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        Benzocaine

        Indications and Usage Uses synthesis
        Benzocaine
        Benzocaine structure
        CAS No.
        94-09-7
        Chemical Name:
        Benzocaine
        Synonyms
        Solu H;Norcain;Ora-jel;Ethoform;Norcaine;Topcaine;NSC 4688;ORTHESIN;Euphagin;Anesthone
        CBNumber:
        CB1217951
        Molecular Formula:
        C9H11NO2
        Formula Weight:
        165.19
        MOL File:
        94-09-7.mol

        Benzocaine Properties

        Melting point:
        88-90 °C
        Boiling point:
        172 °C (12.7517 mmHg)
        Density 
        1.17
        refractive index 
        1.5600 (estimate)
        Flash point:
        172°C/13mm
        storage temp. 
        0-6°C
        solubility 
        alcohol: soluble1 gm in 5 ml
        pka
        2.5(at 25℃)
        form 
        Crystalline Powder
        color 
        White
        Water Solubility 
        Soluble in ethanol, chloroform, ethyl ether and dilute acids. Sparingly soluble in water
        Merck 
        14,1086
        BRN 
        638434
        Stability:
        Stable. Combustible. Incompatible with strong oxidizing agents.
        InChIKey
        BLFLLBZGZJTVJG-UHFFFAOYSA-N
        CAS DataBase Reference
        94-09-7(CAS DataBase Reference)
        NIST Chemistry Reference
        Benzoic acid, 4-amino-, ethyl ester(94-09-7)
        EPA Substance Registry System
        Benzocaine (94-09-7)
        SAFETY
        • Risk and Safety Statements
        Symbol(GHS) 
        GHS07,GHS08,GHS09
        Signal word  Danger
        Hazard statements  H315-H317-H319-H370-H372-H411
        Precautionary statements  P261-P280a-P305+P351+P338-P321-P333+P313-P501a-P260-P264-P270-P272-P273-P280-P302+P352+P333+P313+P363-P305+P351+P338+P337+P313-P307+P311-P391-P405-P501
        Hazard Codes  Xi,T,F
        Risk Statements  43-36/37/38-39/23/24/25-23/24/25-11
        Safety Statements  22-24/25-37/39-26-24-45-36/37-16-7
        RIDADR  3077
        WGK Germany  2
        RTECS  DG2450000
        TSCA  Yes
        HazardClass  9
        PackingGroup  III
        HS Code  29224995
        Toxicity LD50 oral in rat: 3042mg/kg

        Benzocaine price More Price(16)

        Manufacturer Product number Product description CAS number Packaging Price Updated Buy
        Sigma-Aldrich 06952 Benzocaine tested according to Ph.Eur. 94-09-7 100g $36.7 2019-12-02 Buy
        Sigma-Aldrich 1054000 Benzocaine United States Pharmacopeia (USP) Reference Standard 94-09-7 500mg $352.8 2019-12-02 Buy
        TCI Chemical A0271 Ethyl 4-Aminobenzoate >99.0%(GC)(T) 94-09-7 25g $17 2019-12-02 Buy
        TCI Chemical A0271 Ethyl 4-Aminobenzoate >99.0%(GC)(T) 94-09-7 500g $108 2019-12-02 Buy
        Alfa Aesar A12754 Ethyl 4-aminobenzoate, 98% 94-09-7 1000g $143 2019-12-02 Buy

        Benzocaine Chemical Properties,Uses,Production

        Indications and Usage

        Benzocaine is a colorless trapezial crystal. Its melting point is 92℃ (88-90℃), boiling point is 183-184°C (1.87kPa). 1g of this drug is soluble in about 2500ml water, 5ml ethanol, 2ml chloroform, 4ml ether or 30-50ml almond oil and olive oil, and it is also soluble in dilute acid. It is stable in air, odorless, and slightly bitter.
        Benzocaine is a lipid-soluble surface anesthetic, and it weaker than other local anesthetics such as lidocaine and tetracaine, so it will not cause any discomfort due to its anesthetizing effects when acting on mucosa. Benzocaine is a type of drug with relatively strong lipid-solubility and will bind with mucosa and the fatty layer of skin, but it will not easily penetrate into the body and cause poisoning. Benzocaine can be used as a precursor for Ossur imitation, orthocaine, and procaine. It is also used as a local anesthetic and can stop pain and itching. It is mainly used in pain and itch prevention on wounds, ulcer surfaces, mucous membrane surfaces and hemorrhoids. Its paste form can also lubricate and stop pain for the nasopharynx and endoscope. Benzocaine’s aural solution is used to alleviate acute congestion, concentrated otitis externa, and the pain and itching of swimming otitis. Benzocaine is also effective for toothaches, sore throat, oral ulcers, all kinds of hemorrhoids, anal fissures, and vulvar itching. Benzocaine can be used as a male sex organ numbing agent to slow ejaculation. It can also be used as a numbing lubricant for the pharynx and endoscope, and it can be used as a UV absorbing agent for cosmetics.

