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nafcillin

CAS No.
147-52-4
Chemical Name:
nafcillin
Synonyms
C07250;Nafcilin 1;Nafcillin acid;Westwood acid, naphthalene;Nafcillin Powder USP Standard;6α-[[(2-Ethoxy-1-naphthalenyl)carbonyl]amino]penicillanic acid;6-(2-Ethoxy-1-naphthamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;(2S,5R,6R)-6-(2-Ethoxy-1-naphthoylamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;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)-
CBNumber:
CB9914919
Molecular Formula:
C21H22N2O5S
Molecular Weight:
414.48
MDL Number:
MFCD00864927
MOL File:
147-52-4.mol
Last updated:2023-05-04 17:34:33

nafcillin Properties

Boiling point 714.1±60.0 °C(Predicted)
Density 1.42±0.1 g/cm3(Predicted)
pka 2.44±0.50(Predicted)
FDA UNII 4CNZ27M7RV

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H334-H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P261-P285-P304+P341-P342+P311-P501

nafcillin Chemical Properties,Uses,Production

Originator

Unipen,Wyeth,US,1964

Uses

Antibacterial.

Definition

ChEBI: Nafcillin is a penicillin in which the substituent at position 6 of the penam ring is a (2-ethoxy-1-naphthoyl)amino group. It has a role as an antibacterial drug. It is a penicillin and a penicillin allergen. It is a conjugate acid of a nafcillin(1-).

Manufacturing Process

A 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 name

Nallpen (GlaxoSmithKline).

Therapeutic Function

Antibacterial

nafcillin Preparation Products And Raw materials

nafcillin Suppliers

Global( 28)Suppliers
Supplier Tel Email Country ProdList Advantage
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PT CHEM GROUP LIMITED
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View Lastest Price from nafcillin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
nafcillin pictures 2019-08-08 nafcillin
147-52-4
US $3.00 / KG 1KG 99% 100kg Career Henan Chemical Co
  • nafcillin pictures
  • nafcillin
    147-52-4
  • US $3.00 / KG
  • 99%
  • Career Henan Chemical Co
(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)- Nafcillin Powder USP Standard 147-52-4