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HK1110574A1 - Method for the synthesis of the sodium salts of retinoyl derivatives - Google Patents

Method for the synthesis of the sodium salts of retinoyl derivatives Download PDF

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Publication number
HK1110574A1
HK1110574A1 HK08101276.5A HK08101276A HK1110574A1 HK 1110574 A1 HK1110574 A1 HK 1110574A1 HK 08101276 A HK08101276 A HK 08101276A HK 1110574 A1 HK1110574 A1 HK 1110574A1
Authority
HK
Hong Kong
Prior art keywords
compounds
water
paclitaxel
acid
compound
Prior art date
Application number
HK08101276.5A
Other languages
German (de)
English (en)
Chinese (zh)
Other versions
HK1110574B (en
Inventor
Oleg Strelchenok
Julian Aleksov
Original Assignee
Ardenia Investments Ltd.
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 Ardenia Investments Ltd. filed Critical Ardenia Investments Ltd.
Publication of HK1110574A1 publication Critical patent/HK1110574A1/en
Publication of HK1110574B publication Critical patent/HK1110574B/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
    • A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
    • A61K31/203—Retinoic acids ; Salts thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/22—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by sulfur atoms
    • 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
    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biophysics (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Cosmetics (AREA)
  • Epoxy Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Claims (4)

  1. Procédé pour la synthèse du sel de sodium d'un composé choisi parmi les composés (I - VI) suivants : comprenant les étapes consécutives suivantes :
    - l'acylation directe des groupes aminés d'acide L-cystéique, d'acide L-homocystéique et d'acide L-cystéinesulfinique, est réalisée en utilisant un anhydride mixte d'acide carboxylique-carbonique dans un milieu aqueux organique en présence de Na2CO3
    - la séparation de contaminants insolubles
    - la séparation des sels de sodium.
  2. Procédé selon la revendication 1, caractérisé en ce que le milieu aqueux organique est un mélange de tétrahydrofuranne-acétonitrile-eau.
  3. Procédé selon la revendication 1, caractérisé en ce que la séparation est réalisée par l'addition d'un mélange 2-propanol-eau au milieu aqueux organique.
  4. Procédé selon la revendication 1, caractérisé en ce que la précipitation est réalisée par l'addition d'un mélange de 2-propanol-méthanol à une solution concentrée du sel de sodium du composé dans du 2-propanol-eau.
HK08101276.5A 2001-05-15 2008-02-01 Method for the synthesis of the sodium salts of retinoyl derivatives HK1110574B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SE0101702 2001-05-15
SE0101702A SE0101702D0 (sv) 2001-05-15 2001-05-15 Novel potentiating compounds

Publications (2)

Publication Number Publication Date
HK1110574A1 true HK1110574A1 (en) 2008-07-18
HK1110574B HK1110574B (en) 2009-12-18

Family

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Also Published As

Publication number Publication date
SE0101702D0 (sv) 2001-05-15
EP1826198A1 (fr) 2007-08-29
ES2288183T3 (es) 2008-01-01
DK1826198T3 (da) 2009-12-07
DE60220666D1 (de) 2007-07-26
ATE438616T1 (de) 2009-08-15
DE60233276D1 (de) 2009-09-17
US20030050343A1 (en) 2003-03-13
EP1387844B1 (fr) 2007-06-13
CA2445478C (fr) 2009-05-26
AU2002235085B2 (en) 2006-12-07
EP1826198B1 (fr) 2009-08-05
EP2116524B1 (fr) 2012-10-03
JP2005508287A (ja) 2005-03-31
ATE364586T1 (de) 2007-07-15
WO2002092600A1 (fr) 2002-11-21
PT1826198E (pt) 2009-09-28
DK1387844T3 (da) 2007-10-15
EP2116524A1 (fr) 2009-11-11
EP1387844A1 (fr) 2004-02-11
JP4147114B2 (ja) 2008-09-10
DE60220666T2 (de) 2008-02-28
PT1387844E (pt) 2007-08-24
US6642271B2 (en) 2003-11-04
CA2445478A1 (fr) 2002-11-21
ES2331264T3 (es) 2009-12-28

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PE Patent expired

Effective date: 20220304