HRP20140263T1 - KRISTALIZACIJA EPIDAUNORUBICINA Ă— HCl - Google Patents
KRISTALIZACIJA EPIDAUNORUBICINA Ă— HCl Download PDFInfo
- Publication number
- HRP20140263T1 HRP20140263T1 HRP20140263AT HRP20140263T HRP20140263T1 HR P20140263 T1 HRP20140263 T1 HR P20140263T1 HR P20140263A T HRP20140263A T HR P20140263AT HR P20140263 T HRP20140263 T HR P20140263T HR P20140263 T1 HRP20140263 T1 HR P20140263T1
- Authority
- HR
- Croatia
- Prior art keywords
- solvent
- volume
- mixture
- solvents
- group
- Prior art date
Links
- STQGQHZAVUOBTE-RPDDNNBZSA-N (7s,9s)-9-acetyl-7-[(2r,4s,5r,6s)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 STQGQHZAVUOBTE-RPDDNNBZSA-N 0.000 title claims 7
- 238000002425 crystallisation Methods 0.000 title claims 2
- 230000008025 crystallization Effects 0.000 title claims 2
- 239000002904 solvent Substances 0.000 claims 31
- 238000000034 method Methods 0.000 claims 13
- 239000000203 mixture Substances 0.000 claims 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 6
- 239000011877 solvent mixture Substances 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- GUGHGUXZJWAIAS-RBSGUPIDSA-N (7s,9s)-9-acetyl-7-[(2r,4s,5r,6s)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione;hydrochloride Chemical compound Cl.O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 GUGHGUXZJWAIAS-RBSGUPIDSA-N 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Compounds Of Unknown Constitution (AREA)
Claims (13)
1. Postupak pripreme kristalnog 4'-epidaunorubicin-hidroklorida, naznačen time da obuhvaća kristalizaciju 4'-epidaunorubicin-hidroklorida u sustavu otapala, sastoji je od:
a) Otapala A, koje je odabrano iz skupine, koja se sastoji iz C1- i C2- halogeniranih otapala i njihovih mješavina,
b) Otapala B, koje je odabrano iz skupine, koja se sastoji od ravnolančanih i razgranjenih alkohola i njihovih mješavina,
c) Otapala C, koje je odabrano iz skupine, koja se sastoji od ravnolančanih i razgranjenih C1- do C5- alkohola i njihovih mješavina, pri čemu je otapalo C odgovarajuće odabrano, tako da 4'-epidaunorubicin-hidroklorid pri tome ima manju topljivost nego u otapalu B.
2. Postupak prema zahtjevu 1, naznačen time da sustav otapala obuhvaća 0,1-20 volumnih % otapala A, 7-50 volumnih % otapala B i 45-92 volumnih % otapala C.
3. Postupak prema zahtjevu 2, naznačen time da sustav otapala obuhvaća 1-6 volumnih % otapala A, 10-40 volumnih % otapala B i 54-89 volumnih % otapala C.
4. Postupak prema zahtjevu 1, naznačen time da obuhvaća
a) Otapanje 4'-epidaunorubicin-hidroklorida u mješavini otapala I, koja sadrži otapalo A (i) i otapalo B (ii) ili C i
b) Dovođenje u kontakt otopine sadržane u a) sa mješavinom otapala II, koja sadrži otapala B i C.
5. Postupak prema zahtjevu 4, naznačen time da mješavina sadrži otapala I (i), otapalo A i (ii) otapalo B ili C, u omjeru volumena između 1:2 i 4:1, prednost se daje omjeru između 0,75:1 i 3:1, a najviše se prednost daje omjeru između 1:1 i 2:1.
6. Postupak prema zahtjevu 4, naznačen time da mješavina otapala nakon dovođenja u kontakt mješavine otapala I sa mješavinom otapala II, sadrži 0,1-20 volumnih %, prednost se daje 0,1-15 volumnih %, još veća prednost se daje 0,1-12 volumnih %, a najviše se prednost daje 0,1-10 volumnih %, otapala A.
7. Postupak prema zahtjevu 1, naznačen time da koncentracija 4'-epidaunorubicin-hidroklorida u sustavu otapala leži između 7 g/l i 30 g/l, prednost se daje omjeru između 7,5 g/l i 25 g/l, a najveća prednost se daje omjeru između 8 g/l i 20 g/l.
