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Benzocaine (CAS 94-09-7)

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Alternate Names:
Ethyl 4-aminobenzoate
Application:
Benzocaine is a surface anesthetic
CAS Number:
94-09-7
Purity:
≥99%
Molecular Weight:
165.19
Molecular Formula:
C9H11NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).

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Benzocaine is an organic compound taht belongs to the class of aromatic amines and appears as a white solid with a melting point of 105° C. This compound demonstrates solubility in ethanol, ether, and chloroform and serves as a valuable intermediate in organic synthesis. Additionally, Benzocaine finds utility as an antiseptic and functions as a precursor to other compounds. The precise mechanism of action of Benzocaine remains unclear, yet there is a suggestion that it may operate as an inhibitor of the enzyme cytochrome P450.

References:

  1. Benzocaine-induced methemoglobinemia: experience from a high-volume transesophageal echocardiography laboratory.  |  Novaro, GM., et al. 2003. J Am Soc Echocardiogr. 16: 170-5. PMID: 12574744
  2. Benzocaine-induced methemoglobinemia in an acute-exposure rat model.  |  Von Tungeln, LS., et al. 2011. Food Chem Toxicol. 49: 2530-5. PMID: 21726594
  3. Stability of benzocaine formulated in commercial oral disintegrating tablet platforms.  |  Köllmer, M., et al. 2013. AAPS PharmSciTech. 14: 1333-40. PMID: 23990120
  4. Benzocaine polymorphism: pressure-temperature phase diagram involving forms II and III.  |  Gana, I., et al. 2013. Int J Pharm. 456: 480-8. PMID: 23994015
  5. More methemoglobin is produced by benzocaine treatment than lidocaine treatment in human in vitro systems.  |  Hartman, NR., et al. 2014. Regul Toxicol Pharmacol. 70: 182-8. PMID: 25010377
  6. Protomers of benzocaine: solvent and permittivity dependence.  |  Warnke, S., et al. 2015. J Am Chem Soc. 137: 4236-42. PMID: 25760934
  7. Benzocaine loaded solid lipid nanoparticles: Formulation design, in vitro and in vivo evaluation of local anesthetic effect.  |  Basha, M., et al. 2015. Curr Drug Deliv. 12: 680-92. PMID: 26138680
  8. Methemoglobinemia Secondary to Topical Benzocaine Application to Gastrostomy Site.  |  Lipton, M., et al. 2016. Pediatr Emerg Care. 32: 312-4. PMID: 27139292
  9. Characterization of the methemoglobin forming metabolites of benzocaine and lidocaine.  |  Hartman, N., et al. 2017. Xenobiotica. 47: 431-438. PMID: 27321253
  10. The Analysis of the Physicochemical Properties of Benzocaine Polymorphs.  |  Paczkowska, M., et al. 2018. Molecules. 23: PMID: 30013003
  11. Benzocaine-induced stress in the euryhaline teleost, Centropomus parallelus and its implications for anesthesia protocols.  |  Wosnick, N., et al. 2018. Comp Biochem Physiol A Mol Integr Physiol. 226: 32-37. PMID: 30056161
  12. Evaluation of the aggregation process in a mixture of propofol and benzocaine.  |  León, I., et al. 2019. Phys Chem Chem Phys. 21: 3537-3544. PMID: 30137107
  13. A new high-pressure benzocaine polymorph - towards understanding the molecular aggregation in crystals of an important active pharmaceutical ingredient (API).  |  Patyk-Kaźmierczak, E. and Kaźmierczak, M. 2020. Acta Crystallogr B Struct Sci Cryst Eng Mater. 76: 56-64. PMID: 32831241
  14. Determination of Benzocaine in Pharmaceutical Formulations by Indirect SERRS Assay Combined with Azo Coupling.  |  Zhao, CY., et al. 2022. Molecules. 27: PMID: 35889365
  15. Supramolecular assembly of benzocaine bearing cyclodextrin cavity via host-guest complexes on polyacrylonitrile as an electrospun nanofiber.  |  Rajaram, R., et al. 2023. J Pharm Biomed Anal. 225: 115223. PMID: 36623427

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzocaine, 100 g (Out of Stock: Availability 5/24/24)

sc-239305
100 g
$28.00