GB914417A - Novel sulphonamides and a process for their manufacture - Google Patents
Novel sulphonamides and a process for their manufactureInfo
- Publication number
- GB914417A GB914417A GB26886/61A GB2688661A GB914417A GB 914417 A GB914417 A GB 914417A GB 26886/61 A GB26886/61 A GB 26886/61A GB 2688661 A GB2688661 A GB 2688661A GB 914417 A GB914417 A GB 914417A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrimidine
- lower alkoxy
- amino
- sulphanilamido
- pyrimidines
- 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
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/69—Benzenesulfonamido-pyrimidines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises 5-sulphanilamido-6-(lower alkoxy, i.e C1-5 alkoxy)-pyrimidines and pharmaceutically acceptable salts thereof, 5 - (N4-acyl-sulphanilamido)-6-(lower alkoxy)-pyrimidines, and the process for the preparation of the sulphanilamides by condensing a 5-amino-6-(lower alkoxy)-pyrimidine with a benzenesulphonyl halide containing in the para-position a substituent convertible to the amino group by reduction or hydrolysis, e.g. a nitro, alkoxycarbonylamino, benzyloxycarbonylamino or acylamino (such as acetylamino) group, converting the para substituent in the resulting para-substituted-(e.g. p-acylamino-)benzenesulphonamido - pyrimidine to the amino group and, if desired, converting the product into a pharmaceutically acceptable salt, such as an alkali-metal, alkaline-earth metal or organic base (e.g. diethanolamine) salt. Preferred products comprise 5-sulphanilamido-6-methoxy-pyrimidine and its N -acetyl derivative. 5-Amino-6-(lower alkoxy)-pyrimidines such as 5-amino-6-methoxy-pyrimidine are made by reacting 4,6-dichloro-5-nitro-pyrimidine with an alkali-metal alcoholate, reducing the resulting 4-chloro-5-nitro-6-(lower alkoxy)-pyrimidine to 4-chloro-5-amino-6-(lower alkoxy)-pyrimidine and removing the 4-chloroatom by catalytic hydrogenation. Pharmaceutical preparations, having antibacterial activity, comprise the sulphanilamido-pyrimidines of the invention, or salts thereof, in admixture with a solid or liquid, organic or inorganic carrier suitable for enteral (e.g. oral) or parenteral administration. The preparations suitably take the form of tablets, dragees, suppositories, capsules, solutions, emulsions or suspensions and may contain, in addition to usual excipients, preserving, stabilizing, wetting or emulsifying agents, salts for varying osmotic pressure or buffers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH899560 | 1960-08-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB914417A true GB914417A (en) | 1963-01-02 |
Family
ID=4347166
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26886/61A Expired GB914417A (en) | 1960-08-09 | 1961-07-25 | Novel sulphonamides and a process for their manufacture |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE606495A (en) |
| ES (1) | ES269656A1 (en) |
| FR (1) | FR1440M (en) |
| GB (1) | GB914417A (en) |
| NL (1) | NL267524A (en) |
-
0
- NL NL267524D patent/NL267524A/xx unknown
-
1961
- 1961-07-25 BE BE606495A patent/BE606495A/en unknown
- 1961-07-25 GB GB26886/61A patent/GB914417A/en not_active Expired
- 1961-07-27 FR FR869175A patent/FR1440M/en active Active
- 1961-08-08 ES ES0269656A patent/ES269656A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES269656A1 (en) | 1962-03-16 |
| BE606495A (en) | 1962-01-25 |
| NL267524A (en) | |
| FR1440M (en) | 1962-08-13 |
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