Skip to Content
Merck
All Photos(1)

Documents

D054

Sigma-Aldrich

R(+)-SCH-23390 hydrochloride

≥98% (HPLC), solid

Synonym(s):

R(+)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C17H18ClNO · HCl
CAS Number:
Molecular Weight:
324.24
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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)

Looking for similar products? Visit Product Comparison Guide

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Stimulation of dopamine D1 receptor improves learning capacity in cooperating cleaner fish
Messias Joao PM, et al.
Proceedings of the Royal Society of London. Series B, Containing Papers of a Biological Character. Royal Society (Great Britain), 283(1823), 20152272-20152272 (2016)
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)
Positive reinforcement mediated by midbrain dopamine neurons requires D1 and D2 receptor activation in the nucleus accumbens
Steinberg E E, et al.
PLoS ONE, 9(4), e94771-e94771 (2014)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service