ChemicalBook > CAS DataBase List > Netilmicin sulfate

Netilmicin sulfate

Product Name
Netilmicin sulfate
CAS No.
56391-57-2
Chemical Name
Netilmicin sulfate
Synonyms
netromycin;Netromicine;NETILMYCIN SULFATE;Netililn;Zetamicin;Sulfate NetilMicin;sulfate(2:5)(salt);Netromycin sulfate;1-N-ETHYLSISOMICIN;NETILMICIN SULFATE
CBNumber
CB7121612
Molecular Formula
C42H92N10O34S5
Formula Weight
1441.55
MOL File
56391-57-2.mol
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Netilmicin sulfate Property

Melting point:
>194°C (dec.)
Boiling point:
868℃
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: soluble10mg/mL
form 
Solid
color 
white to faint yellow
Water Solubility 
Soluble in water
Sensitive 
Light Sensitive & Hygroscopic
Stability:
Hygroscopic
EPA Substance Registry System
Netilmicin sulfate (56391-57-2)
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Safety

Hazard Codes 
T,Xi
Risk Statements 
61-20/21/22-60
Safety Statements 
53-36/37/39-45-37/39-36-26
WGK Germany 
3
RTECS 
WK2286000
HS Code 
2941906000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001890
Product name
Netilmicin for peak identification
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
Y0001890
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
N0755
Product name
Netilmicin sulfate salt
Packaging
5mg
Price
$301.2
Updated
2024/03/01
Sigma-Aldrich
Product number
1460500
Product name
Netilmicin sulfate
Packaging
500mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
N1108
Product name
Netilmicin Sulfate
Purity
>98.0%(HPLC)
Packaging
25mg
Price
$16
Updated
2024/03/01
TCI Chemical
Product number
N1108
Product name
Netilmicin Sulfate
Purity
>98.0%(HPLC)
Packaging
100mg
Price
$48
Updated
2024/03/01
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Netilmicin sulfate Chemical Properties,Usage,Production

Description

Netilmicin Sulfate is the sulfate salt form of netilimicin, a member of the aminoglycoside family of antibiotics. Netilmicin is derived from sisomicin, a naturally occurring aminoglycoside antibiotic produced by the fermentation of Micromonospora inyoensis. It is an active aminoglycoside antibiotic against most Gram-negative and some Gram-positive bacteria, including certain strains resistant to gentamicin.

Chemical Properties

Off-White to Pale Beige Solid

Uses

Netilmicin sulfate is used as a broad spectrum antibiotic active against most Gram-negative and some Gram-positive bacteria. It is a semisynthetic 1-N-ethyl derivative of sisomycin, an aminoglycoside antibiotic with action similar to gentamicin, but has less ear and kidney toxicity. It is used to treat gram-negative bacterial infections, gonorrhea, skin infections, and other infectious diseases. Since netilmicin sulfate cannot be absorbed from the gut, it can only be administered by injection.

Definition

ChEBI: Netilmicin sulfate is an aminoglycoside sulfate salt. It is functionally related to a netilmycin.

Application

Netilmicin was synthesized by ScheringPlough Co. in 1976. The ethyl moiety was introduced at the 1-amino group of sisomicin. Its design was based on an understanding of the biochemical mechanisms of bacterial resistance to the gentamicin – sisomicin antibiotic group. The modification at the 1-amino group is known to prevent adenylation at the 2- hydroxyl group and acetylation at the 3-amino group, and to deter acetylation at the 6 -amino residue. Netilmicin shows almost the same activity against a variety of gram-positive and gram-negative bacteria as sisomicin and strong activity against gentamicin – sisomicin-resistant bacteria. It is now under study for evaluation of its clinical efficacy and safety.

