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GB973893A - New derivatives of heparin and processes for their preparation - Google Patents

New derivatives of heparin and processes for their preparation

Info

Publication number
GB973893A
GB973893A GB2230761A GB2230761A GB973893A GB 973893 A GB973893 A GB 973893A GB 2230761 A GB2230761 A GB 2230761A GB 2230761 A GB2230761 A GB 2230761A GB 973893 A GB973893 A GB 973893A
Authority
GB
United Kingdom
Prior art keywords
heparinamide
produced
salt
alkyl
heparin
Prior art date
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
GB2230761A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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
Priority claimed from FR830651A external-priority patent/FR1363866A/en
Priority claimed from FR840757A external-priority patent/FR83206E/en
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB973893A publication Critical patent/GB973893A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
    • C08B37/0063Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
    • C08B37/0075Heparin; Heparan sulfate; Derivatives thereof, e.g. heparosan; Purification or extraction methods thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Heparinamide or N-alkyl heparinamide as the free sulphonic acid or an alkali or quaternary ammonium salt (claimed per se) is produced by amiding a C1- 6 alkyl ester of heparin or a mixed anhydride produced by the interaction of a long-chain alkyl or aralkyl C9-27 quaternary ammonium salt of heparin and a C1- 6 alkyl chlorocarbonate. Heparinamide may be produced by reacting an alkali metal salt of the ester with ammonia in the presence of water and purified by intermediate formation of the "Hyamine 1622" salt. N-alkyl heparinamide may be similarly produced using a primary alkylamine in the presence of formamide or water. The amine may be methyl-, ethyl-, propyl-, isobutyl-, or tertbutyl-amine. Amidation may be effected at -30 to 25 DEG C. It may be 60-95% complete. N-methyl heparinamide may alternatively be produced by treating the "Hyamine 1622" salt of heparinamide with diazomethane in methyl chloride solution. In a further alternative, it may be produced by reacting the "Hyamine 1622" salt of heparin with ethyl chlorocarbonate in tetrahydrofuran containing a small amount of water and reacting the intermediate product with methylamine. Specifications 904,112, 973,894 and 973,895 are referred to.
GB2230761A 1960-06-21 1961-06-20 New derivatives of heparin and processes for their preparation Expired GB973893A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR830651A FR1363866A (en) 1960-06-21 1960-06-21 New heparin derivatives and method of preparation
FR840757A FR83206E (en) 1960-10-10 1960-10-10 New heparin derivatives

Publications (1)

Publication Number Publication Date
GB973893A true GB973893A (en) 1964-10-28

Family

ID=39273573

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2230761A Expired GB973893A (en) 1960-06-21 1961-06-20 New derivatives of heparin and processes for their preparation

Country Status (6)

Country Link
BE (1) BE605170A (en)
CH (1) CH400121A (en)
DK (2) DK102907C (en)
ES (1) ES268412A1 (en)
GB (1) GB973893A (en)
SE (1) SE310357B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112079942A (en) * 2019-06-14 2020-12-15 苏州融析生物科技有限公司 Methylated heparin compound and preparation and application thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1242203B (en) * 1963-01-18 1967-06-15 Roussel Uclaf Process for the production of heparin derivatives
DE1242204B (en) * 1963-01-21 1967-06-15 Roussel Uclaf Process for the production of heparin derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112079942A (en) * 2019-06-14 2020-12-15 苏州融析生物科技有限公司 Methylated heparin compound and preparation and application thereof

Also Published As

Publication number Publication date
SE310357B (en) 1969-04-28
DK102907C (en) 1965-10-25
ES268412A1 (en) 1961-10-01
CH400121A (en) 1965-10-15
DK104672C (en) 1966-06-20
BE605170A (en) 1961-12-21

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