SML1089

Sigma-Aldrich

AZ191

≥98% (HPLC)

Synonym(s):
[2-Methoxy-4-(4-methyl-piperazin-1-yl)-phenyl]-[4-(1-methyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-pyrimidin-2-yl]-amine
Empirical Formula (Hill Notation):
C24H27N7O
CAS Number:
Molecular Weight:
429.52
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98% (HPLC)

form

powder

color

, white to yellow to light brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

CN1C2=CN=CC=C2C(C3=NC(NC4=C(OC)C=C(N5CCN(C)CC5)C=C4)=NC=C3)=C1

InChI

1S/C24H27N7O/c1-29-10-12-31(13-11-29)17-4-5-21(23(14-17)32-3)28-24-26-9-7-20(27-24)19-16-30(2)22-15-25-8-6-18(19)22/h4-9,14-16H,10-13H2,1-3H3,(H,26,27,28)

InChI key

ZYVXTMKTGDARKR-UHFFFAOYSA-N

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

AZ191 is a cell permeable, potent and selective inhibitor of DYRK1B that promotes a G1 cell cycle arrest.

Other Notes

AZ191 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the AZ191 probe summary on the Chemical Probes Portal website.

Certificate of Analysis

Certificate of Origin

ElShaddai Z White et al.
Scientific reports, 10(1), 12505-12505 (2020-07-29)
Inadequate nutrient intake leads to oxidative stress disrupting homeostasis, activating signaling, and altering metabolism. Oxidative stress serves as a hallmark in developing prostate lesions, and an aggressive cancer phenotype activating mechanisms allowing cancer cells to adapt and survive. It is...
Courtney Ackeifi et al.
JCI insight, 5(1) (2019-12-11)
Small molecule inhibitors of dual specificity, tyrosine phosphorylation-regulated kinase 1A (DYRK1A), including harmine and others, are able to drive human β cell regeneration. While DYRK1A is certainly a target of this class, whether it is the only or the most...
Rajeev Singh et al.
Oncotarget, 8(1), 833-845 (2016-12-03)
Hedgehog (Hh) signaling plays important roles in embryonic development and in tumor formation. Apart from the well-established stimulation of the GLI family of transcription factors, Hh ligands promote the phosphorylation and activation of mTOR and AKT kinases, yet the molecular...
Devon R Blake et al.
Science signaling, 12(590) (2019-07-18)
Stabilization of the MYC oncoprotein by KRAS signaling critically promotes the growth of pancreatic ductal adenocarcinoma (PDAC). Thus, understanding how MYC protein stability is regulated may lead to effective therapies. Here, we used a previously developed, flow cytometry-based assay that...

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