RU1799378C - Способ получени производных алкансульфониланилида или их фармацевтически пригодных солей - Google Patents
Способ получени производных алкансульфониланилида или их фармацевтически пригодных солейInfo
- Publication number
- RU1799378C RU1799378C SU874203921A SU4203921A RU1799378C RU 1799378 C RU1799378 C RU 1799378C SU 874203921 A SU874203921 A SU 874203921A SU 4203921 A SU4203921 A SU 4203921A RU 1799378 C RU1799378 C RU 1799378C
- Authority
- RU
- Russia
- Prior art keywords
- spectrum
- melting point
- difluorophenoxy
- nujol
- methanesulfonanilide
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 17
- 230000015572 biosynthetic process Effects 0.000 title 1
- 150000003839 salts Chemical class 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 230000008018 melting Effects 0.000 description 18
- 238000002844 melting Methods 0.000 description 18
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 18
- 238000001819 mass spectrum Methods 0.000 description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- -1 2-methoxyphenoxy Chemical group 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 159000000000 sodium salts Chemical class 0.000 description 6
- 238000001914 filtration Methods 0.000 description 5
- LBTPIFQNEKOAIM-UHFFFAOYSA-N n-phenylmethanesulfonamide Chemical compound CS(=O)(=O)NC1=CC=CC=C1 LBTPIFQNEKOAIM-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 241000699670 Mus sp. Species 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 230000003902 lesion Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 206010003246 arthritis Diseases 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 208000011580 syndromic disease Diseases 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241001467578 Microbacterium Species 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 241000831652 Salinivibrio sharmensis Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- WWRCTCWJBIULBY-UHFFFAOYSA-N disodium oxygen(2-) hydrate Chemical compound O.[O-2].[Na+].[Na+] WWRCTCWJBIULBY-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000007928 intraperitoneal injection Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- IZDROVVXIHRYMH-UHFFFAOYSA-N methanesulfonic anhydride Chemical compound CS(=O)(=O)OS(C)(=O)=O IZDROVVXIHRYMH-UHFFFAOYSA-N 0.000 description 1
- DDCYYCUMAFYDDU-UHFFFAOYSA-N methyl thiohypochlorite Chemical compound CSCl DDCYYCUMAFYDDU-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- VNDFHOLNPDXFIF-UHFFFAOYSA-N n-[2-(2,4-difluorophenoxy)-4-(3-ethylsulfonyl-1,2,4-oxadiazol-5-yl)phenyl]methanesulfonamide Chemical compound CCS(=O)(=O)C1=NOC(C=2C=C(OC=3C(=CC(F)=CC=3)F)C(NS(C)(=O)=O)=CC=2)=N1 VNDFHOLNPDXFIF-UHFFFAOYSA-N 0.000 description 1
- MFIKMLPQWQBFLD-UHFFFAOYSA-N n-phenylmethanesulfonamide;sodium Chemical compound [Na].CS(=O)(=O)NC1=CC=CC=C1 MFIKMLPQWQBFLD-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Furan Compounds (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB868631083A GB8631083D0 (en) | 1986-12-31 | 1986-12-31 | 2'-phenoxyalkanesulfonanilide derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU1799378C true RU1799378C (ru) | 1993-02-28 |
Family
ID=10609710
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU874203921A RU1799378C (ru) | 1986-12-31 | 1987-12-30 | Способ получени производных алкансульфониланилида или их фармацевтически пригодных солей |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS63190869A (enrdf_load_stackoverflow) |
| GB (1) | GB8631083D0 (enrdf_load_stackoverflow) |
| RU (1) | RU1799378C (enrdf_load_stackoverflow) |
| ZA (1) | ZA879706B (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02138168A (ja) * | 1988-11-18 | 1990-05-28 | Hisamitsu Pharmaceut Co Inc | スルホンアニリド誘導体 |
| ATE145395T1 (de) * | 1992-06-12 | 1996-12-15 | Taisho Pharmaceutical Co Ltd | 5-amino-2-phenoxysulfonanilid-derivate |
| US20070238700A1 (en) * | 2006-04-10 | 2007-10-11 | Winzenberg Kevin N | N-phenyl-1,1,1-trifluoromethanesulfonamide hydrazone derivative compounds and their usage in controlling parasites |
-
1986
- 1986-12-31 GB GB868631083A patent/GB8631083D0/en active Pending
-
1987
- 1987-12-28 ZA ZA879706A patent/ZA879706B/xx unknown
- 1987-12-28 JP JP62335647A patent/JPS63190869A/ja active Granted
- 1987-12-30 RU SU874203921A patent/RU1799378C/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| GB8631083D0 (en) | 1987-02-04 |
| JPS63190869A (ja) | 1988-08-08 |
| ZA879706B (en) | 1988-06-21 |
| JPH0519543B2 (enrdf_load_stackoverflow) | 1993-03-17 |
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