Roxindole

Names

[ Name ]:
Roxindole

[Synonym ]:
Roxindole
RoxindoleHCl
Roxindole hydrochloride,3-[4-(3,6-Dihydro-4-phenyl-1(2H)-pyridinyl)butyl]-1H-indol-5-olhydrochloride
ROXINDOLE HYDROCHLORIDE

Biological Activity

[Description]:

Roxindole (EMD 49980), 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].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor

Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> Serotonin Transporter

[In Vivo]

Roxindole (EMD 49980) (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]. Roxindole 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.)[4].

[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]. 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.

[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.

[4]. Bartoszyk GD, et al. Roxindole: psychopharmacological profile of a dopamine D2 autoreceptor agonist. J Pharmacol Exp Ther. 1996;276(1):41-48.

Chemical & Physical Properties

[ Density]:
1.173g/cm3

[ Boiling Point ]:
575.7ºC at 760mmHg

[ Molecular Formula ]:
C₂₃H₂₆N₂O

[ Molecular Weight ]:
346.47

[ Flash Point ]:
302ºC

[ Exact Mass ]:
346.20500

[ PSA ]:
39.26000

[ LogP ]:
4.92340

[ Vapour Pressure ]:
7.46E-14mmHg at 25°C

[ Index of Refraction ]:
1.651

Safety Information

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%