Identification
- Generic Name
- 4-Methyl-2,5-dimethoxyamphetamine
- DrugBank Accession Number
- DB01528
- Background
A psychedelic phenyl isopropylamine derivative, commonly called DOM, whose mood-altering effects and mechanism of action may be similar to those of LSD.
- Type
- Small Molecule
- Groups
- Experimental, Illicit
- Structure
Structure for 4-Methyl-2,5-dimethoxyamphetamine (DB01528)
- Weight
- Average: 209.2848
Monoisotopic: 209.141578857 - Chemical Formula
- C12H19NO2
- Synonyms
- STP
- External IDs
- J401.288G
Pharmacology
- Indication
Not Available
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Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- 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
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key 2,5-dimethoxy-4-methylamphetamine hydrochloride S7Q374AHPJ 15589-00-1 IPIMRNFGYPQKAM-UHFFFAOYSA-N
Categories
- Drug Categories
- Not Available
- 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 / Toluenes / 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
- UKI9MLD5OI
- CAS number
- 15588-95-1
- 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
References
- General References
- Not Available
- External Links
- PubChem Compound
- 85875
- PubChem Substance
- 46504804
- ChemSpider
- 77462
- BindingDB
- 50005265
- ChEMBL
- CHEMBL8600
- Guide to Pharmacology
- GtP Drug Page
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source logP 2.24 HANSCH,C ET AL. (1995) - Predicted Properties
Property Value Source Water Solubility 0.969 mg/mL ALOGPS logP 2.02 ALOGPS logP 2 Chemaxon logS -2.3 ALOGPS pKa (Strongest Basic) 9.94 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 44.48 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 61.67 m3·mol-1 Chemaxon Polarizability 24.09 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9971 Blood Brain Barrier + 0.9322 Caco-2 permeable + 0.7724 P-glycoprotein substrate Non-substrate 0.7072 P-glycoprotein inhibitor I Non-inhibitor 0.8304 P-glycoprotein inhibitor II Non-inhibitor 0.9609 Renal organic cation transporter Non-inhibitor 0.8061 CYP450 2C9 substrate Non-substrate 0.8379 CYP450 2D6 substrate Substrate 0.8345 CYP450 3A4 substrate Non-substrate 0.5068 CYP450 1A2 substrate Inhibitor 0.6292 CYP450 2C9 inhibitor Non-inhibitor 0.9714 CYP450 2D6 inhibitor Inhibitor 0.8316 CYP450 2C19 inhibitor Non-inhibitor 0.8919 CYP450 3A4 inhibitor Non-inhibitor 0.9071 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7422 Ames test Non AMES toxic 0.6302 Carcinogenicity Non-carcinogens 0.7951 Biodegradation Not ready biodegradable 0.8606 Rat acute toxicity 3.0267 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8845 hERG inhibition (predictor II) Non-inhibitor 0.6909
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available GC-MS Spectrum - EI-B GC-MS splash10-0006-9100000000-466e6b5613c401a0fa96 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Drug created at July 31, 2007 13:10 / Updated at June 12, 2020 16:51