JP2016538574A5 - - Google Patents
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- Publication number
- JP2016538574A5 JP2016538574A5 JP2016554543A JP2016554543A JP2016538574A5 JP 2016538574 A5 JP2016538574 A5 JP 2016538574A5 JP 2016554543 A JP2016554543 A JP 2016554543A JP 2016554543 A JP2016554543 A JP 2016554543A JP 2016538574 A5 JP2016538574 A5 JP 2016538574A5
- Authority
- JP
- Japan
- Prior art keywords
- dulcitol
- minutes
- dianhydrogalactitol
- hplc
- formic acid
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 claims description 67
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 48
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 claims description 38
- AAFJXZWCNVJTMK-GUCUJZIJSA-N (1s,2r)-1-[(2s)-oxiran-2-yl]-2-[(2r)-oxiran-2-yl]ethane-1,2-diol Chemical compound C([C@@H]1[C@H](O)[C@H](O)[C@H]2OC2)O1 AAFJXZWCNVJTMK-GUCUJZIJSA-N 0.000 claims description 36
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 36
- 229950000758 dianhydrogalactitol Drugs 0.000 claims description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- 239000012535 impurity Substances 0.000 claims description 29
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 24
- 235000019253 formic acid Nutrition 0.000 claims description 24
- 238000010828 elution Methods 0.000 claims description 19
- 238000000105 evaporative light scattering detection Methods 0.000 claims description 15
- 238000004458 analytical method Methods 0.000 claims description 14
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 14
- 238000009472 formulation Methods 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 239000007857 degradation product Substances 0.000 claims description 8
- 239000000539 dimer Substances 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 230000014759 maintenance of location Effects 0.000 claims description 6
- 238000004587 chromatography analysis Methods 0.000 claims description 5
- 239000012925 reference material Substances 0.000 claims description 5
- 239000002879 Lewis base Substances 0.000 claims description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000356 contaminant Substances 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 239000007789 gas Substances 0.000 claims description 3
- 238000002347 injection Methods 0.000 claims description 3
- 239000007924 injection Substances 0.000 claims description 3
- 238000004895 liquid chromatography mass spectrometry Methods 0.000 claims description 3
- 239000006199 nebulizer Substances 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 230000035945 sensitivity Effects 0.000 claims description 3
- 239000000741 silica gel Substances 0.000 claims description 3
- 229910002027 silica gel Inorganic materials 0.000 claims description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 48
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 239000003480 eluent Substances 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- 230000004075 alteration Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14/083,135 | 2013-11-18 | ||
| US14/083,135 US9029164B2 (en) | 2012-02-27 | 2013-11-18 | Analytical methods for analyzing and determining impurities in dianhydrogalactitol |
| PCT/US2014/066087 WO2015074025A1 (en) | 2013-11-18 | 2014-11-18 | Hplc analysis of impurities in dianhydrogalactitol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016538574A JP2016538574A (ja) | 2016-12-08 |
| JP2016538574A5 true JP2016538574A5 (https=) | 2017-12-28 |
Family
ID=53058168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016554543A Pending JP2016538574A (ja) | 2013-11-18 | 2014-11-18 | ジアンヒドロガラクチトール中の不純物のｈｐｌｃ分析 |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP3071555A4 (https=) |
| JP (1) | JP2016538574A (https=) |
| KR (1) | KR20160108315A (https=) |
| CN (1) | CN107529337B (https=) |
| AU (1) | AU2014348232A1 (https=) |
