SU656528A3 - Способ получени производного дезоксистрептамина или его солей - Google Patents
Способ получени производного дезоксистрептамина или его солейInfo
- Publication number
- SU656528A3 SU656528A3 SU762379559A SU2379559A SU656528A3 SU 656528 A3 SU656528 A3 SU 656528A3 SU 762379559 A SU762379559 A SU 762379559A SU 2379559 A SU2379559 A SU 2379559A SU 656528 A3 SU656528 A3 SU 656528A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- water
- dideoxy
- xylohexopyranosyl
- diamino
- methylamino
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims 7
- 238000000034 method Methods 0.000 title claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 8
- 239000000203 mixture Substances 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 6
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 4
- 239000012153 distilled water Substances 0.000 claims 4
- 239000000047 product Substances 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- -1 for example Chemical class 0.000 claims 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 239000000908 ammonium hydroxide Substances 0.000 claims 2
- 239000008346 aqueous phase Substances 0.000 claims 2
- 230000004071 biological effect Effects 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000003456 ion exchange resin Substances 0.000 claims 2
- 229920003303 ion-exchange polymer Polymers 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- ZWNCJCPLPUBNCZ-UHFFFAOYSA-N 1,2-dimethoxyethane;hydrate Chemical compound O.COCCOC ZWNCJCPLPUBNCZ-UHFFFAOYSA-N 0.000 claims 1
- LEEANUDEDHYDTG-UHFFFAOYSA-N 1,2-dimethoxypropane Chemical compound COCC(C)OC LEEANUDEDHYDTG-UHFFFAOYSA-N 0.000 claims 1
- IDEOPBXRUBNYBN-UHFFFAOYSA-N 2-methylbutane-2,3-diol Chemical compound CC(O)C(C)(C)O IDEOPBXRUBNYBN-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 claims 1
- 239000012696 Pd precursors Substances 0.000 claims 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- PKSROMPNLONTJT-UHFFFAOYSA-N azanium;chloroform;methanol;hydroxide Chemical compound N.O.OC.ClC(Cl)Cl PKSROMPNLONTJT-UHFFFAOYSA-N 0.000 claims 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 238000004587 chromatography analysis Methods 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 claims 1
- 239000012074 organic phase Substances 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 239000012071 phase Substances 0.000 claims 1
- QMYDVDBERNLWKB-UHFFFAOYSA-N propane-1,2-diol;hydrate Chemical compound O.CC(O)CO QMYDVDBERNLWKB-UHFFFAOYSA-N 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 239000000741 silica gel Substances 0.000 claims 1
- 229910002027 silica gel Inorganic materials 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 239000005341 toughened glass Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
- C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
- C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
- C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Communicable Diseases (AREA)
- Medicinal Chemistry (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7522987A FR2318648A1 (fr) | 1975-07-23 | 1975-07-23 | Nouveau derive de la desoxystreptamine et des sels, leur procede de preparation et leur application comme medicaments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU656528A3 true SU656528A3 (ru) | 1979-04-05 |
Family
ID=9158255
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762379559A SU656528A3 (ru) | 1975-07-23 | 1976-07-15 | Способ получени производного дезоксистрептамина или его солей |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS5214746A (enExample) |
| AT (1) | AT344902B (enExample) |
| AU (1) | AU503819B2 (enExample) |
