GB1025904A - Pharmaceutical compositions containing phthalimidine derivatives - Google Patents
Pharmaceutical compositions containing phthalimidine derivativesInfo
- Publication number
- GB1025904A GB1025904A GB11051/63A GB1105163A GB1025904A GB 1025904 A GB1025904 A GB 1025904A GB 11051/63 A GB11051/63 A GB 11051/63A GB 1105163 A GB1105163 A GB 1105163A GB 1025904 A GB1025904 A GB 1025904A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- ring
- substituted
- compounds
- phthalimidines
- 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
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to phthalimidine derivatives of formula <FORM:1025904/C2/1> wherein R is hydrogen or an acyl radical derived from a monocarboxylic acid and wherein ring B may be optionally substituted by one or more radicals selected from halogen, alkyl, amino, acylamino and alkoxy. It comprises as novel compounds those phthalimidines in which ring B is substituted by a single chlorine, bromine or fluorine atom and a process for making those phthalimidines in which R is hydrogen which comprises reacting a compound <FORM:1025904/C2/2> with ammonia under reducing conditions, e.g. in the presence of hydrogen and a hydrogenation catalyst. The compounds in which R is hydrogen may also be prepared by reducing 4-aryl-1-keto-2,3-benzoxazines with zinc and acetic acid or by reducing 1-arylphthalaz-4-ones with zinc and hydrochloric acid. The compounds in which R is acyl are made by acylating the corresponding compounds where-in R is hydrogen. Examples describe the preparation of pthalimidines in which R is hydrogen and the ring B is phenyl, 2,3-, 2,5- or 3,4-dimethylphenyl, 3,4 - dimethoxyphenyl, 4-chlorophenyl, 4-bromophenyl, 4-fluorophenyl, and 2-aminophenyl, the latter being then acetylated to give 3-(2-acetaminophenyl) phthalimidine. 2-Propionyl-3-phenylphthalimidine is also prepared and the corresponding 2-acetyl compound referred to. 4-Aryl-1-keto-2,3-benzoxazine starting materials in which the aryl group is 2,3-, 2,5- or 3,4-dimethylphenyl, 3,4 - dimethoxyphenyl, 4-chlorophenyl, 4-bromophenyl and 4-fluorophenyl by reacting the corresponding substituted 2-benzoylbenzoic acids with hydroxylamine hydrochloride in the presence of barium carbonate.ALSO:Pharmaceutical compositions having analgesic, antipyretic or anticonvulsant activity comprise as active ingredient phthalimidines of formula <FORM:1025904/A5-A6/1> where R is hydrogen or the acyl radical of a monocarboxylic acid and ring B may optionally be substituted by one or more radicals selected from halogen, alkyl, amino, acylamino and alkoxy. They may be administered orally, e.g. as tablets, capsules, aqueous or oily suspensions, dispersible powders or granules, emulsions, syrups or elixirs, parenterally in aqueous or non-aqueous medium, or as suppositories. Other specified active ingredients are acetylsalicylic acid, codeine, salicylamide, p-acetamidophenol, phenacetin, primidone and diphenylhydantoin.
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB11051/63A GB1025904A (en) | 1963-03-20 | 1963-03-20 | Pharmaceutical compositions containing phthalimidine derivatives |
BE645449A BE645449A (en) | 1963-03-20 | 1964-03-19 | |
NL6402928A NL6402928A (en) | 1963-03-20 | 1964-03-19 | |
FR968193A FR3523M (en) | 1963-03-20 | 1964-06-19 | New derivatives of phthalimidine. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB11051/63A GB1025904A (en) | 1963-03-20 | 1963-03-20 | Pharmaceutical compositions containing phthalimidine derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1025904A true GB1025904A (en) | 1966-04-14 |
Family
ID=9979109
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB11051/63A Expired GB1025904A (en) | 1963-03-20 | 1963-03-20 | Pharmaceutical compositions containing phthalimidine derivatives |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE645449A (en) |
FR (1) | FR3523M (en) |
GB (1) | GB1025904A (en) |
NL (1) | NL6402928A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0051215A2 (en) * | 1980-10-31 | 1982-05-12 | Usv Pharmaceutical Corporation | Methods and intermediates for the synthesis of 3-aryl-3-hydroxy-phthalimidines |
JP2007217335A (en) * | 2006-02-16 | 2007-08-30 | National Institute Of Advanced Industrial & Technology | New thiazinoindole compound and method for producing the same |
JP2007223968A (en) * | 2006-02-24 | 2007-09-06 | Osaka Prefecture Univ | Photocleavable cyclic compound |
-
1963
- 1963-03-20 GB GB11051/63A patent/GB1025904A/en not_active Expired
-
1964
- 1964-03-19 NL NL6402928A patent/NL6402928A/xx unknown
- 1964-03-19 BE BE645449A patent/BE645449A/xx unknown
- 1964-06-19 FR FR968193A patent/FR3523M/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0051215A2 (en) * | 1980-10-31 | 1982-05-12 | Usv Pharmaceutical Corporation | Methods and intermediates for the synthesis of 3-aryl-3-hydroxy-phthalimidines |
US4331600A (en) * | 1980-10-31 | 1982-05-25 | Usv Pharmaceutical Corporation | Intermediates for the synthesis of phthalimidines |
EP0051215A3 (en) * | 1980-10-31 | 1982-07-28 | Usv Pharmaceutical Corporation | Intermediates for the synthesis of phthalimidines |
JP2007217335A (en) * | 2006-02-16 | 2007-08-30 | National Institute Of Advanced Industrial & Technology | New thiazinoindole compound and method for producing the same |
JP2007223968A (en) * | 2006-02-24 | 2007-09-06 | Osaka Prefecture Univ | Photocleavable cyclic compound |
Also Published As
Publication number | Publication date |
---|---|
FR3523M (en) | 1965-09-06 |
BE645449A (en) | 1964-09-21 |
NL6402928A (en) | 1964-09-21 |
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