Roxindole HCl, an indole alkylpiperidine, is a potent agonist of dopamine autoreceptors with affinity for the D2-like isoform in the low nanomolar range. Roxindole HCl may be utilized to study positive and negative schizophrenia symptoms. Roxindole HCl is a 5-HT1A agonist and inhibitor of serotonin (5-HT) uptake. Has antipsychotic and antidepressant activity.

Physicochemical Properties

Molecular Formula	C23H27CLN2O
Molecular Weight	382.93
Exact Mass	382.181
CAS #	108050-82-4
Related CAS #	Roxindole;112192-04-8
PubChem CID	9886286
Appearance	White to off-white solid powder
LogP	5.725
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	6
Heavy Atom Count	27
Complexity	471
Defined Atom Stereocenter Count	0
InChi Key	ZCEPVNSWLLJECX-UHFFFAOYSA-N
InChi Code	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
Chemical Name	3-[4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)butyl]-1H-indol-5-ol;hydrochloride
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.(2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vivo

Roxindole hydrochloride suppresses the conditioned avoidance response in rats (ED50=1.5 mg/kg sc) as well as apomorphine-induced climbing in mice and stereotyped behavior in rats (ED50s of 1.4 mg/kg sc and 0.65 mg/kg sc, respectively)[1]. The effects of 8-OH-DPAT (flat body and forepaw treading) in normal rats (male Wistar 200-350g) are inhibited by roxindole hydrochloride (1, 3, 10 mg/kg; sc)[3].

References

[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. [2]. Roxindole, a dopamine autoreceptor agonist, in the treatment of positive and negative schizophrenic symptoms. Am J Psychiatry. 1994;151(10):1499-1502. [3]. Roxindole, a dopamine autoreceptor agonist with a potential antidepressant activity. II. Effects on the 5-hydroxytryptamine system. Pharmacopsychiatry. 1997;30(2):55-61. [4]. 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.

Solubility Data

Solubility (In Vitro)

DMSO: 50 mg/mL (130.57 mM) H2O: 1 mg/mL (2.61 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (5.43 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (5.43 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (5.43 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.6114 mL	13.0572 mL	26.1144 mL
	5 mM	0.5223 mL	2.6114 mL	5.2229 mL
	10 mM	0.2611 mL	1.3057 mL	2.6114 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.