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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

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/13910333 and http://home.intekom.com/pharm/akromed/mucaines.html

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Chronic hepatitis B virus replication
2.3 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
STROCAIN

Approved Use

Pain, hyperacidity symptoms, eructation, nausea, vomiting, stomach discomfort and defecation urgency resulting from the following diseases Esophagitis, gastritis, gastric/duodenal ulcer and irritable colon

Launch Date

1962
Palliative
STROCAIN

Approved Use

Pain, hyperacidity symptoms, eructation, nausea, vomiting, stomach discomfort and defecation urgency resulting from the following diseases Esophagitis, gastritis, gastric/duodenal ulcer and irritable colon

Launch Date

1962
Palliative
STROCAIN

Approved Use

Pain, hyperacidity symptoms, eructation, nausea, vomiting, stomach discomfort and defecation urgency resulting from the following diseases Esophagitis, gastritis, gastric/duodenal ulcer and irritable colon

Launch Date

1962
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
20 ng/mL
20 mg single, oral
dose: 20 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
OXETHAZAINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1 h
20 mg single, oral
dose: 20 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
OXETHAZAINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
[[Separation of oxetacaine and its metabolites] ].
2001 Jan
Drug use in children: cohort study in three European countries.
2008 Nov 24
Patents

Sample Use Guides

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+.
Name Type Language
OXETHAZAINE
MI   USAN  
USAN  
Official Name English
ACETAMIDE, 2,2'-((2-HYDROXYETHYL)IMINO)BIS(N-(1,1-DIMETHYL-2-PHENYLETHYL)-N-METHYL-
Systematic Name English
Oxetacaine [WHO-DD]
Common Name English
OXETHAZAINE [JAN]
Common Name English
oxetacaine [INN]
Common Name English
NSC-758444
Code English
OXETHAZAINE [USAN]
Common Name English
OXETHAZAINE [MI]
Common Name English
STROCAIN
Brand Name English
WY-806
Code English
OXETACAINE [MART.]
Common Name English
OXETACAINE
INN   MART.   WHO-DD  
INN  
Official Name English
2,2'-((2-HYDROXYETHYL)IMINO)BIS(N-(.ALPHA.,.ALPHA.-DIMETHYLPHENETHYL)-N-METHYLACETAMIDE)
Systematic Name English
Classification Tree Code System Code
WHO-VATC QC05AD06
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
WHO-ATC C05AD06
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
NCI_THESAURUS C245
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID0025818
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
WIKIPEDIA
Oxetacaine
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
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DRUG BANK
DB12532
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-780-5
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
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SMS_ID
100000090352
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
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INN
1342
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
NCI_THESAURUS
C81409
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
FDA UNII
IP8QT76V17
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
NSC
758444
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
MERCK INDEX
m8302
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY Merck Index
DRUG CENTRAL
3407
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
MESH
C100289
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
PUBCHEM
4621
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL127592
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
CAS
126-27-2
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY
EVMPD
SUB09516MIG
Created by admin on Fri Dec 15 15:04:18 GMT 2023 , Edited by admin on Fri Dec 15 15:04:18 GMT 2023
PRIMARY