C0206

Sigma-Aldrich

R(+)-SCH-23390 hydrochloride

Synonym(s):
R(+)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride
Empirical Formula (Hill Notation):
C17H18ClNO · HCl
CAS Number:
Molecular Weight:
324.24
MDL number:
PubChem Substance ID:

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

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Biochem/physiol Actions

Selective D1 dopamine receptor antagonist

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

WGK Germany

3

Certificate of Analysis
Certificate of Origin
K M O'Boyle et al.
Journal of neurochemistry, 48(4), 1039-1042 (1987-04-01)
A series of 1-phenyl-1H-3-benzazepine analogues were assessed for enantiomeric and structure-affinity relationships at human putamen D-1 dopamine receptors labelled with [3H]SCH 23390. Substitution at the 7-position of both 3-H and 3-methyl benzazepine molecules critically affected affinity for these receptors over...
Katherine E Savell et al.
Science advances, 6(26), eaba4221-eaba4221 (2020-07-09)
Drugs of abuse elevate dopamine levels in the nucleus accumbens (NAc) and alter transcriptional programs believed to promote long-lasting synaptic and behavioral adaptations. Here, we leveraged single-nucleus RNA-sequencing to generate a comprehensive molecular atlas of cell subtypes in the NAc...
Alia H Clark et al.
Bioorganic & medicinal chemistry, 19(18), 5420-5431 (2011-08-25)
To assess the effect of conformational mobility on receptor activity, the β-phenyl substituent of dopamine D(1) agonist ligands of the phenylbenzazepine class, (±)-6,6a,7,8,9,13b-hexahydro-5H-benzo[d]naphtho[2,1-b]azepine-11,12-diol (8), and its oxygen and sulfur bioisosteres 9 and 10, respectively, were synthesized as conformationally-restricted analogs of...
Nickie Safarian et al.
Scientific reports, 10(1), 9538-9538 (2020-06-14)
Pannexin 1 (Panx1) forms ATP-permeable membrane channels that play roles in the nervous system. The analysis of roles in both standard and pathological conditions benefits from a model organism with rapid development and early onset of behaviors. Such a model...
Steven Tran et al.
Psychopharmacology, 232(20), 3709-3718 (2015-07-27)
The zebrafish has become an increasingly popular animal model for investigating ethanol's actions in the brain and its effects on behavior. Acute exposure to ethanol in zebrafish has been shown to induce a dose-dependent increase of locomotor activity, to reduce...

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