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D101

Sigma-Aldrich

(±)-DOI hydrochloride

≥98% (HPLC), solid,  5-HT2 serotonin receptor agonist

Synonym(e):

(±)-1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane hydrochloride, (±)-2,5-Dimethoxy-4-iodoamphetamine hydrochloride, (±)-DOI

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About This Item

Empirische Formel (Hill-System):
C11H16INO2 · HCl
CAS-Nummer:
42203-78-1
Molekulargewicht:
357.62
MDL-Nummer:
MFCD00055199
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278092
NACRES:
NA.77
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Produktbezeichnung

(±)-DOI hydrochloride, ≥98% (HPLC), solid

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

drug control

Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada

Farbe

white to off-white

Löslichkeit

H2O: 10 mg/mL
ethanol: 2 mg/mL

SMILES String

NC(C)CC1=CC(OC)=C(I)C=C1OC.Cl

InChI

1S/C11H16INO2.ClH/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2;/h5-7H,4,13H2,1-3H3;1H

InChIKey

QVFDMWGKHUFODK-UHFFFAOYSA-N

Angaben zum Gen

human ... HTR2A(3356) , HTR2B(3357) , HTR2C(3358)

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Verwandte Kategorien

Biochem./physiol. Wirkung

(±)-DOI hydrochloride is a potent and selective 5-HT2 serotonin receptor agonist that crosses the blood-brain barrier, increases dopamine turnover and the treatment with DOI counteracted the expression of the nicotine-induced locomotor and neurochemical sensitization, but had no effect on nicotine-induced behavioral disinhibition. The responses to DOI provide evidence that of these receptors are abundant in the cortex, and show relatively lower levels in hippocampus and cerebellum.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000427056
0000427056
0000403957
0000403946
0000395583

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G J Marek et al.
The Journal of pharmacology and experimental therapeutics, 278(3), 1373-1382 (1996-09-01)
Correlations between 5-hydroxytryptamine (5-HT) receptor binding affinities and human hallucinogenic potency have suggested that 5-HT2 receptors mediate the hallucinogenic effects of lysergic acid diethylamide (LSD) and phenethylamine hallucinogens. Electrophysiological studies have suggested that a subpopulation of gamma-aminobutyric acid (GABA)ergic interneurons
J Ichikawa et al.
Brain research, 698(1-2), 204-208 (1995-11-06)
The effects of (+-)-DOI (1-(2,5-dimethoxy-4-iodophenyl)-aminopropane) hydrochloride, a mixed 5-HT2A/2C receptor agonist, on the release of dopamine (DA) following D-amphetamine sulfate (AMP) or a DA D2 autoreceptor selective dose of (-)-apomorphine hydrochloride (APO), were investigated in rat striatum (STR) and nucleus
Jingya Ruan et al.
Molecules (Basel, Switzerland), 25(17) (2020-08-28)
Yucca schidigera Roezl (Mojave), a kind of ornamental plant belonging to the Yucca genus (Agavaceae), whose extract exhibits important roles in food, beverage, cosmetic and feed additives owing to its rich spirostanol saponins. To provide a comprehensive chemical profiling of
R Gaggi et al.
General pharmacology, 28(4), 583-587 (1997-04-01)
1. The behavioral responses, as well as the biogenic amines and metabolite contents in discrete brain areas were determined in male rats subcutaneously treated with a 5-HT1A (8-OHDPAT) or 5-HT2A (DOI) agonist at doses (0.5-2 mg/kg) sufficient to produce the
Joe Anand Kumar John Jayakumar et al.
Scientific reports, 10(1), 21675-21675 (2020-12-12)
5-HT2A, a G-protein coupled receptor, is widely expressed in the human body, including in the gastrointestinal tract, platelets and the nervous system. It mediates various functions, for e.g. learning, memory, mood regulation, platelet aggregation and vasoconstriction, but its involvement in

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