GB1288647A - - Google Patents
Info
- Publication number
- GB1288647A GB1288647A GB1288647DA GB1288647A GB 1288647 A GB1288647 A GB 1288647A GB 1288647D A GB1288647D A GB 1288647DA GB 1288647 A GB1288647 A GB 1288647A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- group
- reaction
- amino
- alkoxy
- 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
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/235—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
- A61K31/24—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group having an amino or nitro group
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1288647 Benzylideneamino-hydroxyalkanoic acid derivatives PHILIPS GLOEILAMPENFABRIEKEN NV 12 Dec 1969 [17 Dec 1968] 60748/69 Heading C2C Novel benzylideneamino - hydroxyalkanoic acid derivatives of the general formula wherein R 1 is a halogen atom, R 2 is a hydrogen or halogen atom, R 3 is a hydrogen atom, R 4 is a hydrogen atom or methyl group, with the proviso that when R 4 is a hydrogen atom, then R 5 is a C 1-8 alkoxy group, R 5 is a C 1-3 alkylene group and R 6 is a hydroxyl, C 1-8 alkoxy, amino, mono-C 1-3 alkyl-amino, benzyloxy or OR, group, where R 7 is a metal atom or an ammonium, 2-hydroxyethyldimethylammonium or 2- hydroxyethyldiethylammonium group, are prepared (a) when R 6 is a hydroxyl, amino, mono- C 1-3 alkyl-amino, C 1-8 alkoxy or benzyloxy group, by reaction of an oxime salt of the general formula wherein M is a metal atom, with a compound of the general formula Hal-R 5 -CO-R 6 , wherein Hal is a halogen atom; (b) by reaction of an aldehyde or ketone of the general formula with a compound of the general formula (c) when R 6 is a hydroxyl group or a group of the formula OR 7 wherein R 7 is a metal atom and R 5 is a C 2-3 alkylene group, by reaction of an oxime salt of the second general formula above with a lactone of the general formula wherein R 5 <SP>1</SP> is a C 2-3 alkylene group; (d) when R 5 is a C 2-3 alkylene group, by reaction of an oxime salt of the second general formula above with a compound of the general formula R 5 <SP>11</SP>-CO-R 6 , wherein R 5 <SP>11</SP> is an ethenyl or propen-1-yl 1, 2 or 3 group; (e) when R 6 is as in (c), by saponification of a nitrile of the general formula with a base; (f) when R 6 is a C 1-8 alkoxy or benzyloxy group, by reaction of a nitrile as defined in (e) with a C 1-8 alkanol or benzyl alcohol in the presence of an acid and decomposing the product with water; and (g) by interconversion of acids, esters, salts and amides of the first general formula above using known methods. Methyl [(α - methyl - 4 - chlorobenzylideneamino) - oxy] - acetimidate hydrochloride is prepared by reaction of the sodium salt of 4<SP>1</SP>- chloroacetophenone oxime with chloroacetonitrile and reaction of the resulting [(α-methyl-4- chlorobenzylideneamino)oxy]acetonitrile with hydrogen chloride and methanol. Pharmaceutical compositions having antiinflammatory and analgetic activity comprise, as active ingredient, a benzylideneaminohydroxyalkanoic acid derivative of the first general formula above, together with a solid or liquid carrier, and may be administered orally, rectally or parenterally.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL6818074A NL6818074A (en) | 1968-12-17 | 1968-12-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1288647A true GB1288647A (en) | 1972-09-13 |
Family
ID=19805418
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1288647D Expired GB1288647A (en) | 1968-12-17 | 1969-12-12 |
Country Status (14)
Country | Link |
---|---|
AT (4) | AT298448B (en) |
BE (1) | BE743241A (en) |
BR (1) | BR6915174D0 (en) |
CA (1) | CA963477A (en) |
CH (4) | CH539617A (en) |
DE (1) | DE1960910C3 (en) |
DK (1) | DK123471B (en) |
ES (1) | ES374574A1 (en) |
FR (1) | FR2026362B1 (en) |
GB (1) | GB1288647A (en) |
IL (1) | IL33530A (en) |
NL (1) | NL6818074A (en) |
NO (1) | NO131930C (en) |
SE (1) | SE366736B (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0175304A2 (en) * | 1984-09-13 | 1986-03-26 | LABORATORI BALDACCI Spa | Compounds derived from beta-oximino-propionic acid having therapeutic activity, process for their preparation, and pharmaceutical compositions containing them |