8. Postupak prema zahtjevu 4, naznačeno time da se otapanje 4'-epidaunorubicin-hidroklorida u mješavini otapala I odvija na temperaturi u području između 40-80°C, prednost ima područje 50-70°C, a najveću prednost ima područje između 55 i 65°C.
9. Postupak prema zahtjevu 8, naznačen time da mješavina, koja nastaje nakon dovođenja u kontakt otopine 4'-epidaunorubicin-hidroklorida sa mješavinom otopina II, će biti ohlađena na temperaturu u području od 5-35°C, prednost ima područje15 -30°C, najviše prednosti se daje području od 20-30°C.
10. Postupak prema jednom od prethodnih zahtjeva, naznačeno time da je otapalo A odabrano iz skupine, koja se sastoji od kloroforma i diklormetana.
11. Postupak prema jednom od prethodnih zahtjeva, naznačeno time da je otapalo C odabrano iz skupine, koja se sastoji od metanola, etanola i 1-propanola.
12. Postupak prema jednom od prethodnih zahtjeva, naznačeno time da je otapalo C odabrano iz skupine, koja se sastoji od 1-butanola, izopropanola, izobutanola i 1-pentanola.
13. Postupak prema jednom od prethodnih zahtjeva, naznačeno time da sustav otapala, uz izuzetak otapala A, B i C, ne sadrži nikakva druga otapala.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP09011459.6A EP2301943B1 (en) | 2009-09-08 | 2009-09-08 | Crystallization of epidaunorubicin x HCI |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20140263T1 true HRP20140263T1 (hr) | 2014-04-25 |
Family
ID=41483008
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20140263AT HRP20140263T1 (hr) | 2009-09-08 | 2014-03-20 | KRISTALIZACIJA EPIDAUNORUBICINA Ă— HCl |
Country Status (16)
Country | Link |
---|---|
US (3) | US8686164B2 (hr) |
EP (2) | EP2301943B1 (hr) |
JP (2) | JP5858481B2 (hr) |
KR (1) | KR101480376B1 (hr) |
CN (2) | CN103347891B (hr) |
AU (1) | AU2010294532B2 (hr) |
BR (1) | BR112012005126A8 (hr) |
CA (1) | CA2772260C (hr) |
HR (1) | HRP20140263T1 (hr) |
MX (1) | MX2012002869A (hr) |
PL (1) | PL2301943T3 (hr) |
RU (1) | RU2564415C2 (hr) |
SG (1) | SG178461A1 (hr) |
UA (1) | UA111580C2 (hr) |
WO (1) | WO2011029576A1 (hr) |
ZA (1) | ZA201202405B (hr) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2301943B1 (en) | 2009-09-08 | 2014-01-08 | Heraeus Precious Metals GmbH & Co. KG | Crystallization of epidaunorubicin x HCI |
DE102011103751A1 (de) * | 2011-05-31 | 2012-12-06 | Heraeus Precious Metals Gmbh & Co. Kg | Kristallisierung von Epirubicinhydrochlorid |
KR101428340B1 (ko) * | 2012-12-31 | 2014-08-07 | 현대자동차주식회사 | 이온성 용매를 이용한 락타이드 제조법 |
WO2015149001A1 (en) | 2014-03-27 | 2015-10-01 | The Brigham And Women's Hospital, Inc. | Metabolically-activated drug conjugates to overcome resistance in cancer therapy |
DE102014208194A1 (de) | 2014-04-30 | 2015-11-05 | Heraeus Deutschland GmbH & Co. KG | Aufreinigung von Epidaunorubicin |
US10301343B2 (en) | 2015-03-30 | 2019-05-28 | Meiji Seika Pharma Co., Ltd. | Method of producing epirubicin and novel production intermediate thereof |
CN109384822B (zh) * | 2017-08-11 | 2021-08-03 | 鲁南制药集团股份有限公司 | 一种盐酸表柔比星晶型及其制备方法 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1506200A (en) | 1975-04-30 | 1978-04-05 | Farmaceutici Italia | Glycosides |
