Dicloxacillin Sodium is an orally bioactive, narrow-spectrum and semisynthetic isoxazolyl antistaphylococcal and narrow-spectrum β-Lactam antibiotic of the penicillin class, it is used to treat infections caused by susceptible Gram-positive bacteria, active against beta-lactamase-producing organisms such as Staphylococcus aureus.

Physicochemical Properties

Molecular Formula	C19H17N3O5SCL2.NA+
Molecular Weight	493.31618
Exact Mass	509.019
Elemental Analysis	C, 44.72; H, 3.56; Cl, 13.89; N, 8.23; Na, 4.50; O, 18.81; S, 6.28
CAS #	13412-64-1
Related CAS #	Dicloxacillin sodium;343-55-5;Dicloxacillin;3116-76-5
PubChem CID	23675786
Appearance	Solid powder
Boiling Point	692.4ºC at 760mmHg
Melting Point	222-225°C
Flash Point	372.5ºC
LogP	2.131
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Heavy Atom Count	32
Complexity	752
Defined Atom Stereocenter Count	3
SMILES	[O-]C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC(C3=C(C)ON=C3C4=C(Cl)C=CC=C4Cl)=O)N1C2=O)=O.[Na+].O
InChi Key	SIGZQNJITOWQEF-VICXVTCVSA-M
InChi Code	InChI=1S/C19H17Cl2N3O5S.Na.H2O/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24;;/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1
Chemical Name	sodium (2S,5R,6R)-6-(3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate
Synonyms	Dicloxacillin sodium hydrate; BLP-1011; BRL-1702; P 1011; P-1011; P1011; MDI-PC
HS Tariff Code	2934.99.03.00
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	β-lactam
ln Vitro	At ATCC 25923 and E19977, dicloxacillin displays EC50 values of 0.06 and 0.50 mg/L, respectively. In ATCC 25923 and E19977, dicloxacillin displays minimum inhibitory concentrations (MIC) of 0.125 and 0.5 mg/L at pH 7.4 respectively[3].
ln Vivo	When used in a murine peritonitis-sepsis model, dicloxacillin shows therapeutic activity, and all of the mice survive1–4.
Cell Assay	Cell Line: Strains ATCC 25923 and E19977. Concentration: 0-500 mg/L. Incubation Time: Up to 24 h. Result: EC50 values in ATCC 25923 and E19977 were found to be 0.06 and 0.50 mg/L, respectively.
Animal Protocol	Animal Model: Female outbred Swiss Webster mice (Murine peritonitis-sepsis model)[4]. Dosage: 125 mg/kg. Administration: IV injection, single doses. Result: All the mice survived.
References	[1]. Enhanced renal excretion of dicloxacillin in patients with cystic fibrosis. Pediatrics. 1975 Dec;56(6):1038-44. [2]. In vitro activity effects of combinations of cephalothin, dicloxacillin, imipenem, vancomycin and amikacin against methicillin-resistant Staphylococcus spp. strains. Ann Clin Microbiol Antimicrob. 2006 Oct 12;5:25. [3]. Intra- and extracellular activities of dicloxacillin against Staphylococcus aureus in vivo and in vitro. Antimicrob Agents Chemother. 2010 Jun;54(6):2391-400. [4]. Discovery of MRSA active antibiotics using primary sequence from the human microbiome. Nat Chem Biol. 2016 Dec;12(12):1004-1006.
Additional Infomation	Dicloxacillin sodium monohydrate is a hydrate. It contains a dicloxacillin sodium. Dicloxacillin Sodium is the sodium salt form of dicloxacillin, a broad-spectrum, semi-synthetic beta-lactam with bactericidal and beta-lactamase resistant activity. Dicloxacillin sodium binds to penicillin binding proteins (PBP) located on the inner membrane of the bacterial cell wall. It also inhibits the cross-linkage of peptidoglycan, a critical component of bacterial cell walls. This leads to the inhibition of bacterial cell wall synthesis and eventually causes cell lysis. One of the PENICILLINS which is resistant to PENICILLINASE.

Solubility Data

Solubility (In Vitro)	DMSO : ~100 mg/mL ( ~195.95 mM ) Water : 25~100 mg/mL(~48.99 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 25 mg/mL (48.99 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.0271 mL	10.1354 mL	20.2708 mL
	5 mM	0.4054 mL	2.0271 mL	4.0542 mL
	10 mM	0.2027 mL	1.0135 mL	2.0271 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.