| Bioactivity | 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]. |
| Invitro | DOI hydrochloride (10 μM; for 45 min) causes a massive increase in adhesion with 99% of the cells staying adherent compared to only 42% of untreated Hu2AAB1 cells[5]. |
| In Vivo | DOI hydrochloride (0.3-10 mg/kg; i.p.; single dose) produces an increase in mean head twitches at 3 mg/kg in Wild type (WT) ICR (CD-1) KO mice. Lower doses produces non-significant increases in head twitches, while a higher dose of 10 mg/kg produces increased variability yet a significant increase in mean head twitches[3]. DOI (0.35-0.7 mmol/kg; sc) significantly increases waking and light sleep and reduces slow wave sleep, rapid-eye-movement (REM) sleep, and the number of REM periods in Male Wistar rats weighing 350-400 g[4]. |
| Name | DOI hydrochloride |
| CAS | 42203-78-1 |
| Formula | C11H17ClINO2 |
| Molar Mass | 357.62 |
| Appearance | Solid |
| Transport | Room temperature in continental US; may vary elsewhere. |
| Storage | 4°C, sealed storage, away from moisture *In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture) |
| Reference | [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. |
DOI hydrochloride
CAS: 42203-78-1 F: C11H17ClINO2 W: 357.62
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-H
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