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D101

Sigma-Aldrich

(±)-DOI hydrochloride

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C11H16INO2 · HCl
Número CAS:
42203-78-1
Peso molecular:
357.62
Número MDL:
MFCD00055199
Código UNSPSC:
12352200
ID de substância PubChem:
24278092
NACRES:
NA.77

Nome do produto

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

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

solid

drug control

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

cor

white to off-white

solubilidade

H2O: 10 mg/mL
ethanol: 2 mg/mL

cadeia de caracteres SMILES

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

chave InChI

QVFDMWGKHUFODK-UHFFFAOYSA-N

Informações sobre genes

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

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Categorias relacionadas

Ações bioquímicas/fisiológicas

(±)-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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
024M4613V
012M4612V
078K4625
018K4602
076K4615

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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
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
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
Catrin Y Mendoza-Valencia et al.
Forensic science international, 304, 109969-109969 (2019-10-09)
The new psychoactive substances (NPS) in Colombia are detected by national authorities, in blotters strip, in different circumstances and places: airports, music concerts, discos and parks. Blotters are marketed as LSD and cause several cases of intoxication and death in
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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