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Oxetacaine information


Oxetacaine
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral, topical
ATC code
  • C05AD06 (WHO)
Pharmacokinetic data
Elimination half-life1 hour
Identifiers
IUPAC name
  • 2,2'-(2-hydroxyethylimino)bis [N-(1,1-dimethyl-2- phenylethyl)-N-methylacetamide]
CAS Number
  • 126-27-2 ☒N
PubChem CID
  • 4621
ChemSpider
  • 4460 checkY
UNII
  • IP8QT76V17
KEGG
  • D01152 checkY
ChEMBL
  • ChEMBL127592 checkY
CompTox Dashboard (EPA)
  • DTXSID0025818 Edit this at Wikidata
ECHA InfoCard100.004.346 Edit this at Wikidata
Chemical and physical data
FormulaC28H41N3O3
Molar mass467.654 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(N(C(C)(C)Cc1ccccc1)C)CN(CCO)CC(=O)N(C(Cc2ccccc2)(C)C)C
InChI
  • InChI=1S/C28H41N3O3/c1-27(2,19-23-13-9-7-10-14-23)29(5)25(33)21-31(17-18-32)22-26(34)30(6)28(3,4)20-24-15-11-8-12-16-24/h7-16,32H,17-22H2,1-6H3 checkY
  • Key:FTLDJPRFCGDUFH-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Oxetacaine (INN, also known as oxethazaine) is a potent local anesthetic. It is administered orally (usually in combination with an antacid) for the relief of pain associated with peptic ulcer disease or esophagitis. One example of such a product is Mucaine Gel, indicated for "rapid and effective relief in gastritis, esophagitis, hiatus hernia, heartburn of pregnancy and peptic ulcer".[1] It is also used topically in the management of hemorrhoid pain. Oral oxetacaine preparations are available in several countries, including India, South Africa, Japan, Taiwan and Brazil, but not the United States. Unlike most local anesthetics, oxetacaine does not break down under strongly acidic conditions.[2]

  1. ^ "Mucaine Gel". Pfizer.com. Pfizer. Retrieved 6 October 2022.
  2. ^ Seifter J, Glassman JM, Hudyma GM (1962). "Oxethazaine and related congeners: a series of highly potent local anesthetics". Proc Soc Exp Biol Med. 109 (3): 664–8. doi:10.3181/00379727-109-27300. PMID 13910333. S2CID 39641018.

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