| BE (1) | BE843535A (enExample) |
| CH (1) | CH598281A5 (enExample) |
| DD (1) | DD126770A5 (enExample) |
| DE (1) | DE2630590C2 (enExample) |
| DK (1) | DK149186C (enExample) |
| ES (1) | ES450028A1 (enExample) |
| FR (1) | FR2318648A1 (enExample) |
| GB (1) | GB1502537A (enExample) |
| HU (1) | HU175411B (enExample) |
| IE (1) | IE43582B1 (enExample) |
| IL (1) | IL49900A (enExample) |
| LU (1) | LU75266A1 (enExample) |
| NL (1) | NL7608151A (enExample) |
| SE (1) | SE427461B (enExample) |
| SU (1) | SU656528A3 (enExample) |
| ZA (1) | ZA763895B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2435481A1 (fr) * | 1978-09-06 | 1980-04-04 | Roussel Uclaf | Nouveaux aminoglycosides derives de la desoxystreptamine et leurs sels, procede de preparation et application a titre de medicaments |
| USD975431S1 (en) * | 2020-12-18 | 2023-01-17 | Wonderland Switzerland Ag | Infant carrier |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE786201A (fr) * | 1971-07-13 | 1973-01-12 | Bristol Myers Co | Procede de preparation d'antibiotiques |
| US3959255A (en) | 1973-05-10 | 1976-05-25 | Roussel-Uclaf | Antibiotic aminoglycosides, and process of preparation |
| FR2228474A1 (en) * | 1973-05-10 | 1974-12-06 | Roussel Uclaf | Amino-glycoside deriv as an antibacterial agent - prepd by a stepwise process from a substd 2-O-ethoxycarbonyl D-xylohexopyranoside |
-
1975
- 1975-07-23 FR FR7522987A patent/FR2318648A1/fr active Granted
-
1976
- 1976-06-15 SE SE7606795A patent/SE427461B/xx not_active IP Right Cessation
- 1976-06-24 IL IL49900A patent/IL49900A/xx unknown
- 1976-06-29 BE BE168417A patent/BE843535A/xx not_active IP Right Cessation
- 1976-06-29 LU LU75266A patent/LU75266A1/xx unknown
- 1976-06-30 ZA ZA763895A patent/ZA763895B/xx unknown
- 1976-07-07 DE DE2630590A patent/DE2630590C2/de not_active Expired
- 1976-07-09 HU HU76RO891A patent/HU175411B/hu not_active IP Right Cessation
- 1976-07-15 SU SU762379559A patent/SU656528A3/ru active
- 1976-07-21 DD DD193995A patent/DD126770A5/xx unknown
- 1976-07-21 AU AU16083/76A patent/AU503819B2/en not_active Expired
- 1976-07-22 ES ES450028A patent/ES450028A1/es not_active Expired
- 1976-07-22 DK DK329876A patent/DK149186C/da active
- 1976-07-22 NL NL7608151A patent/NL7608151A/xx not_active Application Discontinuation
- 1976-07-23 JP JP51087399A patent/JPS5214746A/ja active Granted
- 1976-07-23 CH CH948776A patent/CH598281A5/xx not_active IP Right Cessation
- 1976-07-23 AT AT545176A patent/AT344902B/de not_active IP Right Cessation
- 1976-07-23 IE IE1639/76A patent/IE43582B1/en unknown
- 1976-07-23 GB GB30746/76A patent/GB1502537A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AT344902B (de) | 1978-08-25 |
| DK329876A (da) | 1977-01-24 |
| DD126770A5 (enExample) | 1977-08-10 |
| AU503819B2 (en) | 1979-09-20 |
| IL49900A (en) | 1979-05-31 |
| GB1502537A (en) | 1978-03-01 |
| FR2318648B1 (enExample) | 1978-10-06 |
| IL49900A0 (en) | 1976-08-31 |
| SE7606795L (sv) | 1977-01-24 |
| CH598281A5 (enExample) | 1978-04-28 |
| ATA545176A (de) | 1977-12-15 |
| JPS619318B2 (enExample) | 1986-03-22 |
| AU1608376A (en) | 1978-01-26 |
| FR2318648A1 (fr) | 1977-02-18 |
| LU75266A1 (enExample) | 1977-03-18 |
| IE43582B1 (en) | 1981-04-08 |
| ES450028A1 (es) | 1977-08-01 |
| DE2630590A1 (de) | 1977-02-10 |
| DE2630590C2 (de) | 1984-08-09 |
| BE843535A (fr) | 1976-12-29 |
| HU175411B (hu) | 1980-07-28 |
| DK149186B (da) | 1986-03-10 |
| ZA763895B (en) | 1977-08-31 |
| IE43582L (en) | 1977-01-23 |
| SE427461B (sv) | 1983-04-11 |
| DK149186C (da) | 1986-09-15 |
| NL7608151A (nl) | 1977-01-25 |
| JPS5214746A (en) | 1977-02-03 |
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