Ingredients --
Benzocaine
Chemical Formula:
Benzocaine
Synonyms
Ethyl p-aminobenzoate
Ethyl PABA
Anesthesin
Description
White crystalline powder.
Uses
Benzocaine is a topical anesthetic. It numbs wherever it is
applied. It is widely used in first aid creams and sunburn
remedies.
Chemistry lesson
Benzocaine is an
ester, a compound made from the organic
acid
PABA (para amino benzoic acid)
and the alcohol
ethanol.
Para amino benzoic acid
Other esters of PABA have similar anesthetic properties.
Procaine (novocaine)
Dentists use
procaine (also called
novocaine) to
numb teeth and gums before dental work.
Lidocaine (xylocaine)
Another topical anesthetic, similar to benzocaine, is
lidocaine,
which is used to relive the pain of shingles (
herpes zoster)
infections. Lidocaine is called an amide anesthetic, because it is
not an ester (the alcohol is replaced by an
amide, the
nitrogen group). Amide anesthetics are metabolized by the liver,
and are less prone to cause allergic reactions. If an anesthetic
has an "i" in the prefix (lidocaine, prilocaine, bupivicaine) it is
an amide anesthetic.
Denatonium benzoate
A small change to lidocaine (adding a benzyl group) makes the
molecule
denatonium benzoate,
the bitterest tasting substance known. It is used to denature
alcohol, (
Specially
Denatured alcohol 40, or
SD-40, is ethanol
denatured (made unfit for drinking)
by a tiny amount denatonium benzoate).
Cocaine hydrochloride
You can see a resemblance between benzocaine, procaine, and
the compound that gave
Coca Cola its first name. Cocaine
also has a numbing effect, in addition to its effects as an
addictive central nervous system stimulant.
Some other anesthetics with similar structures are prilocaine,
tetracaine, ropivacaine, bupivacaine, chloroprocaine, and
mepivacaine:
Prilocaine
Tetracaine
Ropivacaine
Bupivicaine
Chloroprocaine
Mepivacaine
denatonium benzoate:
InChI=1/C21H28N2O.C7H6O2/c1-5-23(6-2,15-19-13-8-7-9-14-19)16-20(24)22-21-17(3)11-10-12-18(21)4;8-7(9)6-4-2-1-3-5-6/h7-14H,5-6,15-16H2,1-4H3;1-5H,(H,8,9)/fC21H29N2O.C7H5O2/h22H;/q+1;-1
cocaine hydrochloride:
InChI=1/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H/t12-,13+,14-,15+;/m0./s1
cocaine hydrochloride:
InChI=1/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H
cocaine hydrochloride:
InChI=1/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H/t12-,13-,14+,15-;/m1./s1
cocaine hydrochloride:
InChI=1/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H/t12-,13-,14+,15-;/m1./s1
benzocaine:
InChI=1/C9H11NO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3
chloroprocaine:
InChI=1/C13H19ClN2O2/c1-3-16(4-2)7-8-18-13(17)11-6-5-10(15)9-12(11)14/h5-6,9H,3-4,7-8,15H2,1-2H3
haloperidol:
InChI=1/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2
mepivacaine:
InChI=1/C15H22N2O/c1-11-7-6-8-12(2)14(11)16-15(18)13-9-4-5-10-17(13)3/h6-8,13H,4-5,9-10H2,1-3H3,(H,16,18)/f/h16H
prilocaine:
InChI=1/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16)/f/h15H
procaine:
InChI=1/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3
ropivacaine:
InChI=1/C17H26N2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1/f/h18H
tetracaine:
InChI=1/C15H24N2O2/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3/h6-9,16H,4-5,10-12H2,1-3H3
By Simon Quellen Field