CN101798314B - 一种盐酸头孢甲肟化合物的精制方法 - Google Patents
一种盐酸头孢甲肟化合物的精制方法 Download PDFInfo
- Publication number
- CN101798314B CN101798314B CN201010130555XA CN201010130555A CN101798314B CN 101798314 B CN101798314 B CN 101798314B CN 201010130555X A CN201010130555X A CN 201010130555XA CN 201010130555 A CN201010130555 A CN 201010130555A CN 101798314 B CN101798314 B CN 101798314B
- Authority
- CN
- China
- Prior art keywords
- cefmenoxime
- filtrating
- value
- purification
- solution
- 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 - Fee Related
Links
- 229960003791 cefmenoxime Drugs 0.000 title claims abstract description 15
- -1 cefmenoxime hydrochloride compound Chemical class 0.000 title claims abstract description 10
- 238000000746 purification Methods 0.000 claims abstract description 18
- 238000000926 separation method Methods 0.000 claims abstract description 8
- MPTNDTIREFCQLK-UNVJPQNDSA-N cefmenoxime hydrochloride Chemical compound [H+].[Cl-].S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1CSC1=NN=NN1C.S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1CSC1=NN=NN1C MPTNDTIREFCQLK-UNVJPQNDSA-N 0.000 claims description 32
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 238000003756 stirring Methods 0.000 claims description 17
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 10
- 238000002953 preparative HPLC Methods 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 6
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 6
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 6
- 235000017550 sodium carbonate Nutrition 0.000 claims description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000000741 silica gel Substances 0.000 claims description 5
- 229910002027 silica gel Inorganic materials 0.000 claims description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 2
- 235000015320 potassium carbonate Nutrition 0.000 claims description 2
- 238000005262 decarbonization Methods 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 238000010669 acid-base reaction Methods 0.000 abstract description 3
- 239000003814 drug Substances 0.000 abstract description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 238000001179 sorption measurement Methods 0.000 abstract 1
- 238000005261 decarburization Methods 0.000 description 7
- 238000004128 high performance liquid chromatography Methods 0.000 description 7
- 238000005160 1H NMR spectroscopy Methods 0.000 description 6
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 6
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 6
- HJJDBAOLQAWBMH-YCRCPZNHSA-N cefmenoxime Chemical compound S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)\C(=N/OC)C=2N=C(N)SC=2)CC=1CSC1=NN=NN1C HJJDBAOLQAWBMH-YCRCPZNHSA-N 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 229930186147 Cephalosporin Natural products 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- ODFJOVXVLFUVNQ-UHFFFAOYSA-N acetarsol Chemical compound CC(=O)NC1=CC([As](O)(O)=O)=CC=C1O ODFJOVXVLFUVNQ-UHFFFAOYSA-N 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 230000003570 biosynthesizing effect Effects 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 229940124587 cephalosporin Drugs 0.000 description 1
- 150000001780 cephalosporins Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 238000013094 purity test Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Cephalosporin Compounds (AREA)
Abstract
Description
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201010130555XA CN101798314B (zh) | 2010-03-24 | 2010-03-24 | 一种盐酸头孢甲肟化合物的精制方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201010130555XA CN101798314B (zh) | 2010-03-24 | 2010-03-24 | 一种盐酸头孢甲肟化合物的精制方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101798314A CN101798314A (zh) | 2010-08-11 |
