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Details

Stereochemistry ACHIRAL
Molecular Formula C28H41N3O3
Molecular Weight 467.6434
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXETHAZAINE

SMILES

CN(C(=O)CN(CCO)CC(=O)N(C)C(C)(C)CC1=CC=CC=C1)C(C)(C)CC2=CC=CC=C2

InChI

InChIKey=FTLDJPRFCGDUFH-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C28H41N3O3
Molecular Weight 467.6434
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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. Its effectiveness at the acidity of the gastric environment is due to the fact that oxethazaine, a weak base, is relatively non-ionized at pH 1. It is also used topically in the management of hemorrhoid pain. Oral oxetacaine preparations are available in several countries, including India, South Africa and Brazil, but not the United States. It is marketed under the name Strocain in Japan.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.3 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
STROCAIN
Palliative
STROCAIN
Palliative
STROCAIN

Cmax

ValueDoseCo-administeredAnalytePopulation
20 ng/mL
20 mg single, oral
OXETHAZAINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1 h
20 mg single, oral
OXETHAZAINE plasma
Homo sapiens

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
The usual adult dosage for oral use is 3 to 8 tablets (15 to 40 mg of oxethazaine) daily divided into three to four doses.
Route of Administration: Oral
In Vitro Use Guide
100 uM Oxethazaine caused almost complete red blood cell hemolysis in the presence of 1.3 mM Ca2+ with only a minimal effect in its absence, while higher concentrations of Oxethazaine (400 uM<) produced hemolysis without Ca2+.
Substance Class Chemical
Record UNII
IP8QT76V17
Record Status Validated (UNII)
Record Version