US4345068A (en) * | 1979-11-22 | 1982-08-17 | Farmitalia Carlo Erba S.P.A. | Process for the preparation of 4'-epidaunorubicin, 3',4'-diepidaunorubicin, their doxorubicin analogs, and intermediates used in said process |
IT1155446B (it) | 1982-12-23 | 1987-01-28 | Erba Farmitalia | Procedimento per la purificazione di glucosidi antraciclinonici mediante adsobimento selettivo su resine |
JPS6442498A (en) * | 1987-08-07 | 1989-02-14 | Biogal Gyogyszergyar | Improvement for collecting daunorubicin hydrochloride from fermentation liquid |
IT1275953B1 (it) | 1995-03-22 | 1997-10-24 | Sicor Spa | Procedimento per la preparazione di antibiotici della classe delle antracicline |
DK0848009T3 (da) | 1996-12-16 | 2000-11-20 | Pharmachemie Bv | Fremgangsmåde til fremstilling af epirubicin eller syreadditionssalte deraf ud fra daunorubicin |
DK1034181T3 (da) * | 1997-11-28 | 2006-03-20 | Dainippon Sumitomo Pharma Co | Krystallinsk amrubicinhydrochlorid |
ATE488524T1 (de) * | 1997-12-05 | 2010-12-15 | Mercian Corp | Kristallines anthracyclin antibiotikum und seine herstellung |
AU750738B2 (en) * | 1998-10-16 | 2002-07-25 | Microbiopharm Japan Co., Ltd. | Crystallization of doxorubicin hydrochloride |
US7485707B2 (en) * | 2003-07-02 | 2009-02-03 | Solux Corporation | Thermally stable crystalline epirubicin hydrochloride and method of making the same |
US8802830B2 (en) * | 2005-12-20 | 2014-08-12 | Solux Corporation | Synthesis of epirubicin from 13-dihydrodaunorubicine |
WO2007077562A2 (en) * | 2006-01-04 | 2007-07-12 | Do-Coop Technologies Ltd. | Antiseptic compositions and methods of using same |
EP1990405B1 (en) | 2007-05-08 | 2017-07-26 | Provivo Oy | Genetically modified strains producing anthracycline metabolites useful as cancer drugs |
EP2262452A1 (en) * | 2008-03-13 | 2010-12-22 | Enbio Limited | Surface modification of nitinol |
EP2301943B1 (en) | 2009-09-08 | 2014-01-08 | Heraeus Precious Metals GmbH & Co. KG | Crystallization of epidaunorubicin x HCI |
-
2009
- 2009-09-08 EP EP09011459.6A patent/EP2301943B1/en active Active
- 2009-09-08 EP EP13002444.1A patent/EP2636676A3/en not_active Withdrawn
- 2009-09-08 PL PL09011459T patent/PL2301943T3/pl unknown
-
2010
- 2010-08-09 UA UAA201204349A patent/UA111580C2/uk unknown
- 2010-09-08 CA CA2772260A patent/CA2772260C/en active Active
- 2010-09-08 AU AU2010294532A patent/AU2010294532B2/en active Active
- 2010-09-08 RU RU2012113549/04A patent/RU2564415C2/ru active
- 2010-09-08 MX MX2012002869A patent/MX2012002869A/es active IP Right Grant
- 2010-09-08 KR KR20127008957A patent/KR101480376B1/ko active IP Right Grant
- 2010-09-08 CN CN201080039787.2A patent/CN103347891B/zh active Active
- 2010-09-08 WO PCT/EP2010/005498 patent/WO2011029576A1/en active Application Filing
- 2010-09-08 JP JP2012527247A patent/JP5858481B2/ja active Active
- 2010-09-08 CN CN201610107833.7A patent/CN105713055A/zh active Pending
- 2010-09-08 BR BR112012005126A patent/BR112012005126A8/pt not_active Application Discontinuation
