JPS62273993A - １−β−Ｄ−アラビノフラノシルシトシン−５′−ステアリルりん酸ナトリウム塩の新規製造法 - Google Patents
１−β−Ｄ−アラビノフラノシルシトシン−５′−ステアリルりん酸ナトリウム塩の新規製造法Info
- Publication number
- JPS62273993A JPS62273993A JP61114680A JP11468086A JPS62273993A JP S62273993 A JPS62273993 A JP S62273993A JP 61114680 A JP61114680 A JP 61114680A JP 11468086 A JP11468086 A JP 11468086A JP S62273993 A JPS62273993 A JP S62273993A
- Authority
- JP
- Japan
- Prior art keywords
- stearyl phosphate
- alacitidine
- beta
- arabinofuranosylcytosine
- stearyl
- 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
- 229910019142 PO4 Inorganic materials 0.000 title claims abstract description 14
- 239000010452 phosphate Substances 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 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 title description 4
- 229910052708 sodium Inorganic materials 0.000 title description 4
- 239000011734 sodium Substances 0.000 title description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 27
- 239000007864 aqueous solution Substances 0.000 claims abstract description 10
- 159000000000 sodium salts Chemical class 0.000 claims description 4
- UHGIMQLJWRAPLT-UHFFFAOYSA-N octadecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(O)=O UHGIMQLJWRAPLT-UHFFFAOYSA-N 0.000 claims description 3
- 239000000243 solution Substances 0.000 abstract description 7
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 230000009876 antimalignant effect Effects 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 239000000047 product Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 6
- 239000013078 crystal Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000003125 aqueous solvent Substances 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 238000004811 liquid chromatography Methods 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- -1 concentrated Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- MVFPQYVAVMINHP-UHFFFAOYSA-L disodium;octadecyl phosphate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCCCCCCOP([O-])([O-])=O MVFPQYVAVMINHP-UHFFFAOYSA-L 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000010979 pH adjustment Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- UHDGCWIWMRVCDJ-CCXZUQQUSA-N Cytarabine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 229960000684 cytarabine Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical class CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61114680A JPS62273993A (ja) | 1986-05-21 | 1986-05-21 | １−β−Ｄ−アラビノフラノシルシトシン−５′−ステアリルりん酸ナトリウム塩の新規製造法 |
| DE8787104071T DE3773716D1 (de) | 1986-03-24 | 1987-03-19 | Verfahren zur herstellung von monosodiumsalz und dessen monohydrat von 1-beta-d-arabinofuranosylcytosin-5'stearylphosphat und diese enthaltende pharmazeutische zusammensetzung. |
| EP87104071A EP0239015B1 (en) | 1986-03-24 | 1987-03-19 | Process for producing 1-beta-d-arabinofuranosylcytosine-5'-stearylphosphate monosodium salt and monohydrate thereof, and pharmaceutical composition containing the latter |
| ES198787104071T ES2031462T3 (es) | 1986-03-24 | 1987-03-19 | Procedimiento para producir 1-b-d-arabinofuranosilcitosina-5'-estearilfosfato monosodico y monohidrato de la misma, y compuesto farmaceutico que contiene esta ultima. |
| AU70475/87A AU592165B2 (en) | 1986-03-24 | 1987-03-20 | Process for producing 1-beta-D-arabinofuranosylcytosine-5- stearylphosphate monosodium salt and monohydrate thereof |
| HU871247A HU196429B (en) | 1986-03-24 | 1987-03-20 | Process for preparing monosodium salts of 1-beta-d-arabinofuranozylcytozine-5'-stearyl phosphate and the monohydrate of this salt |
