双氯西林

Description

dicloxacillin · CAS 3116-76-5 · C19H17Cl2N3O5S. UNII COF19H7WBK. Solubility: 3.63; Solubility: 2.96e-02 g/L; LogP: 2.91.

Identification

CAS Registry Number	3116-76-5
PubChem CID	18381
Molecular formula	C19H17Cl2N3O5S
IUPAC name	(2S,5R,6R)-6-[[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
UNII (FDA)	COF19H7WBK

Computed Descriptors

Molecular Weight	470.3
XLogP3	2.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	469.0265972
Monoisotopic Mass	469.0265972
Topological Polar Surface Area	138
Heavy Atom Count	30
Formal Charge	0

Physical & Chemical Properties

Solubility	3.63
Solubility	2.96e-02 g/L
LogP	2.91
LogP	log Kow = 2.91
LogP	3.7
Dissociation Constants	pKa = 2.8
Collision Cross Section	194.18 Ų [M+H]+
Collision Cross Section	203.78 Ų [M-H]-
Collision Cross Section	204.04 Ų [M+Na]+

Physical description & handling notes

• Solid
• Stable under recommended storage conditions. /Dicloxacillin sodium salt monohydrate/
• Reconstituted oral suspension is stable for 14 days refrigerated. Compounded formulations, especially aqueous formulations, may not be stable.
• Crystals; decomposes 222-25 °C. Freely soluble in water; soluble in methanol; less soluble in butanol; slightly soluble in acetone and the usual organic solvents. Specific optical rotation: 127.2 deg at 20 °C/D (water) /Dicloxacillin sodium salt monohydrate/
• Hazardous decomposition products formed under fire conditions - Carbon oxides, nitrogen oxides (NOx), sulfur oxides, hydrogen chloride gas, sodium oxides. /Dicloxacillin sodium salt monohydrate/
• White to off-white, crystalline powder; soluble in alcohol; faint, characteristic odor; decomposes at 222-225 °C; pKa 2.67 /Dicloxacillin sodium/

GHS Hazard Classification

Reported hazard statements	H315, H319, H334, H335

Documented Uses

• Use (kg; approx.) in Germany (2009): >25
• Consumption (g per capita; approx.) in Germany (2009): 0.000305
• Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
• Preparation: J.H.C. Naylor, United Kingdom patent 978299; eidem, United States of America patent 3239507 (1965, 1965 to Beecham).
• 6-Aminopenicillanic acid is acylated with 3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxylic acid and the resulting dicloxacillin (acid) is purified by recrystallization and converted to the sodium salt. /Dicloxacillin sodium/
• Used to treat infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drug.

Synonyms

dicloxacillin; 3116-76-5; Dicloxacycline; Dicloxacilina; Dicloxacilin; Dicloxacilline; Dicloxacillinum; Maclicine; BRL-1702; R-13423; Methyldichlorophenylisoxazolylpenicillin; COF19H7WBK; CHEBI:4511; 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolylpenicillin; DTXSID1022924; Dicloxaciclin

Frequently Asked Questions

What are the CAS number and molecular formula of dicloxacillin?

CAS 3116-76-5; molecular formula C19H17Cl2N3O5S; molecular weight — g/mol.

What other names is dicloxacillin known by?

dicloxacillin, 3116-76-5, Dicloxacycline, Dicloxacilina, Dicloxacilin, Dicloxacilline.

Is dicloxacillin classified as hazardous?

Hazard statements reported: H315, H319, H334, H335.

What are the key physical properties of dicloxacillin?

Solubility: 3.63; Solubility: 2.96e-02 g/L; LogP: 2.91; LogP: log Kow = 2.91.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.