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Neomycin sulfate

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Neomycin sulfate Basic information

Product Name:
Neomycin sulfate
Synonyms:
  • NEOMYCIN SULPHATE pure
  • mycigient
  • neobiotic
  • neofracin
  • neo-mantlecreme
  • neomix
  • neomycinesulfate
  • newfrancef
CAS:
1405-10-3
MF:
C23H48N6O17S
MW:
712.72
EINECS:
215-773-1
Product Categories:
  • 13C & 2H Sugars
  • Aminoglycosides (Antibiotics for Research and Experimental Use)
  • Antibiotics for Research and Experimental Use
  • Biochemistry
  • Antibiotic Explorer
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  • NA - NI
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  • Antibacterial
  • Antibiotics A to
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  • Mechanism of Action
  • API's
  • MYCIFRADIN
  • antibiotic
  • Antimicrobial
  • API
Mol File:
1405-10-3.mol
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Neomycin sulfate Chemical Properties

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
CAS DataBase Reference
1405-10-3(CAS DataBase Reference)
EPA Substance Registry System
Neomycin sulfate (1405-10-3)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
42/43-22
Safety Statements 
23-36/37-45-22-36-24/25
WGK Germany 
3
RTECS 
QP4375000
8
TSCA 
Yes
HS Code 
29419000
Toxicity
LD50 oral in mouse: > 8gm
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Neomycin sulfate Usage And Synthesis

Chemical Properties

NEOMYCIN SULFATE is  white or yellowish-white powder, hygroscopic.

Uses

NEOMYCIN SULFATE is an aminoglycoside antibiotic found in many topical medications. NEOMYCIN SULFATE has been used as a preventive measure 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.

Uses

Neomycin sulfate is an antibiotic (can be used effectively against most bacteria that cause skin, eye and outer ear infections); broad-spectrum antibiotic in topical creams, powders, ointments, eye and ear drops; systemic antibiotic and growth promotor in veterinary use.

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.

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.

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.

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.

Neomycin sulfate Preparation Products And Raw materials

Raw materials

Neomycin sulfateSupplier

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