Bekanamycin

Bekanamycin Struktur
4696-76-8
CAS-Nr.
4696-76-8
Bezeichnung:
Bekanamycin
Englisch Name:
Bekanamycin
Synonyma:
kdm;NK-1006;NK 1006;KANAMYCIN B;Bekanamycin;nebramycinv;kanendomycin;Kanamycine B;Kanamycin B base;nebramycinfactor5
CBNumber:
CB7432846
Summenformel:
C18H37N5O10
Molgewicht:
483.51
MOL-Datei:
4696-76-8.mol

Bekanamycin Eigenschaften

Schmelzpunkt:
178-182° (dec)
alpha 
D18 +130° (c = 0.5 in water); D21 +114° (c = 0.98 in water)
Siedepunkt:
580.49°C (rough estimate)
Dichte
1.3771 (rough estimate)
Brechungsindex
1.7600 (estimate)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
Löslichkeit
Aqueous Acid (Slightly), Methanol (Slightly, Heated, Sonicated)
Aggregatzustand
Solid
pka
13.07±0.70(Predicted)
Farbe
Crystals
Stabilität:
Hygroscopic

Sicherheit

Toxizität LD50 i.v. in mice: 136 mg/kg (Wakazawa)

Bekanamycin Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Bekanamycin, kanamycin B, was found in the culture broth of Streptomyces kanamyceticus by Umezawa et al. in 1957. It shows the same antibacterial spectrum as kanamycin but with stronger activity. The total synthesis of bekanamycin was completed by Umezawa et al. in 1968 and the knowledge gained from its synthesis was successfully applied to the synthesis of dibekacin.

Verwenden

Kanamycin B (cas# 4696-76-8) is a compound useful in organic synthesis.

Antimicrobial activity

A component of the mixture of kanamycins produced by Streptomyces kanamyceticus. It is approximately twice as active as kanamycin A and is twice as toxic. It is not active against amikacin-resistant strains of MRSA. It is poorly active against Ps. aeruginosa.
The pharmacokinetics and uses are similar to those of kanamycin. A 0.5% ophthalmic solution has been used to treat gonococcal ophthalmia neonatorum. It is available in Japan.

Sicherheitsprofil

Poison by intravenous route.Moderately toxic by intraperitoneal and subcutaneousroutes. When heated to decomposition it emits toxicfumes of NOx.

läuterung methode

A small quantity of kanamycin B (24mg) can be purified on a small Dowex-1 x 2 column (6 x 50mm); the required fraction is evaporated to dryness and the residue crystallised from EtOH containing a small amount of H2O. [Umezawa et al. Bull Chem Soc Jpn 42 537 1969.] It has been crystallised from H2O by dissolving ~1g in H2O (3mL), adding Me2NCHO (3mL) and setting aside at 4o overnight. The needles are collected and dried to constant weight at 130o. It has also been recrystallised from aqueous EtOH. It is slightly soluble in CHCl3 and isoPrOH. [IR: Wakazawa et al. J Antibiot 14A 180, 187 1961, Ito et al. J Antibiot 17 A 189 1964, Beilstein 18 III/IV 7631.]

Bekanamycin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Bekanamycin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 140)Lieferanten
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4696-76-8(Bekanamycin)Verwandte Suche:


  • d-streptamine,o-3-amino-3-deoxy-alpha-d-glucopyranosyl-(1-4)-o-(2,6-diamino-2,
  • kanendomycin
  • kdm
  • nebramycinfactor5
  • nebramycinv
  • (2R,3S,4R,5R,6R)-5-Amino-2-(aminomethyl)-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxyoxane-3,4-diol
  • Bekanamycin
  • NK 1006
  • NK-1006
  • KANAMYCIN B
  • Kanamycin b (intermediates)
  • 2’-amino-2’-deoxykanamycin
  • aminodeoxykanamycin
  • O-3-AMINO-3-DEOXY-D-GLUCOPYRANOSYL-(1,AT THE RATE4)-O-(2,6-DIAMINO-2,3,6TRIDEOXY-D-PER
  • kanamycin/kanamycin sulfate
  • Bekanamycin, >98%
  • D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-
  • Tobramycin Impurity 1 (Tobramycin EP Impurity A) (Kanamycin B)
  • (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol
  • Bekanamycin USP/EP/BP
  • Kanamycin Impurity B
  • Kanamycin B base
  • Tobramycin EP Impurity A
  • Kanamycine B
  • Kanamycin Impurity 3
  • 4-O-(3-amino-3-deoxy-α-D-glucopyranosyl)-2-deoxy-6-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-L-streptamine (kanamycin B)
  • Kanamycin B, EvoPure?
  • 4696-76-8
  • C18H37N5O10
  • Inhibitors
  • Pharmaceutical Intermediates
  • API
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