WO2002048170A1 (en) * | 2000-12-12 | 2002-06-20 | Mitsubishi Chemical Corporation | Lipids comprising an aminoxy group |
EP1669366A1 (en) * | 2000-12-12 | 2006-06-14 | Mitsubishi Chemical Corporation | Lipids comprising an aminoxy group |
CZ298560B6 (en) * | 2000-12-12 | 2007-11-07 | Mitsubishi Chemical Corporation | Process for preparing modified lipids |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AR205682A1 (en) * | 1970-06-11 | 1976-05-31 | Philips Nv | METHOD OF PRODUCTION OF AMINO-OXYACETIC (4-CHLORO-ALPHA-METHYLBENZYLIDEN) ESTER (2-DIMETHYLAMINOETHYL) ACID AND ITS ACID ADDITION SALTS FORMED WITH PHARMACOLOGICALLY ACCEPTABLE ACIDS |
CH632130A5 (en) * | 1977-03-02 | 1982-09-30 | Ciba Geigy Ag | Compositions on the basis of oxime ethers, oxime esters or oxime carbamates which are suitable in agriculture for crop protection |
EP0182407B1 (en) * | 1984-10-18 | 1990-05-16 | Shell Internationale Researchmaatschappij B.V. | Alpha-aminooxy c4-alkanoic acids and esters |
US5002605A (en) * | 1988-12-21 | 1991-03-26 | Ici Americas Inc. | Alkylidine aminooxyamide compounds useful in controlling undesirable vegetation |
GB9013352D0 (en) * | 1990-06-14 | 1990-08-08 | Ici Plc | Herbicidal compounds |
-
1968
- 1968-12-17 NL NL6818074A patent/NL6818074A/xx unknown
-
1969
- 1969-12-04 DE DE1960910A patent/DE1960910C3/en not_active Expired
- 1969-12-12 CH CH1853569A patent/CH539617A/en not_active IP Right Cessation
- 1969-12-12 CH CH69173A patent/CH551389A/en not_active IP Right Cessation
- 1969-12-12 CH CH1383072A patent/CH544743A/en not_active IP Right Cessation
- 1969-12-12 CA CA069,694A patent/CA963477A/en not_active Expired
- 1969-12-12 GB GB1288647D patent/GB1288647A/en not_active Expired
- 1969-12-12 DK DK660069AA patent/DK123471B/en not_active IP Right Cessation
- 1969-12-14 IL IL33530A patent/IL33530A/en unknown
- 1969-12-15 AT AT1163669A patent/AT298448B/en not_active IP Right Cessation
- 1969-12-15 AT AT332371A patent/AT298450B/en not_active IP Right Cessation
- 1969-12-15 ES ES374574A patent/ES374574A1/en not_active Expired
- 1969-12-15 AT AT332271A patent/AT303704B/en not_active IP Right Cessation
- 1969-12-15 NO NO4939/69A patent/NO131930C/no unknown
- 1969-12-15 SE SE17263/69A patent/SE366736B/xx unknown
- 1969-12-15 BR BR215174/69A patent/BR6915174D0/en unknown
- 1969-12-15 AT AT331971A patent/AT298449B/en not_active IP Right Cessation
- 1969-12-16 BE BE743241D patent/BE743241A/xx unknown
- 1969-12-17 FR FR696943718A patent/FR2026362B1/fr not_active Expired
-
1972
- 1972-09-21 CH CH1389272A patent/CH551388A/en not_active IP Right Cessation
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0175304A2 (en) * | 1984-09-13 | 1986-03-26 | LABORATORI BALDACCI Spa | Compounds derived from beta-oximino-propionic acid having therapeutic activity, process for their preparation, and pharmaceutical compositions containing them |
EP0175304A3 (en) * | 1984-09-13 | 1987-01-14 | LABORATORI BALDACCI Spa | Compounds derived from beta-oximino-propionic acid having therapeutic activity, process for their preparation, and pharmaceutical compositions containing them |
WO2002048170A1 (en) * | 2000-12-12 | 2002-06-20 | Mitsubishi Chemical Corporation | Lipids comprising an aminoxy group |
EP1669366A1 (en) * | 2000-12-12 | 2006-06-14 | Mitsubishi Chemical Corporation | Lipids comprising an aminoxy group |
CZ298560B6 (en) * | 2000-12-12 | 2007-11-07 | Mitsubishi Chemical Corporation | Process for preparing modified lipids |
Also Published As
Publication number | Publication date |
---|---|
BE743241A (en) | 1970-06-16 |
NL6818074A (en) | 1970-06-19 |
IL33530A0 (en) | 1970-02-19 |
CH544743A (en) | 1974-01-15 |
SE366736B (en) | 1974-05-06 |
FR2026362A1 (en) | 1970-09-18 |
CH539617A (en) | 1973-07-31 |
NO131930B (en) | 1975-05-20 |
DK123471B (en) | 1972-06-26 |
BR6915174D0 (en) | 1973-02-13 |
AT298448B (en) | 1972-05-10 |
DE1960910A1 (en) | 1970-07-09 |
NO131930C (en) | 1975-08-27 |
DE1960910C3 (en) | 1979-11-08 |
AT303704B (en) | 1972-12-11 |
CH551389A (en) | 1974-07-15 |
CA963477A (en) | 1975-02-25 |
DE1960910B2 (en) | 1979-03-08 |
CH551388A (en) | 1974-07-15 |
AT298449B (en) | 1972-05-10 |
FR2026362B1 (en) | 1973-07-13 |
AT298450B (en) | 1972-05-10 |
IL33530A (en) | 1973-04-30 |
ES374574A1 (en) | 1972-04-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |