GB1007018A - Benzenesulphonyl-ureas and process for their manufacture - Google Patents
Benzenesulphonyl-ureas and process for their manufactureInfo
- Publication number
- GB1007018A GB1007018A GB21310/62A GB2131062A GB1007018A GB 1007018 A GB1007018 A GB 1007018A GB 21310/62 A GB21310/62 A GB 21310/62A GB 2131062 A GB2131062 A GB 2131062A GB 1007018 A GB1007018 A GB 1007018A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzenesulphonyl
- reacted
- amine
- urea
- benzenesulphonamide
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises benzenesulphonyl ureas of the formula <FORM:1007018/C2/1> and their salts with physiologically tolerable bases, wherein R is hydrogen, halogen, a C1-4 alkyl or alkoxy group or a trifluoromethyl group and R1 is an alicyclic radical of the formula <FORM:1007018/C2/2> in which -Z-Z1- represents the groups -CH2-CH2- and n represents 0 or 1, or represents -CH = CH- and n represents 1. The compounds are prepared by known methods for the preparation of sulphonyl ureas, for example (a) a benzenesulphonyl isocyanate or a compound which reacts as a benzenesulphonyl isocyanate is reacted with an amine R1.NH2 or a derivative thereof such as a formylated amine, or conversely an isocyanate R1NCO is reacted with a benzenesulphonamide; (b) a benzenesulphonyl carbamic ester or halide is reacted with an amine R1.NH2 or, conversely, an ester or halide R.NHCOOAlkyl or R1.NH CO.Hal or corresponding thiocarbamic ester is reacted with a benzenesulphonamide; (c) a benzenesulphonyl urea optionally N1-substituted by one or two alkyl or aryl radicals, or an N1-acyl-benzenesulphonyl urea or a bis-(benzenesulphonyl)-urea is reacted with an amine R1.NH2, or conversely, a urea R1.NH CO.NH2 or an N1-acyl, nitro or N1,N1-diphenyl derivative thereof is reacted with a benzenesulphonamide; (d) an isourea ether, a guanidine or a salt of a mono-R1-substituted paratanic acid is reacted with a benzenesulphonyl halide and the resulting benzenesulphonyl isourea ether, guanidine or paratannic acid is hydrolysed; (e) a corresponding benzenesulphonyl-thiourea is treated with an oxide or salt of a heavy metal or with an oxidizing agent to replace the sulphur atom by oxygen, or (f) for the preparation of the saturated compounds, the corresponding compounds wherein -Z-Z1- is -CH = CH- are reduced. Pharmaceutical preparations for the treatment of diabetes by oral administration comprise the above compounds including the salts with inorganic or organic bases in admixture or conjunction with a carrier, suitably in the form of tablets. Reference has been directed by the Comptroller to Specification 922,037.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0034081 | 1961-06-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1007018A true GB1007018A (en) | 1965-10-13 |
Family
ID=7095404
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21310/62A Expired GB1007018A (en) | 1961-06-03 | 1962-06-01 | Benzenesulphonyl-ureas and process for their manufacture |
Country Status (7)
| Country | Link |
|---|---|
| AT (2) | AT247870B (en) |
| BE (1) | BE618512A (en) |
| CH (4) | CH457415A (en) |
| DK (4) | DK103667C (en) |
| FR (2) | FR1999M (en) |
| GB (1) | GB1007018A (en) |
| SE (1) | SE307350B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL294761A (en) * | 1962-07-02 |
-
1962
- 1962-05-30 CH CH395566A patent/CH457415A/en unknown
- 1962-05-30 CH CH659362A patent/CH419089A/en unknown
- 1962-05-30 CH CH395466A patent/CH465597A/en unknown
- 1962-05-30 CH CH395666A patent/CH442287A/en unknown
- 1962-06-01 DK DK278663AA patent/DK103667C/en active
- 1962-06-01 AT AT226964A patent/AT247870B/en active
- 1962-06-01 AT AT903263A patent/AT239251B/en active
- 1962-06-01 GB GB21310/62A patent/GB1007018A/en not_active Expired
- 1962-06-01 DK DK278563AA patent/DK106669C/en active
- 1962-06-01 DK DK246062AA patent/DK105527C/en active
- 1962-06-01 DK DK278363AA patent/DK104565C/en active
- 1962-06-04 BE BE618512A patent/BE618512A/en unknown
- 1962-09-03 FR FR908454A patent/FR1999M/en active Active
- 1962-09-03 FR FR908453A patent/FR1998M/en active Active
-
1964
- 1964-03-04 SE SE2648/64A patent/SE307350B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH442287A (en) | 1967-08-31 |
| DK105527C (en) | 1966-10-10 |
| BE618512A (en) | 1962-12-14 |
| DK104565C (en) | 1966-06-06 |
| FR1998M (en) | 1963-09-02 |
| DK103667C (en) | 1966-02-07 |
| CH419089A (en) | 1966-08-31 |
| DK106669C (en) | 1967-03-06 |
| AT247870B (en) | 1966-06-27 |
| SE307350B (en) | 1969-01-07 |
| CH465597A (en) | 1968-11-30 |
| FR1999M (en) | 1963-09-02 |
| AT239251B (en) | 1965-03-25 |
| CH457415A (en) | 1968-06-15 |
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