ChemicalBook > CAS DataBase List > Neomycin sulfate

Neomycin sulfate

Product Name
Neomycin sulfate
CAS No.
1405-10-3
Chemical Name
Neomycin sulfate
Synonyms
NEOMYCIN SULPHATE;FRADIOMYCIN SULFATE;NeoMycin sulfat;neofracin;neobiotic;otobiotic;NeoMycin Trisulfate;NEOMYCIN SULFATE SALT;NEOMYCIN SULPHATE pure;Framycetin sulfate solution,100ppm
CBNumber
CB0769897
Molecular Formula
C23H48N6O17S
Formula Weight
712.72
MOL File
1405-10-3.mol
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Neomycin sulfate Property

Melting point:
>187°C (dec.)
alpha 
D20 +54° (c = 2 in H2O)
refractive index 
56 ° (C=10, H2O)
Flash point:
56℃
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL As a stock solution. Stock solutions should be filter sterilized and stored at 2-8°C. Stable at 37°C for 5 days.
form 
powder
color 
white to slightly yellow
PH
5.0-7.5 (50g/l, H2O, 20℃)
Water Solubility 
Soluble in water
Merck 
14,6454
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
OIXVKQDWLFHVGR-VTSVPHRWSA-N
LogP
-3.655 (est)
CAS DataBase Reference
1405-10-3(CAS DataBase Reference)
EPA Substance Registry System
Neomycin sulfate (1405-10-3)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
42/43-22
Safety Statements 
23-36/37-45-22-36-24/25
WGK Germany 
3
RTECS 
QP4375000
F 
8
TSCA 
Yes
HS Code 
29419000
Toxicity
LD50 oral in mouse: > 8gm
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
33492
Product name
Neomycin trisulfate salt hydrate
Purity
VETRANAL?,analyticalstandard
Packaging
100mg
Price
$47.2
Updated
2024/03/01
Sigma-Aldrich
Product number
1458009
Product name
Neomycin sulfate
Packaging
200mg
Price
$447
Updated
2024/03/01
Sigma-Aldrich
Product number
1.06254
Product name
Neomycin sulfate
Purity
for biochemistry
Packaging
100g
Price
$165
Updated
2022/05/15
TCI Chemical
Product number
F0649
Product name
Fradiomycin Sulfate
Purity
>97.0%(N)
Packaging
25g
Price
$49
Updated
2024/03/01
Alfa Aesar
Product number
J61499
Product name
Neomycin sulfate hydrate
Packaging
25g
Price
$47.4
Updated
2024/03/01
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Neomycin sulfate Chemical Properties,Usage,Production

Description

Neomycin sulfate is an aminoglycoside antibiotic and calcium channel protein inhibitor. Neomycin sulfate also binds to prokaryotic ribosomes inhibiting translation and is effective against gram-positive and gram-negative bacteria. Neomycin sulfate inhibits PLC (Phospholipase C) via binding to inositol phospholipids. It also inhibits phosphatidylcholine-PLD activity and induces Ca2+ mobilization and PLA2 activation in human platelets. Neomycin sulfate inhibits DNase I induced DNA degradation. It is used to prevent or treat skin infections caused by bacteria. It is not effective against fungal or viral infections.

Chemical Properties

White or yellowish-white powder; odorless; highly hygroscopic; aqueous solution exhibits dextrorotation. High solubility in water, while almost insoluble in ethanol, ether, acetone or chloroform.

Uses

Neomycin Sulfate[1405-10-3] is a powerful antibiotic that effectively treats skin, eye, and outer ear infections caused by most bacteria. It is also used in bowel surgery to prevent infection. Neomycin Sulfate has been utilized as a preventive treatment for hepatic encephalopathy and hypercholesterolemia.

Uses

Neomycin sulfate is an aminoglycoside antibiotic produced by S. fradiae that inhibits protein translation by binding to the small subunit of prokaryotic ribosomes. It blocks voltage-sensitive Ca2+ channels and is a potent inhibitor of skeletal muscle sarcoplasmic reticulum Ca2+ release. NEOMYCIN SULFATE has been shown to inhibit inositol phospholipid turnover, phospholipase C, and phosphatidylcholine-phospholipase D activity (IC50 = 65 μM). It is highly effective against Gram-positive and Gram-negative bacteria and is commonly used for the prevention of bacterial contamination of cell cultures.

Definition

ChEBI: Neomycin B sulfate is the aminoglycoside sulfate salt that is the sulfate salt of neomycin B; a component of neomycin sulfate. It contains a framycetin.

