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Merck
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重要文件

SML3714

Sigma-Aldrich

SMIP004-7

≥98% (HPLC)

同義詞:

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

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About This Item

經驗公式(希爾表示法):
C11H17N
CAS號碼:
分子量::
163.26
MDL號碼:
分類程式碼代碼:
12352200
NACRES:
NA.21

品質等級

化驗

≥98% (HPLC)

形狀

(Oil or liquid)

顏色

colorless to brown

儲存溫度

-10 to -25°C

SMILES 字串

Nc1c(cc(cc1)CCCC)C

InChI 密鑰

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (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
Metabolic targeting of cancer by a ubiquinone uncompetitive inhibitor of mitochondrial complex I
Cell Chemical Biology, 29(3), 436-450 (2022)
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

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