Roxindole hydrochloride

• CAT Number: I010275
• CAS Number: 108050-82-4
• Molecular Formula: C23H27ClN2O
• Molecular Weight: 382.93
• Purity: ≥95%
• Synonyms: 3-[4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)butyl]-1H-indol-5-ol;hydrochloride
• InChI: InChI=1S/C23H26N2O.ClH/c26-21-9-10-23-22(16-21)20(17-24-23)8-4-5-13-25-14-11-19(12-15-25)18-6-2-1-3-7-18;/h1-3,6-7,9-11,16-17,24,26H,4-5,8,12-15H2;1H
• InChIKey: ZCEPVNSWLLJECX-UHFFFAOYSA-N
• SMILES: C1CN(CC=C1C2=CC=CC=C2)CCCCC3=CNC4=C3C=C(C=C4)O.Cl

Roxindole hydrochloride (EMD 38362), an indot-alkyl-pipenidine, is a potent agonist at dopamine autoreceptors, with an affinity for the D2-like subtype in the low nanomolar range. Roxindole can be used for the research of positive and negative schizophrenic symptoms. Roxindole is a 5-HT1A agonist and 5-HT uptake inhibitor with high affinity for 5-HT1A (IC50=0.9 nM). Antipsychotic and antidepressant activities[1][2][3].
Roxindole hydrochloride inhibits apomorphine-induced climbing in mice and stereotyped behavior in rats with ED50s of 1.4 mg/kg s.c. and 0.65 mg/kg s.c., respectively, and inhibits conditioned avoidance response in rats (ED50=1.5 mg/kg s.c.)[1].
Roxindole hydrochloride (1, 3, 10 mg/kg; s.c) inhibits both effects of 8-OH-DPAT (flat body and forepaw treading) in normal rats (male Wistar 200-350g)[3].

Reference

[1]. Bartoszyk GD, Harting J, Minck KO. Roxindole: psychopharmacological profile of a dopamine D2 autoreceptor agonist. J Pharmacol Exp Ther. 1996;276(1):41-48.
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[2]. Wetzel H, et al. Roxindole, a dopamine autoreceptor agonist, in the treatment of positive and negative schizophrenic symptoms. Am J Psychiatry. 1994;151(10):1499-1502.
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[3]. Maj J, et al. Roxindole, a dopamine autoreceptor agonist with a potential antidepressant activity. II. Effects on the 5-hydroxytryptamine system. Pharmacopsychiatry. 1997;30(2):55-61.
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[4]. Prehn JH, et al. Effects of serotonergic drugs in experimental brain ischemia: evidence for a protective role of serotonin in cerebral ischemia. Brain Res. 1993;630(1-2):10-20.
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