SCH 23390 hydrochloride

Names

[ Name ]:
SCH 23390 hydrochloride

[Synonym ]:
(5R)-8-chloro-3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol,hydrochloride
1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-, (5R)-, hydrochloride (1:1)
R(+)-SCH-23390 hydrochloride
R(+)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride
(5R)-8-Chloro-3-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-ol hydrochloride (1:1)
SCH 23390（HCI)
SCH 23390 hydrochloride

Biological Activity

[Description]:

SCH 23390 hydrochloride is a potent dopamine receptor D1 antagonist with Ki values of 0.2 and 0.3 nM for the D1 and D5.

[Related Catalog]:

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

Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor

Research Areas >> Neurological Disease

[Target]

Ki: 0.2 nM (D1), 0.3 nM (D5)[1]

[In Vitro]

The commercially available hydrochloride salt has a molecular weight of 324.25 and is a white solid soluble in water (8 mg/mL), DMSO (3 mg/mL), or ethanol (2 mg/mL)[1]. SCH 23390 also shows high affinity (Ki=9.3 nM) at h5-HT2C sites[2]. SCH23390 blocks endogenous GIRK currents induced by either somatostatin or D3 dopamine receptors in AtT-20 cells (IC50=268 nM)[3].

[In Vivo]

SCH 23390 has been a major tool in gaining a better understanding of the role of the dopamine system. SCH 23390 is a very short-acting compound with an elimination half-life of around 25 min following administration of 0.3 mg/kg i.p. in the rat[1]. The repeated administration of SCH 23390 (0.05 mg/kg s.c., thrice daily for 21 days) enhances the steady-state density of dopamine D1 receptors in the striatum (+30%) and substantia nigra (+24%). This treatment also increases the production rates of dopamine D1 receptors in the striatum (+44%) and substantia nigra (+54%)[4]. Systemic SCH 23390 reduces saccharin seeking evidenced by a significant reduction in active lever responding and a significant reduction in the number of active lever-contingent deliveries of the tone + light cue following pretreatment with 10 μg/kg SCH 23390[5].

[Animal admin]

Rats: All rats receive acclimatization saline injections the two afternoons 1 prior to 2 their test day. At the end of the Training phase, rats (n=15 or 16 rats/group) are assigned to one 3 of three conditions (0, 1, or 10 μg/kg IP injections of SCH 23390). The day following the Training phase, rats are tested in the operant 6 conditioning chambers for saccharin cue-reactivity (saccharin seeking)[5].

[References]

[1]. Bourne JA, et al . SCH 23390: the first selective dopamine D1-like receptor antagonist. CNS Drug Rev. 2001 Winter;7(4):399-414.

[2]. Millan MJ, et al. The "selective" dopamine D1 receptor antagonist, SCH23390, is a potent and high efficacy agonist at cloned human serotonin2C receptors. Psychopharmacology (Berl). 2001 Jun;156(1):58-62.

[3]. Kuzhikandathil EV, et al. Classic D1 dopamine 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-coupledinwardly rectifying potassium channels. Mol Pharmacol. 2002 Jul;62(1):119-26.

[4]. Giorgi O, et al. Chronic treatment with SCH 23390 increases the production rate of dopamine D1 receptors in the nigro-striatal system of the rat. Eur J Pharmacol. 1993 Apr 15;245(2):139-45.

[5]. Aoyama K, et al. Systemic injection of the DAD1 antagonist SCH 23390 reduces saccharin seeking in rats. Appetite. 2016 Oct 1;105:8-13.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
414.7ºC at 760 mmHg

[ Molecular Formula ]:
C₁₇H₁₉Cl₂NO

[ Molecular Weight ]:
324.245

[ Flash Point ]:
204.6ºC

[ Exact Mass ]:
323.084381

[ PSA ]:
23.47000

[ LogP ]:
4.40530

[ Vapour Pressure ]:
1.81E-07mmHg at 25°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

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Related Compounds

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