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Details

Stereochemistry RACEMIC
Molecular Formula C20H16N6S
Molecular Weight 372.4481
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AS-601245

SMILES

c1ccc2c(c1)nc(C(C#N)c3cc[nH]c(=NCCc4cccnc4)n3)s2

InChI

InChIKey=RCYPVQCPYKNSTG-UHFFFAOYSA-N
InChI=1S/C20H16N6S/c21-12-15(19-25-17-5-1-2-6-18(17)27-19)16-8-11-24-20(26-16)23-10-7-14-4-3-9-22-13-14/h1-6,8-9,11,13,15H,7,10H2,(H,23,24,26)

HIDE SMILES / InChI

Molecular Formula C20H16N6S
Molecular Weight 372.4481
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment:: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15210584 | https://www.ncbi.nlm.nih.gov/pubmed/15715656 | https://www.ncbi.nlm.nih.gov/pubmed/19947601 | https://www.ncbi.nlm.nih.gov/pubmed/16972261

AS601245 is a JNK inhibitor which was shown to have neuroprotective properties in vivo. AS601245 was tested on rat model of cerebral ischemia and demonstrated good potency.

CNS Activity

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

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.15 µM [IC50]
0.22 µM [IC50]
0.07 µM [IC50]
Target ID: P53779
Gene ID: 5602.0
Gene Symbol: MAPK10
Target Organism: Homo sapiens (Human)
70.0 nM [IC50]
Target ID: P45983|||Q308M2
Gene ID: 5599.0
Gene Symbol: MAPK8
Target Organism: Homo sapiens (Human)
150.0 nM [IC50]
Target ID: P80192
Gene ID: 4293.0
Gene Symbol: MAP3K9
Target Organism: Homo sapiens (Human)
220.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
AS601245 (1,3-benzothiazol-2-yl (2-[[2-(3-pyridinyl) ethyl] amino]-4 pyrimidinyl) acetonitrile): a c-Jun NH2-terminal protein kinase inhibitor with neuroprotective properties.
2004 Jul
Inhibition of c-Jun N-terminal kinase decreases cardiomyocyte apoptosis and infarct size after myocardial ischemia and reperfusion in anaesthetized rats.
2004 Jul
Control of death receptor and mitochondrial-dependent apoptosis by c-Jun N-terminal kinase in hippocampal CA1 neurones following global transient ischaemia.
2005 Mar
AS601245, a c-Jun NH2-terminal kinase (JNK) inhibitor, reduces axon/dendrite damage and cognitive deficits after global cerebral ischaemia in gerbils.
2008 Jan
Rosiglitazone and AS601245 decrease cell adhesion and migration through modulation of specific gene expression in human colon cancer cells.
2012
AS601245, an Anti-Inflammatory JNK Inhibitor, and Clofibrate Have a Synergistic Effect in Inducing Cell Responses and in Affecting the Gene Expression Profile in CaCo-2 Colon Cancer Cells.
2012
Patents

Sample Use Guides

Gerbils were treated with AS601245 40, 60, and 80 mg/kg administered as pretreatment (1 h before and 24 h after 5 min of ischemia) or post-treatment (15 min and 24 h after 5 min of ischemia).
Route of Administration: Intraperitoneal
The human leukemia cell lines U-937 (promonocytic) and NB4 (acute promyelocytic), and Bcl-2-transfected U-937 cells, were routinely grown in RPMI 1640 supplemented with 10% (v/v) heat-inactivated calf serum, 0.2% sodium bicarbonate and antibiotics in a humidified 5% CO2 atmosphere at 37C. For experiments, 16–24 h before the initiation of the treatments the cell concentration was adjusted at 10^5 cells/ml. Stock solutions of PD98059 (20 mM), AS601245 (20 mM), LY294002 (20 mM), were prepared in dimethyl sulfoxide. All these solutions were stored at -20C. Cells were treated with 2.5mkM of AS601245 for 24h.
Substance Class Chemical
Created
by admin
on Sat Jun 26 04:22:38 UTC 2021
Edited
by admin
on Sat Jun 26 04:22:38 UTC 2021
Record UNII
Y9A2N9O85G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AS-601245
Common Name English
2-BENZOTHIAZOLEACETONITRILE, .ALPHA.-(2-((2-(3-PYRIDINYL)ETHYL)AMINO)-4-PYRIMIDINYL)-
Systematic Name English
AS601245
Code English
SAPK INHIBITOR V
Common Name English
JNK INHIBITOR V
Common Name English
Code System Code Type Description
CAS
861411-83-8
Created by admin on Sat Jun 26 04:22:38 UTC 2021 , Edited by admin on Sat Jun 26 04:22:38 UTC 2021
ALTERNATIVE
FDA UNII
Y9A2N9O85G
Created by admin on Sat Jun 26 04:22:38 UTC 2021 , Edited by admin on Sat Jun 26 04:22:38 UTC 2021
PRIMARY
CAS
345987-15-7
Created by admin on Sat Jun 26 04:22:38 UTC 2021 , Edited by admin on Sat Jun 26 04:22:38 UTC 2021
PRIMARY
PUBCHEM
10109823
Created by admin on Sat Jun 26 04:22:38 UTC 2021 , Edited by admin on Sat Jun 26 04:22:38 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY