ES365907A1 - Procedimiento para la preparacion de adriamicina y adriami-cinona. - Google Patents

Procedimiento para la preparacion de adriamicina y adriami-cinona.

Info

Publication number: ES365907A1
Authority: ES; Spain
Prior art keywords: adriamycin; group; acid; aglycone; alkali
Prior art date: 1968-04-12
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

Application number

ES365907A

Other languages

English (en)

Spanish (es)

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

FARMACEUTII ITALIA SOC

Original Assignee

FARMACEUTII ITALIA SOC

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.)

1968-04-12

Filing date

1969-04-11

Publication date

1971-03-16

1969-04-11 Application filed by FARMACEUTII ITALIA SOC filed Critical FARMACEUTII ITALIA SOC

1971-03-16 Publication of ES365907A1 publication Critical patent/ES365907A1/es

Status Expired legal-status Critical Current

Links

AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin 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-TZSSRYMLSA-N 0.000 title abstract 14
229940009456 adriamycin Drugs 0.000 title abstract 7
IBZGBXXTIGCACK-CWKPULSASA-N Adriamycinone Chemical compound C1[C@@](O)(C(=O)CO)C[C@H](O)C2=C1C(O)=C1C(=O)C(C=CC=C3OC)=C3C(=O)C1=C2O IBZGBXXTIGCACK-CWKPULSASA-N 0.000 title 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 3
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 3
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 3
150000003839 salts Chemical class 0.000 abstract 3
239000002262 Schiff base Substances 0.000 abstract 2
150000004753 Schiff bases Chemical class 0.000 abstract 2
239000003513 alkali Substances 0.000 abstract 2
230000003115 biocidal effect Effects 0.000 abstract 2
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
231100000252 nontoxic Toxicity 0.000 abstract 2
230000003000 nontoxic effect Effects 0.000 abstract 2
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 abstract 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
WEAHRLBPCANXCN-UHFFFAOYSA-N Daunomycin Natural products CCC1(O)CC(OC2CC(N)C(O)C(C)O2)c3cc4C(=O)c5c(OC)cccc5C(=O)c4c(O)c3C1 WEAHRLBPCANXCN-UHFFFAOYSA-N 0.000 abstract 1
238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
125000002252 acyl group Chemical group 0.000 abstract 1
229910052783 alkali metal Inorganic materials 0.000 abstract 1
-1 alkali metal acetate Chemical class 0.000 abstract 1
238000005904 alkaline hydrolysis reaction Methods 0.000 abstract 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
229910052794 bromium Inorganic materials 0.000 abstract 1
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 abstract 1
239000003937 drug carrier Substances 0.000 abstract 1
RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 abstract 1
229910052736 halogen Inorganic materials 0.000 abstract 1
230000026030 halogenation Effects 0.000 abstract 1
238000005658 halogenation reaction Methods 0.000 abstract 1
150000002367 halogens Chemical class 0.000 abstract 1
230000003301 hydrolyzing effect Effects 0.000 abstract 1
239000012442 inert solvent Substances 0.000 abstract 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
229910052740 iodine Inorganic materials 0.000 abstract 1
239000011630 iodine Substances 0.000 abstract 1
238000000034 method Methods 0.000 abstract 1
239000008194 pharmaceutical composition Substances 0.000 abstract 1
239000008024 pharmaceutical diluent Substances 0.000 abstract 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 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
- 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)
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)

ES365907A 1968-04-12 1969-04-11 Procedimiento para la preparacion de adriamicina y adriami-cinona. Expired ES365907A1 (es)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT1515968		1968-04-12

Publications (1)

Publication Number	Publication Date
ES365907A1 true ES365907A1 (es)	1971-03-16

Family

ID=11146828

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ES365907A Expired ES365907A1 (es)	1968-04-12	1969-04-11	Procedimiento para la preparacion de adriamicina y adriami-cinona.

Country Status (13)

Country	Link
AT (1)	AT283597B (de)
BE (1)	BE731398A (de)
CH (1)	CH518250A (de)
DE (1)	DE1917874C3 (de)
DK (1)	DK126987B (de)
ES (1)	ES365907A1 (de)
FR (1)	FR2007443A1 (de)
GB (1)	GB1217133A (de)
IL (1)	IL31966A (de)
NL (1)	NL145536B (de)
NO (1)	NO133271C (de)
SE (1)	SE359293B (de)
YU (1)	YU34389B (de)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2160716A1 (en) *	1971-11-23	1973-07-06	Rhone Poulenc Sa	Antibiotics duborimycin and 27706rp - by reduction of daunorubicin and adriamycin
FR2135221A1 (en) *	1971-05-04	1972-12-15	Farmaceutici Italia	Doxorubicin 14-esters prepn - by treating 14-bromodaunomycin with a salt of the corresp acid
US4201773A (en) *	1978-07-26	1980-05-06	The United States Of America As Represented By The Department Of Health, Education And Welfare	7-O-(2,6-Dideoxy-α-L-lyxo-hexopyranosyl)-daunomycinone, desmethoxy daunomycinone, adriamycinone, and carminomycinone
US4348388A (en) *	1980-04-02	1982-09-07	G.D. Searle & Co.	11-Amino-11-deoxydaunorubicin and analogs
GB2125030B (en) *	1982-08-13	1986-11-26	Erba Farmitalia	Naphthacenequinone synthesis
FI860683A7 (fi) *	1984-06-14	1986-02-14	Biogal Gyogyszergyar	Menetelmä adriamysiinin ja sen halidisuolojen valmistamiseksi.
GB2169285A (en) *	1985-01-05	1986-07-09	Erba Farmitalia	4'-Deoxydoxorubicin-14-esters
GB2169286A (en) *	1985-01-05	1986-07-09	Erba Farmitalia	4'-Deoxy-4'-halodoxorubicin-14-esters
GB2169284A (en) *	1985-01-05	1986-07-09	Erba Farmitalia	4'-Epidoxorubicin-14-esters
JP3112342B2 (ja) *	1992-06-10	2000-11-27	協和醗酵工業株式会社	新規化合物ｕｃｅ６
DK0648503T3 (da) *	1993-09-22	2000-10-02	Hoechst Ag	Pro-prodrugs, deres fremstilling og anvendelse
GB9416007D0 (en) *	1994-08-08	1994-09-28	Erba Carlo Spa	Anthracyclinone derivatives
EP2824108B8 (de) *	2012-03-06	2017-07-12	Tianjin Hemay Oncology Pharmaceutical Co., Ltd.	Tetracyclische anthrachinonderivate

