GB1240648A - N-substituted isatins - Google Patents
N-substituted isatinsInfo
- Publication number
- GB1240648A GB1240648A GB3759667A GB3759667A GB1240648A GB 1240648 A GB1240648 A GB 1240648A GB 3759667 A GB3759667 A GB 3759667A GB 3759667 A GB3759667 A GB 3759667A GB 1240648 A GB1240648 A GB 1240648A
- Authority
- GB
- United Kingdom
- Prior art keywords
- isatin
- formula
- alkyl
- isatins
- hydrogen
- 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
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 abstract 14
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000003937 drug carrier Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 208000001953 Hypotension Diseases 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical compound O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000004885 piperazines Chemical class 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,240,648. N-Substituted isatins. JOHN WYETH & BRO. Ltd. 1 Aug., 1968 [16 Aug., 1967], No. 37596/67. Heading C2C. Compositions comprise isatins of the formula and acid addition and quaternary ammonium salts thereof, wherein R<SP>1</SP> is hydrogen, halogen, alkyl, alkoxy, nitro or haloalkyl, and R<SP>2</SP> is hydrogen or substituted or unsubstituted alkyl or aryl, and a pharmaceutically acceptable carrier, which excludes water and the common organic solvents. Isatins of Formula I wherein R<SP>1</SP> is an alkyl, alkoxy or nitro radical and R<SP>2</SP> is hydrogen or optionally substituted alkyl or aryl, N - (N<SP>1</SP> - methylpiperazino - methyl) isatin and N[-N<SP>1</SP> - (# - hydroxyethyl) piperazino - methyl] isatin, and their acid addition or quaternary ammonium salts are claimed per se, and are prepared by (a) reacting an isatin of the general formula with formaldehyde and a piperazine of the general formula or (b) reacting an isatin of Formula II in the form of an alkali metal salt, with an N,N<SP>1</SP>-disubstituted piperazine of the formula wherein X is halogen or an alkyl- or arylsulphenyl radical, and if desired, converting a free base to the acid addition or quaternary ammonium salt thereof. Examples relate to N - (N<SP>1</SP> - phenylpiperazinomethyl) isatin, N- (N<SP>1</SP> - methylpiperazinomethyl) isatin and N- [N<SP>1</SP> - (# - hydroxyethyl) piperazinomethyl] isatin. The pharmaceutical compositions containing compounds of Formula I and a pharmaceutically acceptable carrier, excluding water and common organic solvents, have hypotensive, CNS or anti-inflammatory activity and may be administered orally, topically or parenterally. Specification 1,071,459 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3759667A GB1240648A (en) | 1967-08-16 | 1967-08-16 | N-substituted isatins |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3759667A GB1240648A (en) | 1967-08-16 | 1967-08-16 | N-substituted isatins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1240648A true GB1240648A (en) | 1971-07-28 |
Family
ID=10397630
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3759667A Expired GB1240648A (en) | 1967-08-16 | 1967-08-16 | N-substituted isatins |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1240648A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010398A1 (en) * | 1978-10-10 | 1980-04-30 | Fujisawa Pharmaceutical Co., Ltd. | Isatin derivatives, processes for the preparation thereof and pharmaceutical composition comprising the same |
| US4411900A (en) * | 1980-01-03 | 1983-10-25 | Fujisawa Pharmaceutical Co., Ltd. | Benzhydrylpiperozinyl thiazole derivatives and pharmaceutical composition comprising the same |
| US8961930B2 (en) | 2008-09-05 | 2015-02-24 | Imperial Innovations Limited | Isatin derivatives for use as in vivo imaging agents |
-
1967
- 1967-08-16 GB GB3759667A patent/GB1240648A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010398A1 (en) * | 1978-10-10 | 1980-04-30 | Fujisawa Pharmaceutical Co., Ltd. | Isatin derivatives, processes for the preparation thereof and pharmaceutical composition comprising the same |
| JPS5562064A (en) * | 1978-10-10 | 1980-05-10 | Fujisawa Pharmaceut Co Ltd | Isatin derivative |
| US4382934A (en) | 1978-10-10 | 1983-05-10 | Fujisawa Pharmaceutical Co., Ltd. | Isatin derivatives, processes for the preparation thereof and pharmaceutical composition comprising the same |
| US4411900A (en) * | 1980-01-03 | 1983-10-25 | Fujisawa Pharmaceutical Co., Ltd. | Benzhydrylpiperozinyl thiazole derivatives and pharmaceutical composition comprising the same |
| US8961930B2 (en) | 2008-09-05 | 2015-02-24 | Imperial Innovations Limited | Isatin derivatives for use as in vivo imaging agents |
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