SE7409946L - - Google Patents

Info

Publication number
SE7409946L
SE7409946L SE7409946A SE7409946A SE7409946L SE 7409946 L SE7409946 L SE 7409946L SE 7409946 A SE7409946 A SE 7409946A SE 7409946 A SE7409946 A SE 7409946A SE 7409946 L SE7409946 L SE 7409946L
Authority
SE
Sweden
Prior art keywords
gentamicin
antibiotic
mutamicin
diaminocyclitols
aminoglycosyl
Prior art date
Application number
SE7409946A
Other versions
SE424994B (en
Inventor
M J Weinstein
P J L Daniels
G H Wagman
R Testa
A K Mallams
J J Wright
T L Nagabhushan
Original Assignee
Scherico Ltd
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
Priority claimed from US05/452,586 external-priority patent/US4029882A/en
Application filed by Scherico Ltd filed Critical Scherico Ltd
Publication of SE7409946L publication Critical patent/SE7409946L/xx
Publication of SE424994B publication Critical patent/SE424994B/en

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
    • C07H15/22—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
    • 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
    • C07H15/236—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 a saccharide radical being substituted by an alkylamino radical in position 3 and by two substituents different from hydrogen in position 4, e.g. gentamicin complex, sisomicin, verdamycin
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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

Abstract

1473733 Pseudo trisaccharides SCHERICO Ltd 1 Aug 1974 [6 Aug 1973 19 March 1974 (2)] 33968/74 Heading C2C The invention comprises 1-N substituted derivatives of the 4,5-di-(aminoglycosyl)-1,3- diaminocyclitols gentamicin A, gentamicin B, gentamicin B 1 , gentamicin C 1 , gentamicin C 1a , gentamicin C 2 , gentamicin C 2a , gentamicin C 2b , gentamicin X 2 , sisomicin, vendamicin, tobramycin, Antibiotic G-418, Antibiotic 66-40B, Antibiotic 66-40D, Antibiotic J1-20A, Antibiotic J1-20B, Antibiotic G-52, mutamicin 1, mutamicin 2, mutamicin 4, mutamicin 5 and mutamicin 6, where the substituent is -CH 2 X with X being hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, aminoalkyl, N-alkylaminoalkyl, aminohydroxyalkyl, N-alkylaminohydroxyalkyl, phenyl, benzyl or tolyl, said aliphatic radicals having up to seven carbon atoms and, if substituted by amino and hydroxy, bearing the substituents on different C atoms and pharmaceutically acceptable acid addition salts thereof. The compounds of the invention may be prepared by treating one of the above named 4,6-di-(aminoglycosyl)-1,3- diaminocyclitols which may have aminoprotecting groups at any position other than position 1, with an aldehyde of formula X<SP>1</SP>-CHO, with X<SP>1</SP> being a group as defined for X above wherein any amino or hydroxy group present may be protected in the presence of a hydride donor and reducing agent and, if required, removing all protecting groups present in the molecule the last process step being followed by isolating the derivative as such or as a pharmaceutically acceptable acid addition salt.
SE7409946A 1973-08-06 1974-08-01 PROCEDURE FOR THE PREPARATION OF NEW PSEUDOTRISACCARIDES SE424994B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US38575173A 1973-08-06 1973-08-06
US45260074A 1974-03-19 1974-03-19
US05/452,586 US4029882A (en) 1974-03-19 1974-03-19 Selective acylation of the C-1 amino group of aminoglycoside antibiotics

Publications (2)

Publication Number Publication Date
SE7409946L true SE7409946L (en) 1975-02-07
SE424994B SE424994B (en) 1982-08-23

Family

ID=27409729

Family Applications (1)

Application Number Title Priority Date Filing Date
SE7409946A SE424994B (en) 1973-08-06 1974-08-01 PROCEDURE FOR THE PREPARATION OF NEW PSEUDOTRISACCARIDES

Country Status (20)

