SI0848009T1 - A process for preparing epirubicin or acid addition salts thereof from daunorubicin - Google Patents

A process for preparing epirubicin or acid addition salts thereof from daunorubicin

Info

Publication number: SI0848009T1
Authority: SI; Slovenia
Prior art keywords: daunosamine; daunomycinone; daunorubicin; group; converted
Prior art date: 1996-12-16

Application number

SI9630241T

Other languages

English (en)

Slovenian (sl)

Inventor

Der Rijst Marcel Van

Johan Wilhelm Scheeren

Vos Dick De

Original Assignee

Pharmachemie B.V.

Priority date (The priority date 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 date listed.)

1996-12-16

Filing date

1996-12-16

Publication date

2000-12-31

1996-12-16 Application filed by Pharmachemie B.V. filed Critical Pharmachemie B.V.

2000-12-31 Publication of SI0848009T1 publication Critical patent/SI0848009T1/xx

Links

AOJJSUZBOXZQNB-VTZDEGQISA-N 4'-epidoxorubicin 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(=O)CO)[C@H]1C[C@H](N)[C@@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-VTZDEGQISA-N 0.000 title abstract 3
STQGQHZAVUOBTE-UHFFFAOYSA-N 7-Cyan-hept-2t-en-4,6-diinsaeure Natural products C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(C)=O)CC1OC1CC(N)C(O)C(C)O1 STQGQHZAVUOBTE-UHFFFAOYSA-N 0.000 title abstract 3
HTIJFSOGRVMCQR-UHFFFAOYSA-N Epirubicin Natural products COc1cccc2C(=O)c3c(O)c4CC(O)(CC(OC5CC(N)C(=O)C(C)O5)c4c(O)c3C(=O)c12)C(=O)CO HTIJFSOGRVMCQR-UHFFFAOYSA-N 0.000 title abstract 3
229960000975 daunorubicin Drugs 0.000 title abstract 3
STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin 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-VGBVRHCVSA-N 0.000 title abstract 3
229960001904 epirubicin Drugs 0.000 title abstract 3
239000002253 acid Substances 0.000 title abstract 2
150000003839 salts Chemical class 0.000 title abstract 2
238000004519 manufacturing process Methods 0.000 title 1
WPJRFCZKZXBUNI-HCWXCVPCSA-N daunosamine Chemical compound C[C@H](O)[C@@H](O)[C@@H](N)CC=O WPJRFCZKZXBUNI-HCWXCVPCSA-N 0.000 abstract 5
YOFDHOWPGULAQF-UHFFFAOYSA-N Daunomycin-Aglycone Natural products C1C(O)(C(C)=O)CC(O)C2=C1C(O)=C1C(=O)C(C=CC=C3OC)=C3C(=O)C1=C2O YOFDHOWPGULAQF-UHFFFAOYSA-N 0.000 abstract 4
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 3
YOFDHOWPGULAQF-MQJDWESPSA-N (7s,9s)-9-acetyl-6,7,9,11-tetrahydroxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione Chemical compound C1[C@@](O)(C(C)=O)C[C@H](O)C2=C1C(O)=C1C(=O)C(C=CC=C3OC)=C3C(=O)C1=C2O YOFDHOWPGULAQF-MQJDWESPSA-N 0.000 abstract 2
TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 abstract 2
PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 abstract 2
230000008878 coupling Effects 0.000 abstract 2
238000010168 coupling process Methods 0.000 abstract 2
238000005859 coupling reaction Methods 0.000 abstract 2
PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 abstract 2
238000000034 method Methods 0.000 abstract 2
125000006239 protecting group Chemical group 0.000 abstract 2
238000006137 acetoxylation reaction Methods 0.000 abstract 1
125000003277 amino group Chemical group 0.000 abstract 1
230000031709 bromination Effects 0.000 abstract 1
238000005893 bromination reaction Methods 0.000 abstract 1
238000006243 chemical reaction Methods 0.000 abstract 1
150000001875 compounds Chemical class 0.000 abstract 1
150000003840 hydrochlorides Chemical class 0.000 abstract 1
238000007086 side reaction Methods 0.000 abstract 1
239000000126 substance Substances 0.000 abstract 1
125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 abstract 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
- C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Biochemistry (AREA)
Biotechnology (AREA)
Genetics & Genomics (AREA)
Molecular Biology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Saccharide Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

SI9630241T 1996-12-16 1996-12-16 A process for preparing epirubicin or acid addition salts thereof from daunorubicin SI0848009T1 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP96203554A EP0848009B1 (en)	1996-12-16	1996-12-16	A process for preparing epirubicin or acid addition salts thereof from daunorubicin

Publications (1)

Publication Number	Publication Date
SI0848009T1 true SI0848009T1 (en)	2000-12-31

Family

ID=8224702

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SI9630241T SI0848009T1 (en)	1996-12-16	1996-12-16	A process for preparing epirubicin or acid addition salts thereof from daunorubicin

Country Status (11)

