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Merck
CN

SML2591

Sigma-Aldrich

SCH-39166 hydrobromide

≥98% (HPLC), D1/D5 subtype-selective dopamine receptor antagonist , powder

Synonym(s):

(-)-trans-6,7,7a,8,9,13b-Hexahydro-3-chloro-2-hydroxy-N-methyl- 5H-benzo[d]naptho-(2,1-b)azepine hydrobromide, (6aS,13bR)-11-Chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-5H-benzo[d]naphth[2,1-b]azepin-12-ol hydrobromide, (6aS-trans)-11-Chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-5H-Benzo[d]naphth[2,1-b]azepin-12-ol hydrobromide, Ecopipam hydrobromide, PSYRX 101 hydrobromide, PSYRX-101 hydrobromide, PSYRX101 hydrobromide, SCH 39166 hydrobromide, SCH39166 hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C19H20ClNO·HBr
CAS Number:
2587360-22-1
Molecular Weight:
394.73
MDL number:
MFCD08703109
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

SCH-39166 hydrobromide, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Related Categories

Biochem/physiol Actions

High-affinity D1/D5 subtype-selective dopamine receptor antagonist with in vitro and in vivo efficacy.
SCH-39166 (ecopipam) is a high-affinity D1/D5 subtype-selective dopamine receptor antagonist (Ki = 1.2 nM/D1, 2.0 nM/D5, 980 nM/D2, 5.52 μM/D4, 80 nM/5-HT, 731 nM/α2a). SCH-39166 is widely employed both in cultures and in animal studies in vivo.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H336

Hazard Classifications

STOT SE 3

Target Organs

Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000424152
0000424147
0000424152
0000424147
0000399475

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R E Chipkin et al.
The Journal of pharmacology and experimental therapeutics, 247(3), 1093-1102 (1988-12-01)
SCH39166 [(-)-trans-6,7,7a,8,9,13b-hexahydro-3-chloro-2-hydroxy-N-methyl- 5H-benzo[d]naptho-(2,1-b)azepine] is a benzonaphthazepine that has been evaluated as a selective D1 dopamine receptor antagonist. In vitro, SCH39166 (Ki = 3.6 nM) inhibited the binding of [3H]SCH23390 (a D1 specific compound) and blocked dopamine-stimulated adenylate cyclase (Ki =
Furong Huang et al.
Investigative ophthalmology & visual science, 59(6), 2623-2634 (2018-05-31)
To determine the roles of dopamine D2 receptors (D2Rs) and dopamine D1 receptors (D1Rs) in the inhibition of form-deprivation myopia (FDM) by the nonselective dopamine agonist apomorphine (APO) in D2R-knockout (D2R-KO) and D1R-KO mice. Retinal layer thicknesses and electroretinograms (ERGs)
Stephanie Roughley et al.
Psychopharmacology, 236(6), 1853-1862 (2019-01-27)
Previous work has identified that different forms of Pavlovian conditioned approach, sign-tracking and goal-tracking, are governed by distinct neurochemical mechanisms when compared in animals predisposed to learning one form vs. the other. The present study aimed to investigate whether these
Fabian Philippart et al.
eLife, 7 (2018-12-18)
Dopamine (D2) receptors provide autoinhibitory feedback onto dopamine neurons through well-known interactions with voltage-gated calcium channels and G protein-coupled inwardly-rectifying potassium (GIRK) channels. Here, we reveal a third major effector involved in D2R modulation of dopaminergic neurons - the sodium
M A Tice et al.
Pharmacology, biochemistry, and behavior, 49(3), 567-571 (1994-11-01)
Characterization studies were conducted on the five cloned dopamine receptor subtypes (D1-D5) using the novel D1-selective antagonist, SCH 39166, as well as other related benzazepines and dopaminergic agents. The results demonstrate that SCH 39166 exhibits saturable, high-affinity binding to the
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