Indications

This drug is obtained from species of the actinomycete Streptomyces and is an aminoglycoside antibiotic (as are streptomycin, gentamicin, and kanamycin) effective against most aerobic gram-negative organisms. Group A streptococci are relatively resistant. Neomycin acts to inhibit bacterial protein synthesis by irreversibly binding to the 30S subunit. It is responsible for a greater incidence of allergic contact sensitivity than any other topical antibiotic. This diagnosis often remains hidden, because morphologically the eruption is of a mild eczematous nature. Rarely, anaphylaxis may occur.

brand name

Mycifradin (Pharmacia & Upjohn); Neo-Fradin (X Gen); Neobiotic (Pfizer);Abilene;Akentect;Amcort;Amphocort;Antibitulle;Apokalin;Aurex;Auriod;Baneopol;Barriere-mycin;Bastu-angin;Bedermin 100;Bio hubber;Biodry;Biofradin;Biofur;Biosol-m;Bio-vitastrept;Bivacyn;Bykanula;Canaural;Canoral;Cebemyxine;Cefrocyn;Cg 3224;Cicatrex;Cleniderm;Conderm;Conjuctilone;Cornemin;Cortinen;Damapo;Davimycin;Degramycin;Derbitan antibiotico;Dermicema;Dermo sonerge;Dermoface;Dermosan;Dermovate-nn;Derobion;Dexaamisolone-n;Dexabiotan;Dexacidin;Dexamist;Dexavetaderm;Dia-ject;Diarest;Dienterol;Dimicina;Doreplaston/doser/f;Dorithicin;Dulcicortine;Duphacerate;Dv 201;Emcortina;Emorex k berna;Enbacin;Enteromac;Enteropast;Enterosintex;Eustoporin;Febrizene;Fissan;Fl 6321 n;Flogocid;Fml-neo-liquifilm;Foille;Forbesotic;Formula 888;Forticillin;Fradyl;Frakidex;Frakitacine;Gastromycin;Gregoderm;Gustibon;H plus n;Hagrosept;Halicomb;Heliomycort;Hydrocortiderm;Hydro-neo oculos;I-caps;Idepa;Ido-op;Intradermo caf;Iodentero0neomicina;Itro;Jenomycin;Kaomycin;Kaopectate n;Kortikiod mepha;Lanbiotic;Larmicin;Latodurin;Linitut;Mammanopen;Mastrinal;Medisec neo;Medisec-cloxa;Medri-biotic;Meimyd;Menaderm antiacne;Mycerin;Mycidex;Mycimist;Mycipo;Mytrex;Nasomixin;Naso-neomicin;Nasydrin;Nefluan;Neimicina roger;Neo decaderm;Neo-analsona;Neoaristovet;Neobacimyx-h;Neobicin;Neobristan;Neo-cantil;Neocidin;Neocillin;Neoclox;Neocones;Neodecasone;Neo-delta-cortef;Neofluid;Neo-hydro;Neointestin;Neomac;Neo-mantle;Neo-mastitar;Neomycane;Neo-myx;Neo-otosol-hc;Neopec;Neopenol;Neopt;Neo-remusin;Neostrep;Neosule;Nifuramicin;Nisocla;Nisoclyn;Nisodyn;Nodryl;Nokamycin;Noperil;Ophthlmycin;Optiprime opthcoat;Optisone;Oribiotic;Oterna;Oticair;Oto vitna;Otocortison;Oto-flunal;Otomycin;Oto-sinerbe;Panotile;Parkeole;Parkesteron;Pentalmicina;Pervet;Phytacorcin;Polemycin;Polybactrin-g;Polygynax;Poly-pred;Polyspecrin;Porcijec;Prednicidin;Prevotec;Propaderm-n;Pulveodil;Pyocidin hc;Renokab;Rino vitna;Rinofilax;Rinojet;Rovicine;Saleton;Salvacolina nn;Sanibiovit;Sanimix;Sanistress;Secantol;Septomixine forte;Silderm;Siquent neomycin;Sofan;Sorbitoxin;Spersapolymyxin dispersa;Steros-anal;S-thalmic;Stiedex;Sulfix-6;Super masticort;Super mastitare;Synalar polyvalent;Syralbina;Tampovagan;Tariston;Telestyl;Tiframild;Tobispray;Topitasico;Tresaderm;Tribiotic;Tri-bow;Tricilone;Tri-optics;Troc;Tweenal;Ubrocelan;Uniriod;Uro-beniktol;Uro-nebctin;Varicella-rit;V-cortanmycetine;Vetroyl;Vetsovate;Vista-methasone n;V-softa.

