GB961980A - New sulphonamides and a method of making same - Google Patents
New sulphonamides and a method of making sameInfo
- Publication number
- GB961980A GB961980A GB2241/61A GB224161A GB961980A GB 961980 A GB961980 A GB 961980A GB 2241/61 A GB2241/61 A GB 2241/61A GB 224161 A GB224161 A GB 224161A GB 961980 A GB961980 A GB 961980A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzyl
- phenyl
- alkyl
- compounds
- formula
- 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
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
- C07D231/52—Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
- C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of general formula: <FORM:0961980/C1/1> wherein R1 is alkyl (1-6C), phenyl or benzyl, R2 is hydrogen, alkyl (1-6C), cycloakyl, phenyl or benzyl, X is alkyl (1-6C), phenyl, tolyl or benzyl, and Z is hydrogen or a cation, salts being formed with inorganic or organic bases; and their tautomers; and their preparation (1) by condensing a compound of formula: <FORM:0961980/C1/2> or its tautomer with a compound of formula halogen-SO2X in the presence of an acid binding agent and, in the case where an intermediate substituted by two sulphonyl radicals is formed, hydrolysing off one of the radicals, or (2) by condensing a compound of formula: <FORM:0961980/C1/3> wherein R3 is a halogen atom, with an alkali metal salt of a sulphonamide of formula H2N-SO2-X in the presence of a solvent. Amines II can be prepared from the corresponding 3-halogen compounds by treatment with ammonia in the presence of a cuprous salt. Halo-compounds III are prepared in examples either by the action on corresponding 1,4-substituted -3- chloro -2- pyrazolin -5- ones (obtained from 3,5-pyrazolidindiones using phosphorus oxychloride) of dimethyl sulphate to give the compounds wherein R1 is methyl, or of appropriate esters of benzene sulphonic acid to give the compounds wherein R1 is butyl or benzyl. Specification 563,279 is referred to.ALSO:Pharmaceutical compositions contain sulphonamides of general formula <FORM:0961980/A5-A6/1> wherein R1 is alkyl (1-6 C), phenyl or benzyl, R2 is hydrogen, alkyl (1-6 C), cycloalkyl, phenyl or benzyl, X is alkyl (1-6 C), phenyl, tolyl or benzyl, and Z is hydrogen or a cation (salts being formed with inorganic and organic bases), and the tautomers thereof, together with pharmaceutical vehicles. Forms (tablets, dragees, ointments, creams, solutions, suspensions, emulsions) are specified for enteric, parenteral and topical administration in human and veterinary medicine. The compounds have antiphlogistic and analgesic properties. The incorporation of, for example, local anaesthetics and use of salts with tetraethyl ammonium hydroxide are mentioned. Specification 563,279 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH66960A CH412915A (en) | 1960-01-22 | 1960-01-22 | Process for the production of new sulfonamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB961980A true GB961980A (en) | 1964-06-24 |
Family
ID=4192373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2241/61A Expired GB961980A (en) | 1960-01-22 | 1961-01-19 | New sulphonamides and a method of making same |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH412915A (en) |
| FR (1) | FR927M (en) |
| GB (1) | GB961980A (en) |
-
1960
- 1960-01-22 CH CH66960A patent/CH412915A/en unknown
-
1961
- 1961-01-19 GB GB2241/61A patent/GB961980A/en not_active Expired
- 1961-01-21 FR FR850412A patent/FR927M/fr active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CH412915A (en) | 1966-05-15 |
| FR927M (en) | 1961-11-13 |
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