AR240931A2 - Process for the preparation of silibinine derivatives - Google Patents

Process for the preparation of silibinine derivatives

Info

Publication number
AR240931A2
AR240931A2 AR30226785A AR30226785A AR240931A2 AR 240931 A2 AR240931 A2 AR 240931A2 AR 30226785 A AR30226785 A AR 30226785A AR 30226785 A AR30226785 A AR 30226785A AR 240931 A2 AR240931 A2 AR 240931A2
Authority
AR
Argentina
Prior art keywords
formula
ponderal
preparation
ethyl acetate
derivatives
Prior art date
Application number
AR30226785A
Other languages
Spanish (es)
Other versions
AR240931A1 (en
Original Assignee
Madaus Aktiengeshellschaft
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.)
Filing date
Publication date
Application filed by Madaus Aktiengeshellschaft filed Critical Madaus Aktiengeshellschaft
Application granted granted Critical
Publication of AR240931A1 publication Critical patent/AR240931A1/en
Publication of AR240931A2 publication Critical patent/AR240931A2/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/04Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/02Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00General protective or antinoxious agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00General protective or antinoxious agents
    • A61P39/02Antidotes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/06Antiarrhythmics

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Toxicology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Dermatology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Silicon Compounds (AREA)

Abstract

UN PROCEDIMIENTO PARA LA PREPARACION DE DERIVADOS DE SILIBININA DE LA FORMULA EN LA CUAL "N" Y "M", SON O 6 1, A1K1 Y A1K2, SON RADICALES ALQUILENO Y M1 Y M2,SON H O METAL ALCALINO POR QUE A)DISOLVER UNA PARTE PONDERAL DE SILIBININA DE FORMULA II EN 1 A 2 PARTES PONDERALES DE PIRIDINA; B)HACER REACCIONAR LA SOLUCION ,CON 1 A 3 PARTES PONDERALES DE UN ANHIDRICO DE ACIDO DICARBOXILICO DE FORMULA III,EN LA CUAL A1K ES UN RADICAL A1K1 O A1K2 YA DEFINIDO; C)AGREGAR ETANOL FORMAR UNA MEZCLA HOMOGENEA; D) AGREGAR AGUA CON AGITACION INTENSIVA, PRODUCIENDO DE ESTE MODO LA HIDROLISIS DE LOS ESTERES DE LOS GRUPOS HIDROXILO AROMATICAMENTE ENLAZADOS PRESENTES; E)DILUIR LA MEZCLA CON ACETATO DE ETILO; F)LAVAR CON AGUA ACIDIFICADA QUE ES SATURADA CON ACETATO DE ETILO; H) TOMAR EL RESIDUO EN ETANOL; I) PRECIPITAR DE LA SOLUCION ETANOLICA OBTENIDA, POR EL AGREGADO DE AGUA, EL DERIVADO DE SILIBINA DE FORMULA (I), EN EL CUAL M1 Y M2 SON H.A PROCEDURE FOR THE PREPARATION OF SILIBININ DERIVATIVES FROM THE FORMULA IN WHICH "N" AND "M", ARE O 6 1, A1K1 AND A1K2, ARE ALKYLENE RADICALS AND M1 AND M2, ARE HO ALKALINE METAL WHY A) DISSOLVE A PONDERAL PART OF SILIBININ OF FORMULA II IN 1 TO 2 PONDERAL PARTS OF PIRIDINE; B) REACT THE SOLUTION, WITH 1 TO 3 WEIGHT PARTS OF A DICARBOXYLIC ACID ANHYDRIC OF FORMULA III, IN WHICH A1K IS A RADICAL A1K1 OR A1K2 ALREADY DEFINED; C) ADD ETHANOL FORM A HOMOGENOUS MIXTURE; D) ADD WATER WITH INTENSIVE AGITATION, IN THIS WAY PRODUCING THE HYDROLYSIS OF THE ESTERES OF THE AROMATICALLY LINKED HYDROXYL GROUPS PRESENT; E) DILUTE THE MIXTURE WITH ETHYL ACETATE; F) WASH WITH ACIDIFIED WATER WHICH IS SATURATED WITH ETHYL ACETATE; H) TAKE THE WASTE IN ETHANOL; I) PRECIPITATE OF THE ETHANOLIC SOLUTION OBTAINED BY THE WATER ADDED, THE DERIVATIVE OF SILIBINA OF FORMULA (I), IN WHICH M1 AND M2 ARE H.

