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Merck
CN

SML2290

Sigma-Aldrich

ANI-7

≥98% (HPLC)

别名:

(αZ)-3,4-Dichloro-α-(1H-pyrrol-2-ylmethylene)benzeneacetonitrile, (Z)-2-(3,4-dichlorophenyl)-3-(1H-pyrrol-2-yl)acrylonitrile

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关于此项目

经验公式(希尔记法):
C13H8Cl2N2
化学文摘社编号:
分子量:
263.12
UNSPSC代码:
12352200
NACRES:
NA.77
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方案

≥98% (HPLC)

表单

powder

颜色

white to beige

溶解性

DMSO: 2 mg/mL, clear

储存温度

2-8°C

SMILES字符串

ClC1=CC(/C(C#N)=C/C2=CC=CN2)=CC=C1Cl

InChI

1S/C13H8Cl2N2/c14-12-4-3-9(7-13(12)15)10(8-16)6-11-2-1-5-17-11/h1-7,17H/b10-6+

InChI key

IJJHHDLGGYDXGD-UXBLZVDNSA-N

生化/生理作用

ANI-7 is a potent and selective activator of the aryl hydrocarbon receptor (AHR) pathway that exhibit potent cytotoxic activity against multiple cancer cell lines while spearing normal breast cells (MCF-10A). Apparently activation of AHR by ANI-7 leads to induction of CYP1 metabolising monooxygenases. ANI-7 metabolites induce DNA damage, checkpoint activation, S-phase cell cycle arrest and cell death in sensitive breast cancer cell lines.
potent and selective activator of the aryl hydrocarbon receptor (AHR) pathway that exhibit potent cytotoxic activity against multiple cancer cell lines

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Jayne Gilbert et al.
Molecular pharmacology, 93(2), 168-177 (2017-12-23)
We have previously reported the synthesis and breast cancer selectivity of (Z)-2-(3,4-dichlorophenyl)-3-(1H-pyrrol-2-yl)acrylonitrile (ANI-7) in cancer cell lines. To further evaluate the selectivity of ANI-7, we have expanded upon the initial cell line panel to now include the breast cancer cell
Abdelselam Ali et al.
Bioorganic & medicinal chemistry letters, 17(4), 993-997 (2006-12-08)
A series of 2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives were synthesized and evaluated for in vitro activity against the endoparasite Haemonchus contortus and the ectoparasite Ctenocephalides felis. Some compounds had significant in vitro activity against these parasites.

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