| Identification | More | [Name]
Neomycin sulfate | [CAS]
1405-10-3 | [Synonyms]
FRADIOMYCIN SULFATE
NEOMYCIN SULFATE
NEOMYCIN SULFATE, GAMMA-IRRADIATED
NEOMYCIN SULFATE SALT
NEOMYCIN SULPHATE
biosolveterinary
bykomycin
lidamycincreme
mycaifradinsulfate
mycifradin-n
mycigient
neobiotic
neofracin
neo-mantlecreme
neomix
neomycinesulfate
newfrancef
otobiotic
quintess-n
usafcb-19 | [EINECS(EC#)]
215-773-1 | [Molecular Formula]
C23H48N6O17S | [MDL Number]
MFCD00037007 | [Molecular Weight]
712.72 | [MOL File]
1405-10-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White powder | [Melting point ]
>187°C (dec.) | [alpha ]
D20 +54° (c = 2 in H2O) | [refractive index ]
56 ° (C=10, H2O) | [Fp ]
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℃) | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in water | [Merck ]
6454 | [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. | [InChIKey]
OIXVKQDWLFHVGR-VTSVPHRWSA-N | [LogP]
-3.655 (est) | [CAS DataBase Reference]
1405-10-3(CAS DataBase Reference) | [EPA Substance Registry System]
1405-10-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R42/43:May cause sensitization by inhalation and skin contact .
R22:Harmful if swallowed. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S22:Do not breathe dust .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
QP4375000
| [F ]
8 | [TSCA ]
Yes | [HS Code ]
29419000 | [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. | [Toxicity]
LD50 oral in mouse: > 8gm |
| Hazard Information | Back Directory | [Description]
Neomycin sulfate (1405-10-3) 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 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[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. | [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 | [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. | [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 | [storage]
Store at 2-8°C |
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