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Submit ReviewSCH 23390 hydrochloride
Description: Selective D1-like antagonist; also 5-HT2C agonist and Kir3 channel blocker
Alternative Names: (R)-(+)-SCH 23390 hydrochloride
Chemical Name: (R)-(+)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride
Purity: ≥98% (HPLC)
Biological Activity for SCH 23390 hydrochloride
SCH 23390 hydrochloride is a potent dopamine receptor antagonist (Ki values are 0.2 nM and 0.3 nM at D1 and D5 receptor sub-types, respectively). Also an agonist at 5-HT2C receptors in vitro (Ki values are 6.3 - 9.3 nM). Blocks quinpirole-induced Kir3 (GIRK) currents (EC50 = 268 nM) independently of receptors.
Technical Data for SCH 23390 hydrochloride
| M. Wt | 324.24 |
| Formula | C17H18ClNO.HCl |
| Storage | Desiccate at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 125941-87-9 |
| PubChem ID | 11957535 |
| InChI Key | OYCAEWMSOPMASE-XFULWGLBSA-N |
| Smiles | ClC1=C(O)C=C([C@](C3=CC=CC=C3)([H])C2)C(CCN2C)=C1.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for SCH 23390 hydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 32.42 | 100 with gentle warming | |
| ethanol | 16.21 | 50 |
Preparing Stock Solutions for SCH 23390 hydrochloride
The following data is based on the product molecular weight 324.24. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.08 mL | 15.42 mL | 30.84 mL |
| 5 mM | 0.62 mL | 3.08 mL | 6.17 mL |
| 10 mM | 0.31 mL | 1.54 mL | 3.08 mL |
| 50 mM | 0.06 mL | 0.31 mL | 0.62 mL |
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Product Datasheets for SCH 23390 hydrochloride
References for SCH 23390 hydrochloride
References are publications that support the biological activity of the product.
Bourne et al (2001) SCH 23390: The first selective DA D1-like receptor antagonist. CNS Drug Rev. 7 399 PMID: 11830757
Briggs et al (1991) Activation of the 5-HT1C receptor expressed in Xenopus oocytes by the benzazepines SCH 23390 and SKF 38393. Br.J.Pharmacol. 104 1038 PMID: 1687364
Millan et al (2001) The "selective" DA D1 receptor antagonist, SCH23390, is a potent and high efficacy agonist against cloned human serotonin2C receptors. Psychopharmacology 156 58 PMID: 11465634
Kuzhikandathil and Oxford (2002) Classic D1 DA receptor antagonist R-(+)-7-chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride (SCH23390) directly inhibits G protein-coupled inwardly rectifying potassium channels. Mol.Pharmacol. 62 119 PMID: 12065762
If you know of a relevant reference for SCH 23390 hydrochloride, please let us know.