Clinical Use

Netilmicin sulfate, 1-N-ethylsisomicin (Netromycin), is asemisynthetic derivative prepared by reductive ethylation138of sisomicin, an aminoglycoside antibiotic obtained fromMicromonospora inyoensis. Structurally, sisomicin andnetilmicin resemble gentamicin Cla, a component of the gentamicincomplex.
Against most strains of Enterobacteriaceae, P. aeruginosa,and S. aureus, sisomicin and netilmicin are comparableto gentamicin in potency. Netilmicin is active, however,against many gentamicin-resistant strains, in particularamong E. coli, Enterobacter, Klebsiella, and Citrobacterspp. A few strains of gentamicin-resistant P. aeruginosa, S.marcescens, and indole-positive Proteus spp. are also sensitiveto netilmicin. Very few gentamicin-resistant bacterialstrains are sensitive to sisomicin, however. The potency ofnetilmicin against certain gentamicin-resistant bacteria is attributedto its resistance to inactivation by bacterial enzymesthat adenylylate or phosphorylate gentamicin and sisomicin.Evidently, the introduction of a 1-ethyl group in sisomicinmarkedly decreases the affinity of these enzymes forthe molecule in a manner similar to that observed in the1-N-ε-amino-α-hydroxybutyryl amide of kanamycin A(amikacin). Netilmicin, however, is inactivated by most of the bacterial enzymes that acetylate aminoglycosides,whereas amikacin is resistant to most of these enzymes.
The pharmacokinetic and toxicological properties ofnetilmicin and gentamicin appear to be similar clinically,though animal studies have indicated greater nephrotoxicityfor gentamicin.

Netilmicin sulfate Preparation Products And Raw materials

Raw materials

Ammonium hydroxide Copper(II) acetate Ethanol Cupric acetate monohydrate

Preparation Products

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Netilmicin sulfate Suppliers

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View Lastest Price from Netilmicin sulfate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Netilmicin sulfate 56391-57-2
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-07
Qiuxian Baitai New Material Co., LTD
Product
Netilmicin sulfate 56391-57-2
Price
US $80.00/KG
Min. Order
10g
Purity
99%
Supply Ability
500ton/Month
Release date
2021-11-05
Zhuozhou Wenxi import and Export Co., Ltd
Product
Netilmicin sulfate 56391-57-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

56391-57-2, Netilmicin sulfate Related Search:

Copper(II) sulfate Sisomicin Aluminum sulfate 3-Aminophenol Glycine Barium sulfate Sodium thiosulfate Zinc sulfate heptahydrate ALTRENOGEST Ammonium sulfate Tris(hydroxymethyl)aminomethane Ferrous sulfate heptahydrate Vanadyl sulfate NETILMICIN 6-Aminocaproic acid Magnesium sulfate heptahydrate Sodium sulfate sulfate

