ChemicalBook--->CAS DataBase List--->1169755-45-6

1169755-45-6

1169755-45-6 Structure

1169755-45-6 Structure
IdentificationBack Directory
[Name]

INDY
[CAS]

1169755-45-6
[Synonyms]

INDY
(1Z)-1-(3-Ethyl-5-hydroxy-2(3H)-benzothiazolylidene)-2-propanone
(1Z)-1-(3-Ethyl-5-hydroxy-1,3-benzothiazol-2(3H)-ylidene)acetone
(1Z)-1-(3-ethyl-5-hydroxy-1,3-benzothiazol-2-ylidene)propan-2-one
2-Propanone, 1-(3-ethyl-5-hydroxy-2(3H)-benzothiazolylidene)-, (1Z)-
[Molecular Formula]

C12H13NO2S
[MDL Number]

MFCD28100814
[MOL File]

1169755-45-6.mol
[Molecular Weight]

235.3
Chemical PropertiesBack Directory
[Boiling point ]

409.2±45.0 °C(Predicted)
[density ]

1.337±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble5mg/mL, clear (warmed)
[form ]

powder
[pka]

9.67±0.20(Predicted)
[color ]

white to beige
[InChI]

1S/C12H13NO2S/c1-3-13-10-7-9(15)4-5-11(10)16-12(13)6-8(2)14/h4-7,15H,3H2,1-2H3/b12-6+
[InChIKey]

GCSZJMUFYOAHFY-WUXMJOGZSA-N
[SMILES]

S1c2c(cc(cc2)O)N(\C\1=C/C(=O)C)CC
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

INDY is an ATP-competitive inhibitor of dual-specificity tyrosine-(Y)-phosphorylation regulated kinase 1A (DYRK1A; Ki = 180 nM; IC50 = 240 nM). It is selective for DYRK1A over monoamine oxidase (MAO) A and B at concentrations up to 100 μM. INDY inhibits DYRK1A phosphorylation of tau in COS-7 cells expressing EGFP-DYRK1A and EGFP-tau in a concentration-dependent manner. It also restores signaling through nuclear factory of activated T cells (NFAT) and NFAT-dependent transcription in HEK293 cells overexpressing DYRK1A. In vivo, INDY reverses developmental deformities induced by DYRK1A overexpression in X. laevis embryos. INDY also induces proliferation of human and rat β-cells and increases insulin secretion by human islets in vitro.
[Uses]

INDY is a dual-specificity tyrosine-(Y)-phosphorylation-regulated kinase 1A/B (DYRK1A/B) inhibitor (1,2).
[in vivo]

ProINDY (2.5 μM) recoveres apparently normal development of the Xenopus embryo[1].

[IC 50]

DYRK1A; DYRK1B
[storage]

-20°C
[References]

[1] YASUSHI OGAWA. Development of a novel selective inhibitor of the Down syndrome-related kinase Dyrk1A[J]. Nature Communications, 2010, 1 1: 1-9. DOI: 10.1038/ncomms1090
[2] PENG WANG. A high-throughput chemical screen reveals that harmine-mediated inhibition of DYRK1A increases human pancreatic beta cell replication[J]. Nature Medicine, 2015, 21 4: 383-388. DOI: 10.1038/nm.3820
Spectrum DetailBack Directory
[Spectrum Detail]

INDY(1169755-45-6)1HNMR
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