nafcillin

nafcillin
  • CAS No.:147-52-4
Other grades of this product :
nafcillin Basic information
Product Name:nafcillin
Synonyms:(2S,5R,6R)-6-(2-Ethoxy-1-naphthoylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;6α-[[(2-Ethoxy-1-naphthalenyl)carbonyl]amino]penicillanic acid;C07250;Nafcillin acid;6-(2-Ethoxy-1-naphthamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Nafcilin 1;Westwood acid, naphthalene;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2-ethoxy-1-naphthalenyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
CAS:147-52-4
MF:C21H22N2O5S
MW:414.48
EINECS:205-690-9
Product Categories:
Mol File:147-52-4.mol
nafcillin Chemical Properties
Boiling point 714.1±60.0 °C(Predicted)
density 1.42±0.1 g/cm3(Predicted)
pka2.44±0.50(Predicted)
Safety Information
Hazardous Substances Data147-52-4(Hazardous Substances Data)
MSDS Information
nafcillin Usage And Synthesis
OriginatorUnipen,Wyeth,US,1964
UsesAntibacterial.
Manufacturing ProcessA stirred suspension of 12.6 grams 6-aminopenicillanic acid in 130 ml dry alcohol-free chloroform was treated with 16 ml triethylamine and then with 13.8 grams of a solution of 2-ethoxy-1-naphthoyl chloride in 95 ml chloroform. After being washed successively with 58 ml each of 1 N and then 0.1 N hydrochloric acid the chloroform solution was extracted with N aqueous sodium bicarbonate (58 ml + 6 ml). The combined bicarbonate extracts were washed with 20 ml ether and then evaporated at low temperature and pressure to give the crude sodium salt of 2-ethoxy-1-naphthylpenicillin [also called sodium 6-(2-ethoxy-1-naphthamido)penicillinate] as a yellow powder (20.3 grams). This was dissolved in 20 ml water at 30°C and diluted with 180 ml n-butanol, also at 30°C, with stirring. Slow cooling to 0°C gave colorless needles of the product.
Brand nameNallpen (GlaxoSmithKline).
Therapeutic FunctionAntibacterial
nafcillin Preparation Products And Raw materials
Raw materials2-Ethoxynaphthalene-1-carbonyl chloride-->6-Aminopenicillanic acid-->Sodium bicarbonate

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