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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
Molecular Weight:
1441.55
MDL Number:
MFCD01311715
MOL File:
56391-57-2.mol
MSDS File:
SDS
Last updated:2024-03-16 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
FDA UNII S741ZJS97U
Proposition 65 List Netilmicin Sulfate
EPA Substance Registry System Netilmicin sulfate (56391-57-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001890 Netilmicin for peak identification European Pharmacopoeia (EP) Reference Standard 56391-57-2 Y0001890 $150 2024-03-01 Buy
Sigma-Aldrich N0755 Netilmicin sulfate salt 56391-57-2 5mg $301.2 2024-03-01 Buy
Sigma-Aldrich 1460500 Netilmicin sulfate 56391-57-2 500mg $436 2024-03-01 Buy
TCI Chemical N1108 Netilmicin Sulfate >98.0%(HPLC) 56391-57-2 25mg $16 2024-03-01 Buy
TCI Chemical N1108 Netilmicin Sulfate >98.0%(HPLC) 56391-57-2 100mg $48 2024-03-01 Buy
Product number Packaging Price Buy
Y0001890 Y0001890 $150 Buy
N0755 5mg $301.2 Buy
1460500 500mg $436 Buy
N1108 25mg $16 Buy
N1108 100mg $48 Buy

Netilmicin sulfate Chemical Properties,Uses,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

Global( 256)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569265 +86-18612256290 1056@dideu.com China 3959 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Qiuxian Baitai New Material Co., LTD
+8618330912755 sale2@hbyalin.com China 1677 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23556 58

View Lastest Price from Netilmicin sulfate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Netilmicin sulfate pictures 2022-09-08 Netilmicin sulfate
56391-57-2
US $20.00 / kg 1kg 99% 5000 Ton Hebei Duling International Trade Co. LTD
Netilmicin sulfate pictures 2021-11-15 Netilmicin sulfate
56391-57-2
US $80.00 / KG 10g 99% 500ton/Month Qiuxian Baitai New Material Co., LTD
Netilmicin sulfate pictures 2021-07-20 Netilmicin sulfate
56391-57-2
US $1.00-1.00 / KG 1g 99% 50tons Shaanxi Dideu Medichem Co. Ltd

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