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Merck
CN

SML3714

Sigma-Aldrich

SMIP004-7

≥98% (HPLC)

别名:

2-Methyl-4-butylaniline, 4-Butyl-2-methylaniline, 4-Butyl-2-methylbenzenamine

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关于此项目

经验公式(希尔记法):
C11H17N
化学文摘社编号:
分子量:
163.26
MDL编号:
UNSPSC代码:
12352200
NACRES:
NA.21
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质量水平

方案

≥98% (HPLC)

表单

(Oil or liquid)

颜色

colorless to brown

储存温度

-10 to -25°C

SMILES字符串

Nc1c(cc(cc1)CCCC)C

InChI key

JTXOXRXZCAMPHL-UHFFFAOYSA-N

生化/生理作用

SMIP004-7 is a cell penetrant, potent and selective ubiquinone uncompetitive inhibitor of mitochondrial Complex I (NADH:ubiquinone oxidoreductase). SMIP004-7 selectively binds to a distinct N-terminal region of Complex I catalytic subunit NDUFS2, which leads to rapid disassembly of Complex I. SMIP004-7 potently inhibits growth of triple-negative breast cancer xenografts in mice.
cell penetrant, potent and selective ubiquinone uncompetitive inhibitor of mitochondrial Complex I

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Gabriela Reyes-Castellanos et al.
Trends in pharmacological sciences, 43(9), 706-708 (2022-04-07)
Targeting metabolic reprogramming has proven successful in oncology, but this field requires better identification of drugs that inhibit mitochondrial metabolism in cancer cells. Recent work from Dr Wolf's group reveals that the primary target of the antitumor compound SMIP004-7 is
Elizabeth Rico-Bautista et al.
Oncotarget, 4(8), 1212-1229 (2013-08-02)
We previously identified SMIP004 (N-(4-butyl-2-methyl-phenyl) acetamide) as a novel inducer of cancer-cell selective apoptosis of human prostate cancer cells. SMIP004 decreased the levels of positive cell cycle regulators, upregulated cyclin-dependent kinase inhibitors, and resulted in G1 arrest, inhibition of colony
Metabolic targeting of cancer by a ubiquinone uncompetitive inhibitor of mitochondrial complex I
Cell Chemical Biology, 29(3), 436-450 (2022)

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