所有图片(1)

文件

SML1037

UNC0642

Name: UNC0642
Brand: SIGMA

≥98% (HPLC)

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别名:

2-(4,4-Difluoropiperidin-1-yl)-6-methoxy-N-[1-(propan-2-yl)piperidin-4-yl]-7-[3-(pyrrolidin-1-yl)propoxy]quinazolin-4-amine

经验公式（希尔记法）:

C₂₉H₄₄F₂N₆O₂

分子量:

546.70

MDL编号:

MFCD28044322

PubChem化学物质编号:

329825635

NACRES:

NA.77

质量水平

100

检测方案

≥98% (HPLC)

形式

powder

颜色

white to beige

溶解性

DMSO: 5 mg/mL, clear (warmed)

储存温度

2-8°C

SMILES字符串

FC(CC1)(F)CCN1C2=NC(NC3CCN(C(C)C)CC3)=C4C(C=C(OCCCN5CCCC5)C(OC)=C4)=N2

InChI

1S/C29H44F2N6O2/c1-21(2)36-14-7-22(8-15-36)32-27-23-19-25(38-3)26(39-18-6-13-35-11-4-5-12-35)20-24(23)33-28(34-27)37-16-9-29(30,31)10-17-37/h19-22H,4-18H2,1-3H3,(H,32,33,34)

InChI key

RNAMYOYQYRYFQY-UHFFFAOYSA-N

应用

UNC0642 has been used to treat human HeLa cells to inhibit the DNA ligase 1 (LIG1) /UHRF1 (ubiquitin-like with PHD and ring finger domains 1) interaction.

生化/生理作用

UNC0642 is a potent, selective inhibitor of histone methyltransferases G9a (EHMT2) and GLP (EHMT1), which catalyze the mono and dimethylation of lysine 9 of histone 3 (H3K9), and other non-histone substrates such as p53 and WIZ. UNC0642 has an in vitro IC₅₀ <15 nM with greater than 100-fold selectivity over 13 other HMTs and selected representatives of kinases, ion channels, 7TMs, and other epigenetic proteins. UNC0642 has the same potency with improved PK properties relative to UNC0638, which should make it a more useful probe in an in vivo setting. For full characterization details, please visit the UNC0642 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

特点和优势

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

UNC0642 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.

其他说明

UNC0642 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the UNC0642 probe summary on the Chemical Probes Portal website.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Essential Role of Histone Methyltransferase G9a in Rapid Tolerance to the Anxiolytic Effects of Ethanol.

Tiffani D M Berkel et al.

The international journal of neuropsychopharmacology, 22(4), 292-302 (2018-12-28)

Tolerance to ethanol-induced anxiolysis promotes alcohol intake, thus contributing to alcohol use disorder development. Recent studies implicate histone deacetylase-mediated histone H3K9 deacetylation in regulating neuropeptide Y expression during rapid ethanol tolerance to the anxiolytic effects of ethanol. Furthermore, the histone

Inhibition of G9a by a small molecule inhibitor, UNC0642, induces apoptosis of human bladder cancer cells.

Yue-Peng Cao et al.

Acta pharmacologica Sinica, 40(8), 1076-1084 (2019-02-16)

Urinary bladder cancer (UBC) is characterized by frequent recurrence and metastasis despite the standard chemotherapy with gemcitabine and cisplatin combination. Histone modifiers are often dysregulated in cancer development, thus they can serve as an excellent drug targets for cancer therapy.

Methylation of DNA Ligase 1 by G9a/GLP Recruits UHRF1 to Replicating DNA and Regulates DNA Methylation.

Ferry L, et al.

Molecular Cell, 67(4), 550-565 (2017)

The neural stem-cell marker CD24 is specifically upregulated in IDH-mutant glioma.

Patricia D B Tiburcio et al.

Translational oncology, 13(10), 100819-100819 (2020-07-06)

Malignant gliomas have disproportionally high morbidity and mortality. Heterozygous mutations in the isocitrate dehydrogenase 1 (IDH1) gene are most common in glioma, resulting in predominantly arginine to histidine substitution at codon 132. Because IDH1R132H requires a wild-type allele to produce

DZNep and UNC0642 enhance in vitro developmental competence of cloned pig embryos.

Chengfa Zhao et al.

Reproduction (Cambridge, England), 157(4), 359-369 (2019-02-08)

Somatic cell nuclear transfer in mammalian cloning suffers from a faulty epigenetic reprogramming, which is believed to cause developmental failures in cloned embryos. Regulating the epigenetic-modifying enzymes can rescue the chromatin of cloned embryos from aberrant epigenetic status, thereby potentially

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UNC0642

≥98% (HPLC)

属性

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检测方案

形式

颜色

溶解性

储存温度

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InChI

InChI key

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储存分类代码

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