BE620619A - - Google Patents
Info
- Publication number
- BE620619A BE620619A BE620619DA BE620619A BE 620619 A BE620619 A BE 620619A BE 620619D A BE620619D A BE 620619DA BE 620619 A BE620619 A BE 620619A
- Authority
- BE
- Belgium
- Prior art keywords
- oxidized
- water
- solution
- product
- polyene
- Prior art date
Links
- 239000000047 product Substances 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 9
- 229920002261 Corn starch Polymers 0.000 claims description 7
- 239000008120 corn starch Substances 0.000 claims description 7
- 239000002459 polyene antibiotic agent Substances 0.000 claims description 7
- 229920001282 polysaccharide Polymers 0.000 claims description 6
- 239000005017 polysaccharide Substances 0.000 claims description 6
- 230000003115 biocidal effect Effects 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 150000004291 polyenes Chemical class 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- 150000004676 glycans Chemical class 0.000 claims 4
- 239000000825 pharmaceutical preparation Substances 0.000 claims 2
- 229940127557 pharmaceutical product Drugs 0.000 claims 2
- 125000003172 aldehyde group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 12
- NCXMLFZGDNKEPB-UHFFFAOYSA-N Pimaricin Natural products OC1C(N)C(O)C(C)OC1OC1C=CC=CC=CC=CCC(C)OC(=O)C=CC2OC2CC(O)CC(O)(CC(O)C2C(O)=O)OC2C1 NCXMLFZGDNKEPB-UHFFFAOYSA-N 0.000 description 10
- 229960003255 natamycin Drugs 0.000 description 10
- NCXMLFZGDNKEPB-FFPOYIOWSA-N natamycin Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C[C@@H](C)OC(=O)/C=C/[C@H]2O[C@@H]2C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 NCXMLFZGDNKEPB-FFPOYIOWSA-N 0.000 description 9
- 230000004071 biological effect Effects 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000003242 anti bacterial agent Substances 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 229940088710 antibiotic agent Drugs 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 230000008033 biological extinction Effects 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 150000004804 polysaccharides Chemical class 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000002211 ultraviolet spectrum Methods 0.000 description 2
- 101150097247 CRT1 gene Proteins 0.000 description 1
- 241001633942 Dais Species 0.000 description 1
- 206010012289 Dementia Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000948319 Lasius flavus Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 241000407429 Maja Species 0.000 description 1
- 241000288147 Meleagris gallopavo Species 0.000 description 1
- 241000842783 Orna Species 0.000 description 1
- 241000364051 Pima Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 210000000709 aorta Anatomy 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000013066 combination product Substances 0.000 description 1
- 229940127555 combination product Drugs 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000001086 cytosolic effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 229940096118 ella Drugs 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- -1 lactone core polyene Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- XBGNERSKEKDZDS-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]acridine-4-carboxamide Chemical compound C1=CC=C2N=C3C(C(=O)NCCN(C)C)=CC=CC3=CC2=C1 XBGNERSKEKDZDS-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- OOLLAFOLCSJHRE-ZHAKMVSLSA-N ulipristal acetate Chemical compound C1=CC(N(C)C)=CC=C1[C@@H]1C2=C3CCC(=O)C=C3CC[C@H]2[C@H](CC[C@]2(OC(C)=O)C(C)=O)[C@]2(C)C1 OOLLAFOLCSJHRE-ZHAKMVSLSA-N 0.000 description 1
- 229920001221 xylan Polymers 0.000 description 1
- 150000004823 xylans Chemical class 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
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
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)
Publications (1)
Publication Number | Publication Date |
---|---|
BE620619A true BE620619A (enrdf_load_stackoverflow) |
Family
ID=193989
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE620619D BE620619A (enrdf_load_stackoverflow) |
Country Status (1)
Country | Link |
---|---|
BE (1) | BE620619A (enrdf_load_stackoverflow) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4093796A (en) * | 1971-08-13 | 1978-06-06 | Politechnika Gdanska | Antibiotic derivatives of polyene macrolide group and method of obtaining the same |
-
0
- BE BE620619D patent/BE620619A/fr unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4093796A (en) * | 1971-08-13 | 1978-06-06 | Politechnika Gdanska | Antibiotic derivatives of polyene macrolide group and method of obtaining the same |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0036812B1 (fr) | Nouveaux dérivés des céphalosporines, leur procédé de préparation et les médicaments utilisables comme antibiotiques qui contiennent lesdits dérivés | |
FR2601014A1 (fr) | Hydrate cristallin de cephalosporine orale, sa composition et son procede de preparation | |
FR2477152A1 (fr) | Derives 10-alkyliques de 10-deazaminopterine et leurs sels et composition pharmaceutique les contenant | |
FR2531087A1 (fr) | Nouvelle forme d'ester de cefuroxime, procede pour sa preparation et composition pharmaceutique la contenant | |
EP0710240A1 (fr) | Derives antimitotiques des alcaloides binaires du catharanthus roseus | |
EP0001024A1 (fr) | Forme cristalline du sel de sodium d'un dérivé oximiné de l'acide 7-amino thiazolyl acétamido céphalosporanique, son procédé de préparation et les compositions pharmaceutiques la renfermant | |
FR2460672A1 (fr) | Preparation de poudre d'acetylsalicylate pour injection | |
BE620619A (enrdf_load_stackoverflow) | ||
LU82215A1 (fr) | Procede et composes intermediaires pour la prouduction du 1,1-dioxyde d'acide penicillanique et de ses esters | |
BE700422A (enrdf_load_stackoverflow) | ||
BE639292A (enrdf_load_stackoverflow) | ||
LU81795A1 (fr) | Nouvelle penicilline semi-synthetique,son procede de production et composition pharmaceutique la contenant | |
BE898603A (fr) | Esters de type penem, procede pour les preparer, medicament les contenant | |
BE568412A (enrdf_load_stackoverflow) | ||
BE593853A (enrdf_load_stackoverflow) | ||
BE521080A (enrdf_load_stackoverflow) | ||
BE879443A (fr) | Nouvelle penicilline semi-synthetique, son procede de production et composition pharmaceutique la contenant | |
BE572382A (enrdf_load_stackoverflow) | ||
BE556491A (enrdf_load_stackoverflow) | ||
BE534905A (enrdf_load_stackoverflow) | ||
BE572236A (enrdf_load_stackoverflow) | ||
CH278131A (fr) | Procédé pour la séparation d'acide ptéroylglutamique d'avec des ptérines apparentées. | |
BE636675A (enrdf_load_stackoverflow) | ||
BE572450A (enrdf_load_stackoverflow) | ||
BE499168A (enrdf_load_stackoverflow) |