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Gentamicin sulfate

Product Name
Gentamicin sulfate
CAS No.
1405-41-0
Chemical Name
Gentamicin sulfate
Synonyms
GENTAMICIN SULPHATE STERILE;Gentak;U-gencin;GENTAMICIN 2,5-SULFATE HYDRATE;100ppm;Apogen;Pangram;sch9724;Garacin;Gentalin
CBNumber
CB2733991
Molecular Formula
C60H127N15O26S
Formula Weight
1506.8
MOL File
1405-41-0.mol
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Gentamicin sulfate Property

Melting point:
218-237°C
alpha 
D25 +102°
Density 
1.000 g/cm3
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL As stock solution, store at −20°C. Stable at 37°C for 5 days.
form 
powder
color 
colorless to light yellow
Odor
odorless
PH
4.0-5.5 (0.1g/mL in H2O)
optical activity
[α]20/D +110±8°, c = 1% in H2O
Water Solubility 
Soluble in water
Merck 
13,4403
InChIKey
RDEIXVOBVLKYNT-HDZPSJEVSA-N
CAS DataBase Reference
1405-41-0(CAS DataBase Reference)
EPA Substance Registry System
Gentamicin sulfate (1405-41-0)
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Safety

Hazard Codes 
Xn
Risk Statements 
42/43
Safety Statements 
23-36/37-45-22-24/25
WGK Germany 
2
RTECS 
LY2625000
3
HS Code 
29419010
Toxicity
LD50 in mice (mg base/kg): 430 i.p.; 485 s.c.; 75 i.v.; >9050 orally (Black)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
48760
Product name
Gentamicin sulfate from Micromonospora purpurea
Purity
≥590?μg/mg of gentamicin
Packaging
1g
Price
$120
Updated
2024/03/01
Sigma-Aldrich
Product number
BP174
Product name
Gentamicin sulfate
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
25MG
Price
$229
Updated
2024/03/01
Sigma-Aldrich
Product number
48760
Product name
Gentamicin sulfate from Micromonospora purpurea
Purity
≥590?μg/mg of gentamicin
Packaging
5G
Price
$369
Updated
2024/03/01
Sigma-Aldrich
Product number
48760
Product name
Gentamicin sulfate from Micromonospora purpurea
Purity
≥590?μg/mg of gentamicin
Packaging
25g
Price
$1290
Updated
2024/03/01
Sigma-Aldrich
Product number
345814-M
Product name
Gentamycin Sulfate - CAS 1405-41-0 - Calbiochem
Purity
Broad-spectrum cell culture antibiotic that is nontoxic to viruses and mammalian cells at antibacterial and antimycoplasmal concentrations.
Packaging
1g
Price
$95.8
Updated
2024/03/01
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Gentamicin sulfate Chemical Properties,Usage,Production

Chemical Properties

White to buff-colored powder, hygroscopic, easily soluble in water, insoluble in lipids, insoluble in organic solvents, stable in chemical properties, relatively stable to changes in temperature and pH, the pH of 4% aqueous solution is 4.0-6.0. There are five basic centers in the gentamicin molecule, which is a basic compound, and the drug is the sulfate of gentamicin. Gentamicin is a complex of C components, the main components of which are C1, C2, C1a, and C2a.

Originator

Garamycin,Schering,US,1966

Uses

This compound is a complex mixture of the sulfates of gentamycin Cl, gentamycin CIA and gentamycin C2. Pharmaceutical incompatibilites include amphotericin, cephalosporins, erythromycin, heparin, penicillins, sodium bicarbonate, and sulfadiazine sodium. It is used as topical and systemic broad-spectrum antibiotic with bactericidal action; also used in ophthalmic drugs.

Uses

Gentamicin sulfate is an aminoglycoside antibiotic. Inhibits protein synthesis by binding to L6 protein of 50S ribosomal subunit. Antibacterial. Antibiotic complex consists of three closely related components, gentamicins C1, C2, C1a, and also gentamicin A which differs from the other members of the complex but is similar to Kanamycin C. Gentamicin C1: R1=R2=CH3 Gentamicin C2: R1=CH3; R2=H Gentamicin C1A: R1=R2=H.

