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Amikacin Disulfate

Amikacin Disulfate
Amikacin Disulfate structure
CAS No.
39831-55-5
Chemical Name:
Amikacin Disulfate
Synonyms
AMika;Grasil;Cashimy;Sterile;Biodacyn;Biodacyna;Selemycin;Prutetucin;AMikin sulfate;AMIKACIN SULFATE
CBNumber:
CB7688755
Molecular Formula:
C22H45N5O17S
Formula Weight:
683.68
MOL File:
39831-55-5.mol

Amikacin Disulfate Properties

Melting point:
220-230 C
alpha 
D22 +74.75° (water)
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: 50 mg/mL, clear, colorless
form 
powder
color 
white to off-white
PH
pH(10g/L, 25℃) : 2.0~4.0
Water Solubility 
Soluble in water at 50mg/ml with warming
Merck 
13,404
BRN 
6172633
CAS DataBase Reference
39831-55-5(CAS DataBase Reference)
FDA UNII
N6M33094FD
NCI Dictionary of Cancer Terms
sterile
Proposition 65 List
Amikacin Sulfate
EPA Substance Registry System
Amikacin sulfate (39831-55-5)
SAFETY
  • Risk and Safety Statements
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  2
RTECS  WK1961200
3-10
HS Code  29419000
Toxicity LD50 oral in rabbit: > 3gm/kg

Amikacin Disulfate price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A1774 Amikacin disulfate salt potency: 674-786μg per mg (as amikacin base) 39831-55-5 1g $149 2021-03-22 Buy
Sigma-Aldrich 1019494 Amikacin sulfate United States Pharmacopeia (USP) Reference Standard 39831-55-5 100mg $366 2021-03-22 Buy
Alfa Aesar J63862 Amikacin disulfate 39831-55-5 100g $389 2021-03-22 Buy
Alfa Aesar J63862 Amikacin disulfate 39831-55-5 25g $136 2021-03-22 Buy
Sigma-Aldrich A1774 Amikacin disulfate salt potency: 674-786μg per mg (as amikacin base) 39831-55-5 5g $638 2021-03-22 Buy

Amikacin Disulfate Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Amikin,Bristol,US,1976

Uses

Semisynthetic aminoglycoside antibiotic derived from Kanamycin A. Antibacterial.

Uses

Analgesic

Definition

ChEBI: An aminoglycoside sulfate salt obtained by combining amikacin with two molar equivalents of sulfuric acid.

