GB1260155A - Sulphonamido anthranilic acid derivatives - Google Patents
Sulphonamido anthranilic acid derivativesInfo
- Publication number
- GB1260155A GB1260155A GB21890/69A GB2189069A GB1260155A GB 1260155 A GB1260155 A GB 1260155A GB 21890/69 A GB21890/69 A GB 21890/69A GB 2189069 A GB2189069 A GB 2189069A GB 1260155 A GB1260155 A GB 1260155A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aliphatic
- april
- contain
- sulphonamido
- acid derivatives
- 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
- -1 Sulphonamido anthranilic acid derivatives Chemical class 0.000 title abstract 6
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- YKFCISHFRZHKHY-NGQGLHOPSA-N (2s)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid;trihydrate Chemical compound O.O.O.OC(=O)[C@](N)(C)CC1=CC=C(O)C(O)=C1.OC(=O)[C@](N)(C)CC1=CC=C(O)C(O)=C1 YKFCISHFRZHKHY-NGQGLHOPSA-N 0.000 abstract 1
- DNXIKVLOVZVMQF-UHFFFAOYSA-N (3beta,16beta,17alpha,18beta,20alpha)-17-hydroxy-11-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-yohimban-16-carboxylic acid, methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(O)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 DNXIKVLOVZVMQF-UHFFFAOYSA-N 0.000 abstract 1
- SZLZWPPUNLXJEA-UHFFFAOYSA-N 11,17-dimethoxy-18-[3-(3,4,5-trimethoxy-phenyl)-acryloyloxy]-yohimbane-16-carboxylic acid methyl ester Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(C(=O)OC)C(OC)C1OC(=O)C=CC1=CC(OC)=C(OC)C(OC)=C1 SZLZWPPUNLXJEA-UHFFFAOYSA-N 0.000 abstract 1
- RPTUSVTUFVMDQK-UHFFFAOYSA-N Hidralazin Chemical compound C1=CC=C2C(NN)=NN=CC2=C1 RPTUSVTUFVMDQK-UHFFFAOYSA-N 0.000 abstract 1
- 206010020772 Hypertension Diseases 0.000 abstract 1
- NPPQSCRMBWNHMW-UHFFFAOYSA-N Meprobamate Chemical compound NC(=O)OCC(C)(CCC)COC(N)=O NPPQSCRMBWNHMW-UHFFFAOYSA-N 0.000 abstract 1
- 206010030113 Oedema Diseases 0.000 abstract 1
- 229930189630 Protoveratrine Natural products 0.000 abstract 1
- HYTGGNIMZXFORS-MGYKWWNKSA-N Protoveratrine A Chemical compound O1[C@@]([C@H](CC[C@]23C)OC(=O)[C@@](C)(O)CC)(O)[C@H]3[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]3[C@@]12C[C@H]1[C@H](CN2[C@@H](CC[C@H](C)C2)[C@@]2(C)O)[C@@H]2[C@@H](O)[C@H](OC(=O)[C@H](C)CC)[C@@]31O HYTGGNIMZXFORS-MGYKWWNKSA-N 0.000 abstract 1
- 241000208332 Rauvolfia Species 0.000 abstract 1
- SZLZWPPUNLXJEA-FMCDHCOASA-N Rescinnamine Natural products O=C(O[C@H]1[C@@H](OC)[C@@H](C(=O)OC)[C@@H]2[C@H](C1)CN1[C@@H](c3[nH]c4c(c3CC1)ccc(OC)c4)C2)/C=C/c1cc(OC)c(OC)c(OC)c1 SZLZWPPUNLXJEA-FMCDHCOASA-N 0.000 abstract 1
- LCQMZZCPPSWADO-UHFFFAOYSA-N Reserpilin Natural products COC(=O)C1COCC2CN3CCc4c([nH]c5cc(OC)c(OC)cc45)C3CC12 LCQMZZCPPSWADO-UHFFFAOYSA-N 0.000 abstract 1
- QEVHRUUCFGRFIF-SFWBKIHZSA-N Reserpine Natural products O=C(OC)[C@@H]1[C@H](OC)[C@H](OC(=O)c2cc(OC)c(OC)c(OC)c2)C[C@H]2[C@@H]1C[C@H]1N(C2)CCc2c3c([nH]c12)cc(OC)cc3 QEVHRUUCFGRFIF-SFWBKIHZSA-N 0.000 abstract 1
- FNYLWPVRPXGIIP-UHFFFAOYSA-N Triamterene Chemical compound NC1=NC2=NC(N)=NC(N)=C2N=C1C1=CC=CC=C1 FNYLWPVRPXGIIP-UHFFFAOYSA-N 0.000 abstract 1
- 241000489523 Veratrum Species 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 229940083712 aldosterone antagonist Drugs 0.000 abstract 1
