IE32674B1 - Sulfanilamide derivatives their preparation and use - Google Patents
Sulfanilamide derivatives their preparation and useInfo
- Publication number
- IE32674B1 IE32674B1 IE335/69A IE33569A IE32674B1 IE 32674 B1 IE32674 B1 IE 32674B1 IE 335/69 A IE335/69 A IE 335/69A IE 33569 A IE33569 A IE 33569A IE 32674 B1 IE32674 B1 IE 32674B1
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- reacting
- group
- compounds
- signifies
- 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)
Abstract
1,261,572. Imidazolidine derivatives; preparation thereof. J. R. GEIGY A.G. 14 March, 1969 [14 March, 1968 (4)], No. 13508/69. Heading C2C. Compounds I (including salts thereof) wherein R 1 signifies C 1-5 alkyl, or an optionally alkyl-substituted cycloalkyl or cycloalkenyl group, or a cycloalkyl-alkyl or cycloalkenylalkyl group of not more than 7 carbons are prepared: (a) by reacting a compound II (wherein R 2 signifies H, Me aryl-, diaryl- or triaryl-methyl, or allyl and X is a group which can be converted by reduction, reductive cleavage or hydrolysis into NH 2 or if R 2 is H, X can be NH 2 ) with a reactive derivative of cyanic acid; (b) by reacting a compound III with a nitrile, R 1 NH.CN, or alkali or alkaline earth metal salt thereof (X is NH 2 or a group which can be converted by reduction, reductive cleavage or hydrolysis into NH 2 ); (c) by reacting a benzene sulphonamide, X.C 6 H 4 .SO 2 NH 2 , with a reactive ester (e.g. a halide) of a hydroxy compound, CH 2 .OH.CH 2 N(R 1 ).CN {X is as defined in (b)}; (d) by reacting an amine, R 1 .NH 2 with a reactive ester of a compound VII (e.g. a bromide) wherein X<SP>1</SP> is a residue which can be converted by hydrolysis, reductive cleavage or reduction into NH 2 ; (e) by heating an acid addition salt IX (Y is halogen); (f) by reducing a compound X in which R 1 <SP>1</SP> signifies C 3-5 alkenyl or optionally alkyl-substituted cycloalkenyl or cycloalkenylalkyl and X is as defined in (b); (g) by reacting a compound XI with a reactive diester of ethylene glycol; and (h) by reacting a compound XII with a reactive ester of a hydroxy compound R 1 OH. Compounds II, III, VII, IX, X, XI and XII are in general prepared by standard methods. Intermediates to compounds I, e.g. compounds wherein in place of NH 2 in I there is an NO 2 - or Me.CO.NH- group, may be produced by methods (a) to (h). N<SP>1</SP> - cyano - N4 - acetyl - sulphanilamide (as the sodium salt) is obtained by the interaction of disodium cyanamide and N-acetyl-sulphanilyl chloride. 4 - (2 - Imidazoline - 2 - ylsulphamoyl) - acetanilide is obtained by the interaction of N- acetyl-sulphanilyl chloride and 2-amino-2-imidazoline hydrochloride. Pharmaceutical preparations showing hypoglycaemic action contain I as active ingredient; administration may be orally or parenterally.
[GB1261572A]
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH388668A CH500988A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
CH388168A CH504443A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
CH388568A CH505830A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
CH388368A CH504444A (en) | 1968-03-14 | 1968-03-14 | Hypoglycaemic sulphanilamide derivs. |
Publications (2)
Publication Number | Publication Date |
---|---|
IE32674L IE32674L (en) | 1969-09-14 |
IE32674B1 true IE32674B1 (en) | 1973-10-31 |
Family
ID=27428687
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE335/69A IE32674B1 (en) | 1968-03-14 | 1969-03-13 | Sulfanilamide derivatives their preparation and use |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS49184B1 (en) |
BE (1) | BE729835A (en) |
CA (1) | CA971958A (en) |
DE (1) | DE1912848A1 (en) |
GB (1) | GB1261572A (en) |
IE (1) | IE32674B1 (en) |
IL (1) | IL31799A (en) |
NL (1) | NL6903832A (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4665227A (en) * | 1986-05-23 | 1987-05-12 | American Home Products Corporation | N-substituted-4(3)-nitrobenzene sulphonamides |
US4698445A (en) * | 1986-06-18 | 1987-10-06 | American Home Products Corporation | 4-amino benzenesulfonamides |
US4721809A (en) * | 1986-09-18 | 1988-01-26 | American Home Products Corporation | Alkylsulfonamido or perfluoroalkylsulfonamido benzenesulfonamides |
US4794196A (en) * | 1987-02-10 | 1988-12-27 | American Home Products Corporation | N-aminoalkylperfluoroalkanoylaminobenzene-sulfonamide anti-arrhythmic agents |
CN103524460B (en) * | 2013-10-17 | 2015-06-03 | 西南大学 | Sulfanilamide derivative as well as preparation method and application thereof |
-
1969
- 1969-03-12 NL NL6903832A patent/NL6903832A/xx unknown
- 1969-03-13 DE DE19691912848 patent/DE1912848A1/en active Pending
- 1969-03-13 IE IE335/69A patent/IE32674B1/en unknown
- 1969-03-13 CA CA045,554A patent/CA971958A/en not_active Expired
- 1969-03-13 BE BE729835D patent/BE729835A/xx unknown
- 1969-03-13 IL IL31799A patent/IL31799A/en unknown
- 1969-03-14 GB GB03508/69A patent/GB1261572A/en not_active Expired
-
1971
- 1971-02-20 JP JP46007922A patent/JPS49184B1/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
GB1261572A (en) | 1972-01-26 |
NL6903832A (en) | 1969-09-16 |
DE1912848A1 (en) | 1969-10-02 |
IE32674L (en) | 1969-09-14 |
IL31799A (en) | 1972-09-28 |
CA971958A (en) | 1975-07-29 |
BE729835A (en) | 1969-09-15 |
IL31799A0 (en) | 1969-05-28 |
JPS49184B1 (en) | 1974-01-05 |
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