Learn vocabulary, terms, and more with flashcards, games, and other study tools. Benzocaine is a short acting local anaesthetic used in a wide variety of clinical situations including mucous membrane anaesthesia, gag reflex suppression, anorectal. Pdf benzocaine degradation in oral disintegrating tablet. Benzocaine is a waterinsoluble estertype local anesthetic agent that is mainly useful for topical application. Americaine benzocaine anesthetic lubricant is a local anesthetic numbing medication used to reduce pain or discomfort caused by minor skin irritations, sore throat, sunburn, teething pain, vaginal or rectal irritation, ingrown toenails, hemorrhoids, and many other sources of minor pain on a surface of the body. Introduction esters are important compounds in organic chemistry. They are used in numerous types ofsynthetic reactions, to create different products for a vast array of purposes, including medicinaland cosmetic. Files available from the acs website may be downloaded for personal use only. Synthesis of benzocaine lab help in this lab we used 4aminobenzoic acid, sulfuric acid, ethanol100%, and sodium bicarbonate.
Benzocaine was prepared in this experiment by the direct esteri. The format of this report book have been checked in our athabasca laboratories. Benzocaine binds to the sodium channel and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions. Naturally occuring local anesthetics have been used for over a century to dull or alleviate the pain involved with medical procedures. Pdf chemical oxidative polymerization of benzocaine. The onset of action is rapid files dmf, cepcos, japanese dmfs, written confirmation wc details listed on. Divergent synthesis of prilocaine hydrochloride 5 and benzocaine 8. The ethanol used was denatured, and contained about 90% ethanol by weight. List of drug master files dmf of benzocaine active pharmaceutical ingredient api submitted to the u.
Why is the melting point of benzocaine significantly lower than aminobenzoic acid. Synthesising benzocaine via reflux with a condenser. To prepare benzocaine a local anesthetic from paminobenzoic acid and ethanol, via a fischer esterification reaction. How to merge pdfs and combine pdf files adobe acrobat dc. Synthesis of benzocaine h2n co2h etoh h2so4 h2n co2et procedure. Pdf microwaveassisted synthesis of local anaesthetic. Pdf microwaveassisted synthesis of local anaesthetic procaine. Benzocaine is an ester of paraaminobenzoic acid, lacking the terminal diethylamino group of procaine, with anesthetic activity. Hazards all reactants, products, and solvents must be handled in a. The oxidation products of benzocaine the oxidation of benzocaine has been carried out with aps at were dissolved at a concentration of 2. Experiment nine synthesis and purification of benzocaine.
Benzocaine api dmfs us drug master file dmf details. The synthesis of benzocaine, a common anesthetic prelab. Synthesis and characterization of covalently bound benzocaine graphite oxide derivative. Synthesis of two local anesthetics from toluene acs publications. Find information on anesthetics topicalmucosal americaine hemorrhoidal, anbesol in daviss drug guide including dosage, side effects, interactions, nursing implications, mechanism of action, half life, administration, and more. Using a magnetic stir bar stir the mixture until the solid dissolves completely. Risk of serious and potentially fatal blood disorder.
Sciencemadness discussion board synthesis of benzocaine. Click, drag, and drop to reorder files or press delete to remove any content you dont want. Synthesis of ethyl paminobenzoate benzocaine from p. Oxidation of benzocaine sce as a reference electrode. The purpose of this experiment was to synthesize benzocaine, a common topical anesthetic, via acidcatalyzed fisher esterfication of paminobenzoic acid and ethanol results and discussion. Handle all chemicals with care avoid inhaling vapors or contact with skin. Acidcatalyzed ester formation synthesis of benzocaine. As a counter electrode, large surface platinum plate was used. The experiment was to synthesise benzocaine via reflux with a condenser and was characterised by examining at the infrared spectrum and chemical shifts of nmr. Acetylation of ptoluidine to pmethylacetanilide 7 acetylation is carried out using acetic anhydride in a nucleophilic addition reaction to add an acetyl group c2h3o on to the amine group nh2.
Preparing benzocaine is often done in a school lab setting to demonstrate the acidcatalyzed esterification of. Refer to the structure of procaine in the table in the above introduction, local anesthetics. Create marketing content that resonates with prezi video. Anesthetics topicalmucosal americaine hemorrhoidal. Home synthesis of ethyl paminobenzoate benzocaine from p nitrobenzoic acid. This is an update to two previous fda drug safety communications, reports of a rare, but serious and potentially fatal adverse effect with the use of overthecounter otc benzocaine gels and.
Benzocaine is an ester and can be prepared via acidcatalyzed fisher. Click add files and select the files you want to include in your pdf. The preparation of the local anesthetic, benzocaine. Experiment 1benzocaine 11 experiment 1 synthesis of. Synthesis and characterisation of benzocaine experiment practical report. Synthesis and characterization of benzocaine lessons. Files are available under licenses specified on their description page. The preparation of the local anesthetic, benzocaine penn state. Pdf procaine and benzocaine are used as local anaesthetic agents used in so called small surgery. Multistep synthesis in a projectoriented laboratory course. Use three 1ml portions of cold water to wash the product crystals from the flask onto the funnel.
Add a magnetic spin vane and stir the mixture until the solid dissolves completely. All structured data from the file and property namespaces is available under the creative commons cc0 license. Side effects of americaine benzocaine, warnings, uses. Students undertake, in a severalweek independent project, the multistep synthesis of a. You can merge pdfs or a mix of pdf documents and other files. According to escobel, 2011, aspirin is synthesized through the. Description download synthesis of benzocaine comments. It is the active ingredient in many overthecounter anesthetic ointments such as products for oral ulcers. Benzocaine, sold under the brand name orajel amongst others, is an ester local anesthetic commonly used as a topical pain reliever or in cough drops. Report sheet for benzocaine synthesis report sheet for. Synthesis and characterization of covalently bound benzocaine. Americaine benzocaine is also used to numb the skin or surfaces inside the. View lab report report sheet for benzocaine synthesis from bio sci 100lw at university of california, irvine.
Home natural sciences chemisty esterification of benzocaine. Benzocaine 8ispreparedfrompmethylacetanilide3part c in scheme 1 in a threestep reaction sequence, involving procedures described in this journal14 and in several laboratory instruction manuals overall yields of about 12 to 22 %. It is also combined with antipyrine to form ab otic drops to relieve ear pain and remove earwax. Synthesis of benzocaine from pnitrotoluene or even toluene is a very good multistep synthesis to get familiar with organic chemistry technics, i often recommend it to begginers, lots of trivial reactions, which helps one discover workup technics etc. Uses, side effects, interactions, pictures, warnings density calculation. In this experiment, the synthesis of benzocaine 2 is carried out by the acidcatalyzed esterification of. A ester of paba and ethanolsynthesis of benzocaine. Report synthesis of benzocaine please fill this form, we will try to respond as soon as possible. To practice the techniques of refluxing and vacuum filtration to perform an esterification reaction to create benzocaine from paminobenzoic acid. Synthesis of ethyl paminobenzoate benzocaine from p nitrobenzoic acid. Single step synthesis of benzocaine christopher nusbaum dates performed. In this experiment, the synthesis of benzocaine 2 is carried out by the acidcatalyzed esterification of 4aminobenzoic 1 acid with ethanol. Benzocaine is a local anesthetic commonly used for pain relief. What is the purpose of adding sodium bicarbonate to raise the ph.
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