Oxeladin

Identification

Name
Oxeladin
Accession Number
DB04822
Type
Small Molecule
Groups
Withdrawn
Description

Withdrawn from the Canadian, US, and UK markets in 1976 due to carcinogenicity.

Structure
Thumb
Synonyms
  • 2-(2-Diethylaminoethoxy)ethyl 2-ethyl-2-phenylbutyrate
  • Oxeladina
  • Oxeladine
  • Oxeladinum
Product Ingredients
IngredientUNIICASInChI Key
Oxeladin citrate5AEV5C340C52432-72-1KVKJFNUGVOFNGU-UHFFFAOYSA-N
Categories
UNII
SNC1080T5Y
CAS number
468-61-1
Weight
Average: 335.4809
Monoisotopic: 335.246043927
Chemical Formula
C20H33NO3
InChI Key
IQADUMSPOQKAAO-UHFFFAOYSA-N
InChI
InChI=1S/C20H33NO3/c1-5-20(6-2,18-12-10-9-11-13-18)19(22)24-17-16-23-15-14-21(7-3)8-4/h9-13H,5-8,14-17H2,1-4H3
IUPAC Name
2-[2-(diethylamino)ethoxy]ethyl 2-ethyl-2-phenylbutanoate
SMILES
CCN(CC)CCOCCOC(=O)C(CC)(CC)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
  • Humans and other mammals
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
4619
PubChem Substance
46508573
ChemSpider
4458
ChEBI
135424
ChEMBL
CHEMBL1500276
Wikipedia
Oxeladin
ATC Codes
R05DB09 — Oxeladin

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)< 25 °CPhysProp
boiling point (°C)150 °C at 5.00E-01 mm HgPhysProp
Predicted Properties
PropertyValueSource
Water Solubility0.0158 mg/mLALOGPS
logP4.62ALOGPS
logP4.43ChemAxon
logS-4.3ALOGPS
pKa (Strongest Basic)9.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.77 Å2ChemAxon
Rotatable Bond Count13ChemAxon
Refractivity98.97 m3·mol-1ChemAxon
Polarizability39.35 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9847
Blood Brain Barrier+0.9363
Caco-2 permeable+0.6538
P-glycoprotein substrateSubstrate0.6697
P-glycoprotein inhibitor INon-inhibitor0.6281
P-glycoprotein inhibitor IINon-inhibitor0.8685
Renal organic cation transporterNon-inhibitor0.6358
CYP450 2C9 substrateNon-substrate0.8558
CYP450 2D6 substrateNon-substrate0.889
CYP450 3A4 substrateNon-substrate0.5098
CYP450 1A2 substrateNon-inhibitor0.6155
CYP450 2C9 inhibitorNon-inhibitor0.9244
CYP450 2D6 inhibitorInhibitor0.9174
CYP450 2C19 inhibitorNon-inhibitor0.829
CYP450 3A4 inhibitorInhibitor0.677
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6412
Ames testNon AMES toxic0.8367
CarcinogenicityNon-carcinogens0.5665
BiodegradationNot ready biodegradable0.9781
Rat acute toxicity3.2320 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9043
hERG inhibition (predictor II)Inhibitor0.6033
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylpropanes
Direct Parent
Phenylpropanes
Alternative Parents
Fatty acid esters / Trialkylamines / Carboxylic acid esters / Amino acids and derivatives / Monocarboxylic acids and derivatives / Dialkyl ethers / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Phenylpropane / Fatty acid ester / Fatty acyl / Amino acid or derivatives / Carboxylic acid ester / Tertiary amine / Tertiary aliphatic amine / Monocarboxylic acid or derivatives / Ether / Dialkyl ether
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Drug created on September 11, 2007 14:25 / Updated on December 01, 2017 17:33