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Chemical Compound Review

Articaine     methyl4-methyl-3-(2- propylaminopropanoyla...

Synonyms: Articaina, Articainum, Carticaine, CHEMBL1093, Hoe-045, ...
 
 
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Disease relevance of HOE 045

  • Equal analgesic efficacy along with lower systemic toxicity (i.e. a wide therapeutic range) permits the use of articaine in higher concentrations than other amide-type local anaesthetics [1].
  • Use of 108 mg of articaine is not recommended because of frequent extensive cephalad spread of the block, accompanied by arterial hypotension and nausea [2].
  • Although up to 38.2 mg/kg body weight articaine HCl was applied, no cardiac side effects or symptoms of central nervous intoxication occurred [3].
  • Initially, the angioedema was thought to be caused by a hypersensitivity reaction to articaine [4].
  • CLINICAL FEATURES: A 54-yr-old woman presented with a history of progressive facial and periorbital edema 24 hr after receiving articaine local anesthetic for a dental procedure [4].
 

High impact information on HOE 045

 

Chemical compound and disease context of HOE 045

 

Biological context of HOE 045

  • The block obtained in the articaine group was dense with eye movement scores at 2, 4, 6, 8 and 10 min all significantly reduced (P<0.01 at each interval) [8].
  • Comparison of injection pain, heart rate increase, and postinjection pain of articaine and lidocaine in a primary intraligamentary injection administered with a computer-controlled local anesthetic delivery system [9].
  • The use of 2% articaine in pediatric dentistry is particularly advantageous because of the lower C max and the shorter half-life [10].
  • RESULTS: The in vitro metabolism of articaine was shown to undergo pH-dependent Michaelis-Menten kinetics, indicating saturation at higher substrate concentrations [11].
  • After releasing the tourniquet, articaine appears in the blood and is rapidly eliminated with a t1/2 alpha of 5 +/- 3 min and a t1/2 beta of 59 +/- 39 min due to hydrolysis [12].
 

Anatomical context of HOE 045

  • METHODS AND MATERIALS: We discuss the successful adjunctive use of articaine to provide effective infiltrative anesthesia of muscular fascia [13].
  • AIM: The aim of this investigation was to compare the clinical effects and pharmacokinetics of lidocaine and articaine in two groups of 15 patients undergoing axillary brachial plexus anesthesia [14].
  • STUDY DESIGN: Twenty patients underwent removal of bilateral lower third molars under local anesthesia (articaine or mepivacaine) in 2 separate appointments, in a double-blind, randomized, and crossed manner [15].
  • CONCLUSION: Permanent removal of maxillary teeth without palatal injection is possible by depositing 2 mL articaine/HCl to the buccal vestibule of the tooth [16].
  • Therefore, these data are not consistent with superior anaesthesia efficacy by articaine at any site, including the mandibular pulpal, lingual or maxillary palatal tissues, in the second molars studied [17].
 

Associations of HOE 045 with other chemical compounds

 

Gene context of HOE 045

 

