TW206237B - - Google Patents

Info

Publication number

TW206237B

TW206237B TW80103132A TW80103132A TW206237B TW 206237 B TW206237 B TW 206237B TW 80103132 A TW80103132 A TW 80103132A TW 80103132 A TW80103132 A TW 80103132A TW 206237 B TW206237 B TW 206237B

Authority

TW

Taiwan

Prior art keywords

water

patent application

item

solvent

application scope

Prior art date

1990-02-16

Links

• Espacenet
• Global Dossier
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• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
• 239000013078 crystal Substances 0.000 claims description 21
• 238000000034 method Methods 0.000 claims description 18
• 239000002904 solvent Substances 0.000 claims description 17
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
• 239000000203 mixture Substances 0.000 claims description 10
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
• 229910052783 alkali metal Inorganic materials 0.000 claims description 7
• 150000001340 alkali metals Chemical class 0.000 claims description 6
• 238000002360 preparation method Methods 0.000 claims description 5
• LKHYFCSSVZVVNF-UHFFFAOYSA-N ethyl hexanoate;sodium Chemical group [Na].CCCCCC(=O)OCC LKHYFCSSVZVVNF-UHFFFAOYSA-N 0.000 claims description 3
• 238000011049 filling Methods 0.000 claims description 3
• 229910052751 metal Inorganic materials 0.000 claims description 3
• 239000002184 metal Substances 0.000 claims description 3
• 239000003795 chemical substances by application Substances 0.000 claims description 2
• 238000002156 mixing Methods 0.000 claims description 2
• 239000005453 ketone based solvent Substances 0.000 claims 3
• 241001519451 Abramis brama Species 0.000 claims 1
• 239000002023 wood Substances 0.000 claims 1
• 239000000243 solution Substances 0.000 description 8
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
• 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 5
• 229910052708 sodium Inorganic materials 0.000 description 5
• 239000011734 sodium Substances 0.000 description 5
• BIDNLKIUORFRQP-XYGFDPSESA-N (2s,4s)-4-cyclohexyl-1-[2-[[(1s)-2-methyl-1-propanoyloxypropoxy]-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid Chemical compound C([P@@](=O)(O[C@H](OC(=O)CC)C(C)C)CC(=O)N1[C@@H](C[C@H](C1)C1CCCCC1)C(O)=O)CCCC1=CC=CC=C1 BIDNLKIUORFRQP-XYGFDPSESA-N 0.000 description 3
• -1 1-aminopropanyl Chemical group 0.000 description 3
• ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• 239000002253 acid Substances 0.000 description 3
• 238000001914 filtration Methods 0.000 description 3
• 229960002490 fosinopril Drugs 0.000 description 3
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
• 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 description 2
• 239000012455 biphasic mixture Substances 0.000 description 2
• 239000000969 carrier Substances 0.000 description 2
• 150000001875 compounds Chemical class 0.000 description 2
• RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 2
• PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
• 239000010931 gold Substances 0.000 description 2
• 229910052737 gold Inorganic materials 0.000 description 2
• 150000002576 ketones Chemical class 0.000 description 2
• FVZVCSNXTFCBQU-UHFFFAOYSA-N phosphanyl Chemical group [PH2] FVZVCSNXTFCBQU-UHFFFAOYSA-N 0.000 description 2
• 239000011541 reaction mixture Substances 0.000 description 2
• 239000002002 slurry Substances 0.000 description 2
• 238000001228 spectrum Methods 0.000 description 2
• 238000003756 stirring Methods 0.000 description 2
• XRZWVSXEDRYQGC-ZJUUUORDSA-N (2s,4s)-4-cyclohexylpyrrolidin-1-ium-2-carboxylate Chemical compound C1N[C@H](C(=O)O)C[C@H]1C1CCCCC1 XRZWVSXEDRYQGC-ZJUUUORDSA-N 0.000 description 1
• SYTBZMRGLBWNTM-SNVBAGLBSA-N (R)-flurbiprofen Chemical compound FC1=CC([C@H](C(O)=O)C)=CC=C1C1=CC=CC=C1 SYTBZMRGLBWNTM-SNVBAGLBSA-N 0.000 description 1
• JVSFQJZRHXAUGT-UHFFFAOYSA-N 2,2-dimethylpropanoyl chloride Chemical compound CC(C)(C)C(Cl)=O JVSFQJZRHXAUGT-UHFFFAOYSA-N 0.000 description 1
• 239000005541 ACE inhibitor Substances 0.000 description 1
• RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
• WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
• NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
• UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
• HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
• MMRVWQBHVXBPPO-UHFFFAOYSA-N [Li].CCCCCC(=O)OCC Chemical compound [Li].CCCCCC(=O)OCC MMRVWQBHVXBPPO-UHFFFAOYSA-N 0.000 description 1
• 238000002679 ablation Methods 0.000 description 1
• 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 238000004458 analytical method Methods 0.000 description 1
• 230000003276 anti-hypertensive effect Effects 0.000 description 1
• 239000002585 base Substances 0.000 description 1
• 230000036772 blood pressure Effects 0.000 description 1
• KMPWYEUPVWOPIM-KODHJQJWSA-N cinchonidine Chemical compound C1=CC=C2C([C@H]([C@H]3[N@]4CC[C@H]([C@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-KODHJQJWSA-N 0.000 description 1
• KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 description 1
• 230000002079 cooperative effect Effects 0.000 description 1
• 238000002425 crystallisation Methods 0.000 description 1
• 230000008025 crystallization Effects 0.000 description 1
• 239000012153 distilled water Substances 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• SLFUXNFVAANERW-UHFFFAOYSA-N ethyl hexanoate;potassium Chemical compound [K].CCCCCC(=O)OCC SLFUXNFVAANERW-UHFFFAOYSA-N 0.000 description 1
• 125000000468 ketone group Chemical group 0.000 description 1
• 239000010985 leather Substances 0.000 description 1
• 229910052744 lithium Inorganic materials 0.000 description 1
• 239000011259 mixed solution Substances 0.000 description 1
• 239000012452 mother liquor Substances 0.000 description 1
• 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
• 239000012044 organic layer Substances 0.000 description 1
• 229910052700 potassium Inorganic materials 0.000 description 1
• 239000011591 potassium Substances 0.000 description 1
• 238000000634 powder X-ray diffraction Methods 0.000 description 1
• 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
• 238000007790 scraping Methods 0.000 description 1
• 238000000926 separation method Methods 0.000 description 1
• 210000003625 skull Anatomy 0.000 description 1
• 238000007613 slurry method Methods 0.000 description 1
• 159000000000 sodium salts Chemical class 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 238000004611 spectroscopical analysis Methods 0.000 description 1
• 238000009987 spinning Methods 0.000 description 1
• 229940098465 tincture Drugs 0.000 description 1
• 238000005406 washing Methods 0.000 description 1
• 229910052725 zinc Inorganic materials 0.000 description 1
• 239000011701 zinc Substances 0.000 description 1