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59 Citations for SCH 23390 hydrochloride
Citations are publications that use Tocris products. Selected citations for SCH 23390 hydrochloride include:
Tsea et al (2023) Cell-type-specific optogenetic stimulation of the locus coeruleus induces slow-onset potentiation and enhances everyday memory in rats. Proc.Natl.Acad.Sci.U.S.A. 120 e2307275120 PMID: 37931094
Brzosko et al (2015) Retroactive modulation of spike timing-dependent plasticity by DA. Elife 4 PMID: 26516682
Tozzi et al (2015) Endogenous 17β-OE is required for activity-dependent long-term potentiation in the striatum: interaction with the DArgic system. Front Cell Neurosci 9 192 PMID: 26074768
Hao et al (2015) L-Stepholidine rescues memory deficit and synaptic plasticity in models of Alzheimer's disease via activating DA D1 receptor/PKA signaling pathway. Cell Death Dis 6 e1965 PMID: 26539912
Meunier et al (2015) Effect of DArgic D1 receptors on plasticity is dependent of serotoninergic 5-HT1A receptors in L5-pyramidal neurons of the prefrontal cortex. PLoS One 10 e0120286 PMID: 25775449
Dorst et al (2020) Polysynaptic inhibition between striatal cholinergic interneurons shapes their network activity patterns in a dopamine-dependent manner Nat Commun 11 5113 PMID: 33037215
Marcott et al (2014) Phasic DA release drives rapid activation of striatal D2-receptors. Neuron 84 164 PMID: 25242218
Jia et al (2013) Age-dependent regulation of synaptic connections by DA D2 receptors. Nat Neurosci 16 1627 PMID: 24121738
Zhang et al (2013) Sucrose produces withdrawal and DA-sensitive reinforcing effects in planarians. Physiol Behav 112-113 8 PMID: 23415661
Xu et al (2009) HyperDArgic tone erodes prefrontal long-term potential via a D2 receptor-operated protein phosphatase gate. J Immunol 29 14086 PMID: 19906957
Kash et al (2008) DA enhances fast excitatory synaptic transmission in the extended amygdala by a CRF-R1-dependent process. J Neurochem 28 13856 PMID: 19091975
Costa et al (2008) Electrophysiology and pharmacology of striatal neuronal dysfunction induced by mitochondrial complex I inhibition. J Neurosci 28 8040 PMID: 18685029
Lee and Chirwa (2015) Blocking DArgic Signaling Soon after Learning Impairs Memory Consolidation in Guinea Pigs. Nat Neurosci 10 e0135578 PMID: 26275140
Marchant and Kaganovsky (2015) A critical role of nucleus accumbens DA D1-family receptors in renewal of alcohol seeking after punishment-imposed abstinence. PLoS One 129 281 PMID: 25914922
Zhao et al (2014) Korean Red Ginseng attenuates anxiety-like behavior during ethanol withdrawal in rats. Br J Pharmacol 38 256 PMID: 25379005
Fuenzalida et al (2014) DA D1 and corticotrophin-releasing hormone type-2α receptors assemble into functionally interacting complexes in living cells. J Clin Invest 171 5650 PMID: 25073922
Ribeiro et al (2014) Metabotropic glutamate receptor 5 knockout promotes motor and biochemical alterations in a mouse model of Huntington's disease. J Neurosci 23 2030 PMID: 24282028
Li et al (2011) Synergistic activation of DA D1 and TrkB receptors mediate gain control of synaptic plasticity in the basolateral amygdala. PLoS One 6 e26065 PMID: 22022509
Krishnan et al (2011) DA-induced plasticity, phospholipase D (PLD) activity and cocaine-cue behavior depend on PLD-linked metabotropic glutamate receptors in amygdala. PLoS One. 6 e25639 PMID: 21980514
Chuhma et al (2009) DA neuron glutamate cotransmission: frequency-dependent modulation in the mesoventromedial projection. Neuroscience 164 1068 PMID: 19729052
Scheggi (2017) Fasting biases μ-opioid receptors toward β-arrestin2 dependent signaling in the accumbens shell. Neuroscience 352 19 PMID: 28391016
Guo (2017) DA D4 receptor activation restores CA1 LTP in hippocampal slices from aged mice. Aging Cell 16 1323 PMID: 28975698
Ma et al (2009) Activation of phosphatidylinositol-linked novel D1 DA receptors inhibits high-voltage-activated Ca2+ currents in primary cultured striatal neurons. J Neurophysiol 101 2230 PMID: 19225177
