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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
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot 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
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Phenylacetate
  • Benzylether
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
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
PropertyValueProbability
Human Intestinal Absorption+0.9929
Blood Brain Barrier+0.8321
Caco-2 permeable+0.7325
P-glycoprotein substrateSubstrate0.7379
P-glycoprotein inhibitor IInhibitor0.7434
P-glycoprotein inhibitor IINon-inhibitor0.7755
Renal organic cation transporterInhibitor0.5117
CYP450 2C9 substrateNon-substrate0.8201
CYP450 2D6 substrateNon-substrate0.7281
CYP450 3A4 substrateSubstrate0.6667
CYP450 1A2 substrateInhibitor0.5648
CYP450 2C9 substrateNon-inhibitor0.7985
CYP450 2D6 substrateInhibitor0.8177
CYP450 2C19 substrateNon-inhibitor0.8132
CYP450 3A4 substrateInhibitor0.5224
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5328
Ames testNon AMES toxic0.9182
CarcinogenicityCarcinogens 0.513
BiodegradationNot ready biodegradable0.9472
Rat acute toxicity2.7711 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.957
hERG inhibition (predictor II)Inhibitor0.5936
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0304 mg/mLALOGPS
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 RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis Reference

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

General ReferenceNot Available
External Links
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