GB1148287A - Anti-diabetically effective sulphonamides - Google Patents
Anti-diabetically effective sulphonamidesInfo
- Publication number
- GB1148287A GB1148287A GB473568A GB473568A GB1148287A GB 1148287 A GB1148287 A GB 1148287A GB 473568 A GB473568 A GB 473568A GB 473568 A GB473568 A GB 473568A GB 1148287 A GB1148287 A GB 1148287A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- general formula
- radical
- substituted
- unsubstituted
- 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
- C07D239/46—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)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,148,287. Sulphonamides. BOEHRINGER MANNHEIM G.m.b.H. 30 Jan., 1968 [1 Feb., 1967] No. 4735/68. Heading C2C. Novel anti-diabetically effective compounds (including salts thereof) of the general formula wherein A is an unsubstituted or substituted alkyl, alkenyl, aryl, aralkyl, aryloxyalkyl, arylmercaptoalkyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, aralkyloxy, cycloalkoxy, cycloalkylalkoxy, cycloalkenyloxy or cycloalkenylalkoxy radical or a radical of the general formula (V)(W)N- in which V and W, which may be the same or different, are hydrogen atoms or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl radicals or, together with the nitrogen atom to which they are attached comprise an unsubstituted or substituted, saturated heterocyclic ring; R 1 is a hydrogen atom or a C 1-3 alkyl or aralkyl radical; X is a straight or branched-chain C 1-4 hydrocarbon fragment; and R 2 is an alkyl, cycloalkyl, alkoxyalkyl or alkylmercaptoalkyl radical, are prepared: (a) by reacting a compound of the general formula (n is 0, 1 or 2) with a 2-amino-pyrimidine substituted by the group -SR 2 at the 5-position and, if necessary, oxidizing the product; (b) by reacting a guanidine, with a compound of the general formula (Z and Z<SP>1</SP>, which may be the same or different, are hydrogen atoms or alkoxy radicals), or with a functional derivative thereof, whereafter, when the pyrimidines obtained are hydroxylated in the 4- and/or 6-positions these are converted into the corresponding halogen compounds and then reductively dehalogenated; (c) by acylating a compound of the general formula (Pm signifies the pyrimidine nucleus); or (d) by reacting a sulphonamide, with a pyrimidine substituted at the 5-position by the group -SR 2 and at the 2-position by an ester group (includes halo) or a trialkyl-ammonium group. 4 - (# - Aminoethyl) - N - {5 - ethylmercaptopyrimidinyl - (2)} - benzenesulphonamide is obtained by saponification of the corresponding 4-(#-acetylaminoethyl)-compound; the 5-propylmercapto- and 5-isobutylmercapto-compounds are similarly obtained whereas the 5-isopropylmercapto-compound is obtained from the corresponding 4-(#-ethoxycarbonylaminoethyl)-compound.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1967B0090983 DE1670188A1 (en) | 1967-02-01 | 1967-02-01 | Process for the production of new antidiabetic sulfonamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1148287A true GB1148287A (en) | 1969-04-10 |
Family
ID=6985585
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB473568A Expired GB1148287A (en) | 1967-02-01 | 1968-01-30 | Anti-diabetically effective sulphonamides |
Country Status (6)
| Country | Link |
|---|---|
| AT (4) | AT280297B (en) |
| CH (4) | CH507961A (en) |
| DE (1) | DE1670188A1 (en) |
| FR (1) | FR1595528A (en) |
| GB (1) | GB1148287A (en) |
| NL (1) | NL6801402A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2021962C3 (en) * | 1970-04-28 | 1981-12-24 | Schering Ag Berlin Und Bergkamen, 1000 Berlin | Blood sugar lowering sulfamoylpyrimidines with an asymmetric carbon atom |
| DK163123C (en) * | 1978-05-30 | 1992-06-09 | Du Pont | Benzene sulfonylureas for use as herbicides or plant growth regulators, preparations containing them and their use |
-
1967
- 1967-02-01 DE DE1967B0090983 patent/DE1670188A1/en active Pending
-
1968
- 1968-01-30 CH CH1361970A patent/CH507961A/en not_active IP Right Cessation
- 1968-01-30 CH CH1361770A patent/CH542215A/en not_active IP Right Cessation
- 1968-01-30 CH CH136368A patent/CH507960A/en not_active IP Right Cessation
- 1968-01-30 CH CH1361870A patent/CH542855A/en not_active IP Right Cessation
- 1968-01-30 GB GB473568A patent/GB1148287A/en not_active Expired
- 1968-01-31 AT AT420169A patent/AT280297B/en not_active IP Right Cessation
- 1968-01-31 AT AT420369A patent/AT280299B/en not_active IP Right Cessation
- 1968-01-31 AT AT94868A patent/AT280292B/en not_active IP Right Cessation
- 1968-01-31 AT AT420269A patent/AT280298B/en active
- 1968-01-31 NL NL6801402A patent/NL6801402A/xx unknown
- 1968-02-01 FR FR138328A patent/FR1595528A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH542215A (en) | 1973-11-15 |
| CH542855A (en) | 1973-11-30 |
| AT280292B (en) | 1970-04-10 |
| FR1595528A (en) | 1970-06-15 |
| AT280297B (en) | 1970-04-10 |
| AT280299B (en) | 1970-04-10 |
| AT280298B (en) | 1970-04-10 |
| CH507960A (en) | 1971-05-31 |
| DE1670188A1 (en) | 1971-03-25 |
| CH507961A (en) | 1971-05-31 |
| NL6801402A (en) | 1968-08-02 |
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