Country	Link
US (1)	US5874550A (da)
EP (1)	EP0848009B1 (da)
JP (1)	JP4176845B2 (da)
AT (1)	ATE195526T1 (da)
CA (1)	CA2224764C (da)
DE (1)	DE69609845T2 (da)
DK (1)	DK0848009T3 (da)
ES (1)	ES2151632T3 (da)
GR (1)	GR3034608T3 (da)
PT (1)	PT848009E (da)
SI (1)	SI0848009T1 (da)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR100850408B1 (ko) *	2000-08-10	2008-08-04	동아제약주식회사	안트라싸이클린계 항암제인 에피루비신 및 약학적으로허용되는 그 염의 제조방법
KR100785966B1 (ko) *	2000-08-10	2007-12-14	동아제약주식회사	안트라싸이클린계 항암제인 에피루비신 및 약학적으로허용되는 그 염의 제조방법
DE04777189T1 (de) *	2003-07-02	2011-04-07	Solux Corporation, San Diego	Thermisch stabiles kristallines epirubicin-hydrochlorid und herstellungsverfahren dafür
US20090099346A1 (en) *	2003-07-02	2009-04-16	Victor Matvienko	Thermally stable crystalline epirubicin hydrochloride
US7388083B2 (en) *	2005-03-07	2008-06-17	Solux Corporation	Epimerization of 4′-C bond and modification of 14-CH3-(CO)-fragment in anthracyclin antibiotics
WO2006111561A1 (en) *	2005-04-21	2006-10-26	Dsm Ip Assets B.V.	Improved microbial production of anthracyclins
DE06848583T1 (de)	2005-12-13	2011-03-17	Solux Corporation, San Diego	Verfahren zur herstellung von 4-demethyldaunorubicin
US8802830B2 (en) *	2005-12-20	2014-08-12	Solux Corporation	Synthesis of epirubicin from 13-dihydrodaunorubicine
DK1990405T3 (da) *	2007-05-08	2017-11-06	Provivo Oy	Genetisk modificerede stammer, der producerer anthracyclin-metabolitter anvendelige som kræftmedicin
US8357785B2 (en) *	2008-01-08	2013-01-22	Solux Corporation	Method of aralkylation of 4′-hydroxyl group of anthracylins
AU2008361598B2 (en) *	2008-09-11	2015-02-12	Heraeus Precious Metals Gmbh & Co Kg	Genetically modified strains for biotransformations in anthracycline production
EP2636676A3 (en)	2009-09-08	2014-01-01	Heraeus Precious Metals GmbH & Co. KG	Crystallization of epidaunorubicin x HCl
KR101125460B1 (ko)	2010-03-24	2012-03-28	동아제약주식회사	에피루비신 염산염의 신규한 결정형
DE102011103751A1 (de)	2011-05-31	2012-12-06	Heraeus Precious Metals Gmbh & Co. Kg	Kristallisierung von Epirubicinhydrochlorid
DE102011111991A1 (de) *	2011-08-30	2013-02-28	Lead Discovery Center Gmbh	Neue Cyclosporin-Derivate
US9963479B2 (en)	2013-07-02	2018-05-08	Zhejiang Hisun Pharmaceutical Co., Ltd.	Method for preparing epirubicin and intermediate thereof
JP6682504B2 (ja)	2015-03-30	2020-04-15	ＭｅｉｊｉＳｅｉｋａファルマ株式会社	エピルビシンの製造方法およびその新規な製造中間体
CN104861014B (zh) *	2015-06-03	2017-09-29	道中道（菏泽）制药有限公司	一种盐酸表阿霉素结晶的制备方法
WO2017120729A1 (zh) *	2016-01-11	2017-07-20	浙江海正药业股份有限公司	一种盐酸表柔比星的制备方法及其中间体
CN112574267A (zh) *	2019-09-28	2021-03-30	鲁南制药集团股份有限公司	一种盐酸表柔比星中间体化合物iii
CN114149473B (zh) *	2020-09-08	2024-03-15	鲁南制药集团股份有限公司	一种盐酸表柔比星的合成方法及其中间体

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3803124A (en)	1968-04-12	1974-04-09	Farmaceutici It Soc	Process for the preparation of adriamycin and adriamycinone and adriamycin derivatives
GB1457632A (en)	1974-03-22	1976-12-08	Farmaceutici Italia	Adriamycins
EP0183691A1 (en)	1984-06-14	1986-06-11	Biogal Gyogyszergyar	Process for preparing adriamycine and halide salts thereof
GB8519452D0 (en) *	1985-08-02	1985-09-11	Erba Farmitalia	Injectable solutions
IT1196503B (it)	1986-07-16	1988-11-16	Erba Farmitalia	Procedimento continuo per la trasformazione di 4'-cheto-n-trifluoroacetildaunorubicina in 4'-epi-trifluoroacetildaunorubicina,internmedio per la preparazione di un composto
IT1230505B (it) *	1988-10-11	1991-10-25	Sicor Spa	Procedimento per la conversione della daunorubicina in doxorubicina.
IT1275953B1 (it) *	1995-03-22	1997-10-24	Sicor Spa	Procedimento per la preparazione di antibiotici della classe delle antracicline

