SCH-23390 hydrochloride - Moligand™, ≥98% , Antagonist of D 1 receptor;Antagonist of D 5 receptor;Channel blocker of K ir2.3;Gating inhibitor of K ir3.2, CAS No.125941-87-9, Antagonist of D 1 receptor;Antagonist of D 5 receptor;Channel blocker of K ir2.3;Gating inhibitor of K ir3.2

CAS: 125941-87-9 Cat. No.: S613487 Molecular Weight: 324.24

GRADE & PURITY Moligand™, ≥98%

Synonyms

BDBM86180 | GTPL946 | 8-chloro-3-methyl-5-phenyl-2,3,4,5-tetrahydro-1h-3-benzazepin-7-ol | 8-chloro-3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol | Sch 23388 | NSC_5018 | CHEBI:73297 | 7-chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

SCH-23390 hydrochloride is a potent and selective dopamine D1-like receptor antagonist with Kis of 0.2 nM and 0.3 nM for the D1 and D5 receptor, respectively. SCH-23390 hydrochloride is a potent and high efficacy human 5-HT2C receptor agonist with a Ki of 9.3 nM. SCH-23390 hydrochloride also binds with high affinity to the 5-HT2 and 5-HT1C receptors. SCH-23390 hydrochloride inhibits G protein-coupled inwardly rectifying potassium (GIRK) channels with an IC50 of 268 nM.

Application：

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：

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.

Specifications

Synonyms

BDBM86180 | GTPL946 | 8-chloro-3-methyl-5-phenyl-2, 3, 4, 5-tetrahydro-1h-3-benzazepin-7-ol | 8-chloro-3-methyl-5-phenyl-1, 2, 4, 5-tetrahydro-3-benzazepin-7-ol | Sch 23388 | NSC_5018 | CHEBI:73297 | 7-chloro-3-methyl-1-phenyl-1, 2, 4, 5-tetrahydro-3-benzazepin-8-

Specifications & Purity

Moligand™, ≥98%

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ANTAGONIST, CHANNEL BLOCKER, GATING INHIBITOR

Mechanism of action

Antagonist of D 1 receptor;Antagonist of D 5 receptor;Channel blocker of K ir2.3;Gating inhibitor of K ir3.2

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CN1CCC2=CC(=C(C=C2C(C1)C3=CC=CC=C3)O)Cl.Cl
• IUPAC Name: 7-chloro-3-methyl-1-phenyl-1,2,4,5-tetrahydro-3-benzazepin-8-ol
• InChIKey: GOTMKOSCLKVOGG-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CN1CCC2=CC(=C(C=C2[C@H](C1)C3=CC=CC=C3)O)Cl.Cl
• WGK Germany: 3
• Alternate CAS: 87075-17-0;87075-17-0(free)
• Molecular Weight: 324.24

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzazepines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzazepines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzazepines
• Alternative Parents: Azepines Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Aryl chlorides Trialkylamines Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzazepine - 1-hydroxy-2-unsubstituted benzenoid - Azepine - Aralkylamine - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Tertiary aliphatic amine - Tertiary amine - Azacycle - Organonitrogen compound - Organochloride - Organohalogen compound - Amine - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).
• External Descriptors: tertiary amino compound - organochlorine compound - benzazepine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

DRD1 Tclin D(1A) dopamine receptor (5 Activities)

Discover Target: DRD1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNJ4 Tchem Inward rectifier potassium channel 4 (0 Activities)

Discover Target: KCNJ4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

KCNJ6 Tchem G protein-activated inward rectifier potassium channel 2 (0 Activities)

Discover Target: KCNJ6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DRD5 Tchem D(1B) dopamine receptor (2 Activities)

Discover Target: DRD5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD2 Tclin Dopamine D2 receptor (23596 Activities)

Discover Target: DRD2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD1 Tclin Dopamine D1 receptor (9720 Activities)

Discover Target: DRD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

Discover Target: HTR2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DRD5 Tchem Dopamine D5 receptor (1597 Activities)

Discover Target: DRD5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive; Light sensitive
• Molecular Weight: 287.800 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 287.108 Da
• Monoisotopic Mass: 287.108 Da
• Topological Polar Surface Area: 23.500 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 318.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1