- 239000002170 aldosterone antagonist Substances 0.000 abstract 1
- 229930013930 alkaloid Natural products 0.000 abstract 1
- XSDQTOBWRPYKKA-UHFFFAOYSA-N amiloride Chemical compound NC(=N)NC(=O)C1=NC(Cl)=C(N)N=C1N XSDQTOBWRPYKKA-UHFFFAOYSA-N 0.000 abstract 1
- 230000003276 anti-hypertensive effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229960003515 bendroflumethiazide Drugs 0.000 abstract 1
- HDWIHXWEUNVBIY-UHFFFAOYSA-N bendroflumethiazidum Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)N)=CC(S(N2)(=O)=O)=C1NC2CC1=CC=CC=C1 HDWIHXWEUNVBIY-UHFFFAOYSA-N 0.000 abstract 1
- 150000007658 benzothiadiazines Chemical class 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 239000003489 carbonate dehydratase inhibitor Substances 0.000 abstract 1
- 229940083181 centrally acting adntiadrenergic agent methyldopa Drugs 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004677 hydrates Chemical class 0.000 abstract 1
- 229960003313 hydroflumethiazide Drugs 0.000 abstract 1
- DMDGGSIALPNSEE-UHFFFAOYSA-N hydroflumethiazide Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O DMDGGSIALPNSEE-UHFFFAOYSA-N 0.000 abstract 1
- 229960004815 meprobamate Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229940097271 other diuretics in atc Drugs 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- SMSAPZICLFYVJS-QEGASFHISA-N rescinnamine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)\C=C\C1=CC(OC)=C(OC)C(OC)=C1 SMSAPZICLFYVJS-QEGASFHISA-N 0.000 abstract 1
- 229960001965 rescinnamine Drugs 0.000 abstract 1
- BJOIZNZVOZKDIG-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 BJOIZNZVOZKDIG-MDEJGZGSSA-N 0.000 abstract 1
- 229960003147 reserpine Drugs 0.000 abstract 1
- MDMGHDFNKNZPAU-UHFFFAOYSA-N roserpine Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(OC(C)=O)C(OC)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 MDMGHDFNKNZPAU-UHFFFAOYSA-N 0.000 abstract 1
- 230000000894 saliuretic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229960002256 spironolactone Drugs 0.000 abstract 1
- LXMSZDCAJNLERA-ZHYRCANASA-N spironolactone Chemical compound C([C@@H]1[C@]2(C)CC[C@@H]3[C@@]4(C)CCC(=O)C=C4C[C@H]([C@@H]13)SC(=O)C)C[C@@]21CCC(=O)O1 LXMSZDCAJNLERA-ZHYRCANASA-N 0.000 abstract 1
- 239000003204 tranquilizing agent Substances 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
- 229960001288 triamterene Drugs 0.000 abstract 1
- 229940057613 veratrum Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (18)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB21890/69A GB1260155A (en) | 1969-04-29 | 1969-04-29 | Sulphonamido anthranilic acid derivatives |
| IE430/70A IE34283B1 (en) | 1969-04-29 | 1970-04-07 | Sulphonamido anthranilic acid derivatives |
| IL34279A IL34279A0 (en) | 1969-04-29 | 1970-04-08 | New sulfamyl-anthranilic acids,their preparation and pharmaceutical compositions containing them |
| AT339370A AT299909B (de) | 1969-04-29 | 1970-04-14 | Verfahren zur Herstellung von neuen Sulfamylanthranilsäuren sowie deren Salzen und Estern |
| ES378948A ES378948A1 (es) | 1969-04-29 | 1970-04-22 | Procedimiento para la preparacion de nuevos acidos sulfami-lantranilicos. |
