SU615863A3 - Способ получени производных прегнановой кислоты - Google Patents
Способ получени производных прегнановой кислотыInfo
- Publication number
- SU615863A3 SU615863A3 SU752116609A SU2116609A SU615863A3 SU 615863 A3 SU615863 A3 SU 615863A3 SU 752116609 A SU752116609 A SU 752116609A SU 2116609 A SU2116609 A SU 2116609A SU 615863 A3 SU615863 A3 SU 615863A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- dioxo
- reaction mixture
- methylene chloride
- water
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 6
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- GWZUYOSMTQIJMY-DIKHCDEOSA-N 2-[(8s,9s,10s,13r,14s,17r)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]acetic acid Chemical class C1CCC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)CC(O)=O)[C@@H]4[C@@H]3CCC21 GWZUYOSMTQIJMY-DIKHCDEOSA-N 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 150000003431 steroids Chemical class 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 27
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- 239000011541 reaction mixture Substances 0.000 claims 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 5
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 claims 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 4
- AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 claims 4
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims 4
- 239000000741 silica gel Substances 0.000 claims 4
- 229910002027 silica gel Inorganic materials 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- 229960000583 acetic acid Drugs 0.000 claims 2
- 238000004587 chromatography analysis Methods 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims 2
- 150000004702 methyl esters Chemical class 0.000 claims 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims 2
- PGWDPYGLSQZOMQ-NMKBPFOZSA-N (8s,10s,13r,14s,17s)-17-ethyl-10,13-dimethyl-6,7,8,12,14,15,16,17-octahydro-3h-cyclopenta[a]phenanthrene Chemical compound C1C=C[C@]2(C)C3=CC[C@]4(C)[C@@H](CC)CC[C@H]4[C@@H]3CCC2=C1 PGWDPYGLSQZOMQ-NMKBPFOZSA-N 0.000 claims 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims 1
- -1 1-isopropylidene diox Chemical compound 0.000 claims 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 1
- JYNTUIIZRRKCJZ-UHFFFAOYSA-N ClCl(=O)(=O)=O Chemical compound ClCl(=O)(=O)=O JYNTUIIZRRKCJZ-UHFFFAOYSA-N 0.000 claims 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 1
- 235000019270 ammonium chloride Nutrition 0.000 claims 1
- 239000000908 ammonium hydroxide Substances 0.000 claims 1
- 239000012300 argon atmosphere Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 239000003480 eluent Substances 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 239000012362 glacial acetic acid Substances 0.000 claims 1
- 235000012907 honey Nutrition 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000005457 ice water Substances 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 239000004570 mortar (masonry) Substances 0.000 claims 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims 1
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 1
- 235000011152 sodium sulphate Nutrition 0.000 claims 1
- 150000005671 trienes Chemical class 0.000 claims 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
Landscapes
- Steroid Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722264003 DE2264003C2 (de) | 1972-12-22 | 1972-12-22 | Neue Pregnansäure-Derivate, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Präparate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU615863A3 true SU615863A3 (ru) | 1978-07-15 |
Family
ID=5865747
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752116609A SU615863A3 (ru) | 1972-12-22 | 1975-03-21 | Способ получени производных прегнановой кислоты |
| SU2115267A SU555856A3 (ru) | 1972-12-22 | 1975-03-21 | Способ получени производных прегнановой кислоты |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2115267A SU555856A3 (ru) | 1972-12-22 | 1975-03-21 | Способ получени производных прегнановой кислоты |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE808985A (fr) |
| CS (1) | CS168467B2 (fr) |
| DE (1) | DE2264003C2 (fr) |
| HU (1) | HU171521B (fr) |
| NO (1) | NO140825C (fr) |
| PH (1) | PH10908A (fr) |
| RO (3) | RO71549A (fr) |
| SU (2) | SU615863A3 (fr) |
| ZA (1) | ZA739656B (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2332663C2 (de) * | 1973-06-23 | 1986-07-31 | Schering AG, 1000 Berlin und 4709 Bergkamen | Verwendung von Kortikoid-Wirkstoffen zur Inhalationstherapie |
| SE8506015D0 (sv) * | 1985-12-19 | 1985-12-19 | Draco Ab | Novel 16,17-acetalsubstituted pregnane 21-oic acid derivatives |
| CA1316827C (fr) * | 1987-03-25 | 1993-04-27 | Peter M. Ross | Prevention et traitement des effets nefastes causes par l'exposition de la peau au soleil et compositions utilisees dans ce but |
| US4897260A (en) * | 1987-05-22 | 1990-01-30 | The Rockefeller University | Compositions that affect suppression of cutaneous delayed hypersensitivity and products including same |
| US12410209B2 (en) * | 2021-06-29 | 2025-09-09 | Board Of Regents, The University Of Texas System | Modified glucocorticoids |
-
1972
- 1972-12-22 DE DE19722264003 patent/DE2264003C2/de not_active Expired
-
1973
- 1973-12-17 CS CS873173A patent/CS168467B2/cs unknown
- 1973-12-20 HU HU73SCHE458A patent/HU171521B/hu not_active IP Right Cessation
- 1973-12-20 PH PH15349A patent/PH10908A/en unknown
- 1973-12-21 RO RO7377073A patent/RO71549A/fr unknown
- 1973-12-21 ZA ZA739656A patent/ZA739656B/xx unknown
- 1973-12-21 NO NO491873A patent/NO140825C/no unknown
- 1973-12-21 RO RO7385690A patent/RO72490A/fr unknown
- 1973-12-21 RO RO7385692A patent/RO75386A/fr unknown
- 1973-12-21 BE BE139171A patent/BE808985A/fr not_active IP Right Cessation
-
1975
- 1975-03-21 SU SU752116609A patent/SU615863A3/ru active
- 1975-03-21 SU SU2115267A patent/SU555856A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| DE2264003C2 (de) | 1982-11-04 |
| DE2264003A1 (de) | 1974-07-04 |
| RO75386A (fr) | 1980-11-30 |
| RO72490A (fr) | 1980-07-15 |
| BE808985A (fr) | 1974-06-21 |
| PH10908A (en) | 1977-10-04 |
| ZA739656B (en) | 1974-11-27 |
| NO140825B (no) | 1979-08-13 |
| NO140825C (no) | 1979-11-21 |
| RO71549A (fr) | 1982-10-26 |
| SU555856A3 (ru) | 1977-04-25 |
| HU171521B (hu) | 1978-01-28 |
| CS168467B2 (fr) | 1976-06-29 |
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