GB773729A - New derivatives of n-deacetylalkylthiocolchiceines and process for their production - Google Patents

New derivatives of n-deacetylalkylthiocolchiceines and process for their production

Info

Publication number
GB773729A
GB773729A GB19575/55A GB1957555A GB773729A GB 773729 A GB773729 A GB 773729A GB 19575/55 A GB19575/55 A GB 19575/55A GB 1957555 A GB1957555 A GB 1957555A GB 773729 A GB773729 A GB 773729A
Authority
GB
United Kingdom
Prior art keywords
deacetylthiocolchicine
saccharide
deacetylalkylthiocolchiceines
carbon atoms
alkyl group
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
GB19575/55A
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
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB773729A publication Critical patent/GB773729A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • 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
    • C07H15/203—Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)

Abstract

The invention comprises saccharide derivatives of N-deacetylalkylthiocolchiceines of the general formula: <FORM:0773729/IV(b)/1> (wherein R is H or Me, R1 is a saccharide radical, and R2 is an alkyl group containing not more than six carbon atoms) and a process for their preparation by heating approximately stoichiometric amounts of a saccharide and a tropolonic derivative having the above formula, wherein R is H or Me, R1 is H and R2 is an alkyl group containing not more than six carbon atoms, in a solvent (preferably a lower aliphatic alcohol) at a temperature of from 50-110 DEG C., concentrating the resulting solution, cooling and separating the desired N-heteroside. In an example deacetylthiocolchicine and d(+)-glucose are refluxed in methanol, the solution concentrated and cooled to 0 DEG C. when the N-glucoside of deacetylthiocolchicine separated in crystals containing one molecule of water of crystallization. Similarly, using the appropriate sugar, the corresponding N-galactoside, N-riboside, N-xyloside, N-arabinoside and N-lyxoside are prepared, and also the N-glucosides of 2-demethyl-deacetylthiocolchicine and deacetylethylthiocolchiceine. Specification 763,217 is referred to.
GB19575/55A 1955-06-10 1955-07-06 New derivatives of n-deacetylalkylthiocolchiceines and process for their production Expired GB773729A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR773729X 1955-06-10

Publications (1)

Publication Number Publication Date
GB773729A true GB773729A (en) 1957-05-01

Family

ID=9198714

Family Applications (1)

Application Number Title Priority Date Filing Date
GB19575/55A Expired GB773729A (en) 1955-06-10 1955-07-06 New derivatives of n-deacetylalkylthiocolchiceines and process for their production

Country Status (1)

Country Link
GB (1) GB773729A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7683163B2 (en) * 2003-06-06 2010-03-23 Indena S.P.A. Colchicoside analogues

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7683163B2 (en) * 2003-06-06 2010-03-23 Indena S.P.A. Colchicoside analogues

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