JPS58222078A - アスコルビン酸誘導体 - Google Patents
アスコルビン酸誘導体Info
- Publication number
- JPS58222078A JPS58222078A JP57105084A JP10508482A JPS58222078A JP S58222078 A JPS58222078 A JP S58222078A JP 57105084 A JP57105084 A JP 57105084A JP 10508482 A JP10508482 A JP 10508482A JP S58222078 A JPS58222078 A JP S58222078A
- Authority
- JP
- Japan
- Prior art keywords
- ascorbic acid
- acid
- formula
- salt
- reagent
- 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.)
- Granted
Links
- 125000003289 ascorbyl group Chemical class [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 abstract description 6
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 6
- 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 abstract description 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract description 4
- 230000001180 sulfating effect Effects 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 3
- 239000003456 ion exchange resin Substances 0.000 abstract description 2
- 229920003303 ion-exchange polymer Polymers 0.000 abstract description 2
- 159000000003 magnesium salts Chemical class 0.000 abstract description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 14
- 229960005070 ascorbic acid Drugs 0.000 description 11
- 239000011668 ascorbic acid Substances 0.000 description 10
- 235000010323 ascorbic acid Nutrition 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 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
- 159000000009 barium salts Chemical class 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- -1 glutathione Chemical compound 0.000 description 3
- 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
- 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
- 239000003729 cation exchange resin Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000003814 drug Substances 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
- 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
- 230000026731 phosphorylation Effects 0.000 description 2
- 238000006366 phosphorylation reaction Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000002953 preparative HPLC Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229940124597 therapeutic agent Drugs 0.000 description 2
- LSIXBBPOJBJQHN-UHFFFAOYSA-N 2,3-Dimethylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C(C)=C(C)C1C2 LSIXBBPOJBJQHN-UHFFFAOYSA-N 0.000 description 1
- 208000002177 Cataract Diseases 0.000 description 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical class C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 1
- 108010024636 Glutathione Proteins 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
- 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
- 159000000007 calcium salts Chemical class 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 230000007515 enzymatic degradation Effects 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
- COSZWAUYIUYQBS-UHFFFAOYSA-B hexapotassium hexasodium 3-carboxy-3-hydroxypentanedioate 2-hydroxypropane-1,2,3-tricarboxylate hydrate Chemical compound O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[K+].[K+].[K+].[K+].[K+].[K+].OC(=O)CC(O)(C(O)=O)CC(O)=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O COSZWAUYIUYQBS-UHFFFAOYSA-B 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 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
- 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
- 159000000000 sodium salts Chemical class 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
- 210000001519 tissue Anatomy 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic 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 true JPS58222078A (ja) | 1983-12-23 |
