GB1047028A - Improvements in or relating to 5-acetamido-salicylamide derivatives - Google Patents
Improvements in or relating to 5-acetamido-salicylamide derivativesInfo
- Publication number
- GB1047028A GB1047028A GB45248/63A GB4524863A GB1047028A GB 1047028 A GB1047028 A GB 1047028A GB 45248/63 A GB45248/63 A GB 45248/63A GB 4524863 A GB4524863 A GB 4524863A GB 1047028 A GB1047028 A GB 1047028A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- acetamido
- acetoxy
- reaction
- alkyl
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of formula <F\1> wherein R is a hydrogen atom or a -CH2CH = CH2, -CH2CH = CHCH3, -CH2CCH, -CH2-CH2NR1R2 or -CH2CONR1R2 group, R1 and R2 being alkyl groups or the group -NR1R2 forming a heterocycle which may contain an oxygen atom, and R3 and R4 are hydrogen atoms or alkyl, furyl-alkyl, hydroxyalkyl or cycloalkyl groups, provided that R3 and R4 are not both hydrogen atoms, or the group NR3R4 forms a heterocycle which may contain an oxygen atom, and acid addition salts thereof, and their preparation by reaction of 2-acetoxy-5acetamido-benzoyl chloride with an amine HNR3R4, followed, if desired, by etherification of the so-obtained 2-hydroxy group by reaction with the appropriate halide. 2-Acetoxy-5-acetamido-benzoyl chloride is prepared by reaction of 5-amino-salicylic acid with acetic anhydride to form 2-acetoxy-5-acetamido-benzoic acid, followed by treatment of this with thionyl chloride. The compounds of the invention have anti-pyretic, analgesic, anti-inflammatory, hypnotic, ganglioplegic, anti-mitotic and bacteriostatic activity and may be used in pharmaceutical compositions in combination with a carrier.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB45248/63A GB1047028A (en) | 1963-11-15 | 1963-11-15 | Improvements in or relating to 5-acetamido-salicylamide derivatives |
BR16424964A BR6464249D0 (en) | 1963-11-15 | 1964-11-12 | PROCESS FOR THE PREPARATION OF NEW 5-ACETAMINE-SALICYLAMIDE DERIVATIVES |
FR994967A FR3909M (en) | 1963-11-15 | 1964-11-13 | |
BE655710D BE655710A (en) | 1963-11-15 | 1964-11-13 | |
FR1565309D FR1565309A (en) | 1963-11-15 | 1964-11-13 | |
DE19641518287 DE1518287A1 (en) | 1963-11-15 | 1964-11-16 | New derivatives of 5-acetamidosalicylamide and their preparation |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB45248/63A GB1047028A (en) | 1963-11-15 | 1963-11-15 | Improvements in or relating to 5-acetamido-salicylamide derivatives |
GB2195264 | 1964-05-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1047028A true GB1047028A (en) | 1966-11-02 |
Family
ID=26255620
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB45248/63A Expired GB1047028A (en) | 1963-11-15 | 1963-11-15 | Improvements in or relating to 5-acetamido-salicylamide derivatives |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE655710A (en) |
BR (1) | BR6464249D0 (en) |
DE (1) | DE1518287A1 (en) |
FR (2) | FR3909M (en) |
GB (1) | GB1047028A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4795832A (en) * | 1986-10-02 | 1989-01-03 | Henkel Kommanditgesellschaft Auf Aktien | Salicylic acid amides, their use, and a process for their production |
US5756548A (en) * | 1995-04-03 | 1998-05-26 | Centaur Pharmaceuticals, Inc. | Acetamidobenzamide compounds for neurodegenerative disorders |
US5955506A (en) * | 1996-04-03 | 1999-09-21 | Centaur Pharmaceuticals, Inc. | Benzamides for neurodegenerative disorder treatment |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5011992A (en) * | 1984-06-28 | 1991-04-30 | Bristol-Myers Squibb Company | Pharmacologically active substituted benzamides |
