JPH0355470B2 - - Google Patents
Info
- Publication number
- JPH0355470B2 JPH0355470B2 JP10508482A JP10508482A JPH0355470B2 JP H0355470 B2 JPH0355470 B2 JP H0355470B2 JP 10508482 A JP10508482 A JP 10508482A JP 10508482 A JP10508482 A JP 10508482A JP H0355470 B2 JPH0355470 B2 JP H0355470B2
- Authority
- JP
- Japan
- Prior art keywords
- salt
- ascorbic acid
- solution
- acid group
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 11
- 229960005070 ascorbic acid Drugs 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000011668 ascorbic acid Substances 0.000 description 8
- 235000010323 ascorbic acid Nutrition 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 159000000009 barium salts Chemical class 0.000 description 5
- 210000000695 crystalline len Anatomy 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- -1 glutathione Chemical compound 0.000 description 4
- 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 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- NASQLXHRHIUDEY-UHFFFAOYSA-N 4-dichlorophosphoryloxymorpholine Chemical compound ClP(Cl)(=O)ON1CCOCC1 NASQLXHRHIUDEY-UHFFFAOYSA-N 0.000 description 2
- 208000002177 Cataract Diseases 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
- 239000002211 L-ascorbic acid Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 2
- 229910001863 barium hydroxide Inorganic materials 0.000 description 2
- 159000000007 calcium salts Chemical class 0.000 description 2
- 239000003729 cation exchange resin Substances 0.000 description 2
- 229920001429 chelating resin Polymers 0.000 description 2
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 2
- 159000000003 magnesium salts Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- DXASQZJWWGZNSF-UHFFFAOYSA-N n,n-dimethylmethanamine;sulfur trioxide Chemical compound CN(C)C.O=S(=O)=O DXASQZJWWGZNSF-UHFFFAOYSA-N 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- 230000026731 phosphorylation Effects 0.000 description 2
- 238000006366 phosphorylation reaction Methods 0.000 description 2
- 238000002953 preparative HPLC Methods 0.000 description 2
- 230000001180 sulfating effect Effects 0.000 description 2
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical class C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 1
- 108010024636 Glutathione Proteins 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- MHLMRBVCMNDOCW-UHFFFAOYSA-N acetic acid;butan-1-ol;hydrate Chemical compound O.CC(O)=O.CCCCO MHLMRBVCMNDOCW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 210000001742 aqueous humor Anatomy 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- MDKXBBPLEGPIRI-UHFFFAOYSA-N ethoxyethane;methanol Chemical compound OC.CCOCC MDKXBBPLEGPIRI-UHFFFAOYSA-N 0.000 description 1
- 229960003180 glutathione Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- GRWIABMEEKERFV-UHFFFAOYSA-N methanol;oxolane Chemical compound OC.C1CCOC1 GRWIABMEEKERFV-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000000865 phosphorylative effect Effects 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57105084A JPS58222078A (ja) | 1982-06-17 | 1982-06-17 | アスコルビン酸誘導体 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57105084A JPS58222078A (ja) | 1982-06-17 | 1982-06-17 | アスコルビン酸誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58222078A JPS58222078A (ja) | 1983-12-23 |
| JPH0355470B2 true JPH0355470B2 (zh) | 1991-08-23 |
Family
ID=14398053
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57105084A Granted JPS58222078A (ja) | 1982-06-17 | 1982-06-17 | アスコルビン酸誘導体 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58222078A (zh) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0182934B1 (en) * | 1984-11-29 | 1988-07-13 | Frisco-Findus Ag | Surfactants |
| JPS6263523A (ja) * | 1985-09-17 | 1987-03-20 | Nikko Kemikaruzu Kk | 点眼剤 |
| JPH0813739B2 (ja) * | 1986-12-03 | 1996-02-14 | 武田薬品工業株式会社 | 白内障治療剤 |
| IL91928A (en) * | 1989-10-08 | 1994-07-31 | Amrad Res & Dev | Pharmaceutical compositions containing prolactin |
| JPH10298174A (ja) * | 1997-04-30 | 1998-11-10 | Showa Denko Kk | アスコルビン酸誘導体及びそれを含有するビタミンｃ剤 |
| JP4111856B2 (ja) | 2002-04-12 | 2008-07-02 | 昭和電工株式会社 | 安定化されたアスコルビン酸誘導体 |
-
1982
- 1982-06-17 JP JP57105084A patent/JPS58222078A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58222078A (ja) | 1983-12-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0138656B1 (en) | Cyclic pyrophosphates of purine and pyrimidine acyclonucleosides, their preparation and their application in anti-viral compositions | |
| US4590269A (en) | Process for preparing the cyclic phosphate ester of substituted 9-(1,3-dihydroxy-2-propoxymethyl)purines | |
| JPH0355470B2 (zh) | ||
| US3290285A (en) | Method of production of 5'-guanylic acid | |
| US5306840A (en) | Process for preparing pure L-α-glycerylphosphoryl-D-myoinositol and its salts | |
| IE48781B1 (en) | Fosfomycin derivatives | |
| NO177712B (no) | Analogifremgangsmåte for fremstilling av nye terapeutisk virksomme alkylfosfonoseriner | |
| JP3206602B2 (ja) | アスコルビン酸の誘導体の製造方法 | |
| EP0138683A2 (en) | Purine derivatives, their application in anti-viral compositions | |
| JPH02174789A (ja) | リボフラビン―４’，５’―シクロ燐酸エステルクロリド、ならびにリボフラビン―５’―ホスファート（５’―ｆｍｎ）もしくはそのナトリウム塩の製法 | |
| CA1240694A (en) | Hydroquinone derivatives and production thereof | |
| SE430507B (sv) | Forfarande for framstellning av ett 9-hydroxietoximetyl-guaninderivat | |
| US3966778A (en) | Production of 21-phosphate corticords having unprotected hydroxyl radicals at least at the 17α- and 21-position | |
| JPS5826893A (ja) | ホスホリルコリン類の製造法 | |
| US3836550A (en) | Chenodeoxycholic acid | |
| US2606899A (en) | Preparation of adenosinetriphosphoric acid and its salt | |
| EP0060028B1 (en) | Cephalosporin derivatives and process for their preparation | |
| JPS5850240B2 (ja) | アンドロスタン系の新規なジエン誘導体の製造法 | |
| KR910008733B1 (ko) | L-아스코르빈산-2-인산에스테르 마그네슘염의 제조방법 | |
| US2897203A (en) | Chacoo | |
| US3073816A (en) | Process of producing 21-orthophosphates of steroids and the 21-diamide orthophosphate intermediates therefor | |
| JPS63159393A (ja) | ８−ハロゲノコルジセピン及びその製造法 | |
| KR100532573B1 (ko) | 엘-아스코빌-2-인산에스테르마그네슘염의 제조방법 | |
| JP2867206B2 (ja) | Ｌ−アスコルビン酸−２−リン酸エステルの製造法 | |
| CA1131648A (en) | Method for preparing salts of (-)cis-1,2- epoxypropylphosphonic acid |