Eli Lilly And Company | Selective β-3 adrenergic agonists |
US6046227A (en) * | 1997-12-05 | 2000-04-04 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6140352A (en) * | 1996-09-05 | 2000-10-31 | Eli Lilly And Company | Carbazolyl-substituted ethanolamines as selective β-3 agonists |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH578526A5 (en) * | 1972-06-23 | 1976-08-13 | Sandoz Ag | |
US4137331A (en) * | 1974-06-19 | 1979-01-30 | Sandoz Ltd. | 3-Piperidino-2-hydroxypropoxy substituted-2-indolinones |
DE2905877A1 (en) * | 1979-02-16 | 1980-08-28 | Boehringer Mannheim Gmbh | NEW AMINOPROPANOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS |
MC1357A1 (en) * | 1979-12-07 | 1981-08-10 | Hoffmann La Roche | 2,3-INDOLEDIONE DERIVATIVES |
DE3310891A1 (en) * | 1983-03-25 | 1984-09-27 | Boehringer Mannheim Gmbh, 6800 Mannheim | NEW INDOLINON (2) DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS AND INTERMEDIATE PRODUCTS |
US4657929A (en) * | 1983-10-25 | 1987-04-14 | Fisons Plc | Compounds |
DE3426419A1 (en) * | 1984-07-18 | 1986-01-23 | Boehringer Mannheim Gmbh, 6800 Mannheim | NEW OXINDOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS, AND INTERMEDIATE PRODUCTS |
DE3512627A1 (en) * | 1985-04-06 | 1986-10-09 | Boehringer Mannheim Gmbh, 6800 Mannheim | AMINO-PROPANOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, USE OF THE SAME AND MEDICINAL PRODUCTS CONTAINING THE SAME |
FR2594438B1 (en) * | 1986-02-14 | 1990-01-26 | Labaz Sanofi Nv | INDOLIZINE DERIVATIVES, THEIR PREPARATION PROCESS AND THE COMPOSITIONS CONTAINING SAME |
-
1972
- 1972-06-15 SE SE7207867A patent/SE379196B/xx unknown
- 1972-06-19 US US00263768A patent/US3825558A/en not_active Expired - Lifetime
- 1972-06-19 NL NL7208332A patent/NL7208332A/xx unknown
- 1972-06-20 GB GB2874472A patent/GB1391828A/en not_active Expired
- 1972-06-22 DD DD163906A patent/DD99785A5/xx unknown
- 1972-06-22 DE DE2230426A patent/DE2230426A1/en not_active Ceased
- 1972-06-22 BE BE785282A patent/BE785282A/en not_active IP Right Cessation
- 1972-06-23 FR FR7222696A patent/FR2143343B1/fr not_active Expired
- 1972-06-26 AU AU43903/72A patent/AU4390372A/en not_active Expired
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6093735A (en) * | 1995-09-21 | 2000-07-25 | Eli Lilly And Company | Selective β-3 adrenergic agonists |
US5786356A (en) * | 1995-09-21 | 1998-07-28 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US5939443A (en) * | 1995-09-21 | 1999-08-17 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6265581B1 (en) | 1995-09-21 | 2001-07-24 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6060492A (en) * | 1995-09-21 | 2000-05-09 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6413991B1 (en) | 1996-09-05 | 2002-07-02 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6075040A (en) * | 1996-09-05 | 2000-06-13 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6140352A (en) * | 1996-09-05 | 2000-10-31 | Eli Lilly And Company | Carbazolyl-substituted ethanolamines as selective β-3 agonists |
US5840738A (en) * | 1996-09-05 | 1998-11-24 | Eli Lilly And Company | Selective β-3 adrenergic agonists |
US6686372B2 (en) | 1996-09-05 | 2004-02-03 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US7041684B2 (en) | 1996-09-05 | 2006-05-09 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6046227A (en) * | 1997-12-05 | 2000-04-04 | Eli Lilly And Company | Selective β3 adrenergic agonists |
US6617347B1 (en) | 1997-12-05 | 2003-09-09 | Eli Lilly And Company | Selective β3 adrenergic agonists |
Also Published As
Publication number | Publication date |
---|---|
NL7208332A (en) | 1972-12-28 |
DE2230426A1 (en) | 1973-01-11 |
US3825558A (en) | 1974-07-23 |
BE785282A (en) | 1972-12-22 |
DD99785A5 (en) | 1973-08-20 |
SE379196B (en) | 1975-09-29 |
FR2143343A1 (en) | 1973-02-02 |
AU4390372A (en) | 1974-01-03 |
FR2143343B1 (en) | 1976-03-05 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |