CN100457770C - Process of refining calcium dibutyryl adenosine cyclophosphate - Google Patents
Process of refining calcium dibutyryl adenosine cyclophosphate Download PDFInfo
- Publication number
- CN100457770C CN100457770C CNB2006101550451A CN200610155045A CN100457770C CN 100457770 C CN100457770 C CN 100457770C CN B2006101550451 A CNB2006101550451 A CN B2006101550451A CN 200610155045 A CN200610155045 A CN 200610155045A CN 100457770 C CN100457770 C CN 100457770C
- Authority
- CN
- China
- Prior art keywords
- ate
- calcium
- dibutyryladenosine cyclophosph
- calcium dibutyryladenosine
- acetone
- 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.)
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- RCFZVVHQICKFQW-NGVPHMJWSA-L calcium;[(4ar,6r,7r,7ar)-6-[6-(butanoylamino)purin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate Chemical compound [Ca+2].C([C@H]1O2)OP([O-])(=O)O[C@H]1[C@@H](OC(=O)CCC)[C@@H]2N1C(N=CN=C2NC(=O)CCC)=C2N=C1.C([C@H]1O2)OP([O-])(=O)O[C@H]1[C@@H](OC(=O)CCC)[C@@H]2N1C(N=CN=C2NC(=O)CCC)=C2N=C1 RCFZVVHQICKFQW-NGVPHMJWSA-L 0.000 title claims abstract description 42
- 238000000034 method Methods 0.000 title claims abstract description 13
- 238000007670 refining Methods 0.000 title abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 42
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000000843 powder Substances 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 claims abstract description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 24
- 239000012043 crude product Substances 0.000 claims description 14
- 238000000746 purification Methods 0.000 claims description 7
- 239000000047 product Substances 0.000 abstract description 5
- 238000003756 stirring Methods 0.000 abstract 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- YBPWNFMPWVRSOD-QDEZUTFSSA-N 5-[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]-5-hydroxynonane-4,6-dione Chemical compound C(CCC)(=O)C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C=NC=2C(N)=NC=NC1=2)O)O)(O)C(CCC)=O YBPWNFMPWVRSOD-QDEZUTFSSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- CJGYSWNGNKCJSB-YVLZZHOMSA-M [(4ar,6r,7r,7ar)-6-[6-(butanoylamino)purin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4h-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate Chemical compound C([C@H]1O2)OP([O-])(=O)O[C@H]1[C@@H](OC(=O)CCC)[C@@H]2N1C(N=CN=C2NC(=O)CCC)=C2N=C1 CJGYSWNGNKCJSB-YVLZZHOMSA-M 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- YHASWHZGWUONAO-UHFFFAOYSA-N butanoyl butanoate Chemical compound CCCC(=O)OC(=O)CCC YHASWHZGWUONAO-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
Calcium Dibutyryladenosine Cyclophosph-ate crude product (g) | Methyl alcohol (ml) | Acetone (ml) | Ether (ml) | Calcium Dibutyryladenosine Cyclophosph-ate content % | |
Embodiment 2 | 100 | 50 | 50 | 200 | 98.0 |
Embodiment 3 | 100 | 800 | 200 | 3000 | 98.1 |
Embodiment 4 | 100 | 150 | 200 | 500 | 98.3 |
Embodiment 5 | 100 | 100 | 1200 | 1000 | 98.1 |
Embodiment 6 | 100 | 33.3 | 370 | Do not add | 98.0 |
Embodiment 7 | 100 | 10 | 120 | Do not add | 98.0 |
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB2006101550451A CN100457770C (en) | 2006-12-06 | 2006-12-06 | Process of refining calcium dibutyryl adenosine cyclophosphate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB2006101550451A CN100457770C (en) | 2006-12-06 | 2006-12-06 | Process of refining calcium dibutyryl adenosine cyclophosphate |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101020707A CN101020707A (en) | 2007-08-22 |
