CN102977024B - 一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐i型晶体 - Google Patents
一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐i型晶体 Download PDFInfo
- Publication number
- CN102977024B CN102977024B CN201210473858.0A CN201210473858A CN102977024B CN 102977024 B CN102977024 B CN 102977024B CN 201210473858 A CN201210473858 A CN 201210473858A CN 102977024 B CN102977024 B CN 102977024B
- Authority
- CN
- China
- Prior art keywords
- tartrate
- phenyl urethan
- type crystal
- meptazinol
- meptazinol phenyl
- 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
- 239000013078 crystal Substances 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 claims abstract description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 16
- 239000000843 powder Substances 0.000 claims description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 11
- 239000012046 mixed solvent Substances 0.000 claims description 8
- 229940095064 tartrate Drugs 0.000 claims description 5
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 4
- 238000001757 thermogravimetry curve Methods 0.000 claims description 4
- JLICHNCFTLFZJN-OAHLLOKOSA-N 3-[(3s)-3-ethyl-1-methylazepan-3-yl]phenol Chemical compound C=1C=CC(O)=CC=1[C@]1(CC)CCCCN(C)C1 JLICHNCFTLFZJN-OAHLLOKOSA-N 0.000 claims description 2
- PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical class OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 238000000634 powder X-ray diffraction Methods 0.000 abstract description 6
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 2
- LBKPGNUOUPTQKA-UHFFFAOYSA-N ethyl n-phenylcarbamate Chemical compound CCOC(=O)NC1=CC=CC=C1 LBKPGNUOUPTQKA-UHFFFAOYSA-N 0.000 abstract 2
- JLICHNCFTLFZJN-HNNXBMFYSA-N meptazinol Chemical compound C=1C=CC(O)=CC=1[C@@]1(CC)CCCCN(C)C1 JLICHNCFTLFZJN-HNNXBMFYSA-N 0.000 abstract 2
- 229960000365 meptazinol Drugs 0.000 abstract 2
- 239000012065 filter cake Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 210000004556 brain Anatomy 0.000 description 2
- 229960000935 dehydrated alcohol Drugs 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000000825 pharmaceutical preparation Substances 0.000 description 2
- 210000002966 serum Anatomy 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 206010048650 Cholinesterase inhibition Diseases 0.000 description 1
- 206010012289 Dementia Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000007707 calorimetry Methods 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 229940000406 drug candidate Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229960004756 ethanol Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- -1 phenol carbanilic acid ester compounds Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
Claims (7)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201210473858.0A CN102977024B (zh) | 2012-05-25 | 2012-11-09 | 一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐i型晶体 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2012101645620 | 2012-05-25 | ||
CN201210164562.0 | 2012-05-25 | ||
CN201210164562 | 2012-05-25 | ||
CN201210473858.0A CN102977024B (zh) | 2012-05-25 | 2012-11-09 | 一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐i型晶体 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN102977024A CN102977024A (zh) | 2013-03-20 |
CN102977024B true CN102977024B (zh) | 2016-08-24 |
Family
ID=47851422
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201210473858.0A Expired - Fee Related CN102977024B (zh) | 2012-05-25 | 2012-11-09 | 一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐i型晶体 |