| CA000532597A CA1270820A (en) | 1986-03-24 | 1987-03-20 | PROCESS FOR PRODUCING 1-.beta.-D- ARABINOFURANOSYLCYTOSINE-5'-STEARYLPHOSPHATE MONOSODIUM SALT AND MONOHYDRATE THEREOF |
| US07/028,951 US4812560A (en) | 1986-03-24 | 1987-03-23 | Process for producing 1-β-D-arabinofuranosylcytosine-5'-stearylphosphate monosodium salt and monohydrate thereof |
| KR1019870002697A KR910008801B1 (ko) | 1986-03-24 | 1987-03-23 | 1-β-D-아라비노푸라노실시토신-5′-스테아릴포스페이트 모노나트륨염 |
| US07/399,303 US5049663A (en) | 1986-03-24 | 1989-08-25 | Process for producing 1-β-D-arabinofuranosylcytosine-5'-stearylphosphate monosodium salt and monohydrate thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61114680A JPS62273993A (ja) | 1986-05-21 | 1986-05-21 | １−β−Ｄ−アラビノフラノシルシトシン−５′−ステアリルりん酸ナトリウム塩の新規製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62273993A true JPS62273993A (ja) | 1987-11-28 |
| JPS6335639B2 JPS6335639B2 (enExample) | 1988-07-15 |
Family
ID=14643944
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61114680A Granted JPS62273993A (ja) | 1986-03-24 | 1986-05-21 | １−β−Ｄ−アラビノフラノシルシトシン−５′−ステアリルりん酸ナトリウム塩の新規製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62273993A (enExample) |
-
1986
- 1986-05-21 JP JP61114680A patent/JPS62273993A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6335639B2 (enExample) | 1988-07-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Griess | XX. On a new class of compounds in which nitrogen is substituted for hydrogen | |
| JPH0770120A (ja) | 安定な結晶構造を有するベンゾオキサジン化合物およびその製造法 | |
| JP3579423B2 (ja) | ロバプラチナ三水和物 | |
| Battersby et al. | The chemistry of tyrocidine. II. Molecular weight studies | |
| Maw | Thetin–homocysteine transmethylase. A preliminary manometric study of the enzyme from rat liver | |
| WO1990002133A1 (en) | Method for preparing sucralfate and aai-10001 | |
| Smith et al. | A Reinvestigation of the Preparation of β-Methyl Lactoside1, 2 | |
| JPH03101683A (ja) | 新規物理化学的特性を有するモノ―（２―アンモニウム―２―ヒドロキシメチル―１，３―プロパンジオール）（２ｒ，シス）―１，２―エポキシプロピルホスホネートならびにその製法 | |
| JPS62273993A (ja) | １−β−Ｄ−アラビノフラノシルシトシン−５′−ステアリルりん酸ナトリウム塩の新規製造法 | |
| EP0239015B1 (en) | Process for producing 1-beta-d-arabinofuranosylcytosine-5'-stearylphosphate monosodium salt and monohydrate thereof, and pharmaceutical composition containing the latter | |
| TW202437B (enExample) | ||
| JPS5915886B2 (ja) | ウイルス感染症の進展を阻止する獣医用薬剤 | |
| Liddell | The sodium metaphosphate system. Two new crystalline phases of sodium metaphosphate produced by thermal means | |
| JPH07508495A (ja) | オキシテトラサイクリンの精製方法および中間体 | |
| Levitan et al. | Polarographic Studies of Sulfonamides. I. The Oxidation Products of Sulfanilamide | |
| Rowley et al. | Preparation and properties of calcium monofluorophosphate dihydrate | |
| Johnson et al. | The Density of Solutions of Alkali Metals in Liquid Ammonia | |
| Huntress et al. | Identification of Organic Compounds. VI. 1 The Preparation of p-Nitrobenzyl-pyridinium Salts of Aromatic Sulfonic Acids | |
| JPS6114156B2 (enExample) | ||
| Galat et al. | A new method for the isolation of histamine | |
| JPS59513B2 (ja) | Ｎ−置換サイクロセリンの製造法 | |
| McALLISTER | Colour reaction for certain mercaptoimidazoles | |
| JPS6365053B2 (enExample) | ||
| Mudarisova et al. | Manganese (II) Complex Compounds with Apple Pectin Modified with Amino Acids (L-Phenylalanine, L-Histidine, and L-Tryptophan) | |
| SU420566A1 (ru) | Способ получения комплексной соли хлоридовмеди и аммония |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |