DICLOXACILLIN SODIUM

PRODUCT IDENTIFICATION

CAS NO. 3116-76-5 (Base), 13412-64-1 (Sodium)

DICLOXACILLIN SODIUM

EINECS NO. 226-051-0, 217-428-0
FORMULA C19H16N3Cl2O5S·Na·H2O
MOL WT. 510.32

H.S. CODE

2941.10.3000

TOXICITY

 

SYNONYMS Dicloxacillin sodium; Dycil; Dynapen; Pathocil;
[2S (2a, 5a, 6b)]-3.3-Dimethyl-6-[[3-(2-chloro-6-chlorophenyl)-5-methyl-3-phenyl-4-isoxazolyl) carbonyl] amino]-7-oxo-4-thia-1- azabicyclo [3.2.0]heptane-2-carboxylic acid monosodium salt; 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl penicillin sodium monohydrate; Monosodium (2S,5R,6R) -6- (3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido) -3,3-dimethyl-7-oxo-4-thia-1-azabicyclo (3.2.0)heptane-2-carboxylate monohydrate; Stampen; Staphcillin A banyu;
SMILES [Na+].N12[C@@H]([C@@H](NC(c3c(c4c(cccc4Cl)Cl)noc3 C)=O)C2=O)SC (C)(C)[C@@H]1C(=O)[O-].O

CLASSIFICATION

beta-Lactam antibiotic, Isoxazole

EXTRA NOTES

One of the PENICILLINS which is resistant to PENICILLINASE. [MeSH]

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystalline powder
MELTING POINT  
BOILING POINT  
SPECIFIC GRAVITY

 

SOLUBILITY IN WATER Soluble
pH 5.0 - 7.0
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

Health hazard: 2, Fire: 0, Reactivity Hazard: 0

REFRACTIVE INDEX

 

FLASH POINT

 

STABILITY

Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

USA.gov - Dicloxacillin sodium

Wikipedia Linking - Dicloxacillin

Google Scholar Search - Dicloxacillin sodium

U.S. National Library of Medicine - Dicloxacillin sodium

PubChem Compound Summary - Dicloxacillin sodium

Drug Bank -  Dicloxacillin

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Dicloxacillin sodium

ChEBI (http://www.ebi.ac.uk/chebi/) -  Dicloxacillin sodium

NCBI (http://www.ncbi.nlm.nih.gov/) -  Dicloxacillin sodium

EPA - Substance Registry Services - Dicloxacillin sodium

http://www.sigmaaldrich.com
Biochem/physiol Actions: Docloxacillin binds to specific penicillin-binding proteins (PBPs) in the bacterial cell wall and therefore inhibits the last stage of bacterial cell wall synthesis. Cell lysis, mediated by bacterial cell wall autolytic enzymes, is the result. Dicloxacillin may interfere with autolysin inhibitors.

Local:
Some organisms are penicillin-resistant because they produce an enzyme called penicillinase, that destroys the antibiotic. Dicloxacillin, an analogue of oxacillin, is a semisynthetic penicillinase-resistant penicillin against staphylococci primarily. New penicillins such as methicillin, (di)cloxacillin, flucloxacillin and oxacillin are not destroyed by the penicillinase, but have no effect on bacteria that are resistant by other means like by altered cell wall structure. Macrolide antibiotics that inhibits protein synthesis by bacteria have become important in treating penicillin-resistant infections in patients allergic to penicillin. The sodium salt of dicloxacillin is administered orally, intramuscularly, or intravenously. Chemical designation is [2S (2a, 5a, 6b)]-3.3-dimethyl-6-[[3-(2-chloro-6-chlorophenyl)-5-methyl-3-phenyl-4-isoxazolyl) carbonyl] amino]-7-oxo-4-thia-1- azabicyclo [3.2.0]heptane-2-carboxylic acid, monosodium salt.

SALES SPECIFICATION

APPEARANCE

white to off white free flowing crystalline powder

IDENTIFICATION

Complies

ASSAY

95.0 - 101.0 % (HPLC)

POTENCY

950 - 1010 units/mg

OPTICAL ROTATION

+128° ~ +142°

RELATED SUBSTANCE

1.0% max (Individual), 5.0% max (total)

WATER

3.5 - 4.5%

TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
SAFETY INFORMATION

HAZARD OVERVIEW

GHS (Globally Harmonised System) Classification: Acute toxicity, (Oral). Skin irritation. Eye irritation. Respiratory sensitization. Specific target organ toxicity - single exposure. Hazard statements: May be harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause respiratory irritation.

GHS

 

SIGNAL WORD

Danger

PICTOGRAMS

HAZARD STATEMENTS

H315-H319-H334-H335

P STATEMENTS

P261-P305 + P351 + P338-P342 + P311

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

36/37/38-42/43

SAFETY PHRASES

22-26-36/37-45

PRICE INFORMATION