Nafcillin sodium

Description

Nafcillin sodium · CAS 985-16-0 · C21H22N2O5S. UNII 4CNZ27M7RV. Solubility: 1.72e-02 g/L; LogP: 3.3.

Identification

CAS Registry Number	985-16-0
PubChem CID	8982
Molecular formula	C21H22N2O5S
IUPAC name	(2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
UNII (FDA)	4CNZ27M7RV

Computed Descriptors

Molecular Weight	414.5
XLogP3	2.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	5
Exact Mass	414.12494298
Monoisotopic Mass	414.12494298
Topological Polar Surface Area	121
Heavy Atom Count	29
Formal Charge	0

Physical & Chemical Properties

Solubility	1.72e-02 g/L
LogP	3.3

Physical description & handling notes

• Solid
• Soluble
• NOT MORE THAN SLIGHT CHARACTERISTIC ODOR; WHITE TO YELLOWISH WHITE POWDER; FREELY SOL IN WATER & CHLOROFORM, SOL IN ALCOHOL /NAFCILLIN SODIUM/
• STABLE @ ROOM TEMP FOR 2-4 YR /DRY STATE/ DEPENDING ON DOSAGE FORM
• ORAL SOLN AFTER RECONSTITUTION WITH DILUENT SHOULD BE STORED @ 2-8 °C /DISCARD UNUSED SOLN AFTER 1 WK/
• STABLE FOR 24 HR IN 1/6 MOLAR SODIUM LACTATE INJECTION WHEN STORED @ ROOM TEMP IN CONCN OF 30 MG/ML

GHS Hazard Classification

Reported hazard statements	H317 (100%), H334 (100%)

Documented Uses

• 6-AMINOPENICILLANIC ACID IS ACYLATED BY TREATMENT WITH 2-ETHOXY-1-NAPHTHOYL CHLORIDE IN ANHYDROUS ORG SOLVENT CONTAINING TRIETHYLAMINE. AQ EXTRACT OF THIS...IS ADMIXED WITH WATER-IMMISCIBLE SOLVENT & NAFCILLIN PPTD BY ADDN OF SULFURIC ACID. NAFCILLIN SODIUM IS PPTD BY MIXING ETHANOLIC SOLN OF ACID & SODIUM ETHYLHEXANOATE
• ...A SEMISYNTHETIC PENICILLIN, DERIVED FROM 6-AMINOPENICILLANIC ACID, IS HIGHLY RESISTANT TO PENICILLINASE...
• PATENTS: US PATENT 3,157,639. /NAFCILLIN SODIUM/
• POTENCY: NOT LESS THAN 820 UG OF NAFCILLIN/MG. /NAFCILLIN SODIUM/
• Doyle et al. Brit pat 880,400 (1961 to Beecham) /Nafcillin sodium/
• Indicated in the treatment of infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drug.

Synonyms

nafcillin; 147-52-4; Naphcillin; Nafcilina; Nafcilline; Nafcillinum; Nafcilin-1; (2-Ethoxy-1-naphthyl)penicillin; (2-ethoxy-1-naphthalenyl)penicillin; CHEBI:7447; Penicillin, (2-ethoxy-1-naphthalenyl)-; 4CNZ27M7RV; Penicillin, (2-ethoxy-1-naphthyl)-; 6-(2-ethoxy-1-naphthamido)penicillanic acid; DTXSID8023343; 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-ethoxy-1-naphthamido)-3,3-dimethyl-7-oxo-

Frequently Asked Questions

What are the CAS number and molecular formula of Nafcillin sodium?

CAS 985-16-0; molecular formula C21H22N2O5S; molecular weight — g/mol.

What other names is Nafcillin sodium known by?

nafcillin, 147-52-4, Naphcillin, Nafcilina, Nafcilline, Nafcillinum.

Is Nafcillin sodium classified as hazardous?

Hazard statements reported: H317, H334.

What are the key physical properties of Nafcillin sodium?

Solubility: 1.72e-02 g/L; LogP: 3.3.

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.