IL36983A - N-(p-beta-(8-quinolinylcarboxamidoethyl)-benzenesulphonyl)-ureas and process for their manufacture - Google Patents
N-(p-beta-(8-quinolinylcarboxamidoethyl)-benzenesulphonyl)-ureas and process for their manufactureInfo
- Publication number
- IL36983A IL36983A IL36983A IL3698371A IL36983A IL 36983 A IL36983 A IL 36983A IL 36983 A IL36983 A IL 36983A IL 3698371 A IL3698371 A IL 3698371A IL 36983 A IL36983 A IL 36983A
- Authority
- IL
- Israel
- Prior art keywords
- group
- benzenesulphonyl
- substituted
- urea
- carbon atoms
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 5
- 238000000034 method Methods 0.000 title claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 15
- 150000003839 salts Chemical class 0.000 claims 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 8
- GHDLZGOOOLEJKI-UHFFFAOYSA-N benzenesulfonylurea Chemical class NC(=O)NS(=O)(=O)C1=CC=CC=C1 GHDLZGOOOLEJKI-UHFFFAOYSA-N 0.000 claims 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 6
- 239000004202 carbamide Substances 0.000 claims 6
- 229910052801 chlorine Inorganic materials 0.000 claims 6
- -1 thiolcarbamic acid ester Chemical class 0.000 claims 6
- 239000002253 acid Substances 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 239000003795 chemical substances by application Substances 0.000 claims 4
- 239000000460 chlorine Chemical group 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 239000007795 chemical reaction product Substances 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 150000007522 mineralic acids Chemical class 0.000 claims 3
- 150000007524 organic acids Chemical class 0.000 claims 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims 3
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 150000001602 bicycloalkyls Chemical group 0.000 claims 2
- 239000008280 blood Substances 0.000 claims 2
- 210000004369 blood Anatomy 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 230000003301 hydrolyzing effect Effects 0.000 claims 2
- UJYAZVSPFMJCLW-UHFFFAOYSA-N n-(oxomethylidene)benzenesulfonamide Chemical compound O=C=NS(=O)(=O)C1=CC=CC=C1 UJYAZVSPFMJCLW-UHFFFAOYSA-N 0.000 claims 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims 2
- 150000003672 ureas Chemical class 0.000 claims 2
- MZPZAIVRISPTJQ-UHFFFAOYSA-N 2,3,3a,4,5,6-hexahydro-1h-isoindole Chemical compound C1CCC2CNCC2=C1 MZPZAIVRISPTJQ-UHFFFAOYSA-N 0.000 claims 1
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 1
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 1
- AODMIOGGMWOSDI-UHFFFAOYSA-N [3-(benzenesulfonyl)thiophen-2-yl]carbamic acid Chemical compound S1C=CC(S(=O)(=O)C=2C=CC=CC=2)=C1NC(=O)O AODMIOGGMWOSDI-UHFFFAOYSA-N 0.000 claims 1
- 230000010933 acylation Effects 0.000 claims 1
- 238000005917 acylation reaction Methods 0.000 claims 1
- 150000001409 amidines Chemical class 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- JEHKKBHWRAXMCH-UHFFFAOYSA-N benzene seleninic acid Natural products O[S@@](=O)C1=CC=CC=C1 JEHKKBHWRAXMCH-UHFFFAOYSA-N 0.000 claims 1
- BVAPOGMQIPODIW-UHFFFAOYSA-N benzene;sulfonylurea Chemical compound C1=CC=CC=C1.NC(=O)N=S(=O)=O BVAPOGMQIPODIW-UHFFFAOYSA-N 0.000 claims 1
- IYMAUEAFOBSGCY-UHFFFAOYSA-N benzene;sulfurochloridic acid Chemical compound OS(Cl)(=O)=O.C1=CC=CC=C1 IYMAUEAFOBSGCY-UHFFFAOYSA-N 0.000 claims 1
- ALZKZGUTVJXYEF-UHFFFAOYSA-N benzenesulfonylcarbamic acid Chemical compound OC(=O)NS(=O)(=O)C1=CC=CC=C1 ALZKZGUTVJXYEF-UHFFFAOYSA-N 0.000 claims 1
