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1025015-40-0

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1025015-40-0 Structure

1025015-40-0 Structure
IdentificationBack Directory
[Name]

GK921
[CAS]

1025015-40-0
[Synonyms]

GK921
GK921, >98%
GK-921;GK 921
3-(phenylethynyl)-2-(2-(pyrrolidin-1-yl)ethoxy)pyrido[3,2-b]pyrazine
3-(2-Phenylethynyl)-2-[2-(1-pyrrolidinyl)ethoxy]pyrido[2,3-b]pyrazine
Pyrido[2,3-b]pyrazine, 3-(2-phenylethynyl)-2-[2-(1-pyrrolidinyl)ethoxy]-
[Molecular Formula]

C21H20N4O
[MDL Number]

MFCD28167818
[MOL File]

1025015-40-0.mol
[Molecular Weight]

344.41
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF:30.0(Max Conc. mg/mL);87.1(Max Conc. mM)
DMSO:31.5(Max Conc. mg/mL);91.46(Max Conc. mM)
Ethanol:30.0(Max Conc. mg/mL);87.1(Max Conc. mM)
Ethanol:PBS (pH 7.2) (1:6):0.14(Max Conc. mg/mL);0.41(Max Conc. mM)
[form ]

A solid
[color ]

Off-white to brown
[InChI]

1S/C21H20N4O/c1-2-7-17(8-3-1)10-11-19-21(26-16-15-25-13-4-5-14-25)24-18-9-6-12-22-20(18)23-19/h1-3,6-9,12H,4-5,13-16H2
[InChIKey]

MNYJJHBAEYKXEG-UHFFFAOYSA-N
[SMILES]

N4(CCCC4)CCOc1nc2c(nc1C#Cc3ccccc3)nccc2
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

GK921 is a transglutaminase 2 (TGase) inhibitor with an IC50 of 7.71 μM for human recombinant TGase 2.
[Biological Activity]

GK921 is an orally active transglutaminase 2 (TG2TGase 2) inhibitor (IC50 = 7.71 μM) th at effectively inhibits TG2-mediated I-KBα and p53 polymerization. GK921 induces growth arrest/cell death in renal cell carcinoma (RCC) cultures (ave GI50 = 9.05 μM) and abrogates RCC with increase in p53 level in mice in vivo (8 mg/kg 5x per wk; ACHN or CAKI-1 cells).
[in vivo]

A single treatment with GK921 almost completely reduces tumor growth by stabilizing p53 in the ACHN and CAKI-1 preclinical xenograft tumor models[1].

[References]

[1] Ku BM, et al. Transglutaminase 2 inhibitor abrogates renal cell carcinoma in xenograft models. J Cancer Res Clin Oncol. 2014 May;140(5):757-67. DOI:10.1007/s00432-014-1623-5
Spectrum DetailBack Directory
[Spectrum Detail]

GK921(1025015-40-0)1HNMR
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