Structure via PubChem · Public domain (PubChem)
oxethazaine
Sign in to saveAlso known as Oxetacaine
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. 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.
Chemical data
- Formula
- C28H41N3O3
- Molecular weight
- 467.6 g/mol
- IUPAC name
- 2-[2-hydroxyethyl-[2-[methyl-(2-methyl-1-phenylpropan-2-yl)amino]-2-oxoethyl]amino]-N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide
- SMILES
- CC(C)(CC1=CC=CC=C1)N(C)C(=O)CN(CCO)CC(=O)N(C)C(C)(C)CC2=CC=CC=C2
- InChIKey
- FTLDJPRFCGDUFH-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 64.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- hemorrhoid
via ChEMBL · EBI
Research
76 papers- Oxethazaine inhibits esophageal squamous cell carcinoma proliferation and metastasis by targeting aurora kinase A.Cell death & disease · 2022
- Oxethazaine inhibits hepatitis B virus capsid assembly by blocking the cytosolic calcium-signalling pathway.The Journal of general virology · 2016
- The abuse potential of oxethazaine: effects of oxethazaine on drug-seeking behavior and analysis of its metabolites in plasma and hair in animal models.Pharmacology, biochemistry, and behavior · 2013
- The synergistic antibacterial activity and mechanism of colistin-oxethazaine combination against gram-negative pathogens.Frontiers in pharmacology · 2024
- A preliminary report using oxethazaine--a potential new dental local anaesthetic.The British journal of oral & maxillofacial surgery · 1990
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 467.315
Show 3 more facts
- chemical formula
- C₂₈H₄₁N₃O₃
- canonical SMILES
- CC(C)(CC1=CC=CC=C1)N(C)C(=O)CN(CCO)CC(=O)N(C)C(C)(C)CC2=CC=CC=C2
- subject has role
- local anesthetic
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
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. 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.
It is known to produce mephentermine and phentermine as metabolites.
Excerpted from Wikipedia’s “oxethazaine” article, available under the CC BY-SA 4.0 licence.