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Merck
CN

SML1976

DIM-C-pPhCO2Me

≥98% (HPLC)

别名:

4-(di-1H-Indol-3-ylmethyl)-benzoic acid methyl ester, Benzoic acid, 4-(di-1H-indol-3-ylmethyl)-, methyl ester

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关于此项目

经验公式(希尔记法):
C25H20N2O2
化学文摘社编号:
分子量:
380.44
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

color

pink to light red

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(OC)C1=CC=C(C(C2=CNC3=C2C=CC=C3)C4=CNC5=CC=CC=C54)C=C1

InChI

1S/C25H20N2O2/c1-29-25(28)17-12-10-16(11-13-17)24(20-14-26-22-8-4-2-6-18(20)22)21-15-27-23-9-5-3-7-19(21)23/h2-15,24,26-27H,1H3

InChI key

BBAOKSZCULLDIW-UHFFFAOYSA-N

Biochem/physiol Actions

DIM-C-pPhCO2Me is also known as 1,1-bis(3′-indolyl)-1-(p-carboxymethylphenyl)methane. In pancreatic and colon cancer cells, DIM-C-pPhCO2Me plays an inhibitory role on cell migration. DIM-C-pPhCO2Me prevents the action of mechanistic target of rapamycin (mTOR) and reduces the multiplication and survival of cancer cells. It stimulates reactive oxygen species (ROS) in various cancer cell lines.
DIM-C-pPhCO2Me is a NR4A1 (Nur77) antagonist that exhibit potent anticancer activity in pancreatic, colon, breast, kidney, and rhabdomyosarcoma cells. DIM-C-pPhCO2Me decreases expression of PAX3-FOXO1A and β1-integrin proteins in Rh30 rhabdomyosarcoma and MDA-MB-231 breast cancer cells. DIM-C-pPhCO2Me inhibits migration of Rh30 and MDA-MB-231 cancer cells.
NR4A1 (Nur77) antagonist that exhibit potent anticancer activity


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Alexandra Lacey et al.
Cancer research, 77(3), 732-741 (2016-11-20)
Alveolar rhabdomyosarcoma (ARMS) is a devastating pediatric disease driven by expression of the oncogenic fusion gene PAX3-FOXO1A. In this study, we report overexpression of the nuclear receptor NR4A1 in rhabdomyosarcomas that is sufficient to drive high expression of PAX3-FOXO1A there.
Syng-Ook Lee et al.
Molecular endocrinology (Baltimore, Md.), 28(10), 1729-1739 (2014-08-08)
1,1-Bis(3'-indolyl)-1-(p-substituted phenyl)methane (C-DIM) compounds exhibit antineoplastic activity in multiple cancer cell lines and the p-hydroxyphenyl analog (DIM-C-pPhOH) inactivates nuclear receptor 4A1 (NR4A1) in lung and pancreatic cancer cell lines. Using a series of 14 different p-substituted phenyl C-DIMs, we show
The nuclear orphan receptor Nr4a1 regulates beta1-integrin expression in pancreatic and colon cancer cells and can be targeted by Nr4a1 antagonists
Hedrick E, et al.
Molecular Carcinogenesis, 56(9), 2066-2075 (2017)



全球贸易项目编号

货号GTIN
SML1976-5MG04061835492923
SML1976-25MG04061835492916