SU434657A3 - Способ получения производных рифамицина sv - Google Patents
Способ получения производных рифамицина svInfo
- Publication number
- SU434657A3 SU434657A3 SU1734538A SU1734538A SU434657A3 SU 434657 A3 SU434657 A3 SU 434657A3 SU 1734538 A SU1734538 A SU 1734538A SU 1734538 A SU1734538 A SU 1734538A SU 434657 A3 SU434657 A3 SU 434657A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- deoxyrifamycin
- alkyl
- amino
- rifamycin
- cycloalkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 9
- HJYYPODYNSCCOU-ODRIEIDWSA-N rifamycin SV Chemical class OC1=C(C(O)=C2C)C3=C(O)C=C1NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2=C3C1=O HJYYPODYNSCCOU-ODRIEIDWSA-N 0.000 title claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 5
- RAFHKEAPVIWLJC-OQQFTUDCSA-N Rifamycin O Natural products COC1C=COC2(C)Oc3c(C)c(O)c4C(=O)C(=CC5(OCC(=O)O5)c4c3C2=O)NC(=O)C(=C/C=C/C(C)C(O)C(C)C(O)C(C)C(OC(=O)C)C1C)C RAFHKEAPVIWLJC-OQQFTUDCSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- RAFHKEAPVIWLJC-TWYIRNIGSA-N z67lem9p1w Chemical compound O([C@](C1=O)(C)O/C=C/[C@@H]([C@H]([C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(C)/C(=O)N2)C)OC)C(C(=C3O)C)=C1C1=C3C(=O)C2=C[C@]11OCC(=O)O1 RAFHKEAPVIWLJC-TWYIRNIGSA-N 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- -1 4-methylpiperidino Chemical group 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- 238000004809 thin layer chromatography Methods 0.000 description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- ZGXOTNGRBLIADW-FGNWBLSVSA-N 4-deoxyrifamycin sv Chemical compound OC1=C(C(O)=C2C)C3=CC=C1NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2=C3C1=O ZGXOTNGRBLIADW-FGNWBLSVSA-N 0.000 description 1
- 229930189077 Rifamycin Natural products 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 230000002934 lysing effect Effects 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000008055 phosphate buffer solution Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229960003292 rifamycin Drugs 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1946071 | 1971-01-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU434657A3 true SU434657A3 (ru) | 1974-06-30 |
Family
ID=11158197
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1734538A SU434657A3 (ru) | 1971-01-18 | 1972-01-17 | Способ получения производных рифамицина sv |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US3821199A (enExample) |
| JP (1) | JPS554112B1 (enExample) |
| AT (1) | AT309688B (enExample) |
| BE (1) | BE778190A (enExample) |
| CA (1) | CA926392A (enExample) |
| CH (1) | CH546790A (enExample) |
| DE (1) | DE2200931A1 (enExample) |
| DK (1) | DK128928B (enExample) |
| ES (1) | ES398973A1 (enExample) |
| FR (1) | FR2122497B1 (enExample) |
| GB (1) | GB1316689A (enExample) |
| HU (1) | HU163576B (enExample) |
| IL (1) | IL38385A (enExample) |
| NL (1) | NL174145C (enExample) |
| NO (1) | NO133103C (enExample) |
| SE (1) | SE367828B (enExample) |
| SU (1) | SU434657A3 (enExample) |
| ZA (1) | ZA718439B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3880839A (en) * | 1973-12-21 | 1975-04-29 | Schering Corp | Process for the preparation of rifamycin 5 and analogs thereof from the halomicins |
| IT1048565B (it) * | 1975-05-15 | 1980-12-20 | Archifar Ind Chim Trentino | Amine aromatiche |
-
1971
- 1971-12-15 GB GB5832971A patent/GB1316689A/en not_active Expired
- 1971-12-16 IL IL38385A patent/IL38385A/xx unknown
- 1971-12-17 ZA ZA718439A patent/ZA718439B/xx unknown
- 1971-12-23 NO NO4813/71A patent/NO133103C/no unknown
- 1971-12-30 DK DK643471AA patent/DK128928B/da not_active IP Right Cessation
-
1972
- 1972-01-10 DE DE19722200931 patent/DE2200931A1/de active Pending
- 1972-01-12 SE SE00336/72A patent/SE367828B/xx unknown
- 1972-01-12 JP JP578372A patent/JPS554112B1/ja active Pending