World Health Organization (WHO)

Neomycin sulfate, a broad-spectrum antibiotic, was first isolated in 1949 and has subsequently been included in topical, oral and parenteral preparations. Its value in the treatment of diarrhoea is widely questioned although it is still contained in a number of widely available antidiarrhoeal preparations. In some countries the officially approved indications for oral preparations are restricted to the preparation of the bowel prior to surgery and the management of hepatic coma.

General Description

Chemical structure: aminoglycoside

Contact allergens

Neomycin is an antibiotic complex of the aminoglycosides group, extracted from Streptomyces fradiae. It is composed of neomycin A (neamin) and an isomer neobiosamin, either neomycin B (framycetin or Soframycin?) or neomycin C. Its use has been progressively forbidden in cosmetics and as an additive for animal feed. Occupational contact dermatitis occurs in workers at animal feed mills, in veterinaries, or in health workers. Nonoccupational dermatitis mainly concerns patients with chronic dermatitis, leg ulcers, or chronic otitis. Cross-sensitivity is usual with other aminoglycosides (amikacin, arbekacin, butirosin, dibekacin, gentamicin, isepamicin, kanamycin, paromomycin, ribostamycin, sisomycin, tobramycin), is rare with netilmicin and streptomycin, but nonexistent with spectinomycin.

Biochem/physiol Actions

Neomycin Trisulfate is an aminoglycoside antibiotic, which is produced by Streptomyces containing a minimum of 85% neomycin B. It is used to study the cytotoxic side effects of antibiotics, platelet-derived growth factor responses in certain fibroblasts and extraction of nuclear phosphatidylinositol 4,5-bisphosphate-interacting proteins. Neomycin trisulfate functions as a selection agent for prokaryotic cells transformed using the neo selectable marker gene. This product is recommended for use in cell culture applications at 5 mL/L.

Clinical Use

In a search for antibiotics less toxic than streptomycin,Waksman and Lechevalier isolated neomycin (Mycifradin,Neobiotic) in 1949 from Streptomyces fradiae. Since then, theimportance of neomycin has increased steadily, and today, itis considered one of the most useful antibiotics for the treatmentof GI infections, dermatological infections, and acutebacterial peritonitis. Also, it is used in abdominal surgery toreduce or avoid complications caused by infections from bacterialflora of the bowel. It has broad-spectrum activityagainst various organisms and shows a low incidence of toxicand hypersensitivity reactions. It is absorbed very slightlyfrom the digestive tract, so its oral use ordinarily does not produce any systemic effect. The development of neomycinresistantstrains of pathogens is rarely reported in those organismsagainst which neomycin is effective.
Neomycin as the sulfate salt is a white to slightly yellow,crystalline powder that is very soluble in water. It is hygroscopicand photosensitive (but stable over a wide pH rangeand to autoclaving). Neomycin sulfate contains the equivalentof 60% of the free base.
Neomycin, as produced by S. fradiae, is a mixture ofclosely related substances. Included in the “neomycin complex”is neamine (originally designated neomycin A) andneomycins B and C. S. fradiae also elaborates another antibiotic,the fradicin, which has some antifungal propertiesbut no antibacterial activity. This substance is not present in“pure” neomycin.

Side effects

The most common adverse reactions to oral neomycin sulfate are nausea, vomiting and diarrhea. The “Malabsorption Syndrome” characterized by increased fecal fat, decreased serum carotene and fall in xylose absorption has been reported with prolonged therapy.

Safety Profile

Poison by intramuscular, intravenous, and subcutaneous routes. Human systemic effects by ingestion: somnolence, hallucinations and distorted perceptions, and anorexia. A human skin irritant. When heated to decomposition it emits very toxic fumes of SOx.

Veterinary Drugs and Treatments

Because neomycin is more nephrotoxic and less effective against several bacterial species than either gentamicin or amikacin, its use is generally limited to topical formulations for skin, eyes, and ears, oral treatment of enteric infections, to reduce microbe numbers in the colon prior to colon surgery, and oral or enema administration to reduce ammonia-producing bacteria in the treatment of hepatic encephalopathy. Doses for parenteral administration are listed below, but should be used only with extreme caution due to the drug’s toxic potential.

