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Roxindole (hydrochloride) (Standard)

CAT: 0804-HY-106100ARSize: 1 EachDry Ice: NoHazardous: No
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Description
Roxindole (hydrochloride) (Standard) is the analytical standard of Roxindole (hydrochloride) . This product is intended for research and analytical applications. 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].
CAS Number
108050-82-4
Product Name Alternative
EMD 38362 (Standard)
UNSPSC
12352005
Target
Dopamine Receptor; Reference Standards; Serotonin Transporter
Related Pathways
GPCR/G Protein; Neuronal Signaling; Others
Field of Research
Neurological Disease
Smiles
OC1=CC2=C(C=C1)NC=C2CCCCN3CCC(C4=CC=CC=C4)=CC3.[H]Cl
Molecular Formula
C23H27ClN2O
Molecular Weight
382.93
References & Citations
[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]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.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards
Isoform
5-HT1 Receptor

Chemical Information

Roxindole Hydrochloride
CAS Number108050-82-4
PubChem CID9886286
IUPAC Name3-[4-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)butyl]-1H-indol-5-ol;hydrochloride
Molecular FormulaC23H27ClN2O
Molecular Weight382.9
Topological Polar Surface Area39.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Heavy Atom Count27
Formal Charge0
Complexity471
SMILES
C1CN(CC=C1C2=CC=CC=C2)CCCCC3=CNC4=C3C=C(C=C4)O.Cl
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
Chemical Structure
2D Structure
2D structure of Roxindole Hydrochloride
CAS: 108050-82-4
CID: 9886286
Formula: C23H27ClN2O
MW: 382.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight382.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count2
Rotatable Bond Count6
Exact Mass382.1811912
Monoisotopic Mass382.1811912
Topological Polar Surface Area39.3 Ų
Heavy Atom Count27
Formal Charge0
Complexity471
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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