CP-226269

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H19FN4
Molecular Weight	310.3687
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC1=CC2=C(NC(CN3CCN(CC3)C4=NC=CC=C4)=C2)C=C1

InChI

InChIKey=PQOIDBZLMJMYCD-UHFFFAOYSA-N

InChI=1S/C18H19FN4/c19-15-4-5-17-14(11-15)12-16(21-17)13-22-7-9-23(10-8-22)18-3-1-2-6-20-18/h1-6,11-12,21H,7-10,13H2

HIDE SMILES / InChI

Molecular Formula	C18H19FN4
Molecular Weight	310.3687
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10731629
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/16154186

CP 226269 is a selective dopamine D4 agonist. This compound was developed by Pfizer for Neuroscience research. CP226269 showed a significant enhancement in the 5-trial inhibitory avoidance model.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine D4 receptor 71 Target ID: CHEMBL219 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10395213	Agonist 2678		6.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Attention deficit hyperactivity disorder 68 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16154186 https://www.ncbi.nlm.nih.gov/pubmed/11682245	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
D4 dopamine receptor-mediated phospholipid methylation and its implications for mental illnesses such as schizophrenia.	1999 May	10395213
Nigrostriatal dopaminergic denervation enhances dopamine D(4) receptor binding in rat caudate-putamen.	2001 May-Jun	11420075

Patents

Sample Use Guides

In Vivo Use Guide

0.2–25.0 mg/kg

Route of Administration: Other

In Vitro Use Guide

Highly D4R-selective agonist CP-226269 stimulated PLM with an EC50 of 2.9 nM, comparable to its reported EC50 of 5.8 nM for inhibition of cAMP formation via D4Rs.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 19:05:29 GMT 2023` Edited by `admin` on `Sat Dec 16 19:05:29 GMT 2023`
Record UNII	WX4CVT9DYH
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CP-226269

Code

English

5-FLUORO-2-((4-(2-PYRIDINYL)-1-PIPERAZINYL)METHYL)-1H-INDOLE

Systematic Name

English

1H-INDOLE, 5-FLUORO-2-((4-(2-PYRIDINYL)-1-PIPERAZINYL)METHYL)-

Systematic Name

English

CP-226,269

Code

English

5-FLUORO-2-((4-PYRIDIN-2-YLPIPERAZIN-1-YL)METHYL)-1H-INDOLE

Systematic Name

English

Code System Code Type Description

FDA UNII

WX4CVT9DYH