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Identification
NameDimenoxadol
Accession NumberDB01461
TypeSmall Molecule
GroupsExperimental, Illicit
Description

Dimenoxadol is an opioid analgesic which produces typical opioid effects such as analgesia and sedation. It is structurally similar to methadone and is a benzilic acid derivative. In the United States it is classified as a Schedule I controlled drug.

Structure
Thumb
Synonyms
SynonymLanguageCode
dimenoxadole Not AvailableNot Available
estocinNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
Categories
CAS number509-78-4
WeightAverage: 327.4174
Monoisotopic: 327.183443671
Chemical FormulaC20H25NO3
InChI KeyRHUWRJWFHUKVED-UHFFFAOYSA-N
InChI
InChI=1S/C20H25NO3/c1-4-24-20(17-11-7-5-8-12-17,18-13-9-6-10-14-18)19(22)23-16-15-21(2)3/h5-14H,4,15-16H2,1-3H3
IUPAC Name
2-(dimethylamino)ethyl 2-ethoxy-2,2-diphenylacetate
SMILES
CCOC(C(=O)OCCN(C)C)(C1=CC=CC=C1)C1=CC=CC=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassDiphenylmethanes
Direct parentDiphenylmethanes
Alternative parentsPhenylacetic Acid Derivatives; Benzylethers; Tertiary Amines; Carboxylic Acid Esters; Dialkyl Ethers; Polyamines; Enolates
Substituentsphenylacetate; benzylether; carboxylic acid ester; tertiary amine; polyamine; carboxylic acid derivative; enolate; dialkyl ether; ether; organonitrogen compound; amine
Classification descriptionThis compound belongs to the diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9929
Blood Brain Barrier + 0.8321
Caco-2 permeable + 0.7325
P-glycoprotein substrate Substrate 0.7379
P-glycoprotein inhibitor I Inhibitor 0.7434
P-glycoprotein inhibitor II Non-inhibitor 0.7755
Renal organic cation transporter Inhibitor 0.5117
CYP450 2C9 substrate Non-substrate 0.8201
CYP450 2D6 substrate Non-substrate 0.7281
CYP450 3A4 substrate Substrate 0.6667
CYP450 1A2 substrate Inhibitor 0.5648
CYP450 2C9 substrate Non-inhibitor 0.7985
CYP450 2D6 substrate Inhibitor 0.8177
CYP450 2C19 substrate Non-inhibitor 0.8132
CYP450 3A4 substrate Inhibitor 0.5224
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5328
Ames test Non AMES toxic 0.9182
Carcinogenicity Carcinogens 0.513
Biodegradation Not ready biodegradable 0.9472
Rat acute toxicity 2.7711 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.957
hERG inhibition (predictor II) Inhibitor 0.5936
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0304ALOGPS
logP3.43ALOGPS
logP3.72ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)8.42ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.77 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity95.77 m3·mol-1ChemAxon
Polarizability36.51 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

https://www.erowid.org/archive/rhodium/chemistry/dimenoxadol.html

General ReferenceNot Available
External Links
ResourceLink
PubChem Compound17036
PubChem Substance46506064
ChemSpider16137
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on July 31, 2007 07:09 / Updated on September 16, 2013 17:14