Drug interactions

Potentially hazardous interactions with other drugs
Antibacterials: absorption of phenoxymethylpenicillin reduced; increased risk of nephrotoxicity with colistimethate or polymyxins and possibly cephalosporins; increased risk of ototoxicity and nephrotoxicity with capreomycin or vancomycin.
Anticoagulants: altered INR with coumarins or phenindione.
Ciclosporin: increased risk of nephrotoxicity.
Cytotoxics: possibly reduced methotrexate absorption; bioavailability of sorafenib reduced; increased risk of nephrotoxicity and possibly of ototoxicity with platinum compounds.
Diuretics: increased risk of ototoxicity with loop diuretics.
Muscle relaxants: enhanced effects of suxamethonium and non-depolarising muscle relaxants.
Parasympathomimetics: antagonism of effect of neostigmine and pyridostigmine.
Tacrolimus: increased risk of nephrotoxicity

Metabolism

Only 3% of dose is absorbed. Approximately 97% of an oral dose is excreted unchanged in the faeces

Neomycin sulfate Preparation Products And Raw materials

Raw materials

Ammonium hydroxide Sodium bisulfate monohydrate Ammonium sulfate

Preparation Products

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Neomycin sulfate Suppliers

Americas 1 Australia 1 Austria 1 Belgium 2 Brazil 4 Canada 9 China 521 China Hong Kong 1 Czech Republic 3 Egypt 1 Europe 4 France 6 Germany 21 Hungary 1 India 69 Italy 1 Japan 5 Mexico 3 Philippines 1 Poland 2 Singapore 2 Slovenia 1 South Korea 2 Spain 2 Switzerland 5 The Netherlands 7 Tunisia 1 United Kingdom 20 United States 91 USA 1 Global 789
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View Lastest Price from Neomycin sulfate manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Neomycin Sulfate 1405-10-3
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-16
Sinoway Industrial co., ltd.
Product
Neomycin Sulfate 1405-10-3
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
USP
Supply Ability
20 tons
Release date
2024-06-27
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Neomycin sulfate 1405-10-3
Price
US $1.00/KG
Min. Order
1KG
Purity
≥600μ/mg(dried substance),USP42
Supply Ability
5ton/month
Release date
2021-06-10

1405-10-3, Neomycin sulfateRelated Search:

Kanamycin sulfate Magnesium sulfate heptahydrate Sodium sulfate Dimethyl sulfate Barium sulfate Ammonium sulfate Aluminum sulfate Gentamicin sulfate (E)-N-[4-[N-(3-Methoxypyrazin-2-yl)sulfaMoyl]phenyl]-3-(5-nitrothiophene-2-yl)acrylaMide sulfate Neomycin sulphate soluble powder Neomycin Framycetin sulphate Tilmicosin Dideoxyadenosine(Dda) NEOMYCIN SULFATE SOLUBLE POWDER Neomycin sulfate NEOMYCIN SULPHATE ORAL

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  • Neomycin Sulfate, γ-Irradiated, Tissue Culture Grade
  • Neomysin Sulphate
  • (2RS,3S,4S,5R)-5-AMINO-2-(AMINOMETHYL)-6-((2R,3S,4R,5S)-5-((1R,2R,5R,6R)-3,5-DIAMINO-2-((2R,3S,4R,5S)-3-AMINO-6-(AMINOMETHYL)-4,5-DIHYDROXYTETRAHYDRO-2H-PYRAN-2-YLOXY)-6-HYDROXYCYCLOHEXYLOXY)-4-HYDROXY-2-(HYDROXYMETHYL)TETRAHYDROFURAN-3-YLOXY)TETRAHYDRO-2H-PYRAN-3,4-DIOL
  • 2-deoxy-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-5-O-[3-O-(2,6-diamino-2,6-dideoxy-β-L-idopyranosyl)-β-D-ribofuranosyl]-D-streptamine
  • Neomycin sulfate, an aminoglycoside antibiotic and calcium channel protein inhibitor
  • NEOMYCIN SULPHATE CP2000 GRADE
  • Neomyacin B sulfate
  • Neomyacin sulfate
  • Neomycin sulfate, for microbiological assay
  • Framycetin sulfate solution,1000ppm
  • Framycetin sulfate solution,100ppm
  • Neomycin trisulfate salt
  • otobiotic
  • quintess-n
  • usafcb-19
  • NEOMYCIN TRISULFATE SALT HYDRATE, BIOTEC
  • NEOMYCIN SULFATE CELL CULTURE TESTED
  • NEOMYCIN SULFATE PLANT CELL*CULTURE TEST ED
  • NEOMYCIN SOLUTION CELL CULTURE TESTED
  • NEOMYCIN SULFATE CELL CULTURE REAGENT
  • NeomycinSulphatePurissForBacteriology