A-844606

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H20N2O2
Molecular Weight	320.385
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C[C@H]2CN(C[C@H]2C1)C3=CC4=C(OC5=C(C=CC=C5)C4=O)C=C3

InChI

InChIKey=WUJHMDPPANTBTQ-OKILXGFUSA-N

InChI=1S/C20H20N2O2/c1-21-9-13-11-22(12-14(13)10-21)15-6-7-19-17(8-15)20(23)16-4-2-3-5-18(16)24-19/h2-8,13-14H,9-12H2,1H3/t13-,14+

HIDE SMILES / InChI

Molecular Formula	C20H20N2O2
Molecular Weight	320.385
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18157163
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20537987

A-844606 is a selective α7 nicotinic acetylcholine receptor (nAChR) partial agonist (EC50 values are 1.4 and 2.2 μM at human and rat receptors respectively). Displays no measurable effect on α4β2 nAChRs. Stimulates α7 nAChR-induced ERK1/2 phosphorylation in PC12 cells. A-844606 is being investigated as the drug potentially usefull in the treatment of cognition disorders.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neuronal acetylcholine receptor protein alpha-7 subunit 78 Target ID: CHEMBL2492 Sources: http://adisinsight.springer.com/drugs/800020139 \| https://www.ncbi.nlm.nih.gov/pubmed/18157163	Agonist 2752		2.2 µM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cognition disorders 26 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18157163	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
In vivo evaluation of alpha7 nicotinic acetylcholine receptor agonists [11C]A-582941 and [11C]A-844606 in mice and conscious monkeys.	2010-02-01	20126539
alpha7 nicotinic acetylcholine receptor agonist properties of tilorone and related tricyclic analogues.	2008-03	18157163

Patents

Sample Use Guides

In Vivo Use Guide

Mice: A844606 (3 mg/kg) was administered intraperitoneally twice a day.

Route of Administration: Intraperitoneal

In Vitro Use Guide

A-844606 (3 uM) had little agonist effect on human nAChR other than a7, as shown for a4b2 expressed in HEK293

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:00:23 GMT 2025` Edited by `admin` on `Mon Mar 31 23:00:23 GMT 2025`
Record UNII	U9AMG9TJ22
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

A-844606

Common Name

English

2-(7-METHYL-3,7-DIAZABICYCLO(3.3.0)OCTAN-3-YL)XANTHEN-9-ONE

Preferred Name

English

9H-XANTHEN-9-ONE, 2-(HEXAHYDRO-5-METHYLPYRROLO(3,4-C)PYRROL-2(1H)-YL)-

Systematic Name

English

9H-XANTHEN-9-ONE, 2-((3AR,6AS)-HEXAHYDRO-5-PYRROLO(3,4-C)PYRROL-2(1H)-YL)-, REL-

Systematic Name

English

Code System Code Type Description

CAS

861119-08-6

Created by admin on Mon Mar 31 23:00:23 GMT 2025 , Edited by admin on Mon Mar 31 23:00:23 GMT 2025

PRIMARY

PUBCHEM

71587825

Created by admin on Mon Mar 31 23:00:23 GMT 2025 , Edited by admin on Mon Mar 31 23:00:23 GMT 2025

PRIMARY

FDA UNII

U9AMG9TJ22

Created by admin on Mon Mar 31 23:00:23 GMT 2025 , Edited by admin on Mon Mar 31 23:00:23 GMT 2025

PRIMARY

Related Record Type Details


					U9AMG9TJ22

A-844606

ACTIVE MOIETY

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/18157163Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20537987

Originator

Approval Year

Targets

Conditions

Approved Use

PubMed

Patents

Sample Use Guides

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18157163
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/20537987