DOI (hydrochloride)

DOI hydrochloride is a serotonin 5-HT2A/2C receptor agonist with Ki values of 0.7 nM, 2.4 nM and 20 nM for h5-HT2A, h5-HT2C and h5-HT2B receptors, respectively. DOI hydrochloride can across the blood-brain barrier. DOI hydrochloride increases head twitches in mice[1][2][3].

Product Specifications

CAS Number

[42203-78-1]

UNSPSC

12352005

Hazard Statement

H315, H319, H335

Target

5-HT Receptor

Type

Reference compound

Related Pathways

GPCR/G Protein; Neuronal Signaling

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/doi-hydrochloride.html

Purity

99.61

Solubility

10 mM in DMSO

Smiles

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

Molecular Formula

C11H17ClINO2

Molecular Weight

357.62

Precautions

H315, H319, H335

References & Citations

[1]D L Nelson, et al. Comparisons of hallucinogenic phenylisopropylamine binding affinities at cloned human 5-HT2A, -HT (2B) and 5-HT2C receptors. Naunyn Schmiedebergs Arch Pharmacol. 1999 Jan;359 (1) :1-6.|[2]S L Shepheard, et al. Investigation of the effects of IVth ventricular administration of the 5-HT2 agonist, 1- (2,5-dimethoxy-4-iodophenyl) -2-aminopropane (DOI), on autonomic outflow in the anaesthetized cat. Br J Pharmacol. 1991 Oct;104 (2) :367-72.|[3]Mark J Benvenga, et al. Metabotropic Glutamate 2 Receptors Play a Key Role in Modulating Head Twitches Induced by a Serotonergic Hallucinogen in Mice. Front Pharmacol. 2018 Mar 15;9:208.|[4]Jaime M Monti, et al. Effects of the serotonin 5-HT2A/2C receptor agonist DOI and of the selective 5-HT2A or 5-HT2C receptor antagonists EMD 281014 and SB-243213, respectively, on sleep and waking in the rat. Eur J Pharmacol. 2006 Dec 28;553 (1-3) :163-70.|[5]Joe Anand Kumar John Jayakumar, et al. Serotonin 2A (5-HT 2A) receptor affects cell-matrix adhesion and the formation and maintenance of stress fibers in HEK293 cells. Sci Rep. 2020 Dec 10;10 (1) :21675.