GB1149391A - Benzenesulphonyl-ureas and process for their manufacture - Google Patents
Benzenesulphonyl-ureas and process for their manufactureInfo
- Publication number
- GB1149391A GB1149391A GB33416/66A GB3341666A GB1149391A GB 1149391 A GB1149391 A GB 1149391A GB 33416/66 A GB33416/66 A GB 33416/66A GB 3341666 A GB3341666 A GB 3341666A GB 1149391 A GB1149391 A GB 1149391A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzenesulphonyl
- acid
- benzamido
- chloro
- methoxy
- 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 abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical class NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 abstract 3
- 239000004202 carbamide Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- -1 thiolcarbamic acid ester Chemical class 0.000 abstract 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 230000010933 acylation Effects 0.000 abstract 2
- 238000005917 acylation reaction Methods 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 abstract 2
- 229940124530 sulfonamide Drugs 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003368 amide group Chemical group 0.000 abstract 1
- 150000001409 amidines Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- PVMBGVAQRSHDBB-UHFFFAOYSA-N benzenesulfonylthiourea Chemical class NC(=S)NS(=O)(=O)C1=CC=CC=C1 PVMBGVAQRSHDBB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001714 carbamic acid halides Chemical class 0.000 abstract 1
- 150000001718 carbodiimides Chemical class 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 abstract 1
- SKOLWUPSYHWYAM-UHFFFAOYSA-N carbonodithioic O,S-acid Chemical compound SC(S)=O SKOLWUPSYHWYAM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 206010012601 diabetes mellitus Diseases 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- UJYAZVSPFMJCLW-UHFFFAOYSA-N n-(oxomethylidene)benzenesulfonamide Chemical compound O=C=NS(=O)(=O)C1=CC=CC=C1 UJYAZVSPFMJCLW-UHFFFAOYSA-N 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 abstract 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- A61K31/64—Sulfonylureas, e.g. glibenclamide, tolbutamide, chlorpropamide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
- C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
-
- 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
- C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
- C07C311/58—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen 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
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen 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 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
- C07D309/14—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF46721A DE1301812B (de) | 1965-07-27 | 1965-07-27 | Verfahren zur Herstellung von Benzolsulfonylharnstoffen |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1149391A true GB1149391A (en) | 1969-04-23 |
Family
ID=7101195
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB33285/66A Expired GB1153272A (en) | 1965-07-27 | 1966-07-25 | Benzenesulphonyl-Ureas and Process for their manufacture |
GB33416/66A Expired GB1149391A (en) | 1965-07-27 | 1966-07-25 | Benzenesulphonyl-ureas and process for their manufacture |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB33285/66A Expired GB1153272A (en) | 1965-07-27 | 1966-07-25 | Benzenesulphonyl-Ureas and Process for their manufacture |
Country Status (22)
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1670901A1 (de) * | 1967-08-09 | 1971-03-18 | Hoechst Ag | Verfahren zur Herstellung von Benzolsulfonylharnstoffen |
DE3833439A1 (de) * | 1988-10-01 | 1991-09-12 | Hoechst Ag | Verfahren zur mikronisierung von glibenclamid |
