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Identification
Name5-Methoxy-N,N-diisopropyltryptamine
Accession NumberDB01441
Typesmall molecule
Groupsexperimental, illicit
Description

5-methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT) is a tryptamine derivative and shares many similarities with schedule I tryptamine hallucinogens such as alpha-ethyltryptamine, N,N-dimethyltryptamine, N,N-diethyltryptamine, bufotenine, psilocybin and psilocin. Since 1999, there has been a growing popularity of 5-MeO-DIPT among drug abusers. This substance is abused for its hallucinogenic effects.

Structure
Thumb
Synonyms
SynonymLanguageCode
5-MeO-DIPTNot AvailableNot Available
5-methoxy-N,N-bis(1-methylethyl)-1H-Indole-3-ethanamineNot AvailableNot Available
FoxyNot AvailableNot Available
Foxy methoxyNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number4021-34-5
WeightAverage: 274.4011
Monoisotopic: 274.204513464
Chemical FormulaC17H26N2O
InChI KeyDNBPMBJFRRVTSJ-UHFFFAOYSA-N
InChI
InChI=1S/C17H26N2O/c1-12(2)19(13(3)4)9-8-14-11-18-17-7-6-15(20-5)10-16(14)17/h6-7,10-13,18H,8-9H2,1-5H3
IUPAC Name
[2-(5-methoxy-1H-indol-3-yl)ethyl]bis(propan-2-yl)amine
SMILES
COC1=CC2=C(NC=C2CCN(C(C)C)C(C)C)C=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassAlkaloids and Derivatives
ClassNot Available
SubclassNot Available
Direct parentAlkaloids and Derivatives
Alternative parentsSerotonins; Indoles; Anisoles; Alkyl Aryl Ethers; Substituted Pyrroles; Tertiary Amines; Polyamines
Substituentsalkyl aryl ether; substituted pyrrole; benzene; pyrrole; tertiary amine; ether; polyamine; amine; organonitrogen compound
Classification descriptionThis compound belongs to the alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
Pharmacology
IndicationNot Available
Pharmacodynamics5-methoxy-diisopropyltryptamine, also known as 5-methoxy-N,N-diisopropyltryptamine, 5-MeO-DiPT, foxy methoxy, or just foxy, is a tryptamine that is used recreationally as a psychedelic. 5-MeO-DiPT is orally active, and dosages between 6–20 mg are commonly reported. Many users note an unpleasant body load accompanies higher dosages. 5-MeO-DiPT is also taken by insufflation, or sometimes it is smoked or injected. Some users also report sound distortion, also noted with the related drug, DiPT.
Mechanism of actionNot Available
Absorption5-MeO-DIPT produces effects with an onset of 20 to 30 minutes and with peak effects occurring between 1 to 1.5 hours after administration.
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9949
Blood Brain Barrier + 0.9894
Caco-2 permeable + 0.5884
P-glycoprotein substrate Substrate 0.5834
P-glycoprotein inhibitor I Non-inhibitor 0.8303
P-glycoprotein inhibitor II Inhibitor 0.5672
Renal organic cation transporter Inhibitor 0.728
CYP450 2C9 substrate Non-substrate 0.8044
CYP450 2D6 substrate Substrate 0.6287
CYP450 3A4 substrate Substrate 0.7088
CYP450 1A2 substrate Inhibitor 0.9102
CYP450 2C9 substrate Non-inhibitor 0.8466
CYP450 2D6 substrate Inhibitor 0.6223
CYP450 2C19 substrate Non-inhibitor 0.8076
CYP450 3A4 substrate Non-inhibitor 0.8104
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6161
Ames test Non AMES toxic 0.6779
Carcinogenicity Non-carcinogens 0.9499
Biodegradation Not ready biodegradable 0.9964
Rat acute toxicity 2.6241 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8067
hERG inhibition (predictor II) Non-inhibitor 0.5364
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point181 °CNot Available
Predicted Properties
PropertyValueSource
water solubility6.73e-02 g/lALOGPS
logP4.35ALOGPS
logP3.69ChemAxon
logS-3.6ALOGPS
pKa (strongest acidic)17.44ChemAxon
pKa (strongest basic)10.68ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count1ChemAxon
polar surface area28.26ChemAxon
rotatable bond count6ChemAxon
refractivity85.24ChemAxon
polarizability33.06ChemAxon
number of rings2ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General Reference
  1. DEA Link
External Links
ResourceLink
PubChem Compound151182
PubChem Substance46506676
ChemSpider133247
Wikipedia5-Methoxy-diisopropyltryptamine
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