| CA (1) | CA2931088A1 (https=) |
| CL (1) | CL2016001197A1 (https=) |
| IL (1) | IL245713A0 (https=) |
| MX (1) | MX2016006457A (https=) |
| WO (1) | WO2015074025A1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106397360A (zh) * | 2015-07-29 | 2017-02-15 | 广西梧州制药（集团）股份有限公司 | 叔丁醇在去水卫矛醇或其组合物冷冻干燥过程中的应用 |
| MX379918B (es) * | 2015-11-25 | 2025-03-11 | Del Mar Pharmaceuticals Bc Ltd | Metodos para analisis y resolucion de preparaciones de dianhidrogalactitol y derivados o analogos del mismo. |
| CN105445407B (zh) * | 2015-12-29 | 2017-04-19 | 成都普思生物科技股份有限公司 | 一种山桐子中脂肪酸和维生素e的检测方法 |
| US10927363B2 (en) | 2016-04-04 | 2021-02-23 | Mie University | DNA sequence and expression vector for alginate lyase |
| KR102270026B1 (ko) * | 2020-01-31 | 2021-06-28 | 현대약품 주식회사 | (3s)-3-(4-(3-(1,4-다이옥사스파이로[4,5]데스-7-엔-8-일)벤질옥시)페닐)헥스-4-이노익산의 품질 평가 방법 |
| CN114113352A (zh) * | 2020-08-28 | 2022-03-01 | 深圳波顿香料有限公司 | 发酵液中内酯型槐糖酯含量的测定方法 |
| US12295919B2 (en) | 2022-03-16 | 2025-05-13 | Mie University | Methods of treatment and prevention using 4-deoxy-L-erythro-5-hexoseulose uronic acid |
| CN120741731B (zh) * | 2025-09-08 | 2025-11-14 | 天津中医药大学 | 一种基于uplc-qtrap-ms/ms检测扶芳藤或复方扶芳藤合剂中化学成分的方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04297868A (ja) * | 1991-03-27 | 1992-10-21 | Tonen Corp | オリゴ糖の分析方法 |
| JPH09229920A (ja) * | 1996-02-26 | 1997-09-05 | Kao Corp | グラジェント液体クロマトグラフィー溶離液の処理方法 |
| US6060525A (en) * | 1996-03-01 | 2000-05-09 | Dionix Corporation | Removal of borate in chromatography |
| WO2000042225A1 (en) * | 1999-01-14 | 2000-07-20 | Board Of Supervisors Of Louisiana State Universityand Agricultural And Mechanical College | Process for the separation of sugars |
| US20060148732A1 (en) * | 2000-11-17 | 2006-07-06 | Gutterman Jordan U | Inhibition of NF-kappaB by triterpene compositions |
| JP2004294384A (ja) * | 2003-03-28 | 2004-10-21 | National Agriculture & Bio-Oriented Research Organization | １−デオキシノジリマイシンの測定方法 |
| WO2005007122A2 (en) * | 2003-07-18 | 2005-01-27 | Oakwood Laboratories, L.L.C. | Polymer stabilization |
| EP1747457B1 (en) * | 2004-05-20 | 2011-11-30 | Novartis AG | Analysis of liquid chromatography eluates |
| JP2008076340A (ja) * | 2006-09-25 | 2008-04-03 | Toppan Printing Co Ltd | 高感度検出方法およびその検出装置 |
| CA2703477C (en) * | 2007-10-25 | 2016-10-11 | Exelixis, Inc. | Pyridinyl substituted tropane compounds and uses thereof |
| EP2528918B1 (en) * | 2010-01-29 | 2014-09-10 | Nerviano Medical Sciences S.r.l. | 6,7-dihydroimidazo[1,5-a]pyrazin-8(5h)-one derivatives as protein kinase modulators |
| CA2808629C (en) * | 2010-08-18 | 2020-06-16 | Del Mar Pharmaceuticals | Method of synthesis of substituted hexitols such as dianhydrogalactitol |
| CN102008541B (zh) * | 2010-10-08 | 2012-07-04 | 广西中医学院 | 无糖型复方扶芳藤制剂中3种主要活性成分的同时检测方法 |
| MX2014010312A (es) * | 2012-02-27 | 2015-04-14 | Del Mar Pharmaceuticals | Metodos analiticos mejorados para analizar y determinar impurezas en dianhidrogalactitol. |
| BE1020835A5 (nl) * | 2012-03-20 | 2014-06-03 | Maes Francis N V | Werkwijze voor het vervaardigen van een plantenextract, i.h.b. uit desmodium. |
-
2014
- 2014-11-18 EP EP14862051.1A patent/EP3071555A4/en not_active Withdrawn
- 2014-11-18 CA CA2931088A patent/CA2931088A1/en not_active Abandoned
- 2014-11-18 CN CN201480073454.XA patent/CN107529337B/zh not_active Expired - Fee Related
- 2014-11-18 MX MX2016006457A patent/MX2016006457A/es unknown
- 2014-11-18 AU AU2014348232A patent/AU2014348232A1/en not_active Abandoned
- 2014-11-18 JP JP2016554543A patent/JP2016538574A/ja active Pending
- 2014-11-18 WO PCT/US2014/066087 patent/WO2015074025A1/en not_active Ceased
- 2014-11-18 KR KR1020167016274A patent/KR20160108315A/ko not_active Withdrawn
-
2016
- 2016-05-18 CL CL2016001197A patent/CL2016001197A1/es unknown
- 2016-05-18 IL IL245713A patent/IL245713A0/en unknown
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