PL91735B1 - 4-Ethers of 3-amino-5-sulfamoylbenzoic acids [US3939267A] - Google Patents
4-Ethers of 3-amino-5-sulfamoylbenzoic acids [US3939267A] Download PDFInfo
- Publication number
- PL91735B1 PL91735B1 PL1973174742A PL17474273A PL91735B1 PL 91735 B1 PL91735 B1 PL 91735B1 PL 1973174742 A PL1973174742 A PL 1973174742A PL 17474273 A PL17474273 A PL 17474273A PL 91735 B1 PL91735 B1 PL 91735B1
- Authority
- PL
- Poland
- Prior art keywords
- salt
- formula
- group
- amino
- carboxyl group
- Prior art date
Links
- ZFQWZHGDRRHUBY-UHFFFAOYSA-N 3-amino-5-sulfamoylbenzoic acid Chemical class NC1=CC(C(O)=O)=CC(S(N)(=O)=O)=C1 ZFQWZHGDRRHUBY-UHFFFAOYSA-N 0.000 title abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 5
- 238000000034 method Methods 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 4
- 125000000565 sulfonamide group Chemical group 0.000 claims 3
- 239000007858 starting material Substances 0.000 claims 2
- -1 4- (4-amino-phenylthio) -3-n-butylamino-5-sulfamoyl-benzoic acid amide Chemical compound 0.000 claims 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 1
- 239000005711 Benzoic acid Substances 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- IPEWNTLWCRYSRY-UHFFFAOYSA-N [CH2]C1=CC=CO1 Chemical compound [CH2]C1=CC=CO1 IPEWNTLWCRYSRY-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- WARCRYXKINZHGQ-UHFFFAOYSA-N benzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1 WARCRYXKINZHGQ-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 229910052717 sulfur Chemical group 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 239000002934 diuretic Substances 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
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (3)
- Zastrzezenia patentowe 1. Sposób wytwarzania nowych 4-fenyloeterów kwasów 3-amino-5-sulfamoHo-benzoesowych o ogólnym wzorze 1, w którym R oznacza rodnik alkilowy lub elkenylowy, o 4,lub 5 atomach wegla, rodnik cyklopropylo- metylowy, benzylowy lub furfurylowy, a X oznacza atom tlenu lub siarki, oraz soli tych zwiazków, znamien¬ ny tym, ze w zwiazku o ogólnym wzorze 2, w którym R i X maja wyzej podane znaczenie, a Z oznacza grupe karbamoiIowa lub karbazoitowa albo w jego soli lub N-acylowej pochodnej, przeprowadza sie grupe Z na drodze hydrolizy w grupe karboksylowa lub w wystepujaca w postaci soli grupe karboksylowa, i otrzymany wolny zwiazek ewentualnie przeksztalca sie w sól albo otrzymana sól ewentualnie przeksztalca sie w wolny zwiazek lub w inna sól i/lub otrzymana mieszanine izomerów lub racematów ewentualnie rozdziela sie na poszczególne izomery lub racematy, i/lub otrzymane racematy ewentualnie rozszczepia sie na enancjomery.
- 2. Sposób, wedlug zastrz. 1, znamienny tym, ze grupe Z substancji wyjsciowej przeprowadza sie na drodze traktowania wodnymi roztworami zasad w grupe karboksylowa lub w wystepujaca w postaci soli grupe karboksylowa.
- 3. Sposób, wedlug zastrz. 1, znamienny tym, ze jako substancje wyjsciowa stosuje sie amid lub hydrazyd kwasu 4-/4-amino-fenylotio/-3-n-butyloamino-5-sulfamoilo-benzoesowego lub ich nizsza N-elkanoilowa pochodna.91735 R-HN H,N COOH 2^^x-V S02NH2 Wzór i R-HN H2N ^—X S02NH2 R Wzór 2 m^yZ" Hal ¦y S02NH2 Wzór 3 PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/297,530 US3939267A (en) | 1972-10-13 | 1972-10-13 | 4-Ethers of 3-amino-5-sulfamoylbenzoic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL91735B1 true PL91735B1 (en) | 1977-03-31 |
Family
ID=23146696
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1973174743A PL91762B1 (en) | 1972-10-13 | 1973-10-11 | 4-Ethers of 3-amino-5-sulfamoylbenzoic acids [US3939267A] |
| PL1973174742A PL91735B1 (en) | 1972-10-13 | 1973-10-11 | 4-Ethers of 3-amino-5-sulfamoylbenzoic acids [US3939267A] |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1973174743A PL91762B1 (en) | 1972-10-13 | 1973-10-11 | 4-Ethers of 3-amino-5-sulfamoylbenzoic acids [US3939267A] |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3939267A (pl) |
| BE (1) | BE805999A (pl) |
| PL (2) | PL91762B1 (pl) |
| ZA (2) | ZA735959B (pl) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4093735A (en) * | 1974-04-25 | 1978-06-06 | Hoechst Aktiengesellschaft | 5-Sulfamoylbenzoic acid derivatives carrying a heterocyclic substituent |
| DE2419970C3 (de) * | 1974-04-25 | 1980-06-12 | Hoechst Ag, 6000 Frankfurt | 3-<l-Pyrrolidinyl)-4-phenoxy-5sulfamoylbenzoesäure und Verfahren zu ihrer Herstellung |
| CH628622A5 (de) * | 1976-12-24 | 1982-03-15 | Ciba Geigy Ag | Verfahren zur herstellung von neuen in 4-stellung substituierten 3-sulfamoylbenzoesaeuren. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3163645A (en) * | 1964-09-25 | 1964-12-29 | Ciba Geigy Corp | Derivatives of 3, 4-dihydro-2-h-[1, 2, 4]-benzothiadiazine-1, 1-dioxides |
| GB1249490A (en) * | 1968-12-24 | 1971-10-13 | Leo Pharm Prod Ltd | New sulphamyl-benzoic acid derivatives |
-
1972
- 1972-10-13 US US05/297,530 patent/US3939267A/en not_active Expired - Lifetime
-
1973
- 1973-08-30 ZA ZA735959A patent/ZA735959B/xx unknown
- 1973-10-11 PL PL1973174743A patent/PL91762B1/pl unknown
- 1973-10-11 PL PL1973174742A patent/PL91735B1/pl unknown
- 1973-10-12 ZA ZA737959*A patent/ZA737959B/xx unknown
- 1973-10-12 BE BE136617A patent/BE805999A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US3939267A (en) | 1976-02-17 |
| ZA735959B (en) | 1974-08-28 |
| BE805999A (fr) | 1974-04-12 |
| PL91762B1 (en) | 1977-03-31 |
| ZA737959B (en) | 1974-08-28 |
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