CN201210473914.0A Expired - Fee Related CN103420911B (zh) | 2012-05-25 | 2012-11-09 | 一种左旋美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐及制备方法 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201210473914.0A Expired - Fee Related CN103420911B (zh) | 2012-05-25 | 2012-11-09 | 一种左旋美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐及制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (2) | CN102977024B (zh) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103755635A (zh) * | 2014-01-20 | 2014-04-30 | 中国计量学院 | 氯卡色林衍生物及其盐的合成方法 |
CN106866733B (zh) * | 2015-12-11 | 2020-11-20 | 凯瑞康宁生物工程(武汉)有限公司 | 左旋美普他酚前药及其制备方法和用途 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1850804A (zh) * | 2006-03-31 | 2006-10-25 | 复旦大学 | 光学纯美普他酚或其盐类及其制备方法 |
CN101020661A (zh) * | 2007-03-19 | 2007-08-22 | 复旦大学 | (-)-美普他酚氨基甲酸酯类衍生物和/或其盐类及其制备方法和用途 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101786986A (zh) * | 2010-03-03 | 2010-07-28 | 复旦大学 | (+)-美普他酚前药或其盐及其制备方法 |
-
2012
- 2012-11-09 CN CN201210473858.0A patent/CN102977024B/zh not_active Expired - Fee Related
- 2012-11-09 CN CN201210473914.0A patent/CN103420911B/zh not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1850804A (zh) * | 2006-03-31 | 2006-10-25 | 复旦大学 | 光学纯美普他酚或其盐类及其制备方法 |
CN101020661A (zh) * | 2007-03-19 | 2007-08-22 | 复旦大学 | (-)-美普他酚氨基甲酸酯类衍生物和/或其盐类及其制备方法和用途 |
Also Published As
Publication number | Publication date |
---|---|
CN103420911B (zh) | 2016-06-08 |
CN102977024A (zh) | 2013-03-20 |
CN103420911A (zh) | 2013-12-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
TWI597277B (zh) | 一種酪胺酸激酶抑制劑的二馬來酸鹽的第i型結晶及製備方法 | |
CN102977024B (zh) | 一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐i型晶体 | |
CN102766097B (zh) | 一种依达拉奉a型晶体及其制备方法 | |
CN105061420A (zh) | 一种jak抑制剂的晶型及其制备方法和应用 | |
JP7351061B2 (ja) | 縮合環ピリミジン系化合物の塩、結晶形並びにその製造方法と使用 | |
CN103709139A (zh) | 无水右兰索拉唑的制备方法 | |
CN105777655A (zh) | 萘普替尼对甲苯磺酸盐的α晶型及制备方法和含有其的药物组合物 | |
CN115260210B (zh) | 千金藤素晶型及其制备方法 | |
CN102977022B (zh) | (-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐iv型晶体 | |
CN103130661B (zh) | 盐酸达泊西汀的晶体、无定形物及其制备方法 | |
CN109748919A (zh) | 一种利格列汀的晶型及其制备方法 | |
CN106478636B (zh) | 替格瑞洛晶型及制备方法 | |
CN102070605B (zh) | 甲磺酸伊马替尼多晶型物和药用组合物 | |
TWI838531B (zh) | 索吡銨溴化物的結晶形態及其製造方法 | |
CN103130660B (zh) | 一类达泊西汀的酸式盐及其晶体,以及晶体的制备方法 | |
CN103709156A (zh) | 一种达沙替尼多晶型药物及其制备方法 | |
CN105777651A (zh) | 聚腺苷酸二磷酸核糖转移酶抑制剂的晶型及其制备方法和医药用途 | |
CN103772486A (zh) | 一种阿加曲班新晶型及其制备方法 | |
CN103130659B (zh) | 达泊西汀的酸式盐的晶体及其制备方法 | |
CN102977025B (zh) | 一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐ii型晶体 | |
CN102321083B (zh) | 一种无水盐酸莫西沙星晶型f的制备方法 | |
CN109776497A (zh) | 一种盐酸法舒地尔半水合物的制备方法 | |
CN102977023B (zh) | 一种(-)-美普他酚苯氨基甲酸酯-l-(+)-酒石酸盐iii型晶体 | |
CN106866519B (zh) | 一种罗氟司特晶型化合物及其制备方法 | |
CN102267926A (zh) | 盐酸胍法辛的晶型a及其制备方法 |
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 | ||
C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20160831 Address after: 264205 No. 1 South Qingdao Road, Weihai economic and technological development, Shandong Patentee after: Disha Pharmaceutical Industry Group Corp., Ltd. Patentee after: Weihai Disu Pharmaceutical Co., Ltd. Address before: 264205 No. 1 South Qingdao Road, Weihai economic and technological development, Shandong Patentee before: Disha Pharmaceutical Industry Group Corp., Ltd. Patentee before: Disha Pharmaceutical Group Shandong Disha Pharmaceutical Co., Ltd. Patentee before: Weihai Disu Pharmaceutical Co., Ltd. Patentee before: Weihai Weitai Medical Technology Development Co., Ltd. |
|
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20160824 Termination date: 20181109 |
|
CF01 | Termination of patent right due to non-payment of annual fee |