  • D-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-D-glycero-hex-4-enopyranosyl-(1→4)]-2-deoxy-N1-ethyl-, sulfate (2:5)
  • Netilmicin sulfhate
  • Netilmicin sulfate(2:5)
  • Netilmicin sulphate, 1-N-Ethylsisomicin
  • 6-diamino-2,3,4,6-tetradeoxy-alpha-d-glycero-hex-4-enopyranosyl-(1-4)-6)-o-(
  • netromycin
  • sulfate(2:5)(salt)
  • Sulfate NetilMicin
  • (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4-amino-3-[[(2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl]oxy]-6-ethylamino-2-hydroxycyclohexyl]oxy-5-methyl-4-methylaminooxane-3,5-diol sulfate (2:5)
  • Netilmicin Sulfate (500 mg)
  • O-3-Deoxy-4-C-Methyl-3-(MethylaMino)-β-l-arabinopyranosyl-(1-6)-O-[2,6-diaMino-2,3,4,6-tetradeoxy-α-D-glycero-hex-4-enopyranosyl-(1-4)]-2-deoxy-N'-ethyl-D-streptaMine
  • NETILMYCIN SULFATE USP27
  • O-3-Deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1-6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-a-D-glycero-hex-4-enopyranosyl-(1-4)]-2-deoxy-N1-ethyl-D-streptamine sestersulfate
  • Netilmicin Impurity
  • Netilmicin Sulfate Usp
  • Netililn
  • Netromicine
  • O-3-Deoxy-4-C-methyl-3-(methylamino)-b-l-arabinopyranosyl-(1-6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-a-D-glycero-hex-4-enopyranosyl-(1-4)]-2-deoxy-Nethyl-D-streptamine
  • D-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-b-L-arabinopyranosyl-(16)-O-[2,6-diamino-2,3,4,6-tetradeoxy-a-D-glycero-hex-4-enopyranosyl-(14)]-2-deoxy-N1-ethyl-, sulfate (2:5) (salt) (9CI)
  • Zetamicin
  • Netilmicin sulfate (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4-Amino-3-[[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-6-ethylamino-2-hydroxycyclohexyl]oxy-5-methyl-4-methylaminooxane-3,5-diol sulfate (2:5)
  • O-3-Deoxy-4-C-methyl-3-methylamino-ss-L-arabinopyranosyl-(1->6)-O-[2, 6-diamino-4,5-dehydro-2,3,4,6-tetradeoxy-a-D-glycero-hexopyranosyl-(1->4)]-2-deoxy-1-N-ethyl-D-streptamine hemiheptasulfate
  • O-3-Deoxy-4-C-methyl-3-(methylamino)--l-arabinopyranosyl-(1-6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-a-D-glycero-hex-4-enopyranosyl-(1-4)]-2-deoxy-N’-ethyl-D-streptamine
  • 4-O-[[3α-Amino-6-(aminomethyl)-3,4-dihydro-2H-pyran]-2α-yl]-6-O-[4-C-methyl-3-(methylamino)-3-deoxy-β-L-arabinopyranosyl]-N1-ethyl-2-deoxy-D-streptamine·2.5sulfuric acid
  • Netromycin sulfate
  • Netilmicin sulfate salt,1-N-Ethylsisomicin
  • 1-N-ETHYLSISOMICIN
  • 1-N-ETHYLSISOMICIN SULFATE
  • O-3-DEOXY-4-C-METHYL-3-METHYLAMINO-BETA-L-ARABINOPYRANOSYL-(1->6)-O-[2, 6-DIAMINO-4,5-DEHYDRO-2,3,4,6-TETRADEOXY-A-D-GLYCERO-HEXOPYRANOSYL-(1->4)]-2-DEOXY-1-N-ETHYL-D-STREPTAMINE HEMIHEPTASULFATE
  • NETILMICIN SULFATE
  • NETILMICIN SULFATE SALT
  • NETILMYCIN SULFATE
  • NETILMYCIN SULPHATE
  • NETILMICIN SULFATE USP EP
  • Netilmicin for peak identification
  • Netilmicin sulfate CRS
  • SCH-20569 (sulfate)
  • (2R,3R,4R,5R)-2-(((1S,2S,3R,4S,6R)-4-Amino-3-(((2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl)oxy)-6-(ethylamino)-2-hydroxycyclohexyl)oxy)-5-methyl-4-(methylamino)tetrahydro-2H-pyran-3,5-diol sulfate(2:5)
  • Netilmicin sulfate USP/EP/BP
  • Netilmicin Sulfate (SCH-20569)
  • Netilmicin Sulphate (NTC Sulphate), 595ug/mg
  • Netilmicin Sulfate (1460500)
  • Netilimicin (sulfate)
  • 56391-57-2
  • C42H92N10O34S5
  • 2C21H41N5O75H2SO4
  • C21H41N5O752H2SO4
  • C21H41N5O725H2SO4
  • C42H92N10O34S5C21H41N5O7freebase
  • C21H41N5O7H2SO4
  • 2C21H41N5O75H2O4S
  • C21H41N5O725H2O4S
  • C21H41N5O7212H2SO4
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