-
1965
- 1965-07-27 DE DEF46721A patent/DE1301812B/de active Pending
-
1966
- 1966-04-25 NO NO162726A patent/NO121834B/no unknown
- 1966-06-22 IL IL26016A patent/IL26016A/xx unknown
- 1966-07-08 BR BR181115/66A patent/BR6681115D0/pt unknown
- 1966-07-13 DK DK364466AA patent/DK117419B/da unknown
- 1966-07-14 FI FI661889A patent/FI45959C/fi active
- 1966-07-14 IT IT15327/66A patent/IT1043760B/it active
- 1966-07-21 IL IL26194A patent/IL26194A/xx unknown
- 1966-07-22 LU LU51616D patent/LU51616A1/xx unknown
- 1966-07-22 IS IS1581A patent/IS756B6/is unknown
- 1966-07-22 LU LU51617D patent/LU51617A1/xx unknown
- 1966-07-23 ES ES0329462A patent/ES329462A1/es not_active Expired
- 1966-07-25 AT AT08244/68A patent/AT279638B/de not_active IP Right Cessation
- 1966-07-25 AT AT710968A patent/AT274839B/de active
- 1966-07-25 AT AT708166A patent/AT274830B/de active
- 1966-07-25 GB GB33285/66A patent/GB1153272A/en not_active Expired
- 1966-07-25 AT AT711168A patent/AT274841B/de active
- 1966-07-25 AT AT710868A patent/AT274838B/de active
- 1966-07-25 GB GB33416/66A patent/GB1149391A/en not_active Expired
- 1966-07-25 AT AT08242/68A patent/AT278031B/de not_active IP Right Cessation
- 1966-07-25 AT AT708266A patent/AT275541B/de active
- 1966-07-25 AT AT711068A patent/AT274840B/de active
- 1966-07-25 AT AT824368A patent/AT278032B/de not_active IP Right Cessation
- 1966-07-25 AT AT711268A patent/AT274842B/de active
- 1966-07-26 SE SE10158/66A patent/SE328566B/xx unknown
- 1966-07-26 IT IT17340/66A patent/IT1043761B/it active
- 1966-07-26 DK DK388766AA patent/DK123652B/da unknown
- 1966-07-26 MC MC636A patent/MC601A1/xx unknown
- 1966-07-26 NO NO164067A patent/NO123569B/no unknown
- 1966-07-26 IS IS1582A patent/IS822B6/is unknown
- 1966-07-27 BE BE684654D patent/BE684654A/xx not_active IP Right Cessation
- 1966-07-27 BE BE684652D patent/BE684652A/xx not_active IP Right Cessation
- 1966-07-27 NL NL6610580A patent/NL6610580A/xx unknown
- 1966-07-27 CH CH1086166A patent/CH478103A/de not_active IP Right Cessation
- 1966-07-27 JP JP41049301A patent/JPS526985B1/ja active Pending
- 1966-07-27 BR BR181609/66A patent/BR6681609D0/pt unknown
- 1966-08-31 AT AT08241/68A patent/AT279637B/de not_active IP Right Cessation
- 1966-10-26 FR FR81659A patent/FR5943M/fr not_active Expired
-
1967
- 1967-08-11 ES ES344047A patent/ES344047A1/es not_active Expired
- 1967-08-11 ES ES344046A patent/ES344046A1/es not_active Expired
- 1967-08-11 ES ES344049A patent/ES344049A1/es not_active Expired
- 1967-08-11 ES ES344045A patent/ES344045A1/es not_active Expired
- 1967-08-11 ES ES344044A patent/ES344044A1/es not_active Expired
- 1967-08-11 ES ES344048A patent/ES344048A1/es not_active Expired
-
1968
- 1968-06-26 ES ES355478A patent/ES355478A1/es not_active Expired
- 1968-06-26 ES ES355481A patent/ES355481A1/es not_active Expired
- 1968-06-26 ES ES355475A patent/ES355475A1/es not_active Expired
- 1968-06-26 ES ES355480A patent/ES355480A1/es not_active Expired
- 1968-06-26 ES ES355476A patent/ES355476A1/es not_active Expired
- 1968-06-26 ES ES355479A patent/ES355479A1/es not_active Expired
- 1968-06-26 ES ES355477A patent/ES355477A1/es not_active Expired
- 1968-06-26 ES ES355474A patent/ES355474A1/es not_active Expired
-
1970
- 1970-04-07 CY CY53470A patent/CY534A/xx unknown
- 1970-05-22 CY CY54070A patent/CY540A/xx unknown
- 1970-12-31 MY MY1970111A patent/MY7000111A/xx unknown
- 1970-12-31 MY MY197086A patent/MY7000086A/xx unknown
-
1974
- 1974-08-24 IN IN1914/CAL/74A patent/IN139503B/en unknown
- 1974-08-24 IN IN1912/CAL/74A patent/IN139501B/en unknown
- 1974-08-24 IN IN1917/CAL/74A patent/IN139506B/en unknown
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