GB1475481A - 1-n-alpha-hydroxy-omega-aminoalkanoyl-6-n-methyl-3,4-dideoxy kanamycin b and the production thereof - Google Patents

1-n-alpha-hydroxy-omega-aminoalkanoyl-6-n-methyl-3,4-dideoxy kanamycin b and the production thereof

Info

Publication number
GB1475481A
GB1475481A GB3806475A GB3806475A GB1475481A GB 1475481 A GB1475481 A GB 1475481A GB 3806475 A GB3806475 A GB 3806475A GB 3806475 A GB3806475 A GB 3806475A GB 1475481 A GB1475481 A GB 1475481A
Authority
GB
United Kingdom
Prior art keywords
amino
alpha
protective group
amino protective
aminoalkanoyl
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
GB3806475A
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.)
Microbial Chemistry Research Foundation
Original Assignee
Microbial Chemistry Research Foundation
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 Microbial Chemistry Research Foundation filed Critical Microbial Chemistry Research Foundation
Publication of GB1475481A publication Critical patent/GB1475481A/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
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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)
  • Physical Vapour Deposition (AREA)

Abstract

1-N-(alpha-hydroxy-omega-aminoalkanoyl)-6'-N-methyl-3',4'-dideoxyka namycins B or pharmaceutically acceptable acid addition salts thereof are prepared by selective acylation of the 1-amino group of an amino-protected derivative of the formula <IMAGE> in which R1 is a monovalent amino protective group and R2 is hydrogen or a monovalent amino protective group, with an alpha -hydroxyomega -amino acid of the formula V or with a functional derivative thereof, in which n is 1, 2 or 3, R3 is an amino protective group and R4 is hydrogen, or R3 and R4 together are a divalent amino protective group, after which the amino protective groups are eliminated from the 1-N-acylated product obtained in this way. The prepared compounds are effective not only against Gram-negative and Gram-positive bacteria with the usual kanamycin sensitivity but also against kanamycin-resistant bacteria. <IMAGE>
GB3806475A 1974-10-08 1975-09-16 1-n-alpha-hydroxy-omega-aminoalkanoyl-6-n-methyl-3,4-dideoxy kanamycin b and the production thereof Expired GB1475481A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP49115199A JPS5148634A (en) 1974-10-08 1974-10-08 Taiseikinnyukona 11nn * arufua hidorokishi omega aminoashiru * 6**nn mechiru 3* *hh jideokishikanamaishin b no seizoho

Publications (1)

Publication Number Publication Date
GB1475481A true GB1475481A (en) 1977-06-01

Family

ID=14656799

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3806475A Expired GB1475481A (en) 1974-10-08 1975-09-16 1-n-alpha-hydroxy-omega-aminoalkanoyl-6-n-methyl-3,4-dideoxy kanamycin b and the production thereof

Country Status (16)

Country Link
JP (1) JPS5148634A (en)
BE (1) BE834236A (en)
CA (1) CA1050537A (en)
CH (1) CH615685A5 (en)
DE (1) DE2543535C3 (en)
DK (1) DK148262C (en)
FR (1) FR2287233A1 (en)
GB (1) GB1475481A (en)
HU (1) HU173702B (en)
IE (1) IE42354B1 (en)
LU (1) LU73533A1 (en)
NL (1) NL181503C (en)
SE (1) SE431216B (en)
SU (1) SU965359A3 (en)
YU (1) YU39659B (en)
ZA (1) ZA756291B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57175198A (en) * 1981-04-20 1982-10-28 Microbial Chem Res Found 1-n-acyl derivative of 5,3,4-trideoxy-6-n-methylkanamycin b and their preparation
JPS60179468U (en) * 1984-05-11 1985-11-28 大成プラス株式会社 multicolor stamp
DE102006004062A1 (en) 2006-01-28 2007-08-09 Degussa Gmbh rubber compounds
RU2458931C2 (en) 2006-06-02 2012-08-20 Мейдзи Сейка Фарма Ко., Лтд. New aminoglycoside antibiotics

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4001208A (en) * 1972-10-06 1977-01-04 Zaidan Hojin Biseibutsu Kagaku Kenkyo Kai 1-N-[(S)-α-hydroxy-ω-aminoacyl]

Also Published As

Publication number Publication date
NL7511662A (en) 1976-04-12
YU39659B (en) 1985-03-20
DE2543535B2 (en) 1977-10-13
AU8518975A (en) 1977-03-31
DE2543535A1 (en) 1976-04-22
IE42354L (en) 1976-04-08
FR2287233A1 (en) 1976-05-07
DE2543535C3 (en) 1978-06-01
CA1050537A (en) 1979-03-13
JPS5653558B2 (en) 1981-12-19
YU253075A (en) 1982-05-31
SU965359A3 (en) 1982-10-07
ZA756291B (en) 1976-06-30
SE431216B (en) 1984-01-23
IE42354B1 (en) 1980-07-30
NL181503C (en) 1987-09-01
DK148262B (en) 1985-05-20
FR2287233B1 (en) 1978-11-10
LU73533A1 (en) 1976-08-19
SE7511229L (en) 1976-04-09
DK148262C (en) 1986-02-10
NL181503B (en) 1987-04-01
DK451475A (en) 1976-04-09
CH615685A5 (en) 1980-02-15
HU173702B (en) 1979-07-28
BE834236A (en) 1976-04-06
JPS5148634A (en) 1976-04-26

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19920916