147-52-4

Usage

Originator

Unipen,Wyeth,US,1964

Uses

Antibacterial.

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

InChI:InChI=1/C21H22N2O5S.Na/c1-4-28-13-10-9-11-7-5-6-8-12(11)15(13)22-17(24)14-18(25)23-16(20(26)27)21(2,3)29-19(14)23;/h5-10,14,16,19H,4H2,1-3H3,(H,22,24)(H,26,27);/q;+1/p-1/t14-,16?,19-;/m1./s1

Upstream product

• 551-16-6 6-Aminopenicillanic Acid 
• 55150-29-3 2-ethoxynaphthalenyl-1-carbonyl chloride 
• 53388-50-4 6β-[(2-ethoxy-naphthalene-1-carbonyl)-phenylacetyl-amino]-penicillanic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester 
• 27605-28-3 6β-(2-phenyl-acetylamino)-penicillanic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester 
• 2224-00-2 2-ethoxy-1-naphthaloic acid 
• 53446-67-6 2-ethoxy-naphthalene-1-carboxylic acid; sodium salt 

Related news

Poly(2-hydroxyethyl methacrylate-co-dodecyl methacrylate-co-acrylic acid): synthesis, physico-chemical characterisation and nafcillin (cas 147-52-4) carrier09/28/2019

In the present study polymeric microbeads of poly(2-hydroxyethyl methacrylate-co-dodecyl methacrylate-co-acrylic acid) or p(HEMA-co-dDMA-co-AA) were synthesised and characterized through FT-IR and scanning electron microscopy (SEM); their swelling behavior against saline solution was explored an...detailed

Relevant academic research and scientific papers

A preparation method of naphthalene husband xilin acid

The invention discloses a method for preparing nafcillin acid. The method comprises the following steps: (1) chlorinating 2-ethoxy naphthoic acid and excessive amount of sulfoxide chloride to obtain an acyl chloride solution; carrying out distillation at reduced pressure to remove sulfoxide chloride, dissolving residues with dichloromethane, and thus obtaining a mixed solution A; (2) adding triethylamine and dichloromethane in 6-aminopenicillanic acid, stirring until the solution is clear, and thus obtaining a mixed solution B; (3) dropwise adding the mixed solution A in the mixed solution B for condensation reaction, carrying out thermal reaction for 30-90 min after the mixed solution A completely is dropwise added in the mixed solution B, and thus obtaining a mixed solution C; (4) concentrating the mixed solution C to be dry, and thus obtaining a solid mixture D; (5) stirring and dispersing the solid mixture D with a ketone reagent, acidizing with an acidifier, adding an ether reagent to stir, filtering, adding purified water or saturated salt water in filtrate to crystallize, filtering, washing with water, drying, and thus obtaining nafcillin acid. The method has the advantages of being simple in process, easy to operate, simple in postprocessing and high in yield.

Apparatus And Methods For Delivering A Plurality Of Medicaments For Management Of Co-Morbid Diseases, Illnesses Or Conditions

A method and apparatus for delivering a plurality of medicaments in a single delivery vehicle for the management of co-morbid diseases, illnesses and conditions. The present invention provides a novel delivery process for many medicaments. Medicaments may be encapsulated and stored separately within a larger capsule until the time of ingestion, consumption, or the like. Benefits of the present invention include maintaining separation of distinct ingredients within a single capsule and the capability to control the time release of multiple ingredients within the capsule.

LIQUID PHARMACEUTICAL FOR ORAL DELIVERY

A liquid pharmaceutical for oral delivery wherein at the time of use, a solid unit dosage form is added to the liquid wherein the unit dosage form is comprised of a substrate soluble in the liquid and a particulate pharmaceutically active material in a pharmaceutically effective amount. At the time of use, the unit dosage form is added to the liquid, without requiring measurement of the liquid, and the entire liquid is consumed to provide for oral delivery of the pharmaceutically effective amount of material.

Method of using deuterated calcium channel blockers

Therapeutic methods and compositions using deuterated enriched 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester and other deuterated dihydropyridine compounds are described. The deuterated compounds exhibit enhanced efficacy in blocking calcium channels over non-deuterated dihydropyridines.

Enhancement of the efficacy of nifedipine by deuteration

A method of enhancing the efficiency and increasing the duration of action of drugs (e.g. dihydropyridines and anti-bacterials) and particularly of nifedipine and penicillins wherein one or more hydrogen atoms are deuterated and wherein the deuterated drug has unexpectedly improved properties when used in much lower concentrations than unmodified drug. A method for determining the identity and bioequivalency of a new drug is also disclosed wherein the molecular and isotope structure of a new drug is determined by isotope ratio mass spectrometry and compared with the molecular and isotope structure of a known human drug.