- PVMBGVAQRSHDBB-UHFFFAOYSA-N benzenesulfonylthiourea Chemical compound NC(=S)NS(=O)(=O)C1=CC=CC=C1 PVMBGVAQRSHDBB-UHFFFAOYSA-N 0.000 claims 1
- 150000001714 carbamic acid halides Chemical class 0.000 claims 1
- 150000001718 carbodiimides Chemical class 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 229960004198 guanidine Drugs 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229960001330 hydroxycarbamide Drugs 0.000 claims 1
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 1
- FCXSGAKSWAEXPU-UHFFFAOYSA-N iminocarbamic acid Chemical compound OC(=O)N=N FCXSGAKSWAEXPU-UHFFFAOYSA-N 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 claims 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702027950 DE2027950A1 (de) | 1970-06-06 | 1970-06-06 | Benzolsulfonylharnstoffe und Verfahren zu ihrer Herstellung |
| DE19712120266 DE2120266A1 (de) | 1971-04-26 | 1971-04-26 | Benzolsulfonylsemicarbazide und Verfahren zu ihrer Herstellung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL36983A0 IL36983A0 (en) | 1971-08-25 |
| IL36983A true IL36983A (en) | 1976-03-31 |
Family
ID=25759238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL36983A IL36983A (en) | 1970-06-06 | 1971-06-04 | N-(p-beta-(8-quinolinylcarboxamidoethyl)-benzenesulphonyl)-ureas and process for their manufacture |
Country Status (15)
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1294957B (de) * | 1966-07-02 | 1969-05-14 | Boehringer & Soehne Gmbh | Verfahren zur Herstellung von Hydrindensulfonylharnstoffen und -sulfonylsemicarbaziden |
-
1971
- 1971-05-31 ES ES391792A patent/ES391792A1/es not_active Expired
- 1971-06-01 NL NL7107502A patent/NL7107502A/xx unknown
- 1971-06-01 BG BG017705A patent/BG19796A3/xx unknown
- 1971-06-03 FI FI711544A patent/FI50792C/fi active
- 1971-06-03 IE IE719/71A patent/IE35332B1/xx unknown
- 1971-06-03 RO RO70340A patent/RO58731A/ro unknown
- 1971-06-04 CH CH1021675A patent/CH577479A5/xx not_active IP Right Cessation
- 1971-06-04 BE BE768135A patent/BE768135A/xx unknown
- 1971-06-04 SE SE07223/71A patent/SE361038B/xx unknown
- 1971-06-04 CA CA114,786A patent/CA986114A/en not_active Expired
- 1971-06-04 CH CH1021475A patent/CH576965A5/xx not_active IP Right Cessation
- 1971-06-04 CH CH1021875A patent/CH576972A5/xx not_active IP Right Cessation
- 1971-06-04 CH CH1021375A patent/CH577974A5/xx not_active IP Right Cessation
- 1971-06-04 CH CH1022075A patent/CH576973A5/xx not_active IP Right Cessation
- 1971-06-04 CH CH1022175A patent/CH576971A5/xx not_active IP Right Cessation
- 1971-06-04 CH CH1021275A patent/CH577478A5/xx not_active IP Right Cessation
- 1971-06-04 IL IL36983A patent/IL36983A/en unknown
- 1971-06-04 HU HUHO1381A patent/HU166708B/hu unknown
- 1971-06-04 CH CH815771A patent/CH568291A5/xx not_active IP Right Cessation
- 1971-06-04 CH CH1021775A patent/CH586219A5/xx not_active IP Right Cessation
- 1971-06-04 CH CH1021575A patent/CH586203A5/xx not_active IP Right Cessation
- 1971-06-04 IT IT25459/71A patent/IT1037032B/it active
- 1971-06-04 DK DK273471A patent/DK138793C/da active
- 1971-06-04 CH CH1021975A patent/CH577498A5/xx not_active IP Right Cessation
- 1971-06-07 FR FR7120494A patent/FR2100731A1/fr active Granted
-
1973
- 1973-08-22 ES ES418120A patent/ES418120A1/es not_active Expired
-
1976
- 1976-01-31 ES ES444834A patent/ES444834A1/es not_active Expired
- 1976-03-25 CH CH815771A patent/CH580593A5/xx not_active IP Right Cessation
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