List of local anesthetics explained

This is a list of local anesthetic agents. Not all of these drugs are still used in clinical practice and in research. Some are primarily of historical interest.

DrugOther common namesImageFirst synthesisDates of clinical useChemical/structural classDuration of effect
amylocaineStovaine1904 (Ernest Fourneau)ester- benzoic
ambucaine[1] diester - aminosalicylic
articaineAstracaine, Septanest, Septocaine, Ultracaine, ZorcaineAmide
benzocaineAnbesol, OrajelEster - AminobenzoicShort
benzonatateTessalon200px
bupivacaineMarcaine, Sensorcaine, Vivacaine1957 (Ekenstam)1963 (Widman and Telivuo)AmideModerate
butacaine
ester- aminobenzoic
butanilicaineAmide
chloroprocaineNesacaineEster - Aminobenzoic
cinchocaine (INN)dibucaine (USAN), Cincain, Cinchocaine, Nupercainal, Nupercaine, Sovcaine1925 (Meischer)1930 (Uhlmann)Ester - Aminobenzoic
cocaine1855 (first isolation by Friedrich Gaedcke), 1898 (first synthesis by Richard Willstätter)1884 (Karl Koller, William Stewart Halsted)Ester - Benzoic
cyclomethycaine[2] Ester - hydroxybenzoic
dibucaine[3] Amide
diperodon[4] [5]
dimethocainelarocaine
eucaineα-Eucaine, β-eucaine1900. α[6] β[7] [8]
etidocaineDuranest1971 (Takman)1972 (Lund)
hexylcaineCyclaine, Osmocaine
fomocaine[9] ester - phenyl
fotocaine
hydroxyprocaine[10] ester - aminosalicylic
isobucaine[11] Ester - benzoic
levobupivacaineChirocaine1990s (Mather and Tucker)1995
lidocaine[12] [13] (lignocaine)Xylocaine1943 (Nils Löfgren and Bengt Lundqvist)1947 (Torsten Gordh)
mepivacaineCarbocaine, Polocaine1956 (Ekenstam and Egner)1957 (Dhuner)
meprylcaineEpirocain
metabutoxycaine
nitracaineEster- Aminobenzoic
orthocaine
oxetacaine (oxethazaine)
oxybuprocainebenoxinate, Novesine
Paraethoxycaine[14]
phenacaineHolocaine
piperocainemetycaine
piridocaine[15]
pramocainepramoxine
prilocaineCitanest1959 (Nils Löfgren and Egner)1960 (Wielding)
Primacaine
procaineNovocain, borocaine (procaine borate), ethocaine1904 (Alfred Einhorn)1905 (Heinrich Braun)
procainamide
proparacaineproxymetacaine
propoxycaine[16]
Pyrrocaine[17]
quinisocaine (INN)dimethisoquin (USAN)[18]
ropivacaineNaropin1957 (Ekenstam)1997
trimecaineMesdicain, Mesocain, Mesokain
tetracaineamethocaine, Dicaine, Pontocaine1928 (O. Eisleb)1931
Tolycaine[19]
Tropacocaine[20]

See also

Notes and References

  1. Büchi. J. Stünzi. E. Flury. M. Hirt. R. Labhart. P. Ragaz. L. Über lokalanästhetisch wirksame basische Ester und Amide verschiedener Alkoxy-amino-benzoesäuren. Helvetica Chimica Acta. 1951. 34. 4. 1002–1013. 10.1002/hlca.19510340404.
  2. S. M. McElvain and T. P. Carney, J. Amer. Chem. Soc, 68,2592 (1946).
  3. K. Miescher, Helv. Chim. Acta, 15, 163 (1932).
  4. 44. T. H. Rider, J. Amer. Chem. Soc, 52, 2115 (1930).
  5. M. S. Raasch and W. R. Brode, J. Amer. Chem. Soc, 64, 1112 (1942).
  6. 10.1002/jlac.19033280303. Ueber ein neues p-Menthadiën aus Dihydrocarvylamin. Justus Liebig's Annalen der Chemie. 328. 3. 322–326. 1903. Harries . C..
  7. G. Meiling, Chem. Ber., 6, 173 (1896).
  8. H. King, J. Chem. Soc, 125, 41 (1924).
  9. Schoenberger. Matthias. Damijonaitis. Arunas. Zhang. Zinan. Nagel. Daniel. Trauner. Dirk. Development of a New Photochromic Ion Channel Blocker via Azologization of Fomocaine. ACS Chemical Neuroscience. 5. 7. 2014. 514–518. 1948-7193. 10.1021/cn500070w. 4102962. 24856540.
  10. W. Grimme and H. Schmitz, Chem. Ber., 84, 734 (1917).
  11. J. R. Reasenberg and S. D. Goldberg, J. Amer. Chem. Soc,67, 933 (1945).
  12. Web site: Lignocaine - C14H22N2O . ChemSpider . 2015-10-13.
  13. Web site: Lidocaine . The Merck Index Online . 2015-10-13 .
  14. W. G. Christiansen and S. E. Harris, U. S. Patent 2,404,691(1946).
  15. L. A. Walter and R. J. Fosbinder, J. Amer. Chem. Soc, 61,1713 (1939).
  16. Clinton. R. O.. Salvador. U. J.. Laskowski. S. C.. Wilson. Mary. Derivatives of 4-Amino-2-hydroxybenzoic Acid. II. Journal of the American Chemical Society. February 1952. 74. 3. 592–598. 10.1021/ja01123a005.
  17. N. Lofgren, C. Tegner, and B. Takman, Acta Chem. Scand., 11,1724 (1957).
  18. T. H. Rider, J. Amer. Chem. Soc, 52, 2115 (1930).
  19. R. Hiltmann, F. Mietzsch, and W. Wirth, (1960).
  20. Jowett. Hooper Albert Dickinson. Pyman. Frank Lee. CXVI.—Relation between chemical constitution and physiological action in the tropeines. Part II. J. Chem. Soc., Trans.. 1909. 95. 1020–1032. 10.1039/CT9099501020.