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SML1069

Sigma-Aldrich

TH287 hydrochloride

≥98% (HPLC)

Sinónimos:

6-(2,3-Dichlorophenyl)-N4-methylpyrimidine-2,4-diamine hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C11H10Cl2N4 · HCl
Número de CAS:
1609960-30-6
Peso molecular:
305.59
MDL number:
MFCD28127273
UNSPSC Code:
12352200
PubChem Substance ID:
329825648
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

ClC1=CC=CC(C2=NC(N)=NC(NC)=C2)=C1Cl.Cl

InChI

1S/C11H10Cl2N4.ClH/c1-15-9-5-8(16-11(14)17-9)6-3-2-4-7(12)10(6)13;/h2-5H,1H3,(H3,14,15,16,17);1H

InChI key

YBLIJWDQSUDCJU-UHFFFAOYSA-N

Biochem/physiol Actions

TH287 is a potent inhibitor of human 7,8-Dihydro-8-oxoguaninetriphosphatase MTH1 (NUDT1) with an IC50 value of 0.8 nM. MTH1 hydrolyzes oxidized purine nucleoside triphosphates that might otherwise be incorporated into DNA/RNA and contribute to DNA damage. MTH1 removal of oxidized nucleotides that result from increased levels of reactive oxygen species (ROS) in fast-proliferating cancer cells helps protect cancer cells from proliferative stress and prevent cancer cell death. TH287 is considered a new target for cancer therapy. TH287 is highly selective towards MTH1, with no relevant inhibition of other members of the nudix protein family. TH287 has been shown to selectively kill a variety of cancer cell lines, but is rapidly metablized, so not as useful for in vivo studies.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Govindi J Samaranayake et al.
Molecular cancer therapeutics, 19(2), 432-446 (2019-11-21)
Investigations into the human 8-oxodGTPase, MutT Homolog 1 (MTH1), have risen sharply since the first-in-class MTH1 inhibitors were reported to be highly tumoricidal. However, MTH1 as a cancer therapeutic target is currently controversial because subsequently developed inhibitors did not exhibit
Jiayu Wang et al.
Oncogene, 39(3), 603-616 (2019-09-13)
Epstein-Barr virus (EBV) immortalizes human B-lymphocytes and is implicated in the pathogenesis of lymphoid and epithelial cell malignancies. The EBV nuclear antigen (EBNA)-1 induces the accumulation of reactive oxygen species (ROS), which enables B-cell immortalization but causes oxidative DNA damage

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