FR2429795A2 - Daunorubicin 14-phosphate - useful as antitumour agent - Google Patents

Daunorubicin 14-phosphate - useful as antitumour agent

Info

Publication number
FR2429795A2
FR2429795A2 FR7819163A FR7819163A FR2429795A2 FR 2429795 A2 FR2429795 A2 FR 2429795A2 FR 7819163 A FR7819163 A FR 7819163A FR 7819163 A FR7819163 A FR 7819163A FR 2429795 A2 FR2429795 A2 FR 2429795A2
Authority
FR
France
Prior art keywords
daunorubicin
phosphate
useful
opo
formula
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.)
Granted
Application number
FR7819163A
Other languages
French (fr)
Other versions
FR2429795B2 (en
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.)
Rhone Poulenc Industries SA
Original Assignee
Rhone Poulenc Industries 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 Rhone Poulenc Industries SA filed Critical Rhone Poulenc Industries SA
Priority to FR7819163A priority Critical patent/FR2429795A2/en
Publication of FR2429795A2 publication Critical patent/FR2429795A2/en
Application granted granted Critical
Publication of FR2429795B2 publication Critical patent/FR2429795B2/fr
Granted legal-status Critical Current

Links

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

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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

Daunorubicin deriv. of formula (I) and its acid-addn. salts are new: (where X is OPO)OH)2). (I) is prepd. by reacting 14-bromo-daunorubicin, i.e. (I) where X = Br, with a quat. ammonium phosphate of formula Me(R)3N+OPO(OR')2 (where R' is H or a protecting gp., pref. T-Bu, and each R is independently 1-4C alkyl), opt. followed by deprotection and/or salt formation. (I) has antitumour activity and low toxicity, e.g. with an effective dose of 0.25mg/kg. (i.p.) against leukaemia L1210 in mice and a maximum tolerance dose of 2mg/kg.
FR7819163A 1978-06-27 1978-06-27 Daunorubicin 14-phosphate - useful as antitumour agent Granted FR2429795A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7819163A FR2429795A2 (en) 1978-06-27 1978-06-27 Daunorubicin 14-phosphate - useful as antitumour agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7819163A FR2429795A2 (en) 1978-06-27 1978-06-27 Daunorubicin 14-phosphate - useful as antitumour agent

Publications (2)

Publication Number Publication Date
FR2429795A2 true FR2429795A2 (en) 1980-01-25
FR2429795B2 FR2429795B2 (en) 1980-10-31

Family

ID=9210036

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7819163A Granted FR2429795A2 (en) 1978-06-27 1978-06-27 Daunorubicin 14-phosphate - useful as antitumour agent

Country Status (1)

Country Link
FR (1) FR2429795A2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990010636A1 (en) * 1989-03-14 1990-09-20 Board Of Regents, The University Of Texas System Novel antitumor aldophosphamide analogs
US5055459A (en) * 1986-06-30 1991-10-08 Board Of Regents, The University Of Texas Selective elimination of malignant cells from bone marrow by bis (acyloxy) propylphosphoramidates

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2331351A1 (en) * 1975-11-12 1977-06-10 Rhone Poulenc Ind (14)-Acyloxy-daunorubicin derivs. - with antitumour activity

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2331351A1 (en) * 1975-11-12 1977-06-10 Rhone Poulenc Ind (14)-Acyloxy-daunorubicin derivs. - with antitumour activity

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5055459A (en) * 1986-06-30 1991-10-08 Board Of Regents, The University Of Texas Selective elimination of malignant cells from bone marrow by bis (acyloxy) propylphosphoramidates
US5091552A (en) * 1986-06-30 1992-02-25 Board Of Regents, The University Of Texas System Novel antitumor aldophosphamide analogs
WO1990010636A1 (en) * 1989-03-14 1990-09-20 Board Of Regents, The University Of Texas System Novel antitumor aldophosphamide analogs

Also Published As

Publication number Publication date
FR2429795B2 (en) 1980-10-31

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