Manufacturing Process

Germination Stage: A lyophilized culture of M. purpurea is added to a 300 ml shake flask containing 100 ml of the following sterile medium: 3 grams bactobeef extract; 5 grams tryptose; 1 gram dextrose; 24 grams starch (soluble); 5 grams yeast extract; and 1,000 ml tap water. The flask and its contents are incubated for 5 days at 37°C on a rotary shaker (280 rpm, 2 inch stroke).
Inoculum Preparation Stage: Two batches of inoculum of about 50 gallons each are prepared by the following method: A 25 ml inoculum (from the germination stage) is transferred to each of four 2-liter flasks, each containing 500 ml of the sterile medium utilized for germination. The flasks and contents are incubated for 5 days at 28°C on a rotary shaker (280 rpm, 2 inch stroke).
The contents of the flasks are pooled, a 25 ml inoculum (taken from the pool) is added to each of twenty 2-liter flasks, each containing 500 ml of the following sterile medium: 30 grams soybean meal; 40 grams dextrose (cerelose); 1 gram calcium carbonate; 1,000 milliliters tap water. The flasks and their contents are incubated for 3 to 5 days at 28°C on a rotary shaker (280 rpm, 2 inch stroke). The broth is pooled and aseptically transferred into a sterile inoculum flask having a side arm (total volume, about 10 liters).
The 10 liters of inoculum is aseptically transferred to a 65-gallon fermenter containing 50 gallons of the following sterile medium: 600 grams bacto-beef extract; 1,000 grams bacto-tryptose; 200 grams dextrose (cerelose); 4,800 grams starch (soluble); 1,000 grams yeast extract; 100 ml antifoamer GE 60 (General Electric Co. brand of silicone defoamer), or other defoamer; and tap water, qs to 50 gallons.
The pH is adjusted to 6.9 to 7.0 before sterilization and aerobic fermentation is effected for 24 hours (until the packed cell volume is about 10 to 15%) under the following conditions: temperature, 37°C; sterile air input, 54 ft3/min; pressure, 7 psi; and agitation, 180 rpm.
Fermentation Stage: One 50-gallon batch of inoculum is aseptically transferred to a 675-gallon fermenter (fermenter A) containing the following medium: 54.0 kg soybean meal; 72.0 kg cerelose; 9.0 kg calcium carbonate; 300 ml antifoamer GE 60; and 450 gallons soft water. The other 50-gallon batch of inoculum is aseptically transferred to a similar fermenter (fermenter B) containing the same medium as fermenter A with the addition of 200 mg of CoCl2 · 6H2O. Fermentation is effected in each fermenter at 35°C while agitating at 120 rpm with air input at 7 psi and 15 ft3/min. At various times, samples of the fermented broth are withdrawn and assayed for antibiotic production by the disc assay method. The following table shows the increase in yield effected by the presence of cobalt, (as described in US Patent 3,136,704).
The conversion of the broth to gentamicin sulfate is described in US Patent 3,091,572.

brand name

Apogen (King); Garamycin (Schering); Genoptic (Allergan); Gentacidin (Novartis); Gentafair (Pharmafair); Gentak (Akorn); U-Gencin (Pharmacia & Upjohn).

Therapeutic Function

Antibacterial

General Description

Gentamicin sulfate is a sulfate salt of an antibiotic complex produced by fermentation of Micromonospora purpurea or M. echinospora. There are three components, each consisting of five basic nitrogens and requiresing five equivalents of sulfuric acid per mole of gentamicin base. Three closely related components that are chemically amino-saccharides. White to buff-colored powder. pH (4% solution) 3.5 to 5.5. Odorless.

Air & Water Reactions

Water soluble. Hygroscopic.

Reactivity Profile

Gentamycin sulfate is very stable in solution, even in moderately acidic to strongly basic aqueous media.

Fire Hazard

Flash point data for Gentamycin sulfate are not available; however, Gentamycin sulfate is probably combustible.

Biochem/physiol Actions

Mode of Action: Gentamicin inhibits protein synthesis by binding to the 30S subunit of the ribosome.Antimicrobial spectrum: Includes Gram-negative and Gram-positive bacteria, including strains resistant to tetracycline, chloramphenicol, kanamycin and colistin, particularly strains of Pseudomonas, Proteus, Staphylococcus and Streptococcus.

Safety Profile

Poison by intravenous, intraperitoneal, and intramuscular routes. Moderately toxic by subcutaneous route. Human systemic effects: level changes for metals other than Na/K/Fe/Ca/P/Cl. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of SOx. See also other gentamycin entries.

storage

Store at +4°C

References

Schroeder et al (2000) Modulation of RNA function by aminoglycoside antibiotics. EMBO.J. 4 1. PMID: 10619838.
Casemore (1967) Gentamicin as a bactericidal agent in virological tissue cultures. J.Clin.Pathol. 20 298. PMID: 4972293
Martin, N.L., et al. Gentamicin interaction with Pseudomonas aeruginosa cell envelope. J. Comp. Neurol. 1986, 29(6), 1079-1087. DOI:10.1128/AAC.29.6.1079
Kadurugamuwa, J.L., et al. Surface action of gentamicin on Pseudomonas aeruginosa. J. Bacteriol. 1993, 175(18), 5798-805. DOI:10.1128/jb.175.18.5798-5805.1993

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Gentamicin sulfate Suppliers

Safic-Alcan Deutschland Gmbh
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View Lastest Price from Gentamicin sulfate manufacturers

Henan Suikang Pharmaceutical Co.,Ltd.
Product
Gentamicin sulfate 1405-41-0
Price
US $0.00/bou
Min. Order
10bou
Purity
≥590IU/mg
Supply Ability
10000bou
Release date
2024-04-24
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Gentamicin Sulfate 1405-41-0
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-11-21
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Gentamycin sulfate 1405-41-0
Price
US $1.00/KG
Min. Order
1KG
Purity
590IU/mg,EP10.0
Supply Ability
500kg/month
Release date
2021-06-16

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