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About This Item
Empirical Formula (Hill Notation):
C11H16INO2 · HCl
CAS Number:
Molecular Weight:
357.62
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
(R)(−)-DOI hydrochloride, ≥98% (HPLC), solid
Quality Level
assay
≥98% (HPLC)
form
solid
optical activity
[α]22/D −12.36°, c = 2 in H2O(lit.)
drug control
Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada, kontrollierte Droge in Deutschland
color
white
solubility
H2O: ≥20 mg/mL, ethanol: soluble
SMILES string
Cl.COc1cc(C[C@@H](C)N)c(OC)cc1I
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/t7-;/m1./s1
InChI key
QVFDMWGKHUFODK-OGFXRTJISA-N
Gene Information
human ... HTR2A(3356), HTR2B(3357), HTR2C(3358)
Biochem/physiol Actions
Potent and selective 5-HT2 serotonin receptor agonist that crosses the blood-brain barrier; more potent enantiomer of ±-DOI hydrochloride.
Legal Information
German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.
English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.
English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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[125I]-2-(2,5-Dimethoxy-4-iodophenyl)aminoethane ([125I]-2C-I) as a label for the 5-HT2 receptor in rat frontal cortex.
Johnson, et al.
Pharmacology, Biochemistry, and Behavior, 35, 211-211 (1989)
João Paulo Capela et al.
Neurotoxicology, 34, 254-263 (2012-09-18)
3,4-Methylenedioxymethamphetamine (MDMA or "Ecstasy") and 2,5-dimethoxy-4-iodoamphetamine hydrochloride (DOI) are hallucinogenic amphetamines with addictive properties. The hippocampus is involved in learning and memory and seems particularly vulnerable to amphetamine's neurotoxicity. We evaluated the neurotoxicity of DOI and MDMA in primary neuronal
M I Zaĭchenko et al.
Zhurnal vysshei nervnoi deiatelnosti imeni I P Pavlova, 63(2), 246-255 (2013-07-23)
The influence of drugs, agonist (DOI) and antagonist (ketanserin) ofserotonin receptors 5-HT2 on the behavior of rats tested by the method of choice to the value of reinforcement was investigated. Depending on their preferences in food reinforcement rats were divided
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D153-5MG | 04061832090320 |
| D153-25MG | 04061832090313 |
| D153-100MG | 04061832090306 |