1996
- 1996-12-16 EP EP96203554A patent/EP0848009B1/en not_active Expired - Lifetime
- 1996-12-16 AT AT96203554T patent/ATE195526T1/de not_active IP Right Cessation
- 1996-12-16 ES ES96203554T patent/ES2151632T3/es not_active Expired - Lifetime
- 1996-12-16 DE DE69609845T patent/DE69609845T2/de not_active Expired - Fee Related
- 1996-12-16 SI SI9630241T patent/SI0848009T1/xx unknown
- 1996-12-16 DK DK96203554T patent/DK0848009T3/da active
- 1996-12-16 PT PT96203554T patent/PT848009E/pt unknown
1997
- 1997-01-14 JP JP00494697A patent/JP4176845B2/ja not_active Expired - Fee Related
- 1997-12-04 US US08/985,358 patent/US5874550A/en not_active Expired - Fee Related
- 1997-12-15 CA CA002224764A patent/CA2224764C/en not_active Expired - Fee Related
2000
- 2000-10-12 GR GR20000402292T patent/GR3034608T3/el not_active IP Right Cessation

Also Published As

Publication number	Publication date
PT848009E (pt)	2000-11-30
EP0848009A1 (en)	1998-06-17
GR3034608T3 (en)	2001-01-31
JP4176845B2 (ja)	2008-11-05
DE69609845T2 (de)	2000-12-21
ES2151632T3 (es)	2001-01-01
DK0848009T3 (da)	2000-11-20
US5874550A (en)	1999-02-23
JPH10175991A (ja)	1998-06-30
ATE195526T1 (de)	2000-09-15
EP0848009B1 (en)	2000-08-16
CA2224764C (en)	2006-10-03
DE69609845D1 (de)	2000-09-21
CA2224764A1 (en)	1998-06-16

Publication	Publication Date	Title
GR3034608T3 (en)	2001-01-31	A process for preparing epirubicin or acid addition salts thereof from daunorubicin
FR2718452B1 (fr)	1996-06-28	Elément d'immunogène, agent immunogène, composition pharmaceutique et procédé de préparation.
AU639033B2 (en)	1993-07-15	Imidazo(4,5-b)quinolinyloxyalkanoic acid amines with enhanced water solubility
CA2271004A1 (en)	1998-05-22	Process for the preparation of optically pure isomers of formoterol
EP0272665A3 (en)	1989-02-22	Aminourethanes, process for their preparation and their use
EP0244364A3 (en)	1992-04-01	Preparation of olefinic compounds
CA2389379A1 (en)	2001-05-10	Method for the preparation of 5-carboxyphthalide
PT84662A (en)	1987-05-01	Process for the preparation of pharmaceutical compositions containing 7,alpha-]1(s)-hydroxy-1-methylbuthyl"-6,14-endoetheno-6,7,8,14-tetrahydro-oripavine (etorphine)
CA2202390A1 (en)	1996-04-25	Keratinocyte growth factor analogs
EP0347818A3 (en)	1991-07-03	Process for preparing 3-pyrrolidinol
CA1269671C (da)	1990-05-29
TW287200B (da)	1996-10-01
GB2232419B (en)	1992-06-24	Process for selective preparation of n4-substituted 1,4-diamino-2-nitrobenzenes
AU4679985A (en)	1986-02-25	Neue immunwirksame verbindungen
CA2118378A1 (en)	1995-04-20	Preparation of 5-acetoacetylamino-2-benzimidazolone
YU96988A (en)	1989-10-31	Process for preparing 4,4'-dinitrostilbene-2,2'-disulphonic acid
DE3560107D1 (de)	1987-05-07	Process for preparing pure 2,6-dichlorobenzonitrile
MA21305A1 (fr)	1988-12-31	Procede de preparation de l'acide (pyridyl-3)-3 ih,3h-pyrrono(i,2-c) thiazolecarboxylique-7 dextrocyre.
YU48589A (en)	1990-06-30	Process for improved preparation of4,4'-dinitro-stilbene-2,2'-disulphonic acid and it's salts
IE872309L (en)	1988-02-29	Process for preparing indolinones.
AR241137A2 (es)	1991-11-29	"procedimiento para preparar beta-metilen-2 o 3-tiofenetanamina".
EP0197408A3 (en)	1990-03-14	A method of preparing omega -lactams, in particular caprolactam
EP0272674A3 (en)	1990-05-09	Process for producing 2,6-dichlorobenzyl alcohol
CA2241101A1 (en)	1998-04-30	A process for preparing 2-hydroxynaphthalene-3,6-dicarboxylic acid
MY131083A (en)	2007-07-31	Process for the preparation of 4'-demethylepipodophyllotoxin glucoside 4'-phosphates