GB1502537A - Desoxystreptamine derivative and its salts processes for preparing these compounds and pharmaceutical compositions containing them - Google Patents

Desoxystreptamine derivative and its salts processes for preparing these compounds and pharmaceutical compositions containing them

Info

Publication number
GB1502537A
GB1502537A GB30746/76A GB3074676A GB1502537A GB 1502537 A GB1502537 A GB 1502537A GB 30746/76 A GB30746/76 A GB 30746/76A GB 3074676 A GB3074676 A GB 3074676A GB 1502537 A GB1502537 A GB 1502537A
Authority
GB
United Kingdom
Prior art keywords
desoxystreptamine
xylohexopyranosyl
tridesoxy
didesoxy
benzyloxycarbonylamino
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
GB30746/76A
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 GB1502537A publication Critical patent/GB1502537A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20Carbocyclic rings
    • C07H15/22Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/226Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
    • C07H15/234Cyclohexane 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Communicable Diseases (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1502537 2 - Desoxy - streptamine derivatives ROUSSEL-UCLAF 23 July 1976 [23 July 1975] 30746/76 Heading C2C Novel N 1 - [L(-) - 2 - hydroxy - 4 - aminobutyryl] - 4 - O - [2<SP>1</SP>,6<SP>1</SP> - diamino - 2<SP>1</SP>,6<SP>1</SP> - didesoxy - α,D - glucopyranosyl] - 6 - O - [3<SP>11</SP>- methylamino - 3<SP>11</SP>,4<SP>11</SP>,6<SP>11</SP> - tridesoxy - α,D- xylohexopyranosyl] - 2 - desoxystreptamine (I) and addition salts thereof with mineral or organic acids are prepared by reacting 4-O- [2<SP>1</SP>,6<SP>1</SP> - diamino - 21,61 - didesoxy - α,D - glucopyranosyl] - 6 - O - [3<SP>11</SP> - methylamino - 3<SP>11</SP>,4<SP>11</SP>, 6<SP>11</SP> - tridesoxy - α,D - xylohexopyranosyl] - 2- desoxystreptamine with N - benzyloxycarbonyloxy-succinimide, reacting the resulting novel 4 - O - [21 - amino - 61 - benzyloxycarbonylamino - 2<SP>1</SP>,6<SP>1</SP> - didesoxy - α,D - glucopyranosyl] - 6 - O - [3<SP>11</SP> - methylamino - 3<SP>11</SP>,4<SP>11</SP>, 6<SP>11</SP> - tridesoxy - α,D - xylohexopyranosyl] - 2- desoxystreptamine with the N-hydroxysuccinimide ester of L-(-)-γ-benzyloxycarbonylamino - α - hydroxy - butyric acid and catalytically hydrogenating the resulting novel N 1 - [L - (-) - 2 - hydroxy - 4 - benzyloxycarbonylamino - butyryl] - 4 - O - [2<SP>1</SP> - amino- 61 - benzyloxycarbonylamino - 2<SP>1</SP>,6<SP>1</SP> - didesoxy- α,D - glucopyranosyl] - 6 - O - [3<SP>11</SP> - methylamino - 3<SP>11</SP>,4<SP>11</SP>,6<SP>11</SP> - tridesoxy - α,D - xylohexopyranosyl] - 2 - desoxystreptamine, followed optionally by salification with an appropriate acid. Pharmaceutical compositions having antibiotic activity comprise, as active ingredient, the compound (I) or a pharmaceutically acceptable mineral or organic acid addition salt thereof, in association with a suitable pharmaceutical vehicle.
GB30746/76A 1975-07-23 1976-07-23 Desoxystreptamine derivative and its salts processes for preparing these compounds and pharmaceutical compositions containing them Expired GB1502537A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7522987A FR2318648A1 (en) 1975-07-23 1975-07-23 NEW DERIVATIVE OF DESOXYSTREPTAMINE AND SALTS, THEIR METHOD OF PREPARATION AND THEIR APPLICATION AS MEDICINAL PRODUCTS

Publications (1)

Publication Number Publication Date
GB1502537A true GB1502537A (en) 1978-03-01

Family

ID=9158255

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30746/76A Expired GB1502537A (en) 1975-07-23 1976-07-23 Desoxystreptamine derivative and its salts processes for preparing these compounds and pharmaceutical compositions containing them

Country Status (19)

Country Link
JP (1) JPS5214746A (en)
AT (1) AT344902B (en)
AU (1) AU503819B2 (en)
BE (1) BE843535A (en)
CH (1) CH598281A5 (en)
DD (1) DD126770A5 (en)
DE (1) DE2630590C2 (en)
DK (1) DK149186C (en)
ES (1) ES450028A1 (en)
FR (1) FR2318648A1 (en)
GB (1) GB1502537A (en)
HU (1) HU175411B (en)
IE (1) IE43582B1 (en)
IL (1) IL49900A (en)
LU (1) LU75266A1 (en)
NL (1) NL7608151A (en)
SE (1) SE427461B (en)
SU (1) SU656528A3 (en)
ZA (1) ZA763895B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
USD975431S1 (en) * 2020-12-18 2023-01-17 Wonderland Switzerland Ag Infant carrier

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE786201A (en) * 1971-07-13 1973-01-12 Bristol Myers Co METHOD FOR PREPARING ANTIBIOTICS
FR2228474A1 (en) * 1973-05-10 1974-12-06 Roussel Uclaf Amino-glycoside deriv as an antibacterial agent - prepd by a stepwise process from a substd 2-O-ethoxycarbonyl D-xylohexopyranoside
US3959255A (en) 1973-05-10 1976-05-25 Roussel-Uclaf Antibiotic aminoglycosides, and process of preparation

Also Published As

Publication number Publication date
CH598281A5 (en) 1978-04-28
DK329876A (en) 1977-01-24
DK149186B (en) 1986-03-10
ZA763895B (en) 1977-08-31
IL49900A (en) 1979-05-31
SU656528A3 (en) 1979-04-05
DD126770A5 (en) 1977-08-10
NL7608151A (en) 1977-01-25
DE2630590A1 (en) 1977-02-10
ATA545176A (en) 1977-12-15
FR2318648A1 (en) 1977-02-18
ES450028A1 (en) 1977-08-01
IE43582L (en) 1977-01-23
HU175411B (en) 1980-07-28
BE843535A (en) 1976-12-29
SE427461B (en) 1983-04-11
DK149186C (en) 1986-09-15
AU1608376A (en) 1978-01-26
JPS619318B2 (en) 1986-03-22
IE43582B1 (en) 1981-04-08
IL49900A0 (en) 1976-08-31
JPS5214746A (en) 1977-02-03
AT344902B (en) 1978-08-25
AU503819B2 (en) 1979-09-20
DE2630590C2 (en) 1984-08-09
LU75266A1 (en) 1977-03-18
FR2318648B1 (en) 1978-10-06
SE7606795L (en) 1977-01-24

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee