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Details

Stereochemistry ACHIRAL
Molecular Formula C12H7N3O2S
Molecular Weight 257.2694
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AS-605240

SMILES

c1cc2c(cc1/C(/[H])=C/3\C(=NC(=O)S3)O)nccn2

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 257.2694
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

Curator's Comment:: Known to be CNS active in mouse. Human data not available.

Originator

Curator's Comment:: EMD Serono in the United States and Canada

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.06 µM [IC50]
0.3 µM [IC50]
0.008 µM [IC50]
0.27 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Blockade of PI3Kgamma suppresses joint inflammation and damage in mouse models of rheumatoid arthritis.
2005 Sep
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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 Jun 26 03:09:52 UTC 2021
Edited
by admin
on Sat Jun 26 03:09:52 UTC 2021
Record UNII
8GRW063UT7
Record Status Validated (UNII)
Record Version
  • Download
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
FDA UNII
8GRW063UT7
Created by admin on Sat Jun 26 03:09:52 UTC 2021 , Edited by admin on Sat Jun 26 03:09:52 UTC 2021
PRIMARY
PUBCHEM
10377751
Created by admin on Sat Jun 26 03:09:52 UTC 2021 , Edited by admin on Sat Jun 26 03:09:52 UTC 2021
PRIMARY
CAS
1287651-14-2
Created by admin on Sat Jun 26 03:09:52 UTC 2021 , Edited by admin on Sat Jun 26 03:09:52 UTC 2021
ALTERNATIVE
CAS
648450-29-7
Created by admin on Sat Jun 26 03:09:52 UTC 2021 , Edited by admin on Sat Jun 26 03:09:52 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR