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D054

R(+)-SCH-23390 hydrochloride

Name: R(+)-SCH-23390 hydrochloride
Brand: SIGMA

≥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:

125941-87-9

Molecular Weight:

324.24

UNSPSC Code:

12352200

PubChem Substance ID:

24277910

NACRES:

NA.77

MDL number:

MFCD00069249

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

desiccated, protect from light

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Product Name

R(+)-SCH-23390 hydrochloride, ≥98% (HPLC), solid

Quality Level

100

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)

Related Categories

Bioactive Small Molecules

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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Certificates of Analysis (COA)

Lot/Batch Number

0000428069

0000338113

0000338115

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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)

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)

SCH 23390, a potential benzazepine antipsychotic with unique interactions on dopaminergic systems.

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

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)

[125I]SCH 23982: the ligand of choice for identifying the D-1 dopamine receptor.

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

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Global Trade Item Number

SKU	GTIN
D054-5MG	04061833557822
D054-25MG	04061833557815
D054-100MG	04061832090108
D054-10MG	04061833557808

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