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Bekanamycin

CAS No.
4696-76-8
Chemical Name:
Bekanamycin
Synonyms
kdm;NK-1006;NK 1006;KANAMYCIN B;Bekanamycin;nebramycinv;kanendomycin;Kanamycine B;Kanamycin B base;nebramycinfactor5
CBNumber:
CB7432846
Molecular Formula:
C18H37N5O10
Molecular Weight:
483.51
MDL Number:
MFCD01683541
MOL File:
4696-76-8.mol
MSDS File:
SDS
Last updated:2024-11-20 11:41:24

Bekanamycin Properties

Melting point 178-182° (dec)
alpha D18 +130° (c = 0.5 in water); D21 +114° (c = 0.98 in water)
Boiling point 580.49°C (rough estimate)
Density 1.3771 (rough estimate)
refractive index 1.7600 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Aqueous Acid (Slightly), Methanol (Slightly, Heated, Sonicated)
pka 13.07±0.70(Predicted)
form Solid
color Crystals
Stability Hygroscopic
FDA UNII 15JT14C3GI
ATC code J01GB13

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315; H319; H335
Precautionary statements  P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501
Toxicity LD50 i.v. in mice: 136 mg/kg (Wakazawa)
NFPA 704
0
2 0

Bekanamycin price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC K137523 KanamycinB 4696-76-8 250mg $165 2021-12-16 Buy
TRC K137523 KanamycinB 4696-76-8 500mg $260 2021-12-16 Buy
Usbiological 257329 Kanamycin B 4696-76-8 1g $410 2021-12-16 Buy
American Custom Chemicals Corporation API0003070 KANAMYCIN B 95.00% 4696-76-8 100MG $583.82 2021-12-16 Buy
AK Scientific J10862 KanamycinB 4696-76-8 5g $690 2021-12-16 Buy
Product number Packaging Price Buy
K137523 250mg $165 Buy
K137523 500mg $260 Buy
257329 1g $410 Buy
API0003070 100MG $583.82 Buy
J10862 5g $690 Buy

Bekanamycin Chemical Properties,Uses,Production

Description

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.

Originator

Kanendomycin,Meiji Seika,Japan,1969

Uses

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

Definition

ChEBI: Kanamycin B is a member of kanamycins. It is a conjugate base of a kanamycin B(5+).

Manufacturing Process

200 liters of the medium containing 2.0% starch, 1.0% soybean meal, 0.05% KCl, 0.05% MgSO4·7H2O, 0.3% NaCl, 0.2% NaNO3 was placed in the 400 liter fermenter, the pH was adjusted to 7.5, and the medium was then sterilized (pH after the sterilization was 7.0) for 30 minutes at 120°C, inoculated with 1,000 ml of 40 hour shake-cultured broth of S. kanamyceticus (a selected subculture of K2-J strain) and tank-cultured at 27°-29°C. As antifoam,soybean oil (0.04%)and silicone (0.04%) were added. The broth after 48 hours was found to contain 250 mcg/ml of kanamycin.
A portion (950 ml) of the rich eluate was adjusted to pH 6.0 by the addition of sulfuric acid. Ultrawet K (7.0 g) in 70 ml water was added slowly to the neutralized eluate to precipitate kanamycin B dodecylbenzenesulfonate which was collected by filtration after adding filter aid (Dicalite). The cake was washed with water and extracted with 100 ml methanol. After filtering and washing with methanol, sulfuric acid was added to the filtrate until no more kanamycin B sulfate precipitated. After addition of an equal volume of acetone to provide more complete precipitation, the kanamycin B sulfate was collected by filtration, washed with methanol and dried in vacuo at 50°C.

Therapeutic Function

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 sulfate (1:1)

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.

Safety Profile

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

Purification Methods

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 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 144)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
18192627656 1012@dideu.com China 3002 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29884 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34553 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 7724 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9639 58
Baoji Guokang Healthchem co.,ltd
+8615604608665 15604608665 dominicguo@gk-bio.com CHINA 9414 58

View Lastest Price from Bekanamycin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bekanamycin pictures 2024-11-19 Bekanamycin
4696-76-8
US $29.00 / mg 99.97% 10g TargetMol Chemicals Inc.
Bekanamycin pictures 2024-08-07 Bekanamycin
4696-76-8
US $1.00-22.00 / KG 1KG 99% 100000KG Shaanxi Dideu Medichem Co. Ltd
Bekanamycin pictures 2019-07-06 Bekanamycin
4696-76-8
US $1.00 / KG 1G 98% 100KG Career Henan Chemical Co
  • Bekanamycin pictures
  • Bekanamycin
    4696-76-8
  • US $29.00 / mg
  • 99.97%
  • TargetMol Chemicals Inc.
  • Bekanamycin pictures
  • Bekanamycin
    4696-76-8
  • US $1.00-22.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd
  • Bekanamycin pictures
  • Bekanamycin
    4696-76-8
  • US $1.00 / KG
  • 98%
  • Career Henan Chemical Co
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