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Merck

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:
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

Key Documents

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Product Name

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

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

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

Quality Level

100

Gene Information

human ... DRD1(1812)

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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)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

D054-100MG: + D054-VAR: + D054-BULK-CR: + D054-BULK: + D054-10MG: + D054-25MG: + D054-KC: + D054-IP: + D054-5MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000428069
0000428069
0000338113
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)
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
SCH 23390: the first selective dopamine D1-like receptor antagonist
Bourne James A
Cns Drug Reviews, 7(4), 399-414 (2001)
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