4-Methyl-2,5-dimethoxyamphetamine

Identification

Name
4-Methyl-2,5-dimethoxyamphetamine
Accession Number
DB01528
Type
Small Molecule
Groups
Experimental, Illicit
Description

A psychedelic phenyl isopropylamine derivative, commonly called DOM, whose mood-altering effects and mechanism of action may be similar to those of LSD.

Structure
Thumb
Synonyms
  • STP
External IDs
J401.288G
Product Ingredients
IngredientUNIICASInChI Key
2,5-dimethoxy-4-methylamphetamine hydrochlorideS7Q374AHPJ15589-00-1IPIMRNFGYPQKAM-UHFFFAOYSA-N
Categories
Not Available
UNII
UKI9MLD5OI
CAS number
15588-95-1
Weight
Average: 209.2848
Monoisotopic: 209.141578857
Chemical Formula
C12H19NO2
InChI Key
NTJQREUGJKIARY-UHFFFAOYSA-N
InChI
InChI=1S/C12H19NO2/c1-8-5-12(15-4)10(6-9(2)13)7-11(8)14-3/h5,7,9H,6,13H2,1-4H3
IUPAC Name
1-(2,5-dimethoxy-4-methylphenyl)propan-2-amine
SMILES
COC1=CC(CC(C)N)=C(OC)C=C1C

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
Not Available
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
85875
PubChem Substance
46504804
ChemSpider
77462
BindingDB
50005265
ChEMBL
CHEMBL8600
IUPHAR
164
Guide to Pharmacology
GtP Drug Page

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
logP2.24HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.969 mg/mLALOGPS
logP2.02ALOGPS
logP2ChemAxon
logS-2.3ALOGPS
pKa (Strongest Basic)9.94ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area44.48 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity61.67 m3·mol-1ChemAxon
Polarizability24.09 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9971
Blood Brain Barrier+0.9322
Caco-2 permeable+0.7724
P-glycoprotein substrateNon-substrate0.7072
P-glycoprotein inhibitor INon-inhibitor0.8304
P-glycoprotein inhibitor IINon-inhibitor0.9609
Renal organic cation transporterNon-inhibitor0.8061
CYP450 2C9 substrateNon-substrate0.8379
CYP450 2D6 substrateSubstrate0.8345
CYP450 3A4 substrateNon-substrate0.5068
CYP450 1A2 substrateInhibitor0.6292
CYP450 2C9 inhibitorNon-inhibitor0.9714
CYP450 2D6 inhibitorInhibitor0.8316
CYP450 2C19 inhibitorNon-inhibitor0.8919
CYP450 3A4 inhibitorNon-inhibitor0.9071
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7422
Ames testNon AMES toxic0.6302
CarcinogenicityNon-carcinogens0.7951
BiodegradationNot ready biodegradable0.8606
Rat acute toxicity3.0267 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8845
hERG inhibition (predictor II)Non-inhibitor0.6909
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
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9100000000-466e6b5613c401a0fa96
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 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
Dimethoxybenzenes / Phenylpropanes / Phenoxy compounds / Anisoles / Toluenes / Aralkylamines / Alkyl aryl ethers / Organopnictogen compounds / Monoalkylamines / Hydrocarbon derivatives
Substituents
Amphetamine or derivatives / P-dimethoxybenzene / Dimethoxybenzene / Phenylpropane / Phenoxy compound / Anisole / Phenol ether / Methoxybenzene / Alkyl aryl ether / Aralkylamine
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available

Drug created on July 31, 2007 07:10 / Updated on December 01, 2017 17:34