- 2010-09-08 US US13/394,738 patent/US8686164B2/en active Active
- 2010-09-08 SG SG2012010948A patent/SG178461A1/en unknown
-
2012
- 2012-04-03 ZA ZA2012/02405A patent/ZA201202405B/en unknown
-
2014
- 2014-02-04 US US14/171,792 patent/US8822658B2/en active Active
- 2014-03-20 HR HRP20140263AT patent/HRP20140263T1/hr unknown
- 2014-08-14 US US14/459,850 patent/US9434756B2/en active Active
-
2015
- 2015-12-10 JP JP2015241522A patent/JP2016094445A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
KR101480376B1 (ko) | 2015-01-09 |
RU2564415C2 (ru) | 2015-09-27 |
EP2301943A1 (en) | 2011-03-30 |
AU2010294532A1 (en) | 2012-03-08 |
MX2012002869A (es) | 2012-09-07 |
US20140357848A1 (en) | 2014-12-04 |
CA2772260C (en) | 2015-02-24 |
CN103347891A (zh) | 2013-10-09 |
BR112012005126A2 (pt) | 2017-10-03 |
JP2016094445A (ja) | 2016-05-26 |
WO2011029576A1 (en) | 2011-03-17 |
UA111580C2 (uk) | 2016-05-25 |
RU2012113549A (ru) | 2013-10-20 |
EP2636676A3 (en) | 2014-01-01 |
CN103347891B (zh) | 2016-06-01 |
EP2636676A2 (en) | 2013-09-11 |
KR20120068023A (ko) | 2012-06-26 |
PL2301943T3 (pl) | 2014-06-30 |
US8822658B2 (en) | 2014-09-02 |
EP2301943B1 (en) | 2014-01-08 |
US9434756B2 (en) | 2016-09-06 |
US20140148587A1 (en) | 2014-05-29 |
CA2772260A1 (en) | 2011-03-17 |
ZA201202405B (en) | 2012-12-27 |
BR112012005126A8 (pt) | 2018-02-14 |
SG178461A1 (en) | 2012-03-29 |
US20120232291A1 (en) | 2012-09-13 |
AU2010294532B2 (en) | 2014-04-10 |
JP2013503826A (ja) | 2013-02-04 |
CN105713055A (zh) | 2016-06-29 |
JP5858481B2 (ja) | 2016-02-10 |
US8686164B2 (en) | 2014-04-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
HRP20140263T1 (hr) | KRISTALIZACIJA EPIDAUNORUBICINA Ă— HCl | |
HRP20160885T1 (hr) | Postupak za pripremu oksikodon hidroklorida koji sadrži manje od 25ppm 14-hidroksikodeinona | |
JP5089808B2 (ja) | Lcdを製造するためのフォトレジスト剥離組成物 | |
JP2011126894A5 (hr) | ||
RU2018147217A (ru) | Способы получения соединений, которые можно использовать в качестве ингибиторов киназы atr | |
RU2010119926A (ru) | Твердый фармацевтический препарат матричного типа | |
JP2008286881A5 (hr) | ||
ES2375920T3 (es) | Procedimiento para resolver derivados de isoquinole�?na. | |
JP2017501141A5 (hr) | ||
HRP20110295T1 (hr) | Agonisti receptora niacina, smjese koje sadržavaju takve spojeve i postupci liječenja | |
RU2013104993A (ru) | Способ получения целлюлозной пленки | |
CN102051286A (zh) | 一种松香型焊锡膏用水基清洗剂 | |
JP2014521673A5 (hr) | ||
JP2009519329A5 (hr) | ||
JP2014504946A5 (hr) | ||
JP2014518289A5 (hr) | ||
BR112017025180A2 (pt) | processo para preparar boscalida | |
WO2007054964A3 (en) | Process for the preparation of letrozole | |
SI2480540T1 (en) | Methionyl chloride pentahydrate, its preparation and pharmaceutical use | |
HRP20170329T1 (hr) | Kristaliziranje epirubicin-hidroklorida | |
WO2017195453A1 (ja) | レジストの剥離液 | |
AR071804A1 (es) | Cristales de sucralosa enjuagados con regulador (buffer) | |
RU2012130348A (ru) | Способы получения бикарбоната аргинина при низком давлении | |
JP4359882B2 (ja) | 軽合金鋳造用水溶性中子、水溶性中子の除去方法および水溶性中子の造型方法 | |
CN108176253B (zh) | 一种聚丙烯微孔膜及其制备方法 |