CN101798314B true CN101798314B (zh) | 2012-06-27 |
Family
ID=42594172
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201010130555XA Expired - Fee Related CN101798314B (zh) | 2010-03-24 | 2010-03-24 | 一种盐酸头孢甲肟化合物的精制方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN101798314B (zh) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102329329B (zh) | 2011-07-15 | 2012-09-05 | 海南灵康制药有限公司 | 盐酸头孢甲肟化合物的制法 |
CN102329313B (zh) * | 2011-07-15 | 2012-09-26 | 海南灵康制药有限公司 | 一种盐酸阿扎司琼化合物及其制法 |
CN102408439B (zh) * | 2011-10-20 | 2012-08-29 | 桂林澳林制药有限责任公司 | 一种注射用盐酸头孢甲肟化合物 |
CN102731531B (zh) * | 2012-06-12 | 2013-09-04 | 浙江尖峰药业有限公司 | 盐酸头孢甲肟化合物及其合成方法 |
CN102816174A (zh) * | 2012-09-10 | 2012-12-12 | 天津市嵩锐医药科技有限公司 | 一种无定型盐酸头孢甲肟化合物 |
CN103145735B (zh) * | 2013-03-21 | 2014-02-26 | 四川省惠达药业有限公司 | 一种注射用盐酸头孢甲肟化合物及其药物组合物 |
CN103554136B (zh) * | 2013-10-31 | 2015-07-15 | 哈药集团制药总厂 | 一种盐酸头孢甲肟干粉的制备方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101348494A (zh) * | 2008-09-02 | 2009-01-21 | 海南数尔药物研究有限公司 | 高纯度盐酸头孢甲肟及其制备方法 |
CN101362770A (zh) * | 2007-08-10 | 2009-02-11 | 上海新先锋药业有限公司 | 硫酸头孢匹罗制备工艺 |
-
2010
- 2010-03-24 CN CN201010130555XA patent/CN101798314B/zh not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101362770A (zh) * | 2007-08-10 | 2009-02-11 | 上海新先锋药业有限公司 | 硫酸头孢匹罗制备工艺 |
CN101348494A (zh) * | 2008-09-02 | 2009-01-21 | 海南数尔药物研究有限公司 | 高纯度盐酸头孢甲肟及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN101798314A (zh) | 2010-08-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN101798314B (zh) | 一种盐酸头孢甲肟化合物的精制方法 | |
CN102391289B (zh) | 头孢他啶中间体及头孢他啶的合成方法 | |
CN105131017A (zh) | 一种盐酸头孢卡品酯的制备方法 | |
CN101544660A (zh) | 一种头孢克肟化合物及其制法 | |
CN101787021B (zh) | 一种高纯度的盐酸托烷司琼化合物 | |
CN102936246A (zh) | 丁苯那嗪的合成方法 | |
CN101787036B (zh) | 一种高纯度的头孢孟多酯钠化合物 | |
CN102167705B (zh) | 一种盐酸头孢甲肟的制备方法 | |
CN102633819A (zh) | 一种头孢西丁的制备方法 | |
CN101787037B (zh) | 一种高纯度的盐酸头孢替安化合物 | |
CN113024554B (zh) | 一种卢美哌隆中间体的制备方法 | |
CN101787039B (zh) | 一种高纯度的头孢美唑钠化合物 | |
CN104341435B (zh) | 头孢曲松钠的精制方法 | |
CN103467496A (zh) | 7-[(噻唑基羟基亚氨基)乙酰氨基]-3-甲基头孢烷酸的制备方法及另一用途 | |
CN101857601B (zh) | 一种高纯度的拉氧头孢钠化合物 | |
CN102010433B (zh) | 一种盐酸头孢吡肟化合物及其新制法 | |
CN102911186B (zh) | 一种头孢唑肟钠的制备及精制方法 | |
CN103044416A (zh) | 一种卡芦莫南钠的合成方法 | |
CN102898441A (zh) | 一种头孢替安的合成方法 | |
CN102010432B (zh) | 一种头孢地嗪钠化合物及其新方法 | |
CN102079750B (zh) | 一种头孢唑肟钠化合物及其新方法 | |
CN101891755B (zh) | 一种头孢磺啶钠化合物及其新制法 | |
CN102746324B (zh) | 一种盐酸头孢替安的纯化方法及盐酸头孢替安无菌粉针剂 | |
CN104230956B (zh) | 一种头孢西丁的制备方法 | |
CN106117244B (zh) | 头孢妥仑匹酯的精制方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
ASS | Succession or assignment of patent right |
Owner name: HAINAN LINGKANG PHARMACEUTICAL CO., LTD. Free format text: FORMER OWNER: HAINAN SHU ER PHARMACEUTICAL RESEARCH CO., LTD. Effective date: 20130726 |
|
C41 | Transfer of patent application or patent right or utility model | ||
COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 570125 HAIKOU, HAINAN PROVINCE TO: 570216 HAIKOU, HAINAN PROVINCE |
|
TR01 | Transfer of patent right |
Effective date of registration: 20130726 Address after: 570216 Hainan Province, Haikou city Jinpan Industrial Development Zone Industrial Village No. 3-6 building Patentee after: Hainan Lingkang Pharmaceutical Co., Ltd. Address before: Hainan province Haikou City Jinmao road 570125 No. 1 hillside garden Hillsborough court room 1378 Patentee before: Hainan Shu Er Pharmaceutical Research Co., Ltd. |
|
DD01 | Delivery of document by public notice |
Addressee: Hainan Lingkang Pharmaceutical Co., Ltd. Document name: Notification to Pay the Fees |
|
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120627 Termination date: 20160324 |
|
CF01 | Termination of patent right due to non-payment of annual fee |