1969
- 1969-03-28 NL NL696904844A patent/NL145536B/xx not_active IP Right Cessation
- 1969-04-07 YU YU858/69A patent/YU34389B/xx unknown
- 1969-04-07 IL IL31966A patent/IL31966A/en unknown
- 1969-04-08 DE DE1917874A patent/DE1917874C3/de not_active Expired
- 1969-04-10 AT AT347269A patent/AT283597B/de not_active IP Right Cessation
- 1969-04-10 SE SE05048/69A patent/SE359293B/xx unknown
- 1969-04-10 NO NO1464/69A patent/NO133271C/no unknown
- 1969-04-10 DK DK197469AA patent/DK126987B/da unknown
- 1969-04-10 FR FR6911030A patent/FR2007443A1/fr active Pending
- 1969-04-11 BE BE731398D patent/BE731398A/xx not_active IP Right Cessation
- 1969-04-11 CH CH557169A patent/CH518250A/de not_active IP Right Cessation
- 1969-04-11 GB GB08719/69A patent/GB1217133A/en not_active Expired
- 1969-04-11 ES ES365907A patent/ES365907A1/es not_active Expired

Also Published As

Publication number	Publication date
DE1917874C3 (de)	1980-10-02
IL31966A (en)	1972-11-28
DE1917874B2 (de)	1980-02-07
DK126987B (da)	1973-09-10
DE1917874A1 (de)	1969-11-06
SE359293B (de)	1973-08-27
NO133271B (de)	1975-12-29
YU34389B (en)	1979-07-10
NO133271C (de)	1976-04-07
NL6904844A (de)	1969-10-14
YU85869A (en)	1978-12-31
FR2007443A1 (de)	1970-01-09
NL145536B (nl)	1975-04-15
IL31966A0 (en)	1969-06-25
CH518250A (de)	1972-01-31
GB1217133A (en)	1970-12-31
AT283597B (de)	1970-08-10
BE731398A (fr)	1969-10-13

Legal Events

Date	Code	Title	Description
2007-10-16	FD1A	Patent lapsed	Effective date: 19900227

Publication	Publication Date	Title
ES365907A1 (es)	1971-03-16	Procedimiento para la preparacion de adriamicina y adriami-cinona.
FR2309234B1 (de)	1978-08-25
ES446737A1 (es)	1977-10-16	Procedimiento para la preparacion de nuevos derivados de critomicina.
JPS5390368A (en)	1978-08-09	Preparation of cation-modified cellulose derivative
JPS5492951A (en)	1979-07-23	Novel aminoglycoside derivative
GB1426908A (en)	1976-03-03	1-n--s--alpha-hydroxy-omega-aminoacyl- derivative of amino glycosidic antibiotics
GB1438188A (en)	1976-06-03	Gentamicin derivatives and a process for the preparation thereof
ES442144A1 (es)	1977-08-01	Un procedimiento para la preparacion de 4'-epi-6'-hidroxida-unomicina.
GB1162248A (en)	1969-08-20	Epipodophyllotoxin Derivatives
SE7501985L (de)	1975-08-25
GB1444733A (en)	1976-08-04	Gentlamicin derivatives and process for their production
GB1544819A (en)	1979-04-25	Antibiotic substances derived from antibiotic 67-694(rosamicin)and processes for their preparation
IE39553L (en)	1974-12-26	Garamine and intermediates in its preparation
IE42933L (en)	1976-05-28	Glyoxylic acid derivatives.
GB1462387A (en)	1977-01-26	Aminoglycosides
GB1478281A (en)	1977-06-29	11,12-secoprostaglandins
JPS5269990A (en)	1977-06-10	Carboxymethylation method
CH613938A5 (en)	1979-10-31	Process for the preparation of N-(2-amino-3,5-dibromobenzyl)-N-methylcyclohexylamine, and the compound prepared by the process
JPS5446770A (en)	1979-04-12	Novel aminoglycoside derivatives
JPS5419939A (en)	1979-02-15	Antibiotic xk-62-4 and its preparation
GB1503873A (en)	1978-03-15	Butirosin a derivatives and methods for their production
ES420666A1 (es)	1976-09-01	Procedimiento para preparar derivados de acidos (1-metil-5-nitro-2-imidazolil)tioalcanoicos.
GB1042836A (en)	1966-09-14	Addition compounds of basic antibiotics
GB1058383A (en)	1967-02-08	Penicillins
GB1502121A (en)	1978-02-22	Anthracyclines