US4808624A (en) * | 1984-06-28 | 1989-02-28 | Bristol-Myers Company | Pharmacologically active substituted benzamides |
-
1963
- 1963-11-15 GB GB45248/63A patent/GB1047028A/en not_active Expired
-
1964
- 1964-11-12 BR BR16424964A patent/BR6464249D0/en unknown
- 1964-11-13 BE BE655710D patent/BE655710A/xx unknown
- 1964-11-13 FR FR994967A patent/FR3909M/fr not_active Expired
- 1964-11-13 FR FR1565309D patent/FR1565309A/fr not_active Expired
- 1964-11-16 DE DE19641518287 patent/DE1518287A1/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4795832A (en) * | 1986-10-02 | 1989-01-03 | Henkel Kommanditgesellschaft Auf Aktien | Salicylic acid amides, their use, and a process for their production |
US5756548A (en) * | 1995-04-03 | 1998-05-26 | Centaur Pharmaceuticals, Inc. | Acetamidobenzamide compounds for neurodegenerative disorders |
US5955506A (en) * | 1996-04-03 | 1999-09-21 | Centaur Pharmaceuticals, Inc. | Benzamides for neurodegenerative disorder treatment |
Also Published As
Publication number | Publication date |
---|---|
BE655710A (en) | 1965-05-13 |
FR1565309A (en) | 1969-05-02 |
DE1518287A1 (en) | 1969-05-22 |
FR3909M (en) | 1966-02-07 |
BR6464249D0 (en) | 1973-08-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1047028A (en) | Improvements in or relating to 5-acetamido-salicylamide derivatives | |
ES336244A1 (en) | Procedure for preparing a phyto-toxic composition. (Machine-translation by Google Translate, not legally binding) | |
ES470916A1 (en) | 4-Hydroxy-2-quinolinone-3-carboxylic acids, their preparation and pharmaceutical compositions containing them. | |
GB1033268A (en) | New anthranilic acid amides and process for preparing same | |
ES440140A1 (en) | Anti-convulsant cinnamide compounds | |
ES466192A1 (en) | Isoquinoline derivatives and pharmaceutical compositions containing them | |
ES285600A1 (en) | Procedure for the preparation of hardened resins (Machine-translation by Google Translate, not legally binding) | |
GB1098062A (en) | Disubstituted isoxazole compounds their non-toxlc salts and the preparation thereof | |
GB989917A (en) | New amides of isoindolinyl-2-acetic acid | |
GB1042272A (en) | Process for the manufacture of 1-acetoxy-1, 1-dicyanoethane | |
ES453997A1 (en) | Secondary etheramine acetates and their use as lubricating agents for synthetic fibers | |
GB1037013A (en) | Naphthylacetamide derivatives | |
GB1009793A (en) | Halogenated uridine derivatives and their use in pharmaceutical compositions | |
ES296164A1 (en) | Procedure for the preparation of new hydrazones of 5-nitro-furfurol (Machine-translation by Google Translate, not legally binding) | |
GB1086636A (en) | Hydrazides | |
ES313551A1 (en) | Procedure for preparation of derivatives of dibenzo (a, d), cicloheptadieno. (Machine-translation by Google Translate, not legally binding) | |
ES385181A1 (en) | N-haloalkenylcycloamidines | |
GB1120337A (en) | Prednisolone derivatives | |
ES306520A1 (en) | A procedure to prepare a adduct. (Machine-translation by Google Translate, not legally binding) | |
GB1040736A (en) | New derivatives of phenylpropanolamine, their process of preparation and therapeutic composition containing said derivatives | |
ES438350A1 (en) | Substituted amides of 3-methyl-4-phenyl-3-butenoic acid, with a high hypolipemizing activity | |
ES435952A1 (en) | 2-haloalkyl-aminopropionates and their use as selective herbicides | |
GB1036272A (en) | Tertiary aryloxyalkanoyl aminoalkylamines | |
GB921520A (en) | 4-fluoro and 4-bromo-3-sulphamylbenzanilides | |
ES321197A1 (en) | Procedure for the preparation of salicilal aldehyde derivatives of fungicide effect. (Machine-translation by Google Translate, not legally binding) |