Rioult-Pedotti et al (2015) DA Promotes Motor Cortex Plasticity and Motor Skill Learning via PLC Activation. PLoS One 10 e0124986 PMID: 25938462
Pezze et al (2015) DArgic modulation of appetitive trace conditioning: the role of D1 receptors in medial prefrontal cortex. Behav Neurosci 232 2669 PMID: 25820982
Kim et al (2015) Spinal DArgic projections control the transition to pathological pain plasticity via a D1/D5-mediated mechanism. J Neurosci 35 6307 PMID: 25904784
Li et al (2015) Incubation of metha. craving is associated with selective increases in expression of Bdnf and trkb, glutamate receptors, and epigenetic enzymes in cue-activated fos-expressing dorsal striatal neurons. Learn Mem 35 8232 PMID: 26019338
Savalli et al (2015) Regionally selective requirement for D1/D5 DArgic neurotransmission in the medial prefrontal cortex in object-in-place associative recognition memory. PLoS One 22 69 PMID: 25593292
Montalbano et al (2015) Pharmacological Characterization of 5-HT1A Autoreceptor-Coupled GIRK Channels in Rat Dorsal Raphe 5-HT Neurons. J Pharmacol Exp Ther 10 e0140369 PMID: 26460748
Conley et al (2015) Evaluation of AaDOP2 receptor antagonists reveals antidepressants and antipsychotics as novel lead molecules for control of the yellow fever mosquito, Aedes aegypti. PLoS One 352 53 PMID: 25332454
Schwendt and McGinty (2010) Amphetamine up-regulates activator of G-protein signaling 1 mRNA and protein levels in rat frontal cortex: the role of DA and glucocorticoid receptors. J Neurosci 168 96 PMID: 20298760
Nunes et al (2010) Differential effects of selective adenosine antagonists on the effort-related impairments induced by DA D1 and D2 antagonism. Neuroscience 170 268 PMID: 20600675
Mamaligas et al (2016) Nicotinic and opioid receptor regulation of striatal DA D2-receptor mediated transmission Scientific Reports 6 37834 PMID: 27886263
Beckley et al (2016) The First Alcohol Drink Triggers mTORC1-Dependent Synaptic Plasticity in Nucleus Accumbens DA D1 Receptor Neurons. J Neurosci 36 701 PMID: 26791202
Fritz et al (2016) Prostaglandin-dependent modulation of DArgic neurotransmission elicits inflammation-induced aversion in mice. J Clin Invest 126 695 PMID: 26690700
Chen et al (2014) Differential role of D1 and D2 receptors in the perifornical lateral hypothalamus in controlling ethanol drinking and food intake: possible interaction with local orexin neurons. Alcohol Clin Exp Res 38 777 PMID: 24236888
Corcoran et al (2013) Extinction of remotely acquired fear depends on an inhibitory NR2B/PKA pathway in the retrosplenial cortex. J Neurosci 33 19492 PMID: 24336715
Zhang et al (2018) DA Receptor Subtypes Mediate Opposing Effects on Form Deprivation Myopia in Pigmented Guinea Pigs. Invest Ophthalmol Vis Sci 59 4441 PMID: 30193315
Cai and Ford (2018) DA Cells Differentially Regulate Striatal Cholinergic Transmission across Regions through Corelease of DA and Glutamate. Cell Rep 25 3148 PMID: 30540946
Kasaharaa et al (2016) The σ1 receptor regulates accumulation of GM1 ganglioside-enriched autophagosomes in astrocytes Neuroscience 340 176 PMID: 27815022
Cilz et al (2014) DArgic modulation of GABAergic transmission in the entorhinal cortex: concerted roles of α1 adrenoreceptors, inward rectifier K+, and T-type Ca2+ channels. Cereb Cortex 24 3195 PMID: 23843440
Lee et al (2014) Characterization of the guinea pig animal model and subsequent comparison of the behavioral effects of selective DArgic drugs and metha. Synapse 68 221 PMID: 24436154
Lisek et al (2012) Mephedrone ('bath salt') elicits conditioned place preference and DA-sensitive motor activation. Drug Alcohol Depend 126 257 PMID: 22652295
Xu et al (2010) Amphetamine modulation of long-term potentiation in the prefrontal cortex: dose dependency, monoaminergic contributions, and paradoxical rescue in hyperDArgic mutant. Exp Neurobiol 115 1643 PMID: 20969573
