Key Documents

View All Documentation

(R)(−)-DOI hydrochloride

Name: (R)(&#8722;)-DOI hydrochloride
Brand: SIGMA

≥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

Select a Size

Change View

Pack Size	SKU	Availability	Price

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

Pricing and availability is not currently available.

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

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)

Description

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.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item	G1421	D6821	A0232
Sigma-Aldrich D153 (R)(−)-DOI hydrochloride	Sigma-Aldrich G1421 GW405833 hydrochloride	Sigma-Aldrich D6821 Donepezil hydrochloride	Sigma-Aldrich A0232 Alfuzosin hydrochloride
form solid	form solid	form powder	form solid
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
drug control Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada, kontrollierte Droge in Deutschland	drug control -	drug control -	drug control -
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
solubility H₂O: ≥20 mg/mL, ethanol: soluble	solubility DMSO: soluble >10 mg/mL, H₂O: insoluble <2 mg/mL	solubility DMSO: ≥20 mg/mL, H₂O: ≥20 mg/mL	solubility DMSO: >10 mg/mL, H₂O: insoluble
color white	color white to pink	color white to off-white	color -

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

[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)

The neurotoxicity of hallucinogenic amphetamines in primary cultures of hippocampal neurons.

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

[Effect of agonists and antagonists of 5-HT2 receptors on rats with different choice of reinforcement value].

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

View All Related Papers

Global Trade Item Number

SKU	GTIN
D153-5MG	04061832090320
D153-100MG	04061832090306
D153-25MG	04061832090313

Questions

Reviews

No rating value