BE489444A - - Google Patents
Info
- Publication number
- BE489444A BE489444A BE489444DA BE489444A BE 489444 A BE489444 A BE 489444A BE 489444D A BE489444D A BE 489444DA BE 489444 A BE489444 A BE 489444A
- Authority
- BE
- Belgium
- Prior art keywords
- sep
- hydrochloride
- dihydrostreptomycin
- methanol
- crystalline
- Prior art date
Links
- 229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 claims description 88
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 70
- XGAKTAXPHNYSTK-RMIBZTJPSA-N 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;hydrochloride Chemical compound Cl.CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](CO)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O XGAKTAXPHNYSTK-RMIBZTJPSA-N 0.000 claims description 41
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 30
- 239000000047 product Substances 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 20
- ASXBYYWOLISCLQ-HZYVHMACSA-N dihydrostreptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](CO)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O ASXBYYWOLISCLQ-HZYVHMACSA-N 0.000 claims description 18
- 229960002222 dihydrostreptomycin Drugs 0.000 claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- UCSJYZPVAKXKNQ-HZYVHMACSA-N 1-[(1S,2R,3R,4S,5R,6R)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 claims description 10
- 239000001110 calcium chloride Substances 0.000 claims description 10
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 9
- 238000007792 addition Methods 0.000 claims description 8
- UXVMQQNJUSDDNG-UHFFFAOYSA-L cacl2 Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 239000002244 precipitate Substances 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000011780 sodium chloride Substances 0.000 claims description 6
- 229960005322 Streptomycin Drugs 0.000 claims description 5
- 238000010531 catalytic reduction reaction Methods 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000001556 precipitation Methods 0.000 claims description 4
- VDDRNXHIJFHESZ-UHFFFAOYSA-L Cl.[Cl-].[Cl-].[Ca+2] Chemical compound Cl.[Cl-].[Cl-].[Ca+2] VDDRNXHIJFHESZ-UHFFFAOYSA-L 0.000 claims description 3
- 238000002441 X-ray diffraction Methods 0.000 claims description 2
- 238000001228 spectrum Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims 5
- 206010020649 Hyperkeratosis Diseases 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 230000001747 exhibiting Effects 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 description 28
- 230000005712 crystallization Effects 0.000 description 11
- 238000002425 crystallisation Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 4
- 238000006722 reduction reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- NIQQIJXGUZVEBB-UHFFFAOYSA-N methanol;propan-2-one Chemical compound OC.CC(C)=O NIQQIJXGUZVEBB-UHFFFAOYSA-N 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 238000010899 nucleation Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- VOXYVHZFYZSDDV-CZDSEFAFSA-L calcium;2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;dichloride Chemical compound [Cl-].[Cl-].[Ca+2].CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O VOXYVHZFYZSDDV-CZDSEFAFSA-L 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000011081 inoculation Methods 0.000 description 2
- 238000009114 investigational therapy Methods 0.000 description 2
- 230000004301 light adaptation Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 2
- 229910003446 platinum oxide Inorganic materials 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QVTWQIWXCYMFQI-CZDSEFAFSA-N 2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;trihydrochloride Chemical compound Cl.Cl.Cl.CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](N=C(N)N)[C@H](O)[C@@H](N=C(N)N)[C@H](O)[C@H]1O QVTWQIWXCYMFQI-CZDSEFAFSA-N 0.000 description 1
- XEKAUTDWPYQNFU-UHFFFAOYSA-N Cl.Cl.Cl Chemical compound Cl.Cl.Cl XEKAUTDWPYQNFU-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 238000002083 X-ray spectrum Methods 0.000 description 1
- IUHFWCGCSVTMPG-UHFFFAOYSA-N [C].[C] Chemical class [C].[C] IUHFWCGCSVTMPG-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000003115 biocidal Effects 0.000 description 1
- 235000012970 cakes Nutrition 0.000 description 1
- 150000001669 calcium Chemical class 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- DGEYTDCFMQMLTH-UHFFFAOYSA-N methanol;propan-2-ol Chemical compound OC.CC(C)O DGEYTDCFMQMLTH-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE489444A true BE489444A (de) |
Family
ID=134385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE489444D BE489444A (de) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE489444A (de) |
-
0
- BE BE489444D patent/BE489444A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FR2562538A1 (fr) | Procede de recristallisation d'explosifs brisants | |
| CH542184A (fr) | Procédé de préparation d'amides ou d'hydrazides d'acides carboxyliques | |
| LU84044A1 (fr) | Nouveau procede de preparation de l'acide d-2(6-metoxy-2-naphtyl)propionique | |
| BE489444A (de) | ||
| BE506950A (de) | ||
| EP3487835B1 (de) | Verfahren zur auflösung von baclofen-salzen | |
| CA1062280A (fr) | Procede de preparation de clofibrate de metformine | |
| CA2122584A1 (en) | A process for the resolution of (+-)-.alpha.-[2-[acetyl(1-methylethyl)amino]ethyl]-.alpha.-(2-chlorophenyl)-1-piperidinebutanamide | |
| JPH0338553A (ja) | アミノ酸担持不斉反応無機酸化物粉体 | |
| FR2756557A1 (fr) | Procede de dedoublement de composes 1-amino-alcan-2-ol | |
| JPH07267985A (ja) | タウロウルソデオキシコール酸水和物の製法 | |
| BE557360A (de) | ||
| JP4827364B2 (ja) | ｐ−シアノフェノールの精製方法 | |
| BE536274A (de) | ||
| JPH0333147B2 (de) | ||
| BE455587A (de) | ||
| EP1415991A1 (de) | Verfahren zur Reinigung von N-Carboxyanhydriden | |
| BE696488A (de) | ||
| CH396027A (fr) | Procédé de dédoublement de la DL-lysine | |
| CH317024A (fr) | Procédé de préparation de chlortétracycline pratiquement pure | |
| BE445966A (de) | ||
| BE471235A (de) | ||
| BE544152A (de) | ||
| BE635463A (de) | ||
| BE556395A (de) |