| JPH0355470B2 JPH0355470B2 (en, 2012) | 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 (en, 2012) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6263523A (ja) * | 1985-09-17 | 1987-03-20 | Nikko Kemikaruzu Kk | 点眼剤 |
| US4745199A (en) * | 1984-11-29 | 1988-05-17 | Nestec S.A. | Surfactants |
| JPS63301818A (ja) * | 1986-12-03 | 1988-12-08 | Takeda Chem Ind Ltd | 白内障治療剤 |
| US5162303A (en) * | 1989-10-08 | 1992-11-10 | Amiad Research And Development | Pharmaceutical compositions containing prolactin and methods for the use thereof |
| EP0875514A1 (en) * | 1997-04-30 | 1998-11-04 | Showa Denko Kabushiki Kaisha | Ascorbic acid derivative and vitamin C preparation containing the same |
| WO2003086384A1 (en) * | 2002-04-12 | 2003-10-23 | Showa Denko K. K. | Stabilized ascorbic acid derivatives |
-
1982
- 1982-06-17 JP JP57105084A patent/JPS58222078A/ja active Granted
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4745199A (en) * | 1984-11-29 | 1988-05-17 | Nestec S.A. | Surfactants |
| JPS6263523A (ja) * | 1985-09-17 | 1987-03-20 | Nikko Kemikaruzu Kk | 点眼剤 |
| JPS63301818A (ja) * | 1986-12-03 | 1988-12-08 | Takeda Chem Ind Ltd | 白内障治療剤 |
| US5162303A (en) * | 1989-10-08 | 1992-11-10 | Amiad Research And Development | Pharmaceutical compositions containing prolactin and methods for the use thereof |
| EP0875514A1 (en) * | 1997-04-30 | 1998-11-04 | Showa Denko Kabushiki Kaisha | Ascorbic acid derivative and vitamin C preparation containing the same |
| WO2003086384A1 (en) * | 2002-04-12 | 2003-10-23 | Showa Denko K. K. | Stabilized ascorbic acid derivatives |
| CN1297266C (zh) * | 2002-04-12 | 2007-01-31 | 昭和电工株式会社 | 稳定的抗坏血酸衍生物 |
| US7223775B2 (en) | 2002-04-12 | 2007-05-29 | Showa Denko K.K. | Stabilized ascorbic acid derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0355470B2 (en, 2012) | 1991-08-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2627089T5 (es) | Proceso para preparar una hidroxipirona de hierro | |
| JPS58222078A (ja) | アスコルビン酸誘導体 | |
| JPS5885893A (ja) | ７−β−〔２−（２−アミノチアゾ−ル−４−イル）−２−シン−メトキシイミノアセトアミド〕−３−（５−カルボキシメチル−４−メチル−１，３−チアゾ−ル−２−イルチオメチル）セフ−３−エム−４−カルボン酸の結晶質水溶性塩およびその製造方法 | |
| US2923704A (en) | Cycloamylose sulfates and derivatives thereof | |
| SU668608A3 (ru) | Способ получени -кристаллической формы натриевой соли 7-( -2-формилокси-2-фенилацетамидо)-3-(1-метил-1н-тетразолил-5-тиометил)-3-цефем-4-карбоновой кислоты | |
| JP3206602B2 (ja) | アスコルビン酸の誘導体の製造方法 | |
| 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 | |
| EP0026811B1 (en) | Cephalosporin derivatives | |
| CA2064723C (en) | Process for the preparation of 9-beta-d-arabinofuranosyl-2-fluoroadenine 5'-phosphate | |
| SE430507B (sv) | Forfarande for framstellning av ett 9-hydroxietoximetyl-guaninderivat | |
| US3076800A (en) | Jj-lactams unsubstituted at the nitrogen | |
| JPH05202079A (ja) | 濾過容易な、粗結晶性リボフラビン−５′−リン酸−１ナトリウム塩の製法 | |
| JP2877366B2 (ja) | 結晶状ｌ−アスコルビン酸−２−リン酸ナトリウム塩の製造法 | |
| JP3117949B2 (ja) | Ｌ−アスコルビン酸−２−リン酸ナトリウム塩の結晶 | |
| US3687947A (en) | Method for recovery of cephaloridine | |
| US2516831A (en) | Arsine derivatives | |
| EP0060028A1 (en) | Cephalosporin derivatives and process for their preparation | |
| JP4418995B2 (ja) | アスコルビン酸２−モノホスフェート塩の製造方法 | |
| US3213102A (en) | 6-imidopenicillanic acids | |
| CA1131648A (en) | Method for preparing salts of (-)cis-1,2- epoxypropylphosphonic acid | |
| JP3035313B2 (ja) | ベナノマイシンａ４▲′′′▼‐ｏ‐硫酸エステルの塩類およびそれらの製造法 | |
| SU411084A1 (en, 2012) | ||
| JP3096277B2 (ja) | ５，６−ｏ−イソプロピリデン−ｌ−アスコルビン酸の製造法 | |
| KR830000567B1 (ko) | (-)시스-1, 2-에폭시프로 필포스폰산의 염의 제조방법 | |
| US3879456A (en) | Process for preparing chlortetracycline neutral base |