CAS 56391-56-1

Netilmicin

Description:

Netilmicin is an aminoglycoside antibiotic that is primarily used to treat serious infections caused by Gram-negative bacteria. It is particularly effective against strains that are resistant to other antibiotics. The chemical structure of netilmicin includes an amino sugar component, which is characteristic of aminoglycosides, allowing it to bind to bacterial ribosomes and inhibit protein synthesis. This action disrupts bacterial growth and replication. Netilmicin is known for its relatively low toxicity compared to other aminoglycosides, making it a preferred choice in certain clinical situations. It is typically administered via injection and is often used in combination with other antibiotics to enhance its efficacy. The drug is also notable for its pharmacokinetic properties, including its distribution in body tissues and its renal clearance, which necessitates careful monitoring of kidney function during treatment. As with other aminoglycosides, potential side effects include nephrotoxicity and ototoxicity, emphasizing the need for appropriate dosing and monitoring.

Formula: C₂₁H₄₁N₅O₇

InChI: InChI=1S/C21H41N5O7/c1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20/h5,11-20,25-29H,4,6-9,22-24H2,1-3H3/t11-,12+,13-,14+,15-,16-,17+,18-,19-,20-,21+/m1/s1

InChI key: InChIKey=CIDUJQMULVCIBT-MQDUPKMGSA-N

SMILES: O([C@H]1[C@H](NCC)C[C@H](N)[C@@H](O[C@H]2OC(CN)=CC[C@H]2N)[C@@H]1O)[C@@H]3[C@H](O)[C@@H](NC)[C@@](C)(O)CO3

Synonyms:

• 1-N-Ethylsisomicin
• 1-N-Ethylsisomycin
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</smallcap>-arabinopyranosyl-(1→6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-<smallcap>D</span>-glycero-hex-4-enopyranosyl-(1→4)]-2-deoxy-N¹-ethyl-
• Netilmicin
• Netilmicina
• Netilmicine
• Netromycin
• O-3-Deoxy-4-C-methyl-3-(methylamino)-β-<span class="text-smallcaps">L</smallcap>-arabinopyranosyl-(1→6)-O-[2,6-diamino-2,3,4,6-tetradeoxy-α-<smallcap>D</smallcap>-glycero-hex-4-enopyranosyl-(1→4)]-2-deoxy-N¹-ethyl-<smallcap>D</span>-streptamine
• Sch 20569
• HSDB 3584
• Netilmicina [INN-Spanish]
• Netilmicinum [INN-Latin]
• D-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl(1-4))-2-deoxy-N(sup 1)-ethyl-
• Netilmicine [INN-French]
• 1-N-Aethylsisomicin
• O-(2,6-Diamino-2,3,4,6-tetradesoxy-alpha-glycero-4-hexenopyranosyl-(1-4)-O-(3-desoxy-4-C-methyl-3-methylamino-beta-L-arabinopyranosyl-(1-6)-2-desoxy-N1-ethyl-D-streptamin
• 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-
• BRN 5316582
• Netilmicin base
• (1S,2S,3R,4S,6R)-4-amino-3-{[3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-6-(ethylamino)-2-hydroxycyclohexyl 3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranoside
• 4-amino-3-{[3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-6-(ethylamino)-2-hydroxycyclohexyl 3-deoxy-4-C-methyl-3-(methylamino)pentopyranoside
• (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 3-deoxy-2-C-methyl-3-(methylamino)-beta-L-lyxopyranoside
• Zetamicin
• Netilmicinum
• Nettacin
• NTL
• Netilyn
• UNII-4O5J85GJJB
• Vectacin
• D-Streptamine, O-3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-glycero-hex-4-enopyranosyl-(1-4))-2-deoxy-N1-ethyl-
• 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-D-streptamine
• (1S,2R,3R,4S,6R)-4-amino-3-{[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-6-(ethylamino)-2-hydroxycyclohexyl 3-deoxy-4-C-methyl-3-(methylamino)-beta-L-lyxopyranoside

Netilmicin Sulfate

CAS: 56391-56-1, 56391-57-2

Formula: C₂₁H₄₁N₅O₇H₂SO₄

Purity: >98.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 720.77

Ref: 3B-N1108