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Netilmicin sulfate

Netilmicin sulfate  Structure
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
Molecular Weight:
1441.55
MOL File:
56391-57-2.mol
MSDS File:
SDS
Modify Date:
2024/3/16 15:45:21

Netilmicin sulfate Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H360
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
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
NFPA 704
0
3 0

Netilmicin sulfate price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) N0755 Netilmicin sulfate salt 56391-57-2 5MG ₹41438.1 2022-06-14 Buy
TCI Chemicals (India) N1108 Netilmicin Sulfate 56391-57-2 25MG ₹2700 2022-05-26 Buy
TCI Chemicals (India) N1108 Netilmicin Sulfate 56391-57-2 100MG ₹8200 2022-05-26 Buy
SRL 60609 Netilmicin Sulphate (NTC Sulphate), 595ug/mg 56391-57-2 100mg ₹4200 2022-05-26 Buy
Product number Packaging Price Buy
N0755 5MG ₹41438.1 Buy
N1108 25MG ₹2700 Buy
N1108 100MG ₹8200 Buy
60609 100mg ₹4200 Buy

Netilmicin sulfate Chemical Properties,Uses,Production

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.

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

Global( 256)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Sisco Research Laboratories Pvt. Ltd. +91-22-4268 5800 Mumbai, India 4317 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Vista Inc. 09177778907 Maharashtra, India 7 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21667 55 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry
Xiamen AmoyChem Co., Ltd +86-592-6051114 +8618959220845 China 6387 58 Inquiry

Netilmicin sulfate Spectrum

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-( 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 Netilmicin Sulfate Usp Netililn 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 SULPHATE NETILMICIN SULFATE USP EP 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 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) netromycin Netromicine NETILMYCIN SULFATE Netilimicin (sulfate) 56391-57-2 C42H92N10O34S5 2C21H41N5O75H2SO4 C21H41N5O752H2SO4 C21H41N5O725H2SO4 C42H92N10O34S5C21H41N5O7freebase C21H41N5O7H2SO4 C21H41N5O725H2O4S 2C21H41N5O75H2O4S C21H41N5O7212H2SO4 BioChemical Antibiotics A to Z Antibiotics Antibiotics N-S Active Pharmaceutical Ingredients