Country Link
AR (1) AR215834A1 (en)
BE (1) BE818431A (en)
BG (1) BG25804A3 (en)
CH (1) CH606076A5 (en)
CY (1) CY1018A (en)
DD (1) DD119037A5 (en)
DE (2) DE2437160C3 (en)
DK (1) DK146298C (en)
FI (1) FI62100C (en)
FR (1) FR2240015B1 (en)
GB (1) GB1473733A (en)
HK (1) HK55179A (en)
IE (1) IE40437B1 (en)
IL (1) IL45385A (en)
KE (1) KE2981A (en)
LU (1) LU70661A1 (en)
MY (1) MY8000090A (en)
NL (1) NL171587C (en)
NO (1) NO139483C (en)
SE (1) SE424994B (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1464401A (en) * 1974-10-26 1977-02-16 Pfizer Ltd Aminoglycosides
US4217446A (en) 1974-10-26 1980-08-12 Pfizer Inc. ωAmino-2-hydroxyalkyl derivatives of aminoglycoside antibiotics
FR2405266A1 (en) * 1975-09-08 1979-05-04 Scherico Ltd Antibacterial desoxystreptamines - esp 5-epi-4,6-di-(aminoglycosyl)-2-desoxystreptamines and 5-epi-(amino or azido)-5-desoxy derivs
DE2861947D1 (en) * 1977-06-10 1982-09-02 Bayer Ag Selectively protected 4,6-di-o-(aminoglycosyl)-1,3-diamino-cyclitols
US4282350A (en) * 1977-08-05 1981-08-04 Schering Corporation Selective 3"-N-acylation of 1,3"-di-N-unprotected-poly-N-protected-4,6-di-O-(aminoglycosyl)-1,3-diaminocyclitols
JPS5492951A (en) * 1977-12-29 1979-07-23 Shionogi & Co Ltd Novel aminoglycoside derivative
JPS5538345A (en) * 1978-09-11 1980-03-17 Shionogi & Co Ltd Novel aminoglycoside derivative
DE2840907A1 (en) * 1978-09-20 1980-04-03 Bayer Ag SELECTIVELY PROTECTED 4,6-DI-O- (AMINOGLYKOSYL) -1,3-DIAMINOCYCLITOLE
DE2928183A1 (en) * 1979-07-12 1981-01-29 Bayer Ag 1-N-ALKYLSISOMICIN DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS MEDICINAL PRODUCTS
CN1040177C (en) * 1993-04-23 1998-10-14 江苏省微生物研究所 1-N-ethyl gentamicin derivative and its preparing method
AU2008326297B2 (en) 2007-11-21 2012-11-08 Cipla USA, Inc. Antibacterial aminoglycoside analogs
WO2010132757A2 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial aminoglycoside analogs
WO2010132768A1 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial derivatives of sisomicin
WO2010132759A1 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial derivatives of dibekacin
WO2010132760A1 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial derivatives of tobramycin
WO2010132765A2 (en) 2009-05-15 2010-11-18 Achaogen, Inc. Antibacterial aminoglycoside analogs
CN101575311B (en) * 2009-06-19 2011-05-04 无锡好芳德药业有限公司 Method for preparing epiphysin

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1235311B (en) 1963-03-25 1967-03-02 Roussel Uclaf Process for the production of N-monophenylaethylneomycin B or its therapeutically acceptable salts

Also Published As

Publication number Publication date
IE40437L (en) 1975-02-06
DD119037A5 (en) 1976-04-05
NL171587B (en) 1982-11-16
DE2462485A1 (en) 1977-04-21
DK412474A (en) 1975-04-01
DE2437160C3 (en) 1979-08-30
NL171587C (en) 1983-04-18
AR215834A1 (en) 1979-11-15
DK146298B (en) 1983-08-29
GB1473733A (en) 1977-05-18
FI230474A (en) 1975-02-07
FR2240015B1 (en) 1978-08-18
KE2981A (en) 1979-07-20
FR2240015A1 (en) 1975-03-07
IE40437B1 (en) 1979-06-06
DE2437160A1 (en) 1975-02-20
NO139483C (en) 1979-03-21
IL45385A0 (en) 1974-11-29
BG25804A3 (en) 1978-12-12
DE2437160B2 (en) 1979-01-04
MY8000090A (en) 1980-12-31
DE2462485C2 (en) 1987-04-09
NL7410363A (en) 1975-02-10
SE424994B (en) 1982-08-23
HK55179A (en) 1979-08-17
AU7194274A (en) 1976-02-05
CH606076A5 (en) 1978-10-13
BE818431A (en) 1975-02-03
IL45385A (en) 1978-10-31
CY1018A (en) 1979-11-23
NO742787L (en) 1975-03-03
NO139483B (en) 1978-12-11
FI62100B (en) 1982-07-30
LU70661A1 (en) 1975-05-21
FI62100C (en) 1982-11-10
DK146298C (en) 1984-02-06

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