CN100457770C true CN100457770C (en) | 2009-02-04 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2006101550451A Active CN100457770C (en) | 2006-12-06 | 2006-12-06 | Process of refining calcium dibutyryl adenosine cyclophosphate |
Country Status (1)
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CN (1) | CN100457770C (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103242403B (en) * | 2012-06-21 | 2016-01-20 | 北京赛盟医药科技发展有限公司 | High-purity dibutyryladenosine cyclophosphate calcium and preparation method thereof |
CN104262436A (en) * | 2014-09-19 | 2015-01-07 | 北京赛盟医药科技发展有限公司 | Amorphous calcium bucladesine sterile powder |
CN105566423A (en) * | 2014-10-17 | 2016-05-11 | 上海紫源制药有限公司 | Method for purifying calcium dibutyryladenosine cyclophosphate |
CN104490798B (en) * | 2014-12-24 | 2018-05-11 | 上海第一生化药业有限公司 | Nodeless mesh water Calcium Dibutyryladenosine Cyclophosph-ate crystal form freeze-dried powder and preparation method thereof |
CN104478979A (en) * | 2014-12-24 | 2015-04-01 | 上海第一生化药业有限公司 | Crystal water-free calcium dibutyryladenosine cyclophosphate crystal form, as well as preparation method and application thereof |
CN108997430B (en) * | 2018-07-16 | 2020-05-22 | 南京工业大学 | Crystal of calcium dibutyryladenosine cyclophosphate |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS48498U (en) * | 1971-05-31 | 1973-01-06 | ||
JPS5195096A (en) * | 1975-02-14 | 1976-08-20 | NUKUREOCHIDO JUDOTAINOSHU TOKUHO | |
JPS51113896A (en) * | 1975-03-31 | 1976-10-07 | Dai Ichi Seiyaku Co Ltd | Process for preparing adenosine phosphoric acid derivatives |
JPS58194895A (en) * | 1982-05-10 | 1983-11-12 | Dai Ichi Seiyaku Co Ltd | Improved method for preparing na salt of dbc-amp (n6,2'-o-dibutyryladenosine-3,5'-cyclic phosphate) |
CN1554358A (en) * | 2003-12-23 | 2004-12-15 | 上海第一生化药业有限公司 | Dibutyryl cyclic adenosine monophosphate preparation and preparing method |
-
2006
- 2006-12-06 CN CNB2006101550451A patent/CN100457770C/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS48498U (en) * | 1971-05-31 | 1973-01-06 | ||
JPS5195096A (en) * | 1975-02-14 | 1976-08-20 | NUKUREOCHIDO JUDOTAINOSHU TOKUHO | |
JPS51113896A (en) * | 1975-03-31 | 1976-10-07 | Dai Ichi Seiyaku Co Ltd | Process for preparing adenosine phosphoric acid derivatives |
JPS58194895A (en) * | 1982-05-10 | 1983-11-12 | Dai Ichi Seiyaku Co Ltd | Improved method for preparing na salt of dbc-amp (n6,2'-o-dibutyryladenosine-3,5'-cyclic phosphate) |
CN1554358A (en) * | 2003-12-23 | 2004-12-15 | 上海第一生化药业有限公司 | Dibutyryl cyclic adenosine monophosphate preparation and preparing method |
Non-Patent Citations (5)
Title |
---|
Derivatives of cyclic 3',5'-adenosine monophosphate. Posternak,Th. et.al.Biochimica et Biophysica Acta,Vol.65 . 1962 |
Derivatives of cyclic 3',5'-adenosine monophosphate. Posternak,Th. et.al.Biochimica et Biophysica Acta,Vol.65 . 1962 * |
最新生化药物制备技术. 李良铸,李明晔,246-248,中国医药科技出版社. 2001 |
最新生化药物制备技术. 李良铸,李明晔,246-248,中国医药科技出版社. 2001 * |
特开昭51-32589A 1976.03.19 |
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CN101020707A (en) | 2007-08-22 |
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Denomination of invention: Refining method of dibutyryl cyclic adenosine monophosphate calcium Effective date of registration: 20220121 Granted publication date: 20090204 Pledgee: Hangzhou High-tech Financing Guarantee Co.,Ltd. Pledgor: HANGZHOU MEIYA PHARMACY Co.,Ltd. Registration number: Y2022330000152 |
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