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Encyclopedia > Benzocaine
Benzocaine
Systematic (IUPAC) name
ethyl 4-aminobenzoate
Identifiers
CAS number 94-09-7
ATC code C05AD03 D04AB04, N01BA05, R02AD01
PubChem 2337
DrugBank APRD00539
Chemical data
Formula C9H11NO2 
Mol. mass 165.189 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

C (USA) Benzocaine structure. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ... A section of the Anatomical Therapeutic Chemical Classification System. ... A section of the Anatomical Therapeutic Chemical Classification System. ... A section of the Anatomical Therapeutic Chemical Classification System. ... A section of the Anatomical Therapeutic Chemical Classification System. ... PubChem is a database of chemical molecules. ... The DrugBank database available at the University of Alberta is a unique bioinformatics and cheminformatics resource that combines detailed drug (i. ... This article or section does not cite any references or sources. ... General Name, symbol, number carbon, C, 6 Chemical series nonmetals Group, period, block 14, 2, p Appearance black (graphite) colorless (diamond) Standard atomic weight 12. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless gas Standard atomic weight 14. ... General Name, Symbol, Number oxygen, O, 8 Chemical series nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Standard atomic weight 15. ... The molecular mass (abbreviated Mr) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... In pharmacology, bioavailability is used to describe the fraction of an administered dose of unchanged drug that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ... Drug metabolism is the metabolism of drugs, their biochemical modification or degradation, usually through specialized enzymatic systems. ... It has been suggested that Effective half-life be merged into this article or section. ... Excretion is the process of eliminating waste products of metabolism and other materials that are of no use. ... The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ...

Legal status
Routes topical

Benzocaine is a local anesthetic commonly used as a topical pain reliever. It is the active ingredient in many over-the-counter analgesic ointments, most commonly oral pain relievers such as Orajel. The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ... In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ... A local anesthetic is a drug that reversibly inhibits the propagation of signals along nerves. ... In medicine, a topical medication is applied to body surfaces such as the skin or mucous membranes such as the vagina, nasopharynx, or the eye. ... An analgesic (colloquially known as a painkiller) is any member of the diverse group of drugs used to relieve pain (achieve analgesia). ... Orajel is an over-the-counter oral anesthetic intended for relief of toothaches and oral sores. ...

Contents

Chemical properties

Benzocaine is an ester, and can be prepared from the organic acid PABA (para-aminobenzoic acid) and ethanol by Fischer esterification. The melting point of Benzocaine is 88-90 degrees Celsius. A carboxylic acid ester. ... Para-Aminobenzoic acid (PABA) is a chemical used in sunscreen that is an essential nutrient for some bacteria. ... Ethanol, also known as ethyl alcohol, drinking alcohol or grain alcohol, is a flammable, colorless, slightly toxic chemical compound, and is best known as the alcohol found in alcoholic beverages. ... Fischer esterification is the process of forming an ester by refluxing a carboxylic acid and an alcohol in the presence of an acid (catalyst). ...


History

Benzocaine was first synthesised by a German chemical firm named Ritsert, in the town of Eberbach, in Baden-Württemberg in 1902. The city of Eberbach (IPA: ) lies in northern Baden-Württemberg, 33 km east of Heidelberg, and belongs to the Rhein-Neckar-Kreis. ...


How it relieves pain

Pain is caused by the stimulation of nerve endings. When the nerve endings are stimulated, sodium enters the nerve ending, which causes an electrical signal to build up in the nerve. Once the electrical signal becomes big enough, it is able to travel to the brain, which then interprets this as pain.


Esters of PABA work as a chemical barrier, stopping the sodium from being able to enter the nerve ending. A carboxylic acid ester. ... Para-Aminobenzoic acid (PABA) is a chemical used in sunscreen that is an essential nutrient for some bacteria. ...


Side effects

Allergic reactions occur with ester local anaesthetics (like benzocaine) because of the PABA structure.


Benzocaine also is a well-known cause of methemoglobinemia. Because it may be used in topical creams with a concentration as much as 20%, it is not difficult to administer a dose sufficient to cause this problem. // Methemoglobinemia, also known as met-Hb, is a disorder characterized by the presence of a higher than normal level of methemoglobin in the blood. ...


Other uses

Benzocaine can also be used as a fish tranquilizer. Due to its low solubility in water, stock solution can be made with ethanol (95%). 25 g of benzocaine per 200 ml ethanol will make a solution strong enough to knock saltwater fish out in 2-4 minutes. They will regain equilibrium after 10-15 minutes. Use 5 ml stock solution per 1 L of saltwater. Some benzocaine will precipitate out of solution when added to the saltwater, so it is recommended to add the volume of stock solution you will be using to a separate container and mix it with some saltwater before adding it to the tank.


Benzocaine is also used as a key ingredient in Phenazone, an anti-inflammatory, and is also used in some glycerol-based ear medications for use in removing excess wax as well as ear conditions such as Otitis Media and swimmers ear. Otitis media is an inflammation of the middle ear: the space behind the ear drum. ... Otitis externa (swimmers ear) is an inflammation of the outer ear and ear canal. ...


It is also used in certain condoms to prolong sex by numbing the penis.[1]


Benzocaine is an ingredient in some anal sex lubricants, but many sexual health educators point out that this is actually a bad idea: "The problem here is that anal penetration should not hurt at all! Pain is your body's way of telling you that something is wrong, and if you block those sensations with benzocaine or other anesthetics, you could find yourself seriously injured."[2]


benzocaine is also commonly used as a cutting agent for cocaine. the majority of the time large quantities of cocaine usually a kilogram or more will be sold to drug dealers from a supplier. the dealer will then cut it with benzocaine or any other cutting agent usually a 1:2 ratio half being cocaine the other half being benzocaine or any other cutting agent. this will then be distributed to lower level dial a dealers for sale in smaller quantities


References

  1. ^ 'Delay' condom proves popular - CNN.com
  2. ^ [1]

External links

  • FDA investigation of the possible adverse effects of benzocaine mouth and throat sprays.

  Results from FactBites:
 
Benzocaine - Wikipedia, the free encyclopedia (332 words)
Benzocaine is a local anesthetic commonly used as a topical pain reliever.
Benzocaine is an ester, a compound made from the organic acid PABA (para-aminobenzoic acid) and ethanol.
Some benzocaine will precipitate out of solution when added to the saltwater, so it is recommended to add the volume of stock solution you will be using to a separate container and mix it with some saltwater before adding it to the tank.
  More results at FactBites »

 
 

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