SU628814A3 - Способ получени 16,16-дизамещенных аналогов простагландина - Google Patents
Способ получени 16,16-дизамещенных аналогов простагландинаInfo
- Publication number
- SU628814A3 SU628814A3 SU721821458A SU1821458A SU628814A3 SU 628814 A3 SU628814 A3 SU 628814A3 SU 721821458 A SU721821458 A SU 721821458A SU 1821458 A SU1821458 A SU 1821458A SU 628814 A3 SU628814 A3 SU 628814A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- disunstituted
- producing
- prostaglandin analogue
- oxy
- solution
- Prior art date
Links
- 150000003180 prostaglandins Chemical class 0.000 title 1
- 239000000243 solution Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000012267 brine Substances 0.000 description 3
- 125000001495 ethyl group Chemical class [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 3
- -1 1-octenyl Chemical group 0.000 description 2
- YVHAIVPPUIZFBA-UHFFFAOYSA-N Cyclopentylacetic acid Chemical compound OC(=O)CC1CCCC1 YVHAIVPPUIZFBA-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QJKHENCJQIAEBH-UHFFFAOYSA-N (Methylsulfinyl)methanide Chemical compound CS([CH2-])=O QJKHENCJQIAEBH-UHFFFAOYSA-N 0.000 description 1
- HUHXLHLWASNVDB-UHFFFAOYSA-N 2-(oxan-2-yloxy)oxane Chemical compound O1CCCCC1OC1OCCCC1 HUHXLHLWASNVDB-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- BUDQDWGNQVEFAC-UHFFFAOYSA-N Dihydropyran Chemical compound C1COC=CC1 BUDQDWGNQVEFAC-UHFFFAOYSA-N 0.000 description 1
- 241000790917 Dioxys <bee> Species 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- TZOKWXICAOOITJ-UHFFFAOYSA-N [2-(2,4-dimethylphenyl)quinolin-4-yl]-(7-fluoro-2-methyl-3,4-dihydro-2h-quinolin-1-yl)methanone Chemical compound CC1CCC2=CC=C(F)C=C2N1C(=O)C(C1=CC=CC=C1N=1)=CC=1C1=CC=C(C)C=C1C TZOKWXICAOOITJ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Furan Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13334271A | 1971-04-12 | 1971-04-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU628814A3 true SU628814A3 (ru) | 1978-10-15 |
Family
ID=22458141
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU721821458A SU628814A3 (ru) | 1971-04-12 | 1972-08-21 | Способ получени 16,16-дизамещенных аналогов простагландина |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5314551B1 (https=) |
| AR (2) | AR194589A1 (https=) |
| ES (1) | ES401665A1 (https=) |
| FI (1) | FI54293C (https=) |
| HU (2) | HU165856B (https=) |
| IL (3) | IL47151A (https=) |
| NO (3) | NO135936C (https=) |
| PH (1) | PH10946A (https=) |
| PL (2) | PL96861B1 (https=) |
| SU (1) | SU628814A3 (https=) |
| ZA (1) | ZA721936B (https=) |
-
1972
- 1972-03-21 ZA ZA721936A patent/ZA721936B/xx unknown
- 1972-03-26 IL IL4715172A patent/IL47151A/en unknown
- 1972-03-26 IL IL4715072A patent/IL47150A/en unknown
- 1972-03-26 IL IL39079A patent/IL39079A/en unknown
- 1972-04-03 PH PH13409A patent/PH10946A/en unknown
- 1972-04-05 JP JP3358872A patent/JPS5314551B1/ja active Pending
- 1972-04-06 AR AR24133772A patent/AR194589A1/es active
- 1972-04-10 PL PL15464272A patent/PL96861B1/pl unknown
- 1972-04-10 PL PL18399072A patent/PL96666B1/pl unknown
- 1972-04-11 NO NO122772A patent/NO135936C/no unknown
- 1972-04-11 ES ES401665A patent/ES401665A1/es not_active Expired
- 1972-04-11 HU HUUO000075 patent/HU165856B/hu unknown
- 1972-04-11 HU HUUO000081 patent/HU166656B/hu unknown
- 1972-04-11 FI FI101772A patent/FI54293C/fi active
- 1972-08-21 SU SU721821458A patent/SU628814A3/ru active
- 1972-11-27 NO NO434172A patent/NO138252C/no unknown
- 1972-11-27 NO NO434272A patent/NO140423C/no unknown
-
1973
- 1973-02-27 AR AR24682173A patent/AR194784A1/es active
Also Published As
| Publication number | Publication date |
|---|---|
| HU165856B (https=) | 1974-11-28 |
| FI54293C (fi) | 1978-11-10 |
| NO140423C (no) | 1979-08-29 |
| NO138252B (no) | 1978-04-24 |
| HU166656B (https=) | 1975-04-28 |
| IL39079A0 (en) | 1972-05-30 |
| ZA721936B (en) | 1973-01-31 |
| IL39079A (en) | 1976-08-31 |
| ES401665A1 (es) | 1975-03-01 |
| PL96861B1 (pl) | 1978-01-31 |
| NO140423B (no) | 1979-05-21 |
| IL47151A (en) | 1976-08-31 |
| FI54293B (fi) | 1978-07-31 |
| NO135936B (https=) | 1977-03-21 |
| AR194589A1 (es) | 1973-07-31 |
| SU439087A3 (https=) | 1974-08-05 |
| IL47150A (en) | 1976-08-31 |
| JPS5314551B1 (https=) | 1978-05-18 |
| PH10946A (en) | 1977-10-05 |
| PL96666B1 (pl) | 1978-01-31 |
| AR194784A1 (es) | 1973-08-14 |
| NO138252C (no) | 1978-08-02 |
| NO135936C (https=) | 1977-06-29 |
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