CH503733A - Hypoglycaemic sulphanilamide derivs. - Google Patents
Hypoglycaemic sulphanilamide derivs.Info
- Publication number
- CH503733A CH503733A CH1188370A CH1188370A CH503733A CH 503733 A CH503733 A CH 503733A CH 1188370 A CH1188370 A CH 1188370A CH 1188370 A CH1188370 A CH 1188370A CH 503733 A CH503733 A CH 503733A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulphanilamide
- stirred
- filtered
- naoh
- added
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
- C07D233/46—Nitrogen atoms not forming part of a nitro radical with only hydrogen atoms attached to said nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/22—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
- C07D203/24—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
Abstract
(A) Cpds. of general formula (I) R' = (1-5C) alkyl, (2-5C) alkenyl, (is not > 7C) cycloalkyl, or (is not > 7C) cycloalkenyl R2 = Me or Et (B) Acid addn. salts of I. Oral and parenteral hypoglycaemics. Dose. 100-500 mg/d. (a) N'-(1-methyl-2-t.butylaminoethyl)-N4-acetyl-sulphanilamide (32.7 g.) was dissolved in 2N-NaOH (100 ml), BrCN (10.6 g.) added at 20-30 deg., stirred 30 mins., filtered, and recryst. from DMF, giving the acetanilide, m.p.243-4 deg. (b) This (35.2 g.) was added to 50% H2SO4 (125 g.) at 40 deg., stirred 2 h. at 50 deg., poured into H2O (750 ml), 10N-NaOH added to pH 6.3, stirred 15 mins. with charcoal (2 g.), filtered (Hyflo), basified (10N-NaOH), filtered, washed, dried, and recryst. from EtOAc, giving I, m.p.145-6 deg.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1188370A CH503733A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1188370A CH503733A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH388168A CH504443A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH503733A true CH503733A (en) | 1971-02-28 |
Family
ID=4265494
Family Applications (8)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1188870A CH507954A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH388168A CH504443A (en) | 1966-03-24 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188370A CH503733A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188670A CH507952A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188470A CH507951A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188570A CH503734A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188970A CH507955A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188770A CH507953A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1188870A CH507954A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH388168A CH504443A (en) | 1966-03-24 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1188670A CH507952A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188470A CH507951A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188570A CH503734A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188970A CH507955A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
| CH1188770A CH507953A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
Country Status (5)
| Country | Link |
|---|---|
| AT (8) | AT288371B (en) |
| BG (1) | BG17793A3 (en) |
| CH (8) | CH507954A (en) |
| ES (7) | ES364710A1 (en) |
| SU (2) | SU405204A3 (en) |
-
1968
- 1968-03-14 CH CH1188870A patent/CH507954A/en not_active IP Right Cessation
- 1968-03-14 CH CH388168A patent/CH504443A/en not_active IP Right Cessation
- 1968-03-14 CH CH1188370A patent/CH503733A/en not_active IP Right Cessation
- 1968-03-14 CH CH1188670A patent/CH507952A/en not_active IP Right Cessation
- 1968-03-14 CH CH1188470A patent/CH507951A/en not_active IP Right Cessation
- 1968-03-14 CH CH1188570A patent/CH503734A/en not_active IP Right Cessation
- 1968-03-14 CH CH1188970A patent/CH507955A/en not_active IP Right Cessation
- 1968-03-14 CH CH1188770A patent/CH507953A/en not_active IP Right Cessation
-
1969
- 1969-03-13 SU SU1443580A patent/SU405204A3/ru active
- 1969-03-13 ES ES364710A patent/ES364710A1/en not_active Expired
- 1969-03-13 BG BG12264A patent/BG17793A3/xx unknown
- 1969-03-13 AT AT1158469A patent/AT288371B/en not_active IP Right Cessation
- 1969-03-13 AT AT248169A patent/AT285601B/en not_active IP Right Cessation
- 1969-03-13 ES ES364709A patent/ES364709A1/en not_active Expired
- 1969-03-13 AT AT1158769A patent/AT288374B/en active
- 1969-03-13 AT AT1158669A patent/AT288373B/en active
- 1969-03-13 ES ES364708A patent/ES364708A0/en active Pending
- 1969-03-13 AT AT248069A patent/AT284840B/en not_active IP Right Cessation
- 1969-03-13 AT AT1048469A patent/AT287696B/en not_active IP Right Cessation
- 1969-03-13 AT AT1158569A patent/AT288372B/en not_active IP Right Cessation
- 1969-03-13 AT AT1048269A patent/AT286982B/en active
- 1969-03-13 ES ES364705A patent/ES364705A1/en not_active Expired
- 1969-03-13 ES ES364703A patent/ES364703A1/en not_active Expired
- 1969-03-13 ES ES364707A patent/ES364707A1/en not_active Expired
- 1969-03-13 ES ES364704A patent/ES364704A1/en not_active Expired
- 1969-03-13 SU SU1437523A patent/SU393829A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| ES364710A1 (en) | 1970-12-16 |
| AT288374B (en) | 1971-03-10 |
| ES364705A1 (en) | 1970-12-16 |
| BG17793A3 (en) | 1973-12-25 |
| ES364707A1 (en) | 1970-12-16 |
| AT288371B (en) | 1971-03-10 |
| CH507953A (en) | 1971-05-31 |
| ES364709A1 (en) | 1970-12-16 |
| AT286982B (en) | 1971-01-11 |
| CH507952A (en) | 1971-05-31 |
| CH503734A (en) | 1971-02-28 |
| AT284840B (en) | 1970-09-25 |
| CH507951A (en) | 1971-05-31 |
| SU405204A3 (en) | 1973-10-22 |
| AT288373B (en) | 1971-03-10 |
| ES364703A1 (en) | 1970-12-16 |
| SU393829A3 (en) | 1973-08-10 |
| AT288372B (en) | 1971-03-10 |
| CH507954A (en) | 1971-05-31 |
| CH507955A (en) | 1971-05-31 |
| AT285601B (en) | 1970-11-10 |
| AT287696B (en) | 1971-02-10 |
| ES364704A1 (en) | 1970-12-16 |
| ES364708A0 (en) | 1970-12-16 |
| CH504443A (en) | 1971-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |