GB1270841A - Benzothiazoline derivatives - Google Patents
Benzothiazoline derivativesInfo
- Publication number
- GB1270841A GB1270841A GB1654869A GB1654869A GB1270841A GB 1270841 A GB1270841 A GB 1270841A GB 1654869 A GB1654869 A GB 1654869A GB 1654869 A GB1654869 A GB 1654869A GB 1270841 A GB1270841 A GB 1270841A
- Authority
- GB
- United Kingdom
- Prior art keywords
- piperazinyl
- substituted
- compound
- dialkyl
- appropriate
- 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
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 title 1
- -1 2-[N-methyl-N-(2- hydroxyethyl)amino]ethyl Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- BXQNSPXDWSNUKE-UHFFFAOYSA-N 1,3-benzothiazole 1-oxide Chemical class C1=CC=C2S(=O)C=NC2=C1 BXQNSPXDWSNUKE-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 230000003288 anthiarrhythmic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000004193 piperazinyl group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,270,841. Benzothiazolinone derivatives. FUJISAWA PHARMACEUTICAL CO. Ltd. 28 March, 1969, No. 16548/69. Heading C2C. Novel compounds I in which A is alkylene; R<SP>1</SP> is halo, CF 3 or alkoxy and R<SP>2</SP> is H while R<SP>3</SP> is 2-[N-methyl-N-(2- hydroxyethyl)amino]ethyl or NR<SP>2</SP>R<SP>3</SP> is 4- hydroxypiperidino; 4 - alkanoyloxy - alkyl - 1- piperazinyl; dialkyl - substituted - 4 - alkoxycarbonylalkyl - 1 - piperazinyl; trialkyl - substituted - 1 - piperazinyl; 4 - alkanoylalkyl - 1- piperazinyl; dialkyl - substituted - 4 - (alkynyl, alkenyl or hydroxyalkyl )- 1 -piperazinyl; 4- benzoyl - 1 - piperazinyl; 4 - phenylalkyl - 1- piperazinyl optionally having two alkoxy groups on the benzene ring; or 4-alkyl-1-homopiperazinyl (dialkyl substituted and trialkyl substituted having the substituent alkyl groups at 2 of the 4 or 3 of the 5 available positions of the piperazine ring are prepared by: (1) reacting an appropriate 3-unsubstituted compound or its metal salt with a compound X-A-CONR<SP>2</SP>R<SP>3</SP> (X = halo); (2) reacting an appropriate 3- carboxyalkyl compound or a salt, acid halide, acid anhydride, amide, ester or azide thereof with an amine HNR<SP>2</SP>R<SP>3</SP>; and (3) by acylation of an appropriate 4-hydroxypiperazino derivative. Pharmaceutical compositions comprise a compound I together with a suitable carrier and have anti-inflammatory and antiarrhythmic activity.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1654869A GB1270841A (en) | 1969-03-28 | 1969-03-28 | Benzothiazoline derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1654869A GB1270841A (en) | 1969-03-28 | 1969-03-28 | Benzothiazoline derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1270841A true GB1270841A (en) | 1972-04-19 |
Family
ID=10079303
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1654869A Expired GB1270841A (en) | 1969-03-28 | 1969-03-28 | Benzothiazoline derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1270841A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022317A1 (en) * | 1979-06-12 | 1981-01-14 | Fujisawa Pharmaceutical Co., Ltd. | 2-Oxo-benzothiazoline, benzoxazoline or indoline derivatives, their preparation, and pharmaceutical compositions comprising such derivatives |
| EP0232740A1 (en) * | 1986-01-17 | 1987-08-19 | Fujisawa Pharmaceutical Co., Ltd. | N-containing fused heterocyclic compounds, processes for the preparation thereof and pharmaceutical compositions comprising the same |
| DE19618970A1 (en) * | 1996-05-10 | 1997-11-13 | Klinge Co Chem Pharm Fab | New thiazolopyridines |
-
1969
- 1969-03-28 GB GB1654869A patent/GB1270841A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022317A1 (en) * | 1979-06-12 | 1981-01-14 | Fujisawa Pharmaceutical Co., Ltd. | 2-Oxo-benzothiazoline, benzoxazoline or indoline derivatives, their preparation, and pharmaceutical compositions comprising such derivatives |
| EP0232740A1 (en) * | 1986-01-17 | 1987-08-19 | Fujisawa Pharmaceutical Co., Ltd. | N-containing fused heterocyclic compounds, processes for the preparation thereof and pharmaceutical compositions comprising the same |
| US4797399A (en) * | 1986-01-17 | 1989-01-10 | Fujisawa Pharmaceutical Co., Ltd. | Piperazine compounds and antithrombotic pharmaceutical composition comprising the same |
| DE19618970A1 (en) * | 1996-05-10 | 1997-11-13 | Klinge Co Chem Pharm Fab | New thiazolopyridines |
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