ES367158A1 - Procedure for the preparation of 3-phenyl-imidazo-tiazol. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of 3-phenyl-imidazo-tiazol. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES367158A1 ES367158A1 ES367158A ES367158A ES367158A1 ES 367158 A1 ES367158 A1 ES 367158A1 ES 367158 A ES367158 A ES 367158A ES 367158 A ES367158 A ES 367158A ES 367158 A1 ES367158 A1 ES 367158A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- acid addition
- addition salt
- compound
- carbon
- 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
- 238000000034 method Methods 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- 150000003839 salts Chemical class 0.000 abstract 5
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 239000012458 free base Substances 0.000 abstract 2
- GHEFQKHLHFXSBR-UHFFFAOYSA-N 4-chloro-1-phenylbutan-1-one Chemical compound ClCCCC(=O)C1=CC=CC=C1 GHEFQKHLHFXSBR-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- UMGDCJDMYOKAJW-UHFFFAOYSA-N aminothiocarboxamide Natural products NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 1
- 230000002891 anorexigenic effect Effects 0.000 abstract 1
- 230000001430 anti-depressive effect Effects 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Novel compounds of the formula in which the R's, which may be the same or different, each signify H, F, Cl or C 1-5 alkyl radicals, n is 2 or 3 and either A denotes H and B denotes OH, or A and B together denote a carbon to carbon bond may be obtained (a) by treating a 2,4-dihalo-butyrophenone of Formula III with a 1,3-alkylene thiourea of Formula II in the presence of a solvent to yield a compound of Formula I in which A is H and B is OH, in the form of an HX acid addition salt, where X is Br or Cl, (b) by dehydrating a compound of Formula I in which A is H and B is OH, which may be in free base or acid addition salt form, by treatment with an acid to yield a compound of Formula I wherein A and B together denote a carbon-carbon bond, in the form of an acid addition salt. The acid addition salts may be converted to free bases in conventional manner. Starting materials of Formula III may be formed in situ by halogenating a corresponding 4-chlorobutyrophenone. Pharmaceutical compositions having antidepressant activity and (when n=2) anorexigenic activity, comprise compounds of Formula I above, in the form of the free base or a pharmaceutically acceptable acid addition salt, in association with a pharmaceutically acceptable diluent or carrier, in forms suitable for oral or parenteral administration.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72940668A | 1968-05-15 | 1968-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES367158A1 true ES367158A1 (en) | 1971-04-01 |
Family
ID=24930890
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES367158A Expired ES367158A1 (en) | 1968-05-15 | 1969-05-13 | Procedure for the preparation of 3-phenyl-imidazo-tiazol. (Machine-translation by Google Translate, not legally binding) |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE733002A (en) |
| CH (1) | CH507982A (en) |
| DE (1) | DE1924769A1 (en) |
| ES (1) | ES367158A1 (en) |
| FR (1) | FR2008560A1 (en) |
| GB (1) | GB1251729A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19908539A1 (en) * | 1999-02-26 | 2000-08-31 | Aventis Pharma Gmbh | Polycyclic 2-amino-dihydrothiazole systems, processes for their preparation and their use as medicines |
| EP1851232A2 (en) * | 2005-02-08 | 2007-11-07 | Prosidion Limited | Dihydroimidazothiazole derivatives |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2969369A (en) * | 1959-10-23 | 1961-01-24 | Searle & Co | Derivatives of 3-phenyl-5, 6-dihydroimidazo-[2. 1-b] thiazoles |
-
1969
- 1969-04-16 CH CH580969A patent/CH507982A/en not_active IP Right Cessation
- 1969-04-18 GB GB1251729D patent/GB1251729A/en not_active Expired
- 1969-05-12 FR FR6915291A patent/FR2008560A1/fr not_active Withdrawn
- 1969-05-13 BE BE733002D patent/BE733002A/xx unknown
- 1969-05-13 ES ES367158A patent/ES367158A1/en not_active Expired
- 1969-05-14 DE DE19691924769 patent/DE1924769A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1924769A1 (en) | 1969-11-27 |
| BE733002A (en) | 1969-11-13 |
| FR2008560A1 (en) | 1970-01-23 |
| GB1251729A (en) | 1971-10-27 |
| CH507982A (en) | 1971-05-31 |
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