ES368538A1 - Procedure for the preparation of new derivatives of paminoalquil-bencensulfonamida. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of new derivatives of paminoalquil-bencensulfonamida. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES368538A1 ES368538A1 ES368538A ES368538A ES368538A1 ES 368538 A1 ES368538 A1 ES 368538A1 ES 368538 A ES368538 A ES 368538A ES 368538 A ES368538 A ES 368538A ES 368538 A1 ES368538 A1 ES 368538A1
- Authority
- ES
- Spain
- Prior art keywords
- acid
- isocyanate
- paminoalquil
- bencensulfonamida
- translation
- 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
- 238000000034 method Methods 0.000 title 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic acid anhydride Natural products CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 230000003993 interaction Effects 0.000 abstract 2
- 239000012948 isocyanate Substances 0.000 abstract 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- BTBORDOYETVCHQ-UHFFFAOYSA-N C(=O)=C1C(C(C(C=C1)P(C1=CC=CC=C1)C1=CC=CC=C1)=C=O)=C=O.[Ni] Chemical compound C(=O)=C1C(C(C(C=C1)P(C1=CC=CC=C1)C1=CC=CC=C1)=C=O)=C=O.[Ni] BTBORDOYETVCHQ-UHFFFAOYSA-N 0.000 abstract 1
- 229960000583 acetic acid Drugs 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012362 glacial acetic acid Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000004677 hydrates Chemical class 0.000 abstract 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 230000002218 hypoglycaemic effect Effects 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 abstract 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 235000010288 sodium nitrite Nutrition 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
- -1 trifluoromethylphenyl Chemical group 0.000 abstract 1
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
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Abstract
Novel compounds I (including salts with bases and hydrates thereof) wherein m is 2 or 3, R 1 is H or Me and R 2 is H, C 1 to C 6 alkyl or phenyl optionally mono- or disubstituted by halogen, C 1 to C 4 alkyl or C 1 to C 4 alkoxy, or is trifluoromethylphenyl, are obtained by standard methods for sulphonyl-ureas. Octahydro-1,2,4-methenopentalen-5-amine is ob tained by reacting the corresponding 5-isocyanate with glacial acetic acid and acetic anhydride or with an alkanol and hydrolysing the product so obtained the isocyanate is prepared by treating the corresponding 5-acid hydrazide (prepared by interaction of hydrazine hydrate and the corresponding 5-carboxylic acid-#-ethoxyethyl ester which, in turn is obtained by interaction of acrylic acid-#-ethoxyethyl ester stabilized with hydroquinone monomethyl ether, and 2,5- norbornadiene in the presence of nickel-tricarbonyl triphenylphosphine) with sodium nitrite in the presence of concentrated hydrochloric acid. Pharmaceutical preparations showing hypoglycemic action contain I as active ingredient administration may be orally or parenterally.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH921568A CH499501A (en) | 1968-06-20 | 1968-06-20 | Process for the preparation of new derivatives of p-aminoalkyl-benzenesulfonamide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES368538A1 true ES368538A1 (en) | 1971-05-01 |
Family
ID=4349591
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES368538A Expired ES368538A1 (en) | 1968-06-20 | 1969-06-19 | Procedure for the preparation of new derivatives of paminoalquil-bencensulfonamida. (Machine-translation by Google Translate, not legally binding) |
| ES368539A Expired ES368539A1 (en) | 1968-06-20 | 1969-06-19 | Procedure for the preparation of new derivatives of paminoalaquil-bencensulfonamida. (Machine-translation by Google Translate, not legally binding) |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES368539A Expired ES368539A1 (en) | 1968-06-20 | 1969-06-19 | Procedure for the preparation of new derivatives of paminoalaquil-bencensulfonamida. (Machine-translation by Google Translate, not legally binding) |
Country Status (15)
| Country | Link |
|---|---|
| AT (1) | AT291279B (en) |
| BE (1) | BE734867A (en) |
| CA (1) | CA954531A (en) |
| CH (2) | CH499502A (en) |
| DE (1) | DE1931197A1 (en) |
| DK (1) | DK123472B (en) |
| ES (2) | ES368538A1 (en) |
| FI (1) | FI49960C (en) |
| FR (1) | FR2011310A1 (en) |
| GB (1) | GB1258594A (en) |
| IE (1) | IE33375B1 (en) |
| IL (1) | IL32432A (en) |
| NL (1) | NL6909085A (en) |
| NO (1) | NO125817B (en) |
| SE (1) | SE359825B (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1244174C2 (en) * | 1965-09-10 | 1968-01-18 | Hoechst Ag | Process for the preparation of benzenesulfonylureas |
-
1968
- 1968-06-20 CH CH1620070A patent/CH499502A/en not_active IP Right Cessation
- 1968-06-20 CH CH921568A patent/CH499501A/en not_active IP Right Cessation
-
1969
- 1969-06-13 DK DK320769AA patent/DK123472B/en unknown
- 1969-06-13 NL NL6909085A patent/NL6909085A/xx unknown
- 1969-06-13 NO NO2464/69A patent/NO125817B/no unknown
- 1969-06-13 SE SE08455/69A patent/SE359825B/xx unknown
- 1969-06-13 FI FI691758A patent/FI49960C/en active
- 1969-06-19 DE DE19691931197 patent/DE1931197A1/en active Pending
- 1969-06-19 AT AT585069A patent/AT291279B/en active
- 1969-06-19 ES ES368538A patent/ES368538A1/en not_active Expired
- 1969-06-19 IL IL32432A patent/IL32432A/en unknown
- 1969-06-19 ES ES368539A patent/ES368539A1/en not_active Expired
- 1969-06-19 FR FR6920545A patent/FR2011310A1/fr not_active Withdrawn
- 1969-06-19 CA CA054,743A patent/CA954531A/en not_active Expired
- 1969-06-19 IE IE844/69A patent/IE33375B1/en unknown
- 1969-06-19 GB GB1258594D patent/GB1258594A/en not_active Expired
- 1969-06-19 BE BE734867D patent/BE734867A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL32432A (en) | 1973-11-28 |
| ES368539A1 (en) | 1971-05-01 |
| DK123472B (en) | 1972-06-26 |
| BE734867A (en) | 1969-12-19 |
| FR2011310A1 (en) | 1970-02-27 |
| NO125817B (en) | 1972-11-06 |
| IE33375L (en) | 1969-12-20 |
| CA954531A (en) | 1974-09-10 |
| FI49960C (en) | 1975-11-10 |
| NL6909085A (en) | 1969-12-23 |
| CH499502A (en) | 1970-11-30 |
| CH499501A (en) | 1970-11-30 |
| GB1258594A (en) | 1971-12-30 |
| AT291279B (en) | 1971-07-12 |
| DE1931197A1 (en) | 1970-01-02 |
| SE359825B (en) | 1973-09-10 |
| FI49960B (en) | 1975-07-31 |
| IE33375B1 (en) | 1974-06-12 |
| IL32432A0 (en) | 1969-08-27 |
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