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D153

(R)(−)-DOI hydrochloride

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H16INO2 · HCl
CAS Number:
82864-02-6
Molecular Weight:
357.62
UNSPSC Code:
12352200
PubChem Substance ID:
24278404
NACRES:
NA.77
MDL number:
MFCD00153796
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
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Product Name

(R)(−)-DOI hydrochloride, ≥98% (HPLC), solid

Quality Level

100

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.

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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Certificates of Analysis (COA)

Lot/Batch Number
098K4608
124K4603
013K4616
073K4600

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Diana L Price et al.
Behavioural pharmacology, 23(4), 426-433 (2012-07-04)
Alzheimer's disease (AD) is a neurodegenerative disorder characterized by a progressive deterioration in cognitive functioning. Overall, 25-50% of patients with AD also show symptoms of psychosis including hallucinations and delusions. As all available antipsychotic drugs have a 'black-box' warning for
V S Naumenko et al.
Molekuliarnaia biologiia, 46(3), 416-422 (2012-08-15)
Brain serotonin (5-HT) system has been implicated in pathophysiology of anxiety, depression, drug addiction, and schizophrenia. 5-HT2A receptor is involved in the mechanisms of stress-induced psychopathology and impulsive behavior. Here, we investigated the role of 5-HT2A receptor in the autoregulation
Clint E Canal et al.
Drug testing and analysis, 4(7-8), 556-576 (2012-04-21)
Two primary animal models persist for assessing hallucinogenic potential of novel compounds and for examining the pharmacological and neurobiological substrates underlying the actions of classical hallucinogens, the two-lever drug discrimination procedure and the drug-induced head-twitch response (HTR) in rodents. The
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Global Trade Item Number

SKUGTIN
D153-5MG04061832090320
D153-100MG04061832090306
D153-25MG04061832090313