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Netilmicin sulfate

Netilmicin sulfate structure

CAS No:
56391-57-2
Formula:
C21H41N5O7.⁵/2H2O4S
Chemical Name:
Netilmicin sulfate
Synonyms:
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);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) (salt);Netilmicin sulfate;Netillin;Certomycin;Vectacin;Zetamicin;Netilyn;Nettacin;Netromicine;Naitimixing;Netiline
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Netilmicin Sulfate is an active aminoglycoside antibiotic against most Gram-negative and some Gram-positive bacteria, including certain strains resistant to gentamicin.

Netilmicin sulfate is an aminoglycoside sulfate salt. It derives from a netilmycin.|Netilmicin Sulfate is the sulfate salt form of netilimicin, a semisynthetic, water soluble aminoglycoside antibiotic. Netilmicin is derived from sisomicin, a naturally occurring aminoglycoside antibiotic produced by the fermentation of Micromonospora inyoensis. Netilmicin irreversibly binds to the 16S rRNA and S12 protein of the bacterial 30S ribosomal subunit. As a result, this agent interferes with the assembly of initiation complex between mRNA and the bacterial ribosome, thereby inhibiting the initiation of protein synthesis. In addition, netilmicin induces misreading of the mRNA template and causes translational frameshift, thereby results in premature termination. This eventually leads to bacterial cell death.|Semisynthetic 1-N-ethyl derivative of SISOMYCIN, an aminoglycoside antibiotic with action similar to gentamicin, but less ear and kidney toxicity.

Netilmicin sulfate Basic Attributes

Molecular Weight：

1441.55

Exact Mass：

1440.4380959 g/mol

EC Number：

260-147-3

UNII：

S741ZJS97U

DSSTox ID：

DTXSID8045484

NCI Thesaurus Code：

C66237

HScode：

2942000000

Characteristics

PSA：

814 Å²

Appearance：

white to faint yellow

Density：

1.32 g/cm3

Melting Point：

>194°C (dec.)

Boiling Point：

868℃

Flash Point：

367.7ºC

Water Solubility：

H2O: soluble 10mg/mL

Storage Conditions：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

61-20/21/22-60

safety instructions：

53-36/37/39-45-37/39-36-26

RTECS Number：

WK2286000

Marks：

T,Xi

Precautionary statement(s)：

P201-P261-P280-P308 + P313

Hazard Statements：

H312 + H332-H360

GHS Classification：

|Danger|H312 (74.55%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P201, P202, P261, P271, P280, P281, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P363, P405, and P501|Aggregated GHS information provided by 55 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)|Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

MeSH Entry Terms：

Certomycin

Netilmicin sulfate Use and Manufacturing

Uses

Semisynthetic aminoglycoside antibiotic, related to sisomicin. Antibacterial.

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:1441.6
Hydrogen Bond Donor Count:26
Hydrogen Bond Acceptor Count:44
Rotatable Bond Count:16
Exact Mass:1440.4380959
Monoisotopic Mass:1440.4380959
Topological Polar Surface Area:814
Heavy Atom Count:91
Complexity:754
Defined Atom Stereocenter Count:22
Covalently-Bonded Unit Count:7
Compound Is Canonicalized:Yes

Material

Ammonium hydroxide

Ethanol

Drug Function and Efficacy

This product is a semi-synthetic aminoglycoside antibiotic. It has strong antibacterial activity against aerobic Gram-negative bacteria. Its antibacterial spectrum is similar to that of gentamicin. It has good antibacterial effects on Escherichia coli, Pseudomonas aeruginosa, indole-negative and -positive Proteus, Klebsiella, Acinetobacter, Citrobacter, and some strains of Serratia and Enterobacter. It also has good antibacterial effects on Mycobacterium tuberculosis, atypical mycobacteria and Staphylococcus aureus (enzyme-producing and non-enzyme-producing strains). Other Gram-positive bacteria (including Streptococcus faecalis), anaerobic bacteria, Rickettsia, fungi and viruses are not sensitive to this product. This product is stable to aminoglycoside acetyltransferase AAC (3), so it can produce this enzyme. Strains resistant to kanamycin, gentamicin, tobramycin and sisomicin are sensitive to this product. This product can often achieve synergistic effects when used in combination with β-lactams. The mechanism of action of this product is to bind to the 30S subunit of the bacterial ribosome and inhibit the synthesis of bacterial proteins. Animal test data indicate that this product has lower ototoxicity than gentamicin and tobramycin, and lower nephrotoxicity than gentamicin.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Netilmicin Sulfate Injection
Ingredients	Netilmicin Sulfate
Indication	1. Avoid using this product in combination with other nephrotoxic and neurotoxic drugs such as aminoglycoside antibiotics, vancomycin, polymyxin, strong diuretics and neuromuscular blocking drugs. 2. Mixing this product with β-lactams (cephalosporins or penicillins) may lead to mutual inactivation. When combined use is required, it must be dripped in separate bottles; this product should not be dripped in the same bottle with other drugs.
Specifications	1ml: 50,000 units
Manufacturer	Zhejiang Zhenyuan Pharmaceutical Co., Ltd.

Netilmicin Sulfate for Injection
Ingredients	The main ingredient of this product is netilmicin sulfate, whose chemical name is O-3-deoxy C-methyl-3-methylamino-beta;-L-arabinopyranosyl (1rarr;4)-O[2,6-diamino-2,3,4,6-tetradeoxy-alpha;-D-glyceryl-4-enehexopyranosyl-(1rarr;6)]-2-deoxy-N3-ethyl-L-streptamine sulfate.
Indication	Avoid co-administration with other nephrotoxic and neurotoxic drugs such as aminoglycoside antibiotics, vancomycin, polymyxin, strong diuretics, neuromuscular junction blockers, etc.
Specifications	0.2g (200,000 units)
Manufacturer	Hainan Tongyong Kangli Pharmaceutical Co., Ltd.

Netilmicin Sulfate and Glucose Injection
Ingredients	Netilmicin Sulfate
Indication	1 Avoid using this product in combination with other nephrotoxic and neurotoxic drugs such as aminoglycoside antibiotics, vancomycin, polymyxin, strong diuretics and neuromuscular blocking drugs. 2 Mixing this product with β-lactams (cephalosporins or penicillins) may lead to mutual inactivation. When combined use is required, it must be dripped in separate bottles; this product should not be dripped in the same bottle with other drugs.
Specifications	100ml: Netilmicin sulfate 100,000 units and glucose 5.0g
Manufacturer	Cisen Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

Fujian Fukang Pharmaceutical Co., Ltd.

China
Active
Zhejiang Kangle Pharmaceutical Co., Ltd.

China
Active
Wuxi Fortune Pharmaceutical Co., Ltd.

China
Active

See More Registered Holders

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Netilmicin sulfate

CAS No.: 56391-57-2

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