Analytical, diagnostic and therapeutic context of HOE 045

References

  1. Clinical pharmacokinetics of articaine. Oertel, R., Rahn, R., Kirch, W. Clinical pharmacokinetics. (1997) [Pubmed]
  2. Hyperbaric articaine for day-case spinal anaesthesia. Kallio, H., Sn??ll, E.V., Luode, T., Rosenberg, P.H. British journal of anaesthesia. (2006) [Pubmed]
  3. Pharmacokinetics of articaine hydrochloride in tumescent local anesthesia for liposuction. Grossmann, M., Sattler, G., Pistner, H., Oertel, R., Richter, K., Schinzel, S., Jacobs, L.D. Journal of clinical pharmacology. (2004) [Pubmed]
  4. Acute upper airway angioedema secondary to acquired C1 esterase inhibitor deficiency: a case report. Wong, D.T., Gadsden, J.C. Canadian journal of anaesthesia = Journal canadien d'anesthésie. (2003) [Pubmed]
  5. Articaine is More Effective than Lidocaine or Mepivacaine in Rat Sensory Nerve Conduction Block in vitro. Potocnik, I., Tomsic, M., Sketelj, J., Bajrovic, F.F. J. Dent. Res. (2006) [Pubmed]
  6. Delayed-type hypersensitivity to subcutaneous lidocaine with tolerance to articaine: confirmation by in vivo and in vitro tests. Bircher, A.J., Messmer, S.L., Surber, C., Rufli, T. Contact Derm. (1996) [Pubmed]
  7. Articaine for supplemental intraosseous anesthesia in patients with irreversible pulpitis. Bigby, J., Reader, A., Nusstein, J., Beck, M., Weaver, J. Journal of endodontics. (2006) [Pubmed]
  8. Comparison of articaine and bupivacaine/lidocaine for peribulbar anaesthesia by inferotemporal injection. Allman, K.G., Barker, L.L., Werrett, G.C., Gouws, P., Sturrock, G.D., Wilson, I.H. British journal of anaesthesia. (2002) [Pubmed]
  9. Comparison of injection pain, heart rate increase, and postinjection pain of articaine and lidocaine in a primary intraligamentary injection administered with a computer-controlled local anesthetic delivery system. Nusstein, J., Berlin, J., Reader, A., Beck, M., Weaver, J.M. Anesthesia progress. (2004) [Pubmed]
  10. Serum levels of articaine 2% and 4% in children. Jakobs, W., Ladwig, B., Cichon, P., Ortel, R., Kirch, W. Anesthesia progress. (1995) [Pubmed]
  11. Saturable in vitro metabolism of articaine by serum esterases. Does it contribute to the persistence of the local anesthetic effect? Oertel, R., Berndt, A., Kirch, W. Regional anesthesia. (1996) [Pubmed]
  12. Comparison of the effects and disposition kinetics of articaine and lidocaine in 20 patients undergoing intravenous regional anaesthesia during day case surgery. Simon, M.A., Vree, T.B., Gielen, M.J., Booij, L.H. Pharmacy world & science : PWS. (1998) [Pubmed]
  13. Articaine: an effective adjunctive local anesthetic for painless surgery at the depth of the muscular fascia. Schulze, K.E., Cohen, P.R., Nelson, B.R. Dermatologic surgery : official publication for American Society for Dermatologic Surgery [et al.]. (2006) [Pubmed]
  14. Similar motor block effects with different disposition kinetics between lidocaine and (+ or -) articaine in patients undergoing axillary brachial plexus block during day case surgery. Simon, M.A., Vree, T.B., Gielen, M.J., Booij, L.H., Lagerwerf, A.J. International journal of clinical pharmacology and therapeutics. (1999) [Pubmed]
  15. Articaine and mepivacaine efficacy in postoperative analgesia for lower third molar removal: a double-blind, randomized, crossover study. Colombini, B.L., Modena, K.C., Calvo, A.M., Sakai, V.T., Giglio, F.P., Dionísio, T.J., Trindade, A.S., Lauris, J.R., Santos, C.F. Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics. (2006) [Pubmed]
  16. Is permanent maxillary tooth removal without palatal injection possible? Uckan, S., Dayangac, E., Araz, K. Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics (2006) [Pubmed]
  17. Lack of differential effect by Ultracaine (articaine) and Citanest (prilocaine) in infiltration anaesthesia. Haas, D.A., Harper, D.G., Saso, M.A., Young, E.R. Journal (Canadian Dental Association) (1991) [Pubmed]
  18. Cardiac electrophysiologic effects of articaine compared with bupivacaine and lidocaine. Moller, R.A., Covino, B.G. Anesth. Analg. (1993) [Pubmed]
  19. Effects of prilocaine and articaine on human leucocytes and reactive oxygen species in vitro. Günaydin, B., Demiryürek, A.T. Acta anaesthesiologica Scandinavica. (2001) [Pubmed]
  20. Comparative investigations on the efficacy of articaine 4% (epinephrine 1:200,000) and articaine 2% (epinephrine 1:200,000) in local infiltration anaesthesia in dentistry--a randomised double-blind study. Hintze, A., Paessler, L. Clinical oral investigations. (2006) [Pubmed]
  21. Deterioration of Kearns-Sayre syndrome following articaine administration for local anesthesia. Finsterer, J., Haberler, C., Schmiedel, J. Clinical neuropharmacology. (2005) [Pubmed]
  22. Inhibition of HERG channels by the local anaesthetic articaine. Siebrands, C.C., Friederich, P. European journal of anaesthesiology (2007) [Pubmed]
  23. Studies on the toxicological profile of the local anaesthetic articaine. Leuschner, J., Leblanc, D. Arzneimittel-Forschung. (1999) [Pubmed]
  24. Comparison of articaine and bupivacaine/lidocaine for single medial canthus peribulbar anaesthesia. Allman, K.G., McFadyen, J.G., Armstrong, J., Sturrock, G.D., Wilson, I.H. British journal of anaesthesia. (2001) [Pubmed]
  25. High-performance liquid chromatography and preliminary pharmacokinetics of articaine and its 2-carboxy metabolite in human serum and urine. Vree, T.B., Baars, A.M., van Oss, G.E., Booij, L.H. J. Chromatogr. (1988) [Pubmed]
 
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