oxacillin

Description

oxacillin · CAS 66-79-5 · C19H19N3O5S. UNII UH95VD7V76. Melting Point: 188; Solubility: 13.9; Solubility: 8.62e-02 g/L.

Identification

CAS Registry Number	66-79-5
PubChem CID	6196
Molecular formula	C19H19N3O5S
IUPAC name	(2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
UNII (FDA)	UH95VD7V76

Computed Descriptors

Molecular Weight	401.4
XLogP3	2.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	401.10454189
Monoisotopic Mass	401.10454189
Topological Polar Surface Area	138
Heavy Atom Count	28
Formal Charge	0

Physical & Chemical Properties

Melting Point	188
Solubility	13.9
Solubility	8.62e-02 g/L
LogP	2.38
LogP	2.4
Dissociation Constants	2.72
Collision Cross Section	198.25 Ų [M-H]-
Collision Cross Section	187.73 Ų [M+H]+
Collision Cross Section	194.45 Ų [M+Na]+

Physical description & handling notes

• Solid
• 195.4 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
• 191.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
• 193.63 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 185.59 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
• 191.51 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

GHS Hazard Classification

Reported hazard statements	H315 (40%), H317 (20%), H319 (40%), H334 (80%), H335 (60%)

Documented Uses

• Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
• Used in the treatment of resistant staphylococci infections.
• Oxacillin is a parenteral, second generation penicillin antibiotic that is used to treat moderate-to-severe, penicillinase-resistant staphylococcal infections. Oxacillin has been linked to rare instances of clinically apparent, idiosyncratic liver injury, but it more commonly causes transient elevations in serum aminotransferases without jaundice.
• Breast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antibacterial Agents; Penicillins
• Penicillin (Penicillinase-Resistant)
• Substances that inhibit the growth or reproduction of BACTERIA.

Synonyms

oxacillin; Oxazocillin; 66-79-5; Oxazocilline; Oxacilina; Oxacilline; Oxacillinum; 5-Methyl-3-phenyl-4-isoxazolyl-penicillin; Resistopen; Oxabel; CHEBI:7809; UH95VD7V76; Staphcillin V; (5-methyl-3-phenyl-4-isoxazolyl)penicillin; 6beta-(5-methyl-3-phenylisoxazol-4-yl)penicillanic acid; DTXSID8023397

Frequently Asked Questions

What are the CAS number and molecular formula of oxacillin?

CAS 66-79-5; molecular formula C19H19N3O5S; molecular weight — g/mol.

What other names is oxacillin known by?

oxacillin, Oxazocillin, 66-79-5, Oxazocilline, Oxacilina, Oxacilline.

Is oxacillin classified as hazardous?

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

What are the key physical properties of oxacillin?

Melting Point: 188; Solubility: 13.9; Solubility: 8.62e-02 g/L; LogP: 2.38.

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.