        Uses

        1. Benzocaine is a local anaesthetic of the ester type with a poor solubility in water. The drug benzocaine is normally used as a topical pain reliever or as a common ingredient in cough drops. Benzocaine is used in multiple forms including lotion, gel, liquid, lozenges, and sprays. When Benzocaine is applied in any form it temporarily numbs or blocks the nerve endings, which leads to a decreases in the amount of pain. It is used in cattle, sheep, swine and horses for local and prolonged low epidural anaesthesia. Standard therapeutic doses of benzocaine ranged from 150 to 750 mg per animal. Benzocaine is also currently used as surface anaesthetic as ointments (0.5% benzocaine) for wounds and ulcerated surfaces in horses, cattle and sheep applied twice a day until healing.
        2. A commonly used topical pain reliever. Main active ingredient in anesthetic ointments.
        3. Anesthetic;Na+ channel blocker
        4. Benzocaine acts on the central nervous system, cardiovascular system, neuromuscular junctions and ganglion synapse. Its mechanism of action is to prevent the generation and conduction of the nerve impulse. Local anaesthetics block conduction by decreasing or preventing the large transient increase in the permeability of excitable membranes to Na+ that is produced by a slight depolarisation. This action of local anaesthetics is due to their direct interaction with voltage-sensitive Na+ channels. Benzocaine is mainly hydroxylated in the metabolite para-aminobenzoic acid (PABA) that inhibits the action of sulphonamides.
        5. Benzocaine is distributed in the body, crosses the placenta and is metabolised in the liver and in the plasma by non-specific cholinesterases. Benzocaine and its main metabolite (para-aminobenzoic acid) are excreted into urine.
        6. Benzocaine appears as a moderately toxic compound after single administration. The acute intraperitoneal LD50 value was 216 mg/kg bw in mice. Benzocaine may induce methemoglobinemia in several species such as sheep, cats and dogs.

        synthesis

        the synthesis of benzocaine is carried out by the acid-catalyzed esterification of 4-aminobenzoic acid with ethanol:
        the synthesis of benzocaine
        In a 5-mL round bottom flask, add 120 mg of 4-aminobenzoic acid (often called PABA for paminobenzoic acid), 1.5 mL of absolute ethanol (absolute ethanol is completely free of water and can be found on the hooded shevles), and 3 boiling chips. Heat this mixture on a sand bath until all the solid dissolves. Cool in ice and then add 0.25 mL of concentrated sulfuric acid dropwise. (One drop at a time.) A large amount of precipitate will form when the sulfuric acid is added, but this will dissolve during the reflux that follows. Attach an air condenser from the microscale kit, and reflux gently for 60- 75 min. Check periodically to be sure that the mixture is refluxing gently, and that the ring of condensation of solvent lies somewhere along the inner surface of the air condenser; loss of solvent will cause overheating and a significant decrease in yield.

        Chemical Properties

        white odourless crystals

        Uses

        Benzocaine is used as an anesthetic (local).

        brand name

        Americaine (Fisons); Baby Anbesol (Whitehall-Robins).

        Biological Functions

        Benzocaine is a PABA derivative used primarily for topical application to skin and mucous membranes. Its low aqueous solubility allows it to stay at the site of application for long periods. Its minimal rate of absorption after topical administration is associated with a low incidence of systemic toxicity. Benzocaine is contraindicated in patients with known sensitivity to ester-linked anesthetics or PABA-containing compounds.

        General Description

        Benzocaine is a unique local anesthetic because it does notcontain a tertiary amine. The pKa of the aromatic amine is 3.5ensuring that benzocaine is uncharged at physiological pH.Because it is uncharged, it is not water soluble but is ideal fortopical applications. The onset of action is within 30 secondsand the duration of drug action is 10 to 15 minutes.

        Clinical Use

        Benzocaine is used for endoscopy, bronchoscopy, and topicalanesthesia. Benzocaine is available as a 20% solution topicalspray, in a 1% gel for mucous membrane application, and a14% glycerin suspension for topical use in the outer ear.Toxicity to benzocaine can occur when the topical doseexceeds 200 to 300 mg resulting in methemoglobinemia.Infants and children are more susceptible to this and methemoglobinemiahas been reported after benzocaine lubricationof endotracheal tubes and after topical administration to treata painful diaper rash.

        Safety Profile

        Poison by ingestion and intraperitoneal routes. Human systemic effects by rectal route: methemoglobinemia/carboxyhemoglobinem ia in infants. A skin irritant and a mild sensitizer. Local contact may cause contact dermatitis. Used as a topical anesthetic and as a sun-screening agent. When heated to decomposition it emits highly toxic fumes of NOx. See also ETHYL ALCOHOL and ESTERS

        Purification Methods

        Crystallise Benzocaine from EtOH/H2O or EtOH (m 93-94o), and dry it in air. [Beilstein 14 H 422, 14 IV 1129.]

        Benzocaine Preparation Products And Raw materials

        Raw materials

        Preparation Products


        Benzocaine Suppliers

        Global( 470)Suppliers
        Supplier Tel Fax Email Country ProdList Advantage
        Changzhou Sunlight Pharmaceutical Co., Ltd +86-519-83131668 ; 83137042;83139028;83138042
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        0519-83138041 810308@sunlightchem.com; China 48 60
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        86-519-88552298 xuxiaosong1972@163.com China 47 65
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        +86-519-85195585 info@sunkechem.com China 89 69

        View Lastest Price from Benzocaine manufacturers

        Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
        2019-04-02 Benzocaine Manufacturer; In stock GMP Factory
        94-09-7
        US $1.00 / KG 1KG High quality manufacturer TOP 3 largest production factory in China Chemwill Asia Co.,Ltd.
        2019-09-18 Benzocaine +8619930501651
        94-09-7
        US $10.00 / KG 1KG 99.9% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
        2019-05-15 Benzocaine
        94-09-7
        US $1.00 / KG 1KG 99% 500 Hebei Aicrowe Biotech Co., Ltd

        Benzocaine Spectrum


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