- 1972-01-14 US US00217955A patent/US3821199A/en not_active Expired - Lifetime
- 1972-01-14 AT AT32472A patent/AT309688B/de active
- 1972-01-14 NL NLAANVRAGE7200574,A patent/NL174145C/xx not_active IP Right Cessation
- 1972-01-17 HU HULE635A patent/HU163576B/hu unknown
- 1972-01-17 CA CA132602A patent/CA926392A/en not_active Expired
- 1972-01-17 CH CH62172A patent/CH546790A/fr not_active IP Right Cessation
- 1972-01-17 SU SU1734538A patent/SU434657A3/ru active
- 1972-01-18 BE BE778190A patent/BE778190A/xx not_active IP Right Cessation
- 1972-01-18 ES ES398973A patent/ES398973A1/es not_active Expired
- 1972-01-18 FR FR7201594A patent/FR2122497B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NO133103B (enExample) | 1975-12-01 |
| BE778190A (fr) | 1972-05-16 |
| DK128928B (da) | 1974-07-29 |
| HU163576B (enExample) | 1973-09-27 |
| GB1316689A (en) | 1973-05-09 |
| NL7200574A (enExample) | 1972-07-20 |
| NL174145B (nl) | 1983-12-01 |
| AT309688B (de) | 1973-08-27 |
| DK128928C (enExample) | 1975-01-13 |
| AU3798672A (en) | 1973-07-19 |
| ZA718439B (en) | 1972-09-27 |
| NL174145C (nl) | 1984-05-01 |
| FR2122497A1 (enExample) | 1972-09-01 |
| NO133103C (enExample) | 1976-03-10 |
| ES398973A1 (es) | 1974-10-16 |
| FR2122497B1 (enExample) | 1975-04-25 |
| CA926392A (en) | 1973-05-15 |
| SE367828B (enExample) | 1974-06-10 |
| CH546790A (fr) | 1974-03-15 |
| DE2200931A1 (de) | 1972-08-03 |
| IL38385A (en) | 1975-05-22 |
| JPS554112B1 (enExample) | 1980-01-29 |
| US3821199A (en) | 1974-06-28 |
| IL38385A0 (en) | 1972-02-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4057548A (en) | Process for preparing methotrexate or an N-substituted derivative thereof and/or a di (lower) alkyl ester thereof and precursor therefor | |
| SU674669A3 (ru) | Способ получени производных этанола или их солей | |
| US4067867A (en) | Process for preparing pyrazine precursor of methotrexate or an N-substituted derivative thereof and/or a di(lower)alkyl ester thereof | |
| SU434657A3 (ru) | Способ получения производных рифамицина sv | |
| Grundmann et al. | Triazines. XIX. Some Reactions of S-Triazine with Hydrazine and its Organic Derivatives | |
| Slawinski et al. | The structure of erythromycin A cyclic carbonate | |
| US3974274A (en) | Process for preparing a cyclodextrin derivative | |
| SU495822A3 (ru) | Способ получени замещенных дибензоциклогептенов | |
| NO128028B (enExample) | ||
| Taylor et al. | Pteridines. 44. A convenient synthesis of 6-formylpterin | |
| US4578483A (en) | Gibberellin amine salts | |
| Sasaki et al. | Reactions of the derivatives of 5-bromopyrimidine nucleosides with sodium azide | |
| SU389096A1 (enExample) | ||
| RU2045523C1 (ru) | СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ 6β -(3-АМИНОЗАМЕЩЕННЫХ ПРОПИОНИЛОКСИ)-ФОРСКОЛИНА ИЛИ ИХ ФАРМАЦЕВТИЧЕСКИ ПРИЕМЛЕМЫХ СОЛЕЙ | |
| SU593660A3 (ru) | Способ получени производных замещенной -аминооксигидроксамоновой кислоты | |
| JPH0269476A (ja) | ピリミジン誘導体の製法 | |
| JP2840334B2 (ja) | 抗ウイルス化合物 | |
| RU2238272C1 (ru) | Способ получения 1-алкил-6,6-диметил-2,4-диоксо-2,3,4,5,6,7-гексагидро-1h-индол-3-спиро-2-( 1-арил-3-ароил-4-гидрокси-5-оксо-2,5-дигидропирролов) | |
| SU736872A3 (ru) | Способ получени производных эрголина | |
| Nogueras et al. | Reaction of 4, 5‐diamino, 5‐amino‐4‐glucosylamino and 4‐amino‐5‐glucosylaminopyrimidines with nitrous acid. synthesis, anticancer and anti‐aids activities of 8‐azapurines | |
| Weyenberg | The Monomolecular and Bimolecular Reduction of Aryl Olefins | |
| SU439987A1 (ru) | Способ получени 3-алкенилпроизводных рифамицина | |
| US3150124A (en) | Synthesis of kinetin glycosides | |
| JPS6152839B2 (enExample) | ||
| SU749836A1 (ru) | Способ получени 4-метил2,3-дигидро1н-1,5-бензодиазепинонов-2 |