Manufacturing Process

Preparation of L-(-)-γ-benzyloxycarbonylamino-α-hydroxybutyric acid: L-(-)-γ- amino-α-hydroxybutyric acid (7.4 g, 0.062 mol) was added to a solution of 5.2 grams (0.13 mol) of sodium hydroxide in 50 ml of water. To the stirred solution was added dropwise at 0-5°C over a period of 0.5 hour, 11.7 grams (0.068 mol) of carbobenzoxy chloride and the mixture was stirred for another hour at the same temperature. The reaction mixture was washed with 50 ml of ether, adjusted to pH 2 with dilute hydrochloric acid and extracted with four 80 ml portions of ether. The ethereal extracts were combined, washed with a small amount of saturated sodium chloride solution, dried with anhydrous sodium sulfate and filtered. The filtrate was evaporated in vacuum and the resulting residue was crystallized from benzene to give 11.6 grams (74%) of colorless plates; MP 78.5°C to 79.5°C.
Preparation of N-Hydroxysuccinimide Ester of L-(-)-γ-Benzyloxycarbonylamino- α-hydroxybutyric acid: A solution of 10.6 grams (0.042 mol) of L-(-)-γ- benzyloxycarbonylamino-α-hydroxybutyric acid and 4.8 grams (0.042 mol) of N-hydroxysuccinimide in 200 ml of ethyl acetate was cooled to 0°C and then 8.6 grams (0.042 mol) of dicyclohexylcarbodiimide was added. The mixture was kept overnight in a refrigerator. The dicyclohexylurea which separated was filtered off and the filtrate was concentrated to about 50 ml under reduced pressure to give colorless crystals of L-(-)-γ-benzyloxycarbonylamino- α-hydroxybutyric acid which were collected by filtration; 6.4 grams, MP 121- 122.5°C. The filtrate was evaporated to dryness in vacuum and the crystalline residue was washed with 20 ml of a benzene-n-hexane mixture to give an additional amount of L-(-)-γ-benzyloxycarbonylamino-α-hydroxybutyric acid. The total yield was 13.4 grams (92%).
Preparation of 1-[L-(-)-γ-Benzyloxycarbonylamino-α-Hydroxybutyryl]-6'- Carbobenzoxykanamycin A: A solution of 1.6 grams (4.6 mmol) of L-(-)-γ- benzyloxycarbonylamino-α-hydroxybutyric acid in 40 ml of ethylene glycol dimethyl ether (DME) was added dropwise to a stirred solution of 2.6 grams (4.2 mmol) of 6'-monobenzyloxycarbonylkanamycin A in 40 ml of 50% aqueous ethylene glycol dimethyl ether and the mixture was stirred overnight. The reaction mixture was evaporated under reduced pressure to give a brown residue 1-[L-(-)-γ-benzyloxycarbonylarnino-α-hydroxybutyryl]-6'- carbobenzoxykanamycin A which was used for the next reaction without further purification.
Preparation of 1-[L-(-)-γ-Amino-α-Hydroxybutyryl] Kanamycin A: The crude product 1-[L-(-)-γ-benzyloxycarbonylamino-α-hydroxybutyryl]-6'- carbobenzoxykanamycin A was dissolved in 40 ml of 50% aqueous dioxane and a small amount of insoluble material was removed by filtration. To the filtrate was added 0.8 ml of glacial acetic acid and 1 gram of 10% palladiumon- charcoal and the mixture was hydrogenated at room temperature for 24 hours in a Parr hydrogenation apparatus. The reaction mixture was filtered to remove the palladium catalyst and the filtrate was evaporated to dryness in vacuum.
The residue was dissolved in 30 ml of water and chromatographed on a column of CG-50 ion exchange resin (NH4 + type, 50 cm x 1.8 cm). The column was washed with 200 ml of water and then eluted with 800 ml of 0.1 N NH4OH, 500 ml of 0.2 N NH4OH and finally 500 ml of 0.5 N NH4OH. Ten milliliter fractions were collected and fractions 146 to 154 contained 552 mg (22%. based on carbobenzoxykanamycin A, 6'- monobenzyloxycarbonylkanamycin A) of the product which was designated BB-K8 lot 2. MP 187°C (dec). Relative potency against B. subtilis (agar plate) = 560 mcg/mg (standard: kanamycin A free base).
A solution of 250 mg of BB-K8 lot 2 in 10 ml of water was subjected to chromatography on a column of CG-50 (NH4 + type, 30 cm x 0.9 cm). The column was washed with 50 ml of water and then eluted with 0.2 N NH4OH. Ten milliliter fractions were collected. Fractions 50 to 63 were combined and evaporated to dryness under reduced pressure to give 98 mg of the pure product base.
Preparation of the Monosulfate Salt of 1-[L-(-)-γ-Amino-α-Hydroxybutyryl] Kanamycin A: One mol of 1-[L-(-)-γ-amino-α-hydroxybutyryl] kanamycin A is dissolved in 1 to 3 liters of water. The solution is filtered to remove any undissolved solids. To the chilled and stirred solution is added one mol of sulfuric acid dissolved in 500 ml of water. The mixture is allowed to stir for 30 minutes, following which cold ethanol is added to the mixture till precipitation occurs. The solids are collected by filtration and are determined to be the desired monosulfate salt.

brand name

Amikin (Apothecon).

Therapeutic Function

Antibacterial

Safety Profile

Poison by intravenous route.Moderately toxic by intraperitoneal and subcutaneousroutes. An experimental teratogen. Other experimentalreproductive effects. When heated to decomposition itemits very toxic fumes of NOx and SOx.

Amikacin Disulfate Preparation Products And Raw materials

Raw materials

Preparation Products


Amikacin Disulfate Suppliers

Global( 334)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Guangzhou PI PI Biotech Inc
+8618371201331
020-81716319 sales@pipitech.com;87478684@qq.com China 3245 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29959 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2858 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6369 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19753 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 37282 58

View Lastest Price from Amikacin Disulfate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-25 Amikacin Disulfate Salt
39831-55-5
US $10.00 / KG 1KG 99.99 500kg/month Handan Tongyi New Material Technology Co., Ltd
2021-10-20 Amikacin Disulfate
39831-55-5
US $75.00-62.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd
2021-10-20 AMIKACIN DISULFATE
39831-55-5
US $10.00 / KG 500g 99% 2000MT/Month Wuhan wingroup Pharmaceutical Co., Ltd

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