NAV

2,5-Dimethoxyamphetamine

Identification

Generic Name
2,5-Dimethoxyamphetamine
DrugBank Accession Number
DB01465
Background

Not Available

Type
Small Molecule
Groups
Experimental, Illicit
Structure
3D
Similar Structures
Weight
Average: 195.2582
Monoisotopic: 195.125928793
Chemical Formula
C11H17NO2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
2,5-dimethoxyamphetamine hydrochloride9SLP5AXR1F24973-25-9OLBMBFHNGDUGST-UHFFFAOYSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
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 / Aralkylamines / Alkyl aryl ethers / Organopnictogen compounds / Monoalkylamines / Hydrocarbon derivatives
Substituents
Alkyl aryl ether / Amine / Amphetamine or derivatives / Anisole / Aralkylamine / Aromatic homomonocyclic compound / Dimethoxybenzene / Ether / Hydrocarbon derivative / Methoxybenzene
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
OIM1536TQQ
CAS number
2801-68-5
InChI Key
LATVFYDIBMDBSY-UHFFFAOYSA-N
InChI
InChI=1S/C11H17NO2/c1-8(12)6-9-7-10(13-2)4-5-11(9)14-3/h4-5,7-8H,6,12H2,1-3H3
IUPAC Name
1-(2,5-dimethoxyphenyl)propan-2-amine
SMILES
COC1=CC(CC(C)N)=C(OC)C=C1

References

General References
Not Available
PubChem Compound
62787
PubChem Substance
46507168
ChemSpider
56526
BindingDB
50005251
ChEMBL
CHEMBL8642
Wikipedia
2,5-Dimethoxyamphetamine

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
logP1.72HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility1.25 mg/mLALOGPS
logP1.52ALOGPS
logP1.49Chemaxon
logS-2.2ALOGPS
pKa (Strongest Basic)9.91Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area44.48 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity56.63 m3·mol-1Chemaxon
Polarizability22 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-MSsplash10-0f6x-5900000000-715071e79ec398c271f7
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9300000000-c1b8e7487d61e4cb8605
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-1900000000-e11fa8ceb478bc6675a5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0900000000-fe4af43a14714fee12c3
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-2900000000-a1cdfdb81d211092abad
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-002b-2900000000-9b4fc5c9789c6b2d656b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01x1-3900000000-c0f8f6255576bf86bc1b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dl-4900000000-f4ea9e6e2093f4219177
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-143.61873
predicted
DeepCCS 1.0 (2019)
[M+H]+146.39607
predicted
DeepCCS 1.0 (2019)
[M+Na]+155.28096
predicted
DeepCCS 1.0 (2019)

Drug created at July 31, 2007 13:09 / Updated at June 12, 2020 16:51