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HomeProduct name listKasugamycin hydrochloride

Kasugamycin hydrochloride

Synonym(s):3-O-[2-Amino-4-[(carboxyiminomethyl)amino]-2,3,4,6-tetradeoxy-D-arabino-hexopyranosyl]-D-chiro-inositol hydrochloride;3-O-[2-Amino-4-[(carboxyiminomethyl)amino]-2,3,4,6-tetradeoxy-D-arabino-hexopyranosyl]-D-chiro-inositol

  • CAS NO.:19408-46-9
  • Empirical Formula: C14H25N3O9.ClH
  • Molecular Weight: 415.82
  • MDL number: MFCD00058459
  • EINECS: 637-144-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-04 20:04:50
Kasugamycin hydrochloride Structural

What is Kasugamycin hydrochloride?

Description

Kasugamycin is an aminoglycosidic antibiotic isolated from S. kasugaensis. It blocks the initiation of translation, preventing initiation complex formation on 30S ribosomes in bacteria.

The Uses of Kasugamycin hydrochloride

Kasugamycin Hydrochloride is an aminoglycoside antibiotic that inhibits the initiation of translation. It is also a type of fungicide that controls leaf and neck blast disease caused by Pyricularia oryzae and increases rice yields.

The Uses of Kasugamycin hydrochloride

antifungal

The Uses of Kasugamycin hydrochloride

kasugamycin, derived from Streptomyces kasuguensis, is also used to control rice blast.It acts by inhibiting protein synthesis by interfering with the binding of aminoacyl-tRNA to the mRNA-30s ribosomal subunit complex (Yamaguchi, 1998).

What are the applications of Application

Kasugamycin hydrochloride is an antibiotic aminoglycoside that inhibits protein synthesis

in vitro

kasugamycin could inhibit protein synthesis by interacting with the 30s ribosomal subunit. the mechanism of inhibition of protein synthesis appeared to be different from that of other aminoglycosides, such as kanamycin, streptomycin, neomycin, gentamicin. the initiation complex formation on 30s ribosomes could be inhibited by kasugamycin but not by streptomycin, kanamycin or gentamicin, though the binding of fmet-trna to 70s ribosomes was inhibited by both streptomycin and by kasugamycin. [1].

in vivo

five groups, each consisting of five guinea pigs, were infected with shibaura strain; two groups were treated by injection with kasugamycin. all animals treated with 1 mcg/g were killed showing an average survival period of 7.4 days, which was close to the average survival period of 6.2 days in the control group; while all animals treated with 5 mcg/g survived. the other two groups were treated with kasugamycin from the icteric stage to the 10th day after infection. two animals of the 5 mcg/g group survived, showing no leptospira in the kidney; the other three died in an average of 7.7 days. three animals of the 10 mcg/g group survived; while the other two animals died in 6.5 days on an average . the total amounts of kasugamycin administered to the infected guinea pigs from the febrile stage were 10.8 mg (the 1 mcg/g group) and 54.0 mg (the 5 mcg/g group) [2].

Metabolic pathway

kasugamycin hydrochloride hydrate is a relatively stable antibiotic. There is limited published information on its metabolism and environmental fate but it is extensively degraded in plants and soil as indicated in Scheme 1.

Degradation

kasugamycin hydrochloride hydrate is very stable at room temperature. It is stable in weak acids but unstable in strong acids and under basic conditions. Its DT50 values at 50 °C are 47 and 14 days at pH 5 and 9, respectively (PM).

References

[1] okuyama, a. ,machiyama, n.,kinoshita, t., et al. inhibition by kasugamycin of initiation complex formation on 30s ribosomes. biochemical and biophysical research communications 43(1), 196-199 (1971).
[2] kitaoka m, mori m, arimitsu y. in vitro and in vivo effects of kasugamycin on leptospira icterohaemorrhagiae. jpn j med sci biol. 1975 oct-dec;28(5-6):285-90.

Properties of Kasugamycin hydrochloride

Melting point: 202-204 °C (decomp)
vapor pressure  <1.3x l0-8 Pa (25 °C)
storage temp.  Sealed in dry,2-8°C
solubility  H2O: soluble
form  Solid
form  neat
Water Solubility  125 g l-1 (25 °C)
pka 3.23 (carboxyl), 7.73 and 11.0 (bases)
color  white to off-white
Stability: Hygroscopic
CAS DataBase Reference 19408-46-9(CAS DataBase Reference)
EPA Substance Registry System Kasugamycin monohydrochloride (19408-46-9)

Safety information for Kasugamycin hydrochloride

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H320:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Kasugamycin hydrochloride

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