Benzocaine Hydrochloride

Base Information

• Chemical Name: Benzocaine Hydrochloride
• CAS No.: 23239-88-5
• Molecular Formula: C9H11NO2^.HCl
• Molecular Weight: 201.653
• Hs Code.: 2922499990
• European Community (EC) Number: 607-211-2
• NSC Number: 122792
• UNII: OG625Z9LEO
• DSSTox Substance ID: DTXSID50177812
• Wikidata: Q27285637
• NCI Thesaurus Code: C97306
• Mol file: 23239-88-5.mol

Synonyms:4-Aminobenzoic Acid Ethyl Ester;Acetate, Benzocaine;Americaine;Anaesthesin;Anesthesin;Bensokain;Benzocaine;Benzocaine Acetate;Benzocaine Formate;Benzocaine Hydrobromide;Benzocaine Hydrochloride;Benzocaine Methanesulfonate;Ethoform;Ethyl Aminobenzoate;Formate, Benzocaine;Hydrobromide, Benzocaine;Hydrochloride, Benzocaine;Methanesulfonate, Benzocaine

Chemical Property of Benzocaine Hydrochloride

Chemical Property:

• Appearance/Colour: hite crystalline powder
• Vapor Pressure: 0.000589mmHg at 25°C
• Melting Point: 208oC
• Boiling Point: 310.7 °C at 760 mmHg
• Flash Point: 164.2 °C
• PSA: 52.32000
• Density: 1.286g/cm3
• LogP: 2.82870
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Water (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.0556563
• Heavy Atom Count: 13
• Complexity: 151

Purity/Quality:

≥99% ^*data from raw suppliers

BenzocaineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N.Cl
• Description: Benzocaine is a local anesthetic drug. It is directly applied to the skin and used as a topical pain reliever or in cough drops. Benzocaine works by creating a chemical barrier that halts the build up of sodium, which accumulates as the nerve endings are stimulated by pain. When sodium builds up, electrical signals also build in the nerve ending and are transmitted to the brain, which interprets the signals as pain. Benzocaine hydrochloride is a salt modification of benzocaine, formed when benzocaine is complexed with hydrochloric acid. Compared to benzocaine, benzocaine hydrochloride is more water soluble, making it more appropriate for oral administration. Benzocaine hydrochloride is usually made into powder or oil paste and used to heal wounds, ulcers, burns, skin abrasion, and hemorrhoids. Through the reduction in the excretion of ammonia and carbon dioxide of fish by benzocaine hydrochloride, the pH and alkalinity values of the transport water remains constant, thereby, benzocaine hydrochloride is used as an aid in the transport of fish.
• Uses: Benzocaine Hydrochloride can be used as promising MAO inhibitors.

Technology Process of Benzocaine Hydrochloride

There total 5 articles about Benzocaine Hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

ethanol (64-17-5) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → benzocaine hydrochloride (23239-88-5)

Guidance literature:

With thionyl chloride; for 6h; Heating;

DOI:10.1016/S0040-4020(01)01106-1

Reference yield:

ethyl 4-nitrobenzoate (99-77-4) → benzocaine hydrochloride (23239-88-5)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; for 0.5h; under 2585.7 Torr;

DOI:10.1021/jm00063a003

Reference yield:

ethyl 3-bromo-4-aminobenzoate (7149-03-3) → ethyl 4-amino-3-bromobenzoate hydrochloride (865139-46-4) + benzocaine hydrochloride (23239-88-5)

Guidance literature:

With hydrogenchloride; In ethyl acetate;

upstream raw materials:

ethyl 4-nitrobenzoate

ethanol

4-amino-benzoic acid

ethyl 3-bromo-4-aminobenzoate

Downstream raw materials:

ethyl 4-(ethylenediamine)benzoate

ethyl 1-p-benzoate-2,5-di-p-bromopyrrole

4-[5-(N-methyl-anilino)-penta-2,4-dienylidenamino]-benzoic acid ethyl ester; hydrochloride

p-ethoxycarbonylphenyl isocyanate

Refernces

• 1、 Lebedev,Lebedeva,Sheludyakov,Ovcharuk,Kovaleva,Ustinova. "Organosilicon synthesis of isocyanates: III. Synthesis of aliphatic, carbocyclic, aromatic, and alkylaromatic isocyanatocatboxylic acid esters". . p. 1069 - 1080. Retrieved 2008/02/05.
• 2、 Zafar, Abdullah,Melendez, Rosa,Geib, Steven J,Hamilton, Andrew D. "Hydrogen bond controlled aggregation of guanidinium-carboxylate derivatives in the solid state". . p. 683 - 690. Retrieved 2007/10/03.