SU1274626A3 - Способ получени @ - метил-11 -аза - 10 -деоксо- 10-дигидроэритромицина @ - Google Patents
Способ получени @ - метил-11 -аза - 10 -деоксо- 10-дигидроэритромицина @ Download PDFInfo
- Publication number
- SU1274626A3 SU1274626A3 SU833635803A SU3635803A SU1274626A3 SU 1274626 A3 SU1274626 A3 SU 1274626A3 SU 833635803 A SU833635803 A SU 833635803A SU 3635803 A SU3635803 A SU 3635803A SU 1274626 A3 SU1274626 A3 SU 1274626A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- aza
- dihydroerythromycin
- methyl
- deoxo
- compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 6
- MQTOSJVFKKJCRP-BICOPXKESA-N azithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)N(C)C[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 MQTOSJVFKKJCRP-BICOPXKESA-N 0.000 title description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 238000007920 subcutaneous administration Methods 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 description 2
- PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 description 2
- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 101000587820 Homo sapiens Selenide, water dikinase 1 Proteins 0.000 description 1
- 101000874241 Homo sapiens Sin3 histone deacetylase corepressor complex component SDS3 Proteins 0.000 description 1
- 101000701815 Homo sapiens Spermidine synthase Proteins 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 102100035738 Sin3 histone deacetylase corepressor complex component SDS3 Human genes 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 102100030413 Spermidine synthase Human genes 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/441,981 US4474768A (en) | 1982-07-19 | 1982-11-15 | N-Methyl 11-aza-10-deoxo-10-dihydro-erytromycin A, intermediates therefor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1274626A3 true SU1274626A3 (ru) | 1986-11-30 |
Family
ID=23755074
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU833635803A SU1274626A3 (ru) | 1982-11-15 | 1983-08-22 | Способ получени @ - метил-11 -аза - 10 -деоксо- 10-дигидроэритромицина @ |
Country Status (9)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2126416C1 (ru) * | 1992-11-05 | 1999-02-20 | Руссель Юклаф | Производные эритромицина, фармацевтическая композиция на их основе, способ их получения и промежуточные соединения |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110655544A (zh) * | 2018-06-28 | 2020-01-07 | 洛阳惠中兽药有限公司 | 一种加米霉素有关物质的分离、制备及纯化方法 |
-
1983
- 1983-07-26 GR GR72035A patent/GR77556B/el unknown
- 1983-08-03 CS CS835758A patent/CS241533B2/cs unknown
- 1983-08-19 DD DD83254089A patent/DD215787A5/de not_active IP Right Cessation
- 1983-08-19 PL PL1983243473A patent/PL141924B1/pl unknown
- 1983-08-20 KR KR1019830003895A patent/KR850000963B1/ko not_active Expired
- 1983-08-22 SU SU833635803A patent/SU1274626A3/ru active
- 1983-10-14 YU YU2075/83A patent/YU42885B/xx unknown
- 1983-11-14 ES ES527250A patent/ES8602838A1/es not_active Expired
- 1983-11-15 EG EG716/83A patent/EG16882A/xx active
-
1985
- 1985-07-04 ES ES544877A patent/ES8604250A1/es not_active Expired
- 1985-07-04 ES ES544878A patent/ES8604251A1/es not_active Expired
- 1985-08-21 YU YU1332/85A patent/YU44519B/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| Патент US № 4328334, кл. А 61 К 31/71, опублик. 1982 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2126416C1 (ru) * | 1992-11-05 | 1999-02-20 | Руссель Юклаф | Производные эритромицина, фармацевтическая композиция на их основе, способ их получения и промежуточные соединения |
Also Published As
| Publication number | Publication date |
|---|---|
| PL141924B1 (en) | 1987-09-30 |
| ES8604251A1 (es) | 1986-01-16 |
| ES527250A0 (es) | 1985-12-01 |
| PL243473A1 (en) | 1984-07-30 |
| ES8604250A1 (es) | 1986-01-16 |
| YU44519B (en) | 1990-08-31 |
| EG16882A (en) | 1989-06-30 |
| ES8602838A1 (es) | 1985-12-01 |
| ES544877A0 (es) | 1986-01-16 |
| ES544878A0 (es) | 1986-01-16 |
| DD215787A5 (de) | 1984-11-21 |
| KR850000963B1 (ko) | 1985-07-02 |
| KR840006671A (ko) | 1984-12-01 |
| CS575883A2 (en) | 1985-08-15 |
| YU42885B (en) | 1988-12-31 |
| YU207583A (en) | 1985-12-31 |
| YU133285A (en) | 1986-02-28 |
| CS241533B2 (en) | 1986-03-13 |
| GR77556B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1984-09-24 |
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