D054
R(+)-SCH-23390 hydrochloride
≥98% (HPLC), dopamine receptor antagonist, solid
Synonym(s):
R(+)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C17H18ClNO · HCl
CAS Number:
Molecular Weight:
324.24
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
R(+)-SCH-23390 hydrochloride, ≥98% (HPLC), solid
Quality Level
assay
≥98% (HPLC)
form
solid
optical activity
[α]/D +32.1°, c = 1 in DMF(lit.)
storage condition
desiccated, protect from light
color
white
solubility
H2O: >5 mg/mL
SMILES string
Cl[H].CN1CCc2cc(Cl)c(O)cc2[C@H](C1)c3ccccc3
InChI
1S/C17H18ClNO.ClH/c1-19-8-7-13-9-16(18)17(20)10-14(13)15(11-19)12-5-3-2-4-6-12;/h2-6,9-10,15,20H,7-8,11H2,1H3;1H/t15-;/m1./s1
InChI key
OYCAEWMSOPMASE-XFULWGLBSA-N
Gene Information
human ... DRD1(1812)
Application
R(+)-SCH-23390 hydrochloride has been used:
- for intraperitoneal injection into experimental rats to study the role of D1 receptor in sensitization
- as a D1 receptor-selective antagonist for intracranial drug infusions
- as an antagonist of D1 receptor to study its effect on learning ability in fish
Biochem/physiol Actions
R(+)-SCH-23390 hydrochloride is a selective D1 dopamine receptor antagonist. It has greater binding capacity towards 5-hydroxytryptamine 2 (5-HT2) and 5-HT1C serotonin receptor subtypes in in vitro. R(+)-SCH-23390 has a half-life of about 25 minutes after administration. It is known to possess anti-stereotypic effect and cataleptogenic effect. It also has inhibitory effect on motor activity.
Features and Benefits
This compound is featured on the Dopamine Receptors and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Legal Information
Sold with the permission of Schering-Plough.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Rewarding properties of methylphenidate: sensitization by prior exposure to the drug and effects of dopamine D1-and D2-receptor antagonists
Meririnne E, et al.
Journal of Pharmacology and Experimental Therapeutics, 298(2), 539-550 (2001)
L C Iorio et al.
The Journal of pharmacology and experimental therapeutics, 226(2), 462-468 (1983-08-01)
SCH 23390 [R-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine-7-ol) possesses pharmacologic effects similar to standard antipsychotics, including selective supression of conditioned avoidance responding in rats and squirrel monkeys, blockade of apomorphine-induced stereotypy in rats and blockade of methamphetamine-induced lethality in aggregated mice. At effective doses in
A Sidhu et al.
European journal of pharmacology, 128(3), 213-220 (1986-09-09)
[125I]SCH 23982, [125I]8-iodo-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine-7-ol, binds reversibly and with high affinity (Kd = 0.7 +/- 0.05 nM) to specific binding sites (maximum binding = 108 +/- 3.5 fmol/mg) in the caudate nucleus of the rat brain. The caudate binding site displays pharmacological