AR302267A 1984-11-22 1985-11-14 A PROCEDURE FOR THE PREPARATION OF SILIBININ DERIVATIVES " AR240931A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19843442639 DE3442639A1 (en) 1984-11-22 1984-11-22 FLAVOLIGNANE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS

Publications (2)

Publication Number Publication Date
AR240931A1 AR240931A1 (en) 1991-03-27
AR240931A2 true AR240931A2 (en) 1991-03-27

Family

ID=6250903

Family Applications (1)

Application Number Title Priority Date Filing Date
AR302267A AR240931A1 (en) 1984-11-22 1985-11-14 A PROCEDURE FOR THE PREPARATION OF SILIBININ DERIVATIVES "

Country Status (29)

Country Link
JP (1) JPS61143377A (en)
KR (1) KR870001020B1 (en)
AR (1) AR240931A1 (en)
AT (1) AT393268B (en)
BE (1) BE903693A (en)
CA (1) CA1337124C (en)
CH (1) CH659473A5 (en)
CS (1) CS273610B2 (en)
DD (1) DD259191A1 (en)
DE (1) DE3442639A1 (en)
DK (1) DK164865C (en)
EG (1) EG19424A (en)
ES (1) ES8609311A1 (en)
FI (1) FI84064C (en)
FR (1) FR2573427B1 (en)
GB (1) GB2167414B (en)
HU (1) HU195503B (en)
IE (1) IE58791B1 (en)
IT (1) IT1190426B (en)
LU (1) LU86163A1 (en)
MX (1) MX168415B (en)
NL (1) NL192387C (en)
NO (1) NO160205C (en)
PL (1) PL146890B1 (en)
PT (1) PT81532B (en)
SE (1) SE465676B (en)
SU (1) SU1436875A3 (en)
YU (1) YU43689B (en)
ZA (1) ZA858951B (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8716918D0 (en) * 1987-07-17 1987-08-26 Inverni Della Beffa Spa Soluble derivatives of silybin
US5262439A (en) * 1992-04-30 1993-11-16 The Regents Of The University Of California Soluble analogs of probucol
JP5380069B2 (en) * 2005-03-11 2014-01-08 ハワード フローリー インスティチュート Flavonoid compounds and uses thereof
PT2219642E (en) * 2007-11-15 2011-10-18 Madaus Gmbh Silibinin component for the treatment of hepatitis
RU2482844C2 (en) * 2007-11-15 2013-05-27 Мадаус Гмбх Silibilin component for treating hepatitis
US8614341B2 (en) 2009-05-14 2013-12-24 Euromed S.A. Amorphous silibinin for the treatment of viral hepatitis
EP3409280B1 (en) 2012-07-05 2021-04-14 Nutramax Laboratories, Inc. Compositions comprising a sulforaphane and milk thistle extract or powder
CN103193768B (en) * 2013-02-22 2016-03-30 西安安健药业有限公司 The silybin bis-bias succinate isomer for the treatment of hepatopathy
CN103113359B (en) * 2013-02-22 2016-01-06 西安安健药业有限公司 Silybin bis-bias succinate and pharmaceutical salts thereof
CN103172622B (en) * 2013-02-22 2015-11-04 西安安健药业有限公司 The active isomer of silybin bis-bias succinate

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1963318A1 (en) * 1969-12-17 1971-06-24 Schwabe Willmar Gmbh & Co Silybin esters with hepotoprotactant acti- - vity

Also Published As

Publication number Publication date
NL192387B (en) 1997-03-03
FR2573427B1 (en) 1989-03-10
CS837885A2 (en) 1990-08-14
GB8528226D0 (en) 1985-12-18
FI84064C (en) 1991-10-10
FR2573427A1 (en) 1986-05-23
DD259191A1 (en) 1988-08-17
NO160205B (en) 1988-12-12
NL8503171A (en) 1986-06-16
KR870001020B1 (en) 1987-05-23
SE8505487L (en) 1986-05-23
YU43689B (en) 1989-10-31
MX168415B (en) 1993-05-24
NL192387C (en) 1997-07-04
JPH0432073B2 (en) 1992-05-28
HUT40114A (en) 1986-11-28
PL256374A1 (en) 1986-12-02
SE8505487D0 (en) 1985-11-20
ES549116A0 (en) 1986-09-01
IE852808L (en) 1986-05-22
HU195503B (en) 1988-05-30
PT81532A (en) 1985-12-01
DK164865B (en) 1992-08-31
AR240931A1 (en) 1991-03-27
BE903693A (en) 1986-05-22
PT81532B (en) 1987-11-11
GB2167414B (en) 1989-01-11
CS273610B2 (en) 1991-03-12
DK164865C (en) 1993-01-18
JPS61143377A (en) 1986-07-01
FI854535A (en) 1986-05-23
DE3442639A1 (en) 1986-05-22
CH659473A5 (en) 1987-01-30
CA1337124C (en) 1995-09-26
AT393268B (en) 1991-09-25
EG19424A (en) 1995-02-28
DK537785D0 (en) 1985-11-21
YU178685A (en) 1988-02-29
LU86163A1 (en) 1986-03-24
ES8609311A1 (en) 1986-09-01
KR860004056A (en) 1986-06-16
SU1436875A3 (en) 1988-11-07
DK537785A (en) 1986-05-23
ZA858951B (en) 1986-08-27
GB2167414A (en) 1986-05-29
NO160205C (en) 1989-03-22
PL146890B1 (en) 1989-03-31
SE465676B (en) 1991-10-14
DE3442639C2 (en) 1989-08-10
ATA337185A (en) 1991-02-15
IE58791B1 (en) 1993-11-17
IT8522932A0 (en) 1985-11-21
FI854535A0 (en) 1985-11-18
FI84064B (en) 1991-06-28
NO854655L (en) 1986-05-23
IT1190426B (en) 1988-02-16

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