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Details

Stereochemistry RACEMIC
Molecular Formula C11H16INO2
Molecular Weight 321.1547
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DOI

SMILES

COC1=CC(I)=C(OC)C=C1CC(C)N

InChI

InChIKey=BGMZUEKZENQUJY-UHFFFAOYSA-N
InChI=1S/C11H16INO2/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2/h5-7H,4,13H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C11H16INO2
Molecular Weight 321.1547
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 08:11:46 UTC 2023
Edited
by admin
on Sat Dec 16 08:11:46 UTC 2023
Record UNII
OOM10GW9UE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DOI
Common Name English
(±)-DOI
Common Name English
(±)-1-(4-IODO-2,5-DIMETHOXYPHENYL)-2-AMINOPROPANE
Systematic Name English
BENZENEETHANAMINE, 4-IODO-2,5-DIMETHOXY-.ALPHA.-METHYL-
Systematic Name English
J246.190K
Code English
2,5-DIMETHOXY-4-IODOAMPHETAMINE
Systematic Name English
4-IODO-2,5-DIMETHOXYPHENYLISOPROPYLAMINE
Systematic Name English
(±)-1-(2,5-DIMETHOXY-4-IODOPHENYL)-2-AMINOPROPANE
Systematic Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-4-IODO-2,5-DIMETHOXYPHENYLISOPROPYLAMINE
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
WIKIPEDIA PiHKAL
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID7040520
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
PRIMARY
PUBCHEM
1229
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
PRIMARY
CHEBI
64629
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
PRIMARY
FDA UNII
OOM10GW9UE
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
PRIMARY
WIKIPEDIA
2,5-DIMETHOXY-4-IODOAMPHETAMINE
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
PRIMARY 2,5-Dimethoxy-4-iodoamphetamine (DOI) is a psychedelic drug and a substituted amphetamine. Unlike other substituted amphetamines, however, it is not a stimulant.[2] DOI has a stereocenter and R-(−)-DOI is the more active stereoisomer. In neuroscience research, [125I]-R-(−)-DOI is used as a radioligand and indicator of the presence of 5-HT2A serotonin receptors. DOI's effects have been compared to LSD, although there are differences that experienced users can distinguish. Besides the longer duration, the trip tends to be more energetic than an LSD trip, with more body load and a different subjective visual experience.
CAS
64584-34-5
Created by admin on Sat Dec 16 08:11:46 UTC 2023 , Edited by admin on Sat Dec 16 08:11:46 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
ACTIVE ENANTIOMER->RACEMATE
ENANTIOMER -> RACEMATE
LABELED -> NON-LABELED
TARGET->PARTIAL AGONIST
TARGET -> INHIBITOR
BINDING
IC50
TARGET -> INHIBITOR
BINDING
IC50