| DK206670AA DK138599B (da) | 1969-04-29 | 1970-04-23 | Analogifremgangsmåde til fremstilling af sulfamylantranilsyrer eller salte eller estre deraf. |
| US00031413A US3755383A (en) | 1969-04-29 | 1970-04-23 | Sulfamyl-anthranilic acids |
| BE749528D BE749528A (fr) | 1969-04-29 | 1970-04-24 | Nouveaux acides sulfamyl-anthraniliques, leur procede de preparation etmedicaments diuretiques et salidiuretiques les renfermant |
| LU60808D LU60808A1 (https=) | 1969-04-29 | 1970-04-27 | |
| FR7015530A FR2042387B1 (https=) | 1969-04-29 | 1970-04-28 | |
| HULO362A HU162439B (https=) | 1969-04-29 | 1970-04-28 | |
| SE7005869A SE373840B (https=) | 1969-04-29 | 1970-04-28 | |
| BG014598A BG17538A3 (bg) | 1969-04-29 | 1970-04-29 | Метод за получаване на нови сулфамилантранилови киселини |
| NL7006334.A NL166398C (nl) | 1969-04-29 | 1970-04-29 | Werkwijze voor het bereiden van een geneesmiddel met een diuretische en saluretische activiteit op basis van een 4-gesubstitueerd-5-sulfamoylantranilzuur, het aldus verkregen gevormde geneesmiddel, alsmede werkwijze voor het bereiden van daarvoor geschikte actieve stoffen. |
| RO63231A RO58846A (https=) | 1969-04-29 | 1970-04-29 | |
| DE19702021105 DE2021105A1 (de) | 1969-04-29 | 1970-04-29 | Neue Sulfamylanthranilsaeuren |
| JP3639670A JPS543862B1 (https=) | 1969-04-29 | 1970-04-30 | |
| US336758A US3875150A (en) | 1969-04-29 | 1973-02-28 | New sulfamyl-anthranilic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB21890/69A GB1260155A (en) | 1969-04-29 | 1969-04-29 | Sulphonamido anthranilic acid derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1260155A true GB1260155A (en) | 1972-01-12 |
Family
ID=10170523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21890/69A Expired GB1260155A (en) | 1969-04-29 | 1969-04-29 | Sulphonamido anthranilic acid derivatives |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3755383A (https=) |
| JP (1) | JPS543862B1 (https=) |
| AT (1) | AT299909B (https=) |
| BE (1) | BE749528A (https=) |
| BG (1) | BG17538A3 (https=) |
| DE (1) | DE2021105A1 (https=) |
| DK (1) | DK138599B (https=) |
| ES (1) | ES378948A1 (https=) |
| FR (1) | FR2042387B1 (https=) |
| GB (1) | GB1260155A (https=) |
| HU (1) | HU162439B (https=) |
| IE (1) | IE34283B1 (https=) |
| IL (1) | IL34279A0 (https=) |
| LU (1) | LU60808A1 (https=) |
| NL (1) | NL166398C (https=) |
| RO (1) | RO58846A (https=) |
| SE (1) | SE373840B (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2119651A (en) * | 1982-05-06 | 1983-11-23 | Mochida Pharm Co Ltd | Antiviral composition containing aminosulphonylbenzoate compounds |
| WO2004037791A1 (en) | 2002-10-21 | 2004-05-06 | Chiron Corporation | Inhibitors of glycogen synthase kinase 3 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3875150A (en) * | 1969-04-29 | 1975-04-01 | Leo Pharm Prod Ltd | New sulfamyl-anthranilic acids |
| US3972886A (en) * | 1972-07-13 | 1976-08-03 | Leo Pharmaceutical Products Ltd. | Certain 4-phenoxy-3-heteroarylmethyl or ethyl sulfamyl benzoic acid derivatives |
| DE3101960A1 (de) * | 1981-01-22 | 1982-09-02 | Hoechst Ag, 6000 Frankfurt | "basisch substituierte anthranilsaeuren, verfahren zu ihrer herstellung und ihre verwendung" |
