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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H16F2N6
Molecular Weight 354.3573
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZ-960

SMILES

Cc1cc(=Nc2c(cc(C#N)c(=N[C@@]([H])(C)c3ccc(cc3)F)[nH]2)F)[nH][nH]1

InChI

InChIKey=SUNXHXDJOIXABJ-NSHDSACASA-N
InChI=1S/C18H16F2N6/c1-10-7-16(26-25-10)23-18-15(20)8-13(9-21)17(24-18)22-11(2)12-3-5-14(19)6-4-12/h3-8,11H,1-2H3,(H3,22,23,24,25,26)/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H16F2N6
Molecular Weight 354.3573
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21159615

AZ-960 is a novel inhibitor of janus-associated kinases (JAKs) that exhibits a potent inhibition against janus kinase 2 (JAK2) with the value of inhibition constant of Ki of 0.45 nmol/L. It also exhibits a lesser inhibitory effects against other JAKs family members, including JAK1, JAK3 and TYK2 as well as other kinases, including TrkA, Aurora A and FAK, with 50% inhibition concentration IC50 of around 0.1 umol/L. In recent studies, AZ-960 demonstrates potential anti-cancer activity against adult T-cell leukemia (ATL), an aggressive malignancy of CD4+ T lymphocytes, by effectively inducing growth arrest and apoptosis in human T-cell lumphotropic virus type 1 (HTLV-1) infected T cells. AZ-960 potently inhibited the clonogenic growth and induced apoptosis of freshly isolated AML cells from patients in association with cleavage of caspase 3 and downregulation of anti-apoptotic Bcl-xL proteins.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.45 nM [Ki]
Conditions
PubMed

PubMed

TitleDatePubMed
Effects of the JAK2 inhibitor, AZ960, on Pim/BAD/BCL-xL survival signaling in the human JAK2 V617F cell line SET-2.
2008 Nov 21
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
AZ-960 (0.03–1 umol/L) suppressed the growth of MT-1 and MT-2 cells with IC50 of 0.8 and 1 umol/L, respectively
Substance Class Chemical
Created
by admin
on Sat Jun 26 03:01:49 UTC 2021
Edited
by admin
on Sat Jun 26 03:01:49 UTC 2021
Record UNII
M63IS9PTJF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AZ-960
Common Name English
3-PYRIDINECARBONITRILE, 5-FLUORO-2-(((1S)-1-(4-FLUOROPHENYL)ETHYL)AMINO)-6-((5-METHYL-1H-PYRAZOL-3-YL)AMINO)-
Systematic Name English
AZ 960
Code English
AZ960
Code English
5-FLUORO-2-((1-(5-FLUOROPYRIDIN-2-YL)ETHYL)AMINO)-6-((5-METHYL-1H-PYRAZOL-3-YL)AMINO)PYRIDINE-3-CARBONITRILE
Systematic Name English
Code System Code Type Description
PUBCHEM
25099184
Created by admin on Sat Jun 26 03:01:49 UTC 2021 , Edited by admin on Sat Jun 26 03:01:49 UTC 2021
PRIMARY
FDA UNII
M63IS9PTJF
Created by admin on Sat Jun 26 03:01:49 UTC 2021 , Edited by admin on Sat Jun 26 03:01:49 UTC 2021
PRIMARY
CAS
905586-69-8
Created by admin on Sat Jun 26 03:01:49 UTC 2021 , Edited by admin on Sat Jun 26 03:01:49 UTC 2021
PRIMARY
EPA CompTox
905586-69-8
Created by admin on Sat Jun 26 03:01:49 UTC 2021 , Edited by admin on Sat Jun 26 03:01:49 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY