AS-605240

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H7N3O2S
Molecular Weight	257.268
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1NC(=O)\C(S1)=C/C2=CC=C3N=CC=NC3=C2

InChI

InChIKey=SQWZFLMPDUSYGV-UXBLZVDNSA-N

InChI=1S/C12H7N3O2S/c16-11-10(18-12(17)15-11)6-7-1-2-8-9(5-7)14-4-3-13-8/h1-6H,(H,15,16,17)/b10-6+

HIDE SMILES / InChI

Molecular Formula	C12H7N3O2S
Molecular Weight	257.268
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22017414 | https://www.ncbi.nlm.nih.gov/pubmed/16127437

AS-605240 is a potent and selective phosphoinositide 3-kinase (PI3K) gamma inhibitor. It selectively inhibits PI3Kgamma enzymatic activity as well as PI3Kgamma-mediated signaling and chemotaxis in vitro and in vivo. It also has peripheral activity versus other PI3K isoforms. AS-605240 did not progress to clinical development although it had been described as a development candidate.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
PI3-kinase p110-alpha subunit 41 Target ID: CHEMBL4005 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16127437	Inhibitor 8297	0.06 µM [IC50]
PI3-kinase p110-delta subunit 43 Target ID: CHEMBL3130 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16127437	Inhibitor 8297	0.3 µM [IC50]
PI3-kinase p110-gamma subunit 32 Target ID: CHEMBL3267 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16127437	Inhibitor 8297	0.008 µM [IC50]
PI3-kinase p110-beta subunit 31 Target ID: CHEMBL3145 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16127437	Inhibitor 8297	0.27 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Blockade of PI3Kgamma suppresses joint inflammation and damage in mouse models of rheumatoid arthritis.	2005 Sep	16127437
Selective PI3Kδ inhibitors, a review of the patent literature.	2011 Nov	22017414
Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.	2011 Oct 30	22037377
A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.	2013 Apr 15	23398362
The effect of pharmacological PI3Kγ inhibitor on eotaxin-induced human eosinophil functions.	2014 Apr	24333185

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The effect of AS605240, synthetic phosphoinositide 3-kinase gamma inhibitor on eotaxin-induced adhesion, chemotaxis, and degranulation was studied on human peripheral blood eosinophils. Although AS605240 did not affect the eosinophil spontaneous apoptosis, eotaxin-induced chemotaxis, adhesion to intracellular adhesion molecule-1 coated plate, and eosinophil-derived neurotoxin release were inhibited by AS605240. AS605240 also inhibited the eotaxin-induced extracellular signal-regulated kinase 1/2 phosphorylation without down-regulation of surface C-C motif chemokine receptor 3 expression.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 05:33:31 UTC 2023` Edited by `admin` on `Sat Dec 16 05:33:31 UTC 2023`
Record UNII	8GRW063UT7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AS-605240

Common Name

English

5-(QUINOXALIN-6-YLMETHYLENE)THIAZOLIDINE-2,4-DIONE

Systematic Name

English

PI 3-KG INHIBITOR

Common Name

English

AS 605240

Common Name

English

(E)-5-(QUINOXALIN-6-YLMETHYLENE)THIAZOLIDINE-2,4-DIONE

Systematic Name

English

2,4-THIAZOLIDINEDIONE, 5-(6-QUINOXALINYLMETHYLENE)-

Systematic Name

English

AS605240

Common Name

English

Code System Code Type Description

CHEBI

45302