| DE10060809A1 (de) * | 2000-12-07 | 2002-06-20 | Aventis Pharma Gmbh | Substituierte Anthranilsäuren, ihre Verwendung als Medikament oder Diagnostikum, sowie sie enthaltendes Medikament, sowie ein pharmazeutisches Kombinationspräparat mit einem Natrium/Wasserstoff-Austausch (NHE)-Blocker |
| BRPI0506792A (pt) * | 2004-02-20 | 2007-05-22 | Aventis Pharma Inc | derivados de furosemida como moduladores de hm74 e seu uso no tratamento de inflamação |
| EP2598478A2 (en) * | 2010-07-26 | 2013-06-05 | Neurotherapeutics Pharma, Inc. | Arylsulfonamide derivatives, compositions, and methods of use |
| US20240000946A1 (en) * | 2020-12-03 | 2024-01-04 | Vilnius University | Carbonic anhydrase inhibitors synthesized on interconnecting linker chains |
| CN113219084A (zh) * | 2021-03-26 | 2021-08-06 | 天圣制药集团股份有限公司 | 一种呋塞米及其制剂中2-呋喃甲胺及其缩合反应杂质的hplc检测方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1261176A (fr) * | 1959-01-09 | 1961-05-19 | Merck & Co Inc | Procédé de fabrication de dérivés de l'aniline tels que la 2-carboxy-5-chloro-4-sulfamylacétanilide |
-
1969
- 1969-04-29 GB GB21890/69A patent/GB1260155A/en not_active Expired
-
1970
- 1970-04-07 IE IE430/70A patent/IE34283B1/xx unknown
- 1970-04-08 IL IL34279A patent/IL34279A0/xx unknown
- 1970-04-14 AT AT339370A patent/AT299909B/de not_active IP Right Cessation
- 1970-04-22 ES ES378948A patent/ES378948A1/es not_active Expired
- 1970-04-23 US US00031413A patent/US3755383A/en not_active Expired - Lifetime
- 1970-04-23 DK DK206670AA patent/DK138599B/da not_active IP Right Cessation
- 1970-04-24 BE BE749528D patent/BE749528A/xx unknown
- 1970-04-27 LU LU60808D patent/LU60808A1/xx unknown
- 1970-04-28 SE SE7005869A patent/SE373840B/xx unknown
- 1970-04-28 HU HULO362A patent/HU162439B/hu unknown
- 1970-04-28 FR FR7015530A patent/FR2042387B1/fr not_active Expired
- 1970-04-29 DE DE19702021105 patent/DE2021105A1/de not_active Withdrawn
- 1970-04-29 RO RO63231A patent/RO58846A/ro unknown
- 1970-04-29 NL NL7006334.A patent/NL166398C/xx not_active IP Right Cessation
- 1970-04-29 BG BG014598A patent/BG17538A3/xx unknown
- 1970-04-30 JP JP3639670A patent/JPS543862B1/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2119651A (en) * | 1982-05-06 | 1983-11-23 | Mochida Pharm Co Ltd | Antiviral composition containing aminosulphonylbenzoate compounds |
| WO2004037791A1 (en) | 2002-10-21 | 2004-05-06 | Chiron Corporation | Inhibitors of glycogen synthase kinase 3 |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2042387B1 (https=) | 1974-05-24 |
| BE749528A (fr) | 1970-10-01 |
| HU162439B (https=) | 1973-02-28 |
| BG17538A3 (bg) | 1973-11-10 |
| DK138599C (https=) | 1979-02-19 |
| SE373840B (https=) | 1975-02-17 |
| IE34283L (en) | 1970-10-29 |
| LU60808A1 (https=) | 1970-06-29 |
| NL166398B (nl) | 1981-03-16 |
| DK138599B (da) | 1978-10-02 |
| US3755383A (en) | 1973-08-28 |
| DE2021105A1 (de) | 1970-11-05 |
| IE34283B1 (en) | 1975-04-02 |
| AT299909B (de) | 1972-07-10 |
| NL7006334A (https=) | 1970-11-02 |
| FR2042387A1 (https=) | 1971-02-12 |
| JPS543862B1 (https=) | 1979-02-27 |
| ES378948A1 (es) | 1973-01-16 |
| NL166398C (nl) | 1981-08-17 |
| IL34279A0 (en) | 1970-06-17 |
| RO58846A (https=) | 1975-10-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |