GB1509256A - 1-amino-3-pyridinyloxy-2-propanol derivatives - Google Patents
1-amino-3-pyridinyloxy-2-propanol derivativesInfo
- Publication number
- GB1509256A GB1509256A GB34917/75A GB3491775A GB1509256A GB 1509256 A GB1509256 A GB 1509256A GB 34917/75 A GB34917/75 A GB 34917/75A GB 3491775 A GB3491775 A GB 3491775A GB 1509256 A GB1509256 A GB 1509256A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- formula
- compounds
- aug
- cycloalkyl
- 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
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D263/06—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by oxygen atoms, attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1509256 Furo- and thieno[3,2-C]pyridines SANDOZ Ltd 22 Aug 1975 [27 Aug 1974 8 April 1975] 34917/75 Heading C2C The invention comprises compounds of Formula (I) and their acid addition salts, wherein X is S or O; R is C 3-7 alkyl or cycloalkyl, C 1-4 alkyl- C 3-7 - cycloalkyl, C 5-9 alpha - dialkyl - (allyl or propinyl), C 2-7 hydroxyalkyl or C 8-11 phenoxyalkyl (in the last two, the O is separated from N by at least C 2 ); R 1 is H, alkyl, 2-, 3- or 7-Cl, Br, NO 2 or NH(C 1-4 alkanoyl), or 2- or 3- F, CN or CO 2 (C 1-4 alkyl); and R 2 is H, alkyl, 2-, 3- or 7-Cl or Br, or 2- or 3-F. These compounds are prepared by (1) hydrolysing the oxazolidine derivative of Formula (II) in which CZZ<SP>1</SP> is a hydrolysable group, e.g. PhCH, or (2) reacting with the alkanolamine RNHCH 2 CHOHCH 2 OH a 4-chloro compound of Formula (III) where W is Cl or other anionic leaving group. Starting materials and intermediates otherwise prepared are 3-(2-methylthien-5-yl)acrylic acid, acid chloride and azide; 5-hydroxymethyl-2- phenyl-3-tert-butyloxazolidine; and some analogues of (III) in which W is OH. Therapeutic compositions which inhibit increased free fatty acid concentration in the blood and hyperglycaemia, induced by emotional stress, and which with certain exceptions possess also antiarrhythmic activity, comprise compounds of Formula (I)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1169074A CH597236A5 (en) | 1974-08-27 | 1974-08-27 | 1-Amino-3-(thieno (3,2-c)pyridine-4-yl-oxy)-2-propanols |
CH443375A CH611899A5 (en) | 1975-04-08 | 1975-04-08 | Process for the preparation of novel thieno[3,2-c]pyridine derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1509256A true GB1509256A (en) | 1978-05-04 |
Family
ID=25695446
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB34917/75A Expired GB1509256A (en) | 1974-08-27 | 1975-08-22 | 1-amino-3-pyridinyloxy-2-propanol derivatives |
Country Status (13)
Country | Link |
---|---|
JP (1) | JPS5148693A (en) |
AU (1) | AU8427775A (en) |
DD (1) | DD121945A5 (en) |
DE (1) | DE2536675A1 (en) |
DK (1) | DK372475A (en) |
ES (1) | ES440430A1 (en) |
FI (1) | FI752331A (en) |
FR (1) | FR2282886A1 (en) |
GB (1) | GB1509256A (en) |
IL (1) | IL47991A0 (en) |
NL (1) | NL7509943A (en) |
NO (1) | NO752881L (en) |
SE (1) | SE7509270L (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2452490A1 (en) * | 1979-03-30 | 1980-10-24 | Sanofi Sa | 2-Hydroxy-3-aminopropoxy thieno-pyridine derivs. - useful as antiinflammatories, beta blockers and antiarrhythmics for human and veterinary medicine |
GB0525164D0 (en) | 2005-12-09 | 2006-01-18 | Xention Discovery Ltd | Compounds |
WO2008128321A1 (en) * | 2007-04-19 | 2008-10-30 | Denovamed Inc. | Therapeutic pro-antibiotic agents and methods of use thereof |
-
1975
- 1975-08-18 FI FI752331A patent/FI752331A/fi not_active Application Discontinuation
- 1975-08-18 DE DE19752536675 patent/DE2536675A1/en not_active Withdrawn
- 1975-08-18 DK DK372475A patent/DK372475A/en unknown
- 1975-08-19 NO NO752881A patent/NO752881L/no unknown
- 1975-08-19 SE SE7509270A patent/SE7509270L/en unknown
- 1975-08-22 NL NL7509943A patent/NL7509943A/en not_active Application Discontinuation
- 1975-08-22 GB GB34917/75A patent/GB1509256A/en not_active Expired
- 1975-08-22 FR FR7525983A patent/FR2282886A1/en active Granted
- 1975-08-25 ES ES440430A patent/ES440430A1/en not_active Expired
- 1975-08-26 AU AU84277/75A patent/AU8427775A/en not_active Expired
- 1975-08-26 DD DD188030A patent/DD121945A5/xx unknown
- 1975-08-26 IL IL47991A patent/IL47991A0/en unknown
- 1975-08-26 JP JP50102626A patent/JPS5148693A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
SE7509270L (en) | 1976-03-01 |
DD121945A5 (en) | 1976-09-05 |
DE2536675A1 (en) | 1976-03-11 |
FI752331A (en) | 1976-02-28 |
DK372475A (en) | 1976-02-28 |
NO752881L (en) | 1976-03-01 |
FR2282886A1 (en) | 1976-03-26 |
FR2282886B1 (en) | 1980-04-18 |
JPS5148693A (en) | 1976-04-26 |
ES440430A1 (en) | 1977-08-16 |
IL47991A0 (en) | 1975-11-25 |
NL7509943A (en) | 1976-03-02 |
AU8427775A (en) | 1977-03-03 |
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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 |