cloxacillin

Description

cloxacillin · CAS 61-72-3 · C19H18ClN3O5S. UNII O6X5QGC2VB. Solubility: 5.32e-02 g/L; LogP: 2.48; LogP: LogP = 2.44.

Identification

CAS Registry Number	61-72-3
PubChem CID	6098
Molecular formula	C19H18ClN3O5S
IUPAC name	(2S,5R,6R)-6-[[3-(2-chlorophenyl)-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)	O6X5QGC2VB

Computed Descriptors

Molecular Weight	435.9
XLogP3	2.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	435.0655696
Monoisotopic Mass	435.0655696
Topological Polar Surface Area	138
Heavy Atom Count	29
Formal Charge	0

Physical & Chemical Properties

Solubility	5.32e-02 g/L
LogP	2.48
LogP	LogP = 2.44
LogP	2.86
Dissociation Constants	2.78
Collision Cross Section	200.94 Ų [M-H]-

Physical description & handling notes

• Solid
• WHITE, CRYSTALLINE POWDER; SOL IN ALCOHOL; SLIGHTLY SOL IN ACETONE, CHLOROFORM; AQ SOLN IS ALKALINE; DECOMP BETWEEN 170 °C & 173 °C; ODORLESS; BITTER TASTE /MONOHYDRATE/
• CLOXACILLIN IS RELATIVELY STABLE IN GASTRIC ACID; STABLE IN LIGHT; SLIGHTLY HYGROSCOPIC. /MONOHYDRATE/
• AQ SOLN FOR INJECTIONS ARE STABLE FOR AT LEAST 3 DAYS IF REFRIGERATED.
• Penicillinase-resistant penicillins are generally stable in the dry state @ room temp for several yr; however, the drugs are stable only for short periods of time in soln unless frozen. Stability of the drugs is pH and temp dependent. Methicillin, nafcillin, and oxacillin are generally stable @ pH 5-8. /Penicillinase-resistant penicillins/
• 189.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

GHS Hazard Classification

Reported hazard statements	H315 (85.4%), H317 (91.7%), H319 (85.4%), H334 (97.9%), H335 (85.4%)

Documented Uses

• 6-Aminopenicillanic acid is acylated with 3-(o-chlorophenyl)-5- methyl-4-isoxazolecarboxylic acid and the resulting cloxacillin (acid) is purified by recrystallizations and converted to the sodium salt /Sodium Cloxacillin USP/
• NOT RECOMMENDED IN US FOR USE IN FOOD PRODUCING ANIMALS.
• MORE RECENTLY INTRODUCED SEMISYNTHETIC DERIVATIVES OF PENICILLIN... CLOXACILLIN...SIMILAR IN ACTION TO PARENT COMPD BUT SOME ARE ALSO EFFECTIVE AGAINST...PENICILLINASE PRODUCING STAPHYLOCOCCI. /PENICILLINS/
• ...SAFE TO ASSUME THAT AFTER...RECOMMENDED OR NON-RECOMMENDED USAGE FDA INSISTS TO ZERO TOLERANCE FOR DRUG IN EDIBLE TISSUES OF ANIMALS & POULTRY INCLUDING THEIR BY-PRODUCTS, MILK, OR EGGS DESTINED FOR HUMAN USE...CURRENTLY PERMITTING 0.05 PPM FOR ITS NEGLIGIBLE RESIDUE IN UNCOOKED EDIBLE TISSUES OF CATTLE. /PENICILLINS/
• PROPERTIES & PHARMACOLOGY: NAYLOR ET AL, NATURE 195, 1264 (1962).
• Cloxacillin is indicated for the treatment of beta-hemolytic streptococcal, pneumococcal, and staphylococcal infections (including beta-lactamase producing organisms).

Synonyms

cloxacillin; 61-72-3; Cloxacilline; Cloxacillinum; Cloxacilina; Methocillin S; Syntarpen; Clossacillina; Chloroxacillin; O6X5QGC2VB; (3-(o-Chlorophenyl)-5-methyl-4-isoxazolyl)penicillin; CHEBI:49566; 6-(3-(o-Chlorophenyl)-5-methyl-4-isoxazolecarboxamido)penicillanic acid; cloxacillina; Cloxacillin, Sodium; Sodium, Cloxacillin

Frequently Asked Questions

What are the CAS number and molecular formula of cloxacillin?

CAS 61-72-3; molecular formula C19H18ClN3O5S; molecular weight — g/mol.

What other names is cloxacillin known by?

cloxacillin, 61-72-3, Cloxacilline, Cloxacillinum, Cloxacilina, Methocillin S.

Is cloxacillin classified as hazardous?

Hazard statements reported: H315, H317, H319, H334, H335.

What are the key physical properties of cloxacillin?

Solubility: 5.32e-02 g/L; LogP: 2.48; LogP: LogP = 2.44; LogP: 2.86.

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.