FR2358156A1 - Antibacterial 2-desoxy-streptamine derivs. - prepd. from methyl-4,6-benzylidene-3-ethoxy:carbonylamino 3-desoxy-gluco:pyranoside - Google Patents

Antibacterial 2-desoxy-streptamine derivs. - prepd. from methyl-4,6-benzylidene-3-ethoxy:carbonylamino 3-desoxy-gluco:pyranoside

Info

Publication number
FR2358156A1
FR2358156A1 FR7609334A FR7609334A FR2358156A1 FR 2358156 A1 FR2358156 A1 FR 2358156A1 FR 7609334 A FR7609334 A FR 7609334A FR 7609334 A FR7609334 A FR 7609334A FR 2358156 A1 FR2358156 A1 FR 2358156A1
Authority
FR
France
Prior art keywords
desoxy
prepd
benzylidene
methyl
streptamine
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
FR7609334A
Other languages
French (fr)
Other versions
FR2358156B1 (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.)
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
Priority to FR7609334A priority Critical patent/FR2358156A1/en
Publication of FR2358156A1 publication Critical patent/FR2358156A1/en
Application granted granted Critical
Publication of FR2358156B1 publication Critical patent/FR2358156B1/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
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C07H15/10—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical containing unsaturated carbon-to-carbon bonds
    • 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
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/12—Acyclic radicals, not substituted by cyclic structures attached to a nitrogen atom of the saccharide radical
    • 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
    • C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/224—Cyclohexane rings substituted by at least two nitrogen atoms with only one saccharide radical directly attached to the cyclohexyl radical, e.g. destomycin, fortimicin, neamine
    • 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
    • C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
    • C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

4-0- 2',6'Diamino-2',3',6'trideoxy-alpha-D-ribohexopyranosyl -6-0- - 3"-N-methylamino-3"-desoxy-alpha-D-glucopyranosyl -2-desoxystre- ptamine (I). (I) is a broad-spectrum antibacterial agent, e.G. giving MIC values (mu g/ml.) of =0.4 against Staph. aureus strains (including penicillin- and cephaloxin-resistant), =2 against E. coli strains, and 0.4 against Ps. aeruginosa. In an example, (I) is prepd. starting from methyl 4,6-benzylidene-3-ethoxycarbonylamino-3-desoxy-alpha-D-glucopyran- oside.
FR7609334A 1976-03-31 1976-03-31 Antibacterial 2-desoxy-streptamine derivs. - prepd. from methyl-4,6-benzylidene-3-ethoxy:carbonylamino 3-desoxy-gluco:pyranoside Granted FR2358156A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7609334A FR2358156A1 (en) 1976-03-31 1976-03-31 Antibacterial 2-desoxy-streptamine derivs. - prepd. from methyl-4,6-benzylidene-3-ethoxy:carbonylamino 3-desoxy-gluco:pyranoside

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7609334A FR2358156A1 (en) 1976-03-31 1976-03-31 Antibacterial 2-desoxy-streptamine derivs. - prepd. from methyl-4,6-benzylidene-3-ethoxy:carbonylamino 3-desoxy-gluco:pyranoside

Publications (2)

Publication Number Publication Date
FR2358156A1 true FR2358156A1 (en) 1978-02-10
FR2358156B1 FR2358156B1 (en) 1978-12-08

Family

ID=9171208

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7609334A Granted FR2358156A1 (en) 1976-03-31 1976-03-31 Antibacterial 2-desoxy-streptamine derivs. - prepd. from methyl-4,6-benzylidene-3-ethoxy:carbonylamino 3-desoxy-gluco:pyranoside

Country Status (1)

Country Link
FR (1) FR2358156A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0008965A2 (en) * 1978-09-06 1980-03-19 Roussel-Uclaf Aminoglycosides derived from desoxystreptamin and their salts, their method of preparation and pharmaceutical compositions containing them

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2209745A1 (en) * 1972-12-08 1974-07-05 Microbial Chem Res Found
FR2263746A1 (en) * 1974-03-12 1975-10-10 Roussel Uclaf N-methyl-kanamycin B - with broad-spectrum antibacterial activity, esp. against staphylococcal and coliform infections

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2209745A1 (en) * 1972-12-08 1974-07-05 Microbial Chem Res Found
FR2263746A1 (en) * 1974-03-12 1975-10-10 Roussel Uclaf N-methyl-kanamycin B - with broad-spectrum antibacterial activity, esp. against staphylococcal and coliform infections

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0008965A2 (en) * 1978-09-06 1980-03-19 Roussel-Uclaf Aminoglycosides derived from desoxystreptamin and their salts, their method of preparation and pharmaceutical compositions containing them
EP0008965A3 (en) * 1978-09-06 1980-04-02 Roussel-Uclaf Aminoglycosides derived from desoxystreptamin and their salts, their method of preparation and pharmaceutical compositions containing them
FR2435481A1 (en) * 1978-09-06 1980-04-04 Roussel Uclaf NOVEL AMINOGLYCOSIDES DERIVED FROM DESOXYSTREPTAMINE AND SALTS THEREOF, PROCESS FOR THE PREPARATION THEREOF AND APPLICATION AS MEDICAMENTS

Also Published As

Publication number Publication date
FR2358156B1 (en) 1978-12-08

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