Basic information Safety Supplier Related

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

Basic information Safety Supplier Related

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

Product Name:
R-(-)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine, hydrochloride
Synonyms:
  • R(+)-7-CHLORO-8-HYDROXY-3-METHYL-1-PHENYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINE HYDROCHLORIDE
  • SCH 23390 HYDROCHLORIDE
  • R(+)-SCH-23390 HYDROCHLORIDE SELECTIVE D 1 DOPAMINE
  • (5R)-8-Chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol hydrochloride
  • SCH 23390(HCI)
  • (+)-SCH23390 Hydrochloride, 98.0+ % (HPLC)
  • R(+)-SCH-23390
  • R(+)-7-chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine
CAS:
125941-87-9
MF:
C17H18ClNOHCl
MW:
324.24
Product Categories:
  • Dopamine receptor
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
125941-87-9.mol
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R-(-)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine, hydrochloride Chemical Properties

alpha 
+27~+31°(D/20℃)(c=0.5,DMF)
storage temp. 
protect from light
solubility 
H2O: >5mg/mL
form 
solid
color 
white
optical activity
[α]/D +32.1°, c = 1 in DMF(lit.)
Water Solubility 
water: 100mM
EPA Substance Registry System
(5R)-8-Chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol hydrochloride (125941-87-9)
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Safety Information

WGK Germany 
3
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R-(-)-7-Chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine, hydrochloride Usage And Synthesis

Uses

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

Uses

A selective dopamine D1 receptor antagonist.

Biological Activity

Potent D 1 antagonist (K i values are ~ 0.2, 0.3, ~ 1100, ~ 800 and ~ 3000 nM at D 1 , D 5 , D 2 , D 3 and D 4 receptors respectively). Also an agonist at 5-HT 1C/2C receptors (K i = 6.3 nM) in vitro .

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.

in vivo

SCH-23390 can abolish generalized seizures evoked by the chemoconvulsants. SCH-23390 has also been used in studies of other neurological disorders in which the dopamine system has been implicated, such as psychosis and Parkinson's disease. Apart from the study of neurological disorders, SCH-23390 has been extensively used as a tool in the topographical determination of brain D1 receptors in rodents, nonhuman primates, and humans[1].
SCH-23390 is a very short-acting compound with an elimination half-life of around 25 min following administration of 0.3 mg/kg i.p. in the rat[1].
SCH-23390 augments dopamine-induced ductus constriction in CD-1 mouse vessels under newborn O2 conditions[5].

IC 50

D1 Receptor: 0.2 nM (Ki); D5 Receptor: 0.3 nM (Ki); 5-HT2C Receptor: 9.3 nM (Ki); GIRK: 268 nM (IC50)

storage

+4°C (desiccate)

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

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