Oxethazaine (CED0016408)

Record Information

Version

1.0

Creation Date

2016-05-22 03:59:07 UTC

Update Date

2026-08-22 08:36:21 UTC

Accession Number

CHEM017167

Identification

Common Name

Oxethazaine

Class

Small Molecule

Description

Oxethazaine is an organic compound with the formula C28H41N3O3 and an average molecular weight of 467.65 g/mol. Oxethazaine belongs to the phenethylamines, a subclass of benzene and substituted derivatives within the organic compounds. The compound is found in or released from four recorded sources, including healthcare, pharmaceuticals, and veterinary products specifically as vasoprotectives. It is also associated with household cleaning and consumer products, such as tobacco smoke filters and non-electric simulated smoking devices, as well as electrically stimulated smoking devices. The recorded exposure route for this substance is oral. Regarding its biological activity, oxethazaine has one recorded protein target, where it acts through the inhibition of synthesis of Gastrin (GAST).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Strocain	Kegg
Oxetacaine	KEGG
2,2'-((2-Hydroxyethyl)imino)bis(N-alpha,alpha-dimethylphenethyl)-N-methylacetamide	MeSH
Mucaine	MeSH
Muthesa	MeSH
Oxaine	MeSH
Robercain R	MeSH
Tepilta	MeSH
Oxetacain	MeSH
Oxethazaine hydrochloride	MeSH
Oxethazaine monohydrochloride	MeSH
Oxethazine	MeSH

Chemical Formula

C₂₈H₄₁N₃O₃

Average Molecular Mass

467.654 g/mol

Monoisotopic Mass

467.315 g/mol

CAS Registry Number

126-27-2

IUPAC Name

2-[(2-hydroxyethyl)({[methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide

Traditional Name

mucaine

SMILES

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

InChI Identifier

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

InChI Key

FTLDJPRFCGDUFH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Amphetamine or derivatives
Phenylpropane
Tertiary carboxylic acid amide
1,2-aminoalcohol
Amino acid or derivatives
Carboxamide group
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Alkanolamine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Alcohol
Primary alcohol
Organic nitrogen compound
Organic oxide
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

amino acid amide (CHEBI:31947 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	3.67	ALOGPS
logP	3.16	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	15.59	ChemAxon
pKa (Strongest Basic)	5.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.09 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	138.53 m³·mol⁻¹	ChemAxon
Polarizability	52.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-000x-3923100000-6f72fb5efb3197520482	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-4921100000-a1f5b0f2bfd88a9426a7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-016r-1261900000-f22ab8eb341a77092a1e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-005i-5891100000-c7ded500f370c3f21c45	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0019-9620000000-405bc06c192d0d75250a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0000900000-7092e9ae33e0cf0f423d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-02ta-0421900000-0cae8b30aa46cb40b2b4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08mj-4912100000-ed58cc121a8ea22931a6	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
792.0	Log mg/kg	[450:1400]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
10	Insecticides	Agriculture & land management	Not Available
292	Vasoprotectives	Healthcare, pharmaceuticals & veterinary products	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
610	Aftersun Products	Personal care & cosmetics	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available

Pathways

1 pathway

Oxetacaine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Pantothenate kinase, putative	Q8ILP4	Plasmodium falciparum (isolate 3D7)	Predicted (SEA)	14.3243
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	759.808
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	633.926
Click to view 3D structure	Pancreatic alpha-amylase	P00689	Rattus norvegicus	Predicted (SEA)	3.73676
Click to view 3D structure	Procathepsin L	P07711	Humans	Predicted (SEA)	336.231
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	470.521
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	887.87
Click to view 3D structure	Cathepsin B	P07858	Humans	Predicted (SEA)	360.52
Click to view 3D structure	Protein-glutamine gamma-glutamyltransferase	Q7M0F8	Cavia porcellus	Predicted (SEA)	17.049
Click to view 3D structure	Cathepsin S	P25774	Humans	Predicted (SEA)	299.564
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	966.031
Click to view 3D structure	Glutamyl aminopeptidase	Q95334	Sus scrofa	Predicted (SEA)	18.061
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	90.3829
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	657.826
Click to view 3D structure	Kappa-type opioid receptor	P41144	Cavia porcellus	Predicted (SEA)	467.874
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	548.915
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	524.237
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	459.544
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	1474.07
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	811.812
Click to view 3D structure	Muscarinic acetylcholine receptor M1	Q8WMX0	Bos taurus	Predicted (SEA)	17.9053
Click to view 3D structure	E3 ubiquitin-protein ligase RNF4	P78317	Humans	Predicted (SEA)	54.728
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	1623.47
Click to view 3D structure	Beta-lactamase VIM-1	Q9XAY4	Pseudomonas aeruginosa	Predicted (SEA)	1.40129
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	779.193