NEOMYCIN SULFATE

PRODUCT IDENTIFICATION
CAS NO. 1404-04-2
1405-10-3 (sulfate)
119-04-0 (B form)

NEOMYCIN 

EINECS NO. 215-773-1
FORMULA C23H46N6O13(B form)
MOL WT. 614.65

H.S. CODE

 2941.90.1010

TOXICITY

  

CLASSIFICATION

Antibacterial

SYNONYMS Fradiomycin B;
2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-5-O-[3-O- (2,6-diamino-2,6- dideoxy- beta-L-idopyranosyl)-bete-D-ribofuranosyl]-D-streptamine; 4,6-Diamino-2-{[3-O- (2,6-diamino- 2,6- dideoxyhexopyranosyl) pentofuranosyl]oxy}-3- hydroxycyclohexyl-2,6- diamino-2,6-dideoxyhexo pyranoside; Neomycin B; Streptothricin B; Neosone; Neosporin; Otobiotic; Quintess-N; Fradiomycin sulfate; Lidamycin creme; Mycaifradin sulfate; Mycifradin;

SMILES

O([C@H]1[C@H](O[C@H]2[C@@H]([C@H](O[C@@H]3O[C@H] ([C@@H](O) [C@@H]([C@H]3N)O)CN)[C@H](O2)CO)O )[C@H]([ C@H](N)C[C@@H]1N)O)[C@H]1O[C@@H]([ C@@H](O)[C @@H] ([C@H]1N)O)CN.S(O)(O)(=O)=O

EXTRA NOTES

Antibiotic complex produced by Streptomyces fradiae. It is composed of neomycins A, B, and C. It acts by inhibiting translation during protein synthesis.
EPA Pesticide Chemical Code 006313

OTHER RN.

1339-25-9, 8013-33-0, 8057-38-3, 12710-33-7, 37318-28-8, 56571-68-7, 57866-39-4, 60799-77-1, 63626-34-6, 124847-89-8, 125863-87-8, 126663-40-9, 126683-25-8, 127085-47-6

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to yellowish powder
MELTING POINT  
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER 500 g/l
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

  
FLASH POINT

 

STABILITY

Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Neomycin

Google Scholar Search - Neomycin sulfate

Drug Information Portal (U.S. National Library of Medicine) - Neomycin sulfate

PubChem Compound Summary - Neomycin sulfate

Drug Bank -  Neomycin

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Neomycin sulfate

http://www.ebi.ac.uk/ - Neomycin

http://www.ncbi.nlm.nih.gov/ - Neomycin sulfate

http://www.sigmaaldrich.com/
Biochem/physiol Actions:Mode of action: binds to the 30S and in some cases the 50S subunit causing miscoding; inhibits initiation and elongation during protein synthesis. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria. Mode of action: binds to the 30S and in some cases the 50S subunit causing miscoding; inhibits initiation and elongation during protein synthesis. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria. Neomycin blocks voltage-sensitive Ca2+ channels without affecting the Na+/Ca2+ antiporter in neurons. Caution: Protect from light and moisture. Application:Neomycin is used in molecular biology as a selection agent for prokaryotic cells that have been transformed using the selectable marker gene (neo). It is also used to study ototoxic side effects of antibiotics, platelet-derived growth factor (PDGF) responses in C3H/10T1/2 C18 fibroblasts, and extraction of Nuclear Phosphatidylinositol 4,5-Bisphosphate-Interacting Proteins

Local:
Aminoglycoside is any of a group of antibiotics derived from various species of Streptomyces or Micromonosporaceae, while some of which are produced synthetically. Aminoglycosides inhibit bacterial protein synthesis by binding with the 30S ribosomal subunit. They include;

Aminoglycoside antibiotic

CAS RN.
Adechlorin 96328-17-5
Gentamicin 1403-66-3

Netilmicin

 56391-56-1
Gentamicin sulfate 1405-41-0
Amikacin 37517-28-5
Apramycin 37321-09-8
Butirosin sulfate anhydrous 51022-98-1
Chlorothricin 34707-92-1
Dibekacin 34493-98-6
Dihydrostreptomycin Sulfate 5490-27-7
Framycetin 119-04-0
Geneticin 49863-47-0
Hygromycin A 6379-56-2
Hygromycin B 31282-04-9
Isepamicin 58152-03-7
Kanamycin 59-01-8
Nebramycin 11048-13-8
Neomycin 1404-04-2
O-Demethylchlorothricin 134637-04-0
O-Demethylhydroxychlorothricin 134615-17-1
Paromomycin 7542-37-2

Puromycin

53-79-2
Ribostamycin 25546-65-0
Sisomicin 32385-11-8
Streptomycin 57-92-1
Streptozocin 18883-66-4
Tobramycin sulfate 49842-07-1
Tobramycin 32986-56-4

 

Neomycin is an aminoglycoside antibiotic derived from the metabolic Streptomyces fradiae, effective against a wide range of aerobic gram-negative bacilli and some gram-positive bacteria. It consists of three components A, B, and C. The main form is B, The chemical designation is 2-Deoxy-4-O-(2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl)-5-O-(3-O- (2,6-diamino-2,6-dideoxy- beta-L-idopyranosyl)-bete-D-ribofuranosyl)-D-streptamine. Neomycin is applied topically to the skin, conjunctiva, and ears in the treatment of infections due to susceptible organisms. It is used in combination with other antibiotics or antiinflammatory steroids. Neomycin sulfate is administered orally in preoperative bowel preparation. Neomycin sulfate is a white to yellowish powder; hygroscopic; very soluble in water; slightly soluble in alcohol; insoluble in acetone. Neomycin and Framycetin are not absorbed from the gastrointestinal tract and are thus found in many topical medications such as creams, ointments and eyedrops. They can also be used for gastrointestinal infections. Framycetin yields neamine and neobiosamine B on hydrolysis.

SALES SPECIFICATION

APPEARANCE

 white to yellowish powder
ASSAY

680 μm/mg min (Anhydrous potency)

IDENTIFICATION

positive  (Test A, Test B,)

SULFATE

 27.0 - 31.0%
STREPTOMYCIN B

3.0% max

pH

 5.0 - 7.0

RELATED SUBSTANCES

 Neomycin C: 3.0 - 15.0%
Neamine : 2.0% max
Total Impurity: 15.0% max

LOSS ON DRYING

8.0% max

OPTICAL ROTATION

+53.5º  ~ +59.0º

SULFATED ASH

1.0% max

RESIDUE ON IGNITION

1.0% max
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
SAFETY INFORMATION

HAZARD OVERVIEW

Substances known to cause developmental toxicity in humans. May cause skin, eye, and respiratory tract irritation. May cause allergic respiratory and skin reaction.

GHS

 

SIGNAL WORD

Danger

PICTOGRAMS

HAZARD STATEMENTS

H317-H334

P STATEMENTS

P261-P280-P342 + P311

EC DIRECTIVES

 

HAZARD CODES

Xn

RIS PHRASES

42/43

SAFETY PHRASES

22-36/37-45