Deng et al (2010) MeCP2 in the nucleus accumbens contributes to neural and behavioral responses to psychostimulants. J Ginseng Res 13 1128 PMID: 20711186
Goffin et al (2010) DA-dependent tuning of striatal inhibitory synaptogenesis. J Neurosci 30 2935 PMID: 20181591
Krishnan et al (2010) DA receptor mechanisms mediate corticotropin-releasing factor-induced long-term potentiation in the rat amygdala following cocaine withdrawal. Eur J Neurosci 31 1027 PMID: 20377617
Raghuraman et al (2010) Post-translational modification of glutamic acid decarboxylase 67 by intermittent hypoxia: evidence for the involvement of DA D1 receptor signaling. J Neurochem 115 1568 PMID: 20969567
Chen et al (2018) Altered Baseline and Nicotine-Mediated Behavioral and Cholinergic Profiles in ChAT-Cre Mouse Lines. J Neurosci 38 2177 PMID: 29371319
Dai et al (2018) Selective blockade of spinal D2DR by levo-corydalmine attenuates MOR tolerance via suppressing PI3K/Akt-MAPK signaling in a MOR-dependent manner. Exp Mol Med 50 148 PMID: 30429454
Lee et al (2018) The small molecule CA140 inhibits the neuroinflammatory response in wild-type mice and a mouse model of AD. J Neuroinflammation 15 286 PMID: 30309372
Huang et al (2012) SKF83959, an agonist of phosphatidylinositol-linked D(1)-like receptors, promotes ERK1/2 activation and cell migration in cultured rat astrocytes. Neuroscience 7 e49954 PMID: 23185493
Prado et al (2012) Stimulation of DA receptor D5 expressed on dendritic cells potentiates Th17-mediated immunity. Psychopharmacology (Berl) 188 3062 PMID: 22379034
Shin et al (2011) Exposure to extremely low frequency magnetic fields induces fos-related antigen-immunoreactivity via activation of DArgic d1 receptor. Hum Mol Genet 20 130 PMID: 22110371
Meredith et al (2006) DA targets cycling B cells independent of receptors/transporter for oxidative attack: Implications for non-Hodgkin's lymphoma. Proc Natl Acad Sci U S A 103 13485 PMID: 16938864
Witkovsky et al (2007) Cellular localization and function of DARPP-32 in the rodent retina. Eur J Neurosci 25 3233 PMID: 17552992
Clancy et al (2007) Coregulation of natively expressed pertussis toxin-sensitive muscarinic receptors with G-protein-activated potassium channels. PLoS One 27 6388 PMID: 17567799
Rao et al (2007) Prolonged wakefulness induces experience-dependent synaptic plasticity in mouse hypocretin/orexin neurons. J Neurosci 117 4022 PMID: 18060037
Nackley et al (2007) Catechol-O-methyltransferase inhibition increases pain sensitivity through activation of both beta2- and beta3-adrenergic receptors. Pain 128 199 PMID: 17084978
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Reviews for SCH 23390 hydrochloride
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Dopamine receptor antagonism.
By
Sergiy Sylantyev on 10/15/2020
Species: Human
Cell Line/Tissue: Stem cell - derived neurons
SCH‐23390 was in use as a dopamine receptor antagonist. Being applied at stem cell – derived cultured neurons (10 nM concentration) together with sulpiride, caused an increase of amplitudes of evoked post-synaptic potentials generated by NMDA receptors (see illustration). Preparation of 10 mM water stocks requires sonication.
Effects of SCH 23390 on cue-induced reinstatement of food seeking.
By
Kevin Ball on 01/22/2019
Assay Type: In Vivo
Species: Rat
At a dose that did not alter responding during food self-administration (6 micrograms/kg), systemic injections of SCH 23390 blocked responding during cue-induced reinstatement of food seeking tests.
A drug that affects locomotion.
By
Luiz Alexandre Magno on 10/26/2018
Assay Type: In Vivo
Species: Mouse
Our lab has used SCH23390 to block dopaminergic D1 receptors and to check its effect on locomotion. Mice were injected with this drug and we noticed that SCH23390 decreased the average speed during a 5-minute test.
Literature in this Area
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