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The chemical "2-Propenoic acid, 3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, methyl ester, (2E)-" is a complex organic compound with a molecular formula of C20H20N2O2. It is a derivative of 2-propenoic acid, featuring a 3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl] group attached to the acid. The compound is characterized by the presence of an indole ring, which is part of the 2-(1H-indol-3-yl)ethyl moiety, and a double bond in the 2E configuration, indicating the geometric isomerism of the molecule. This ester is of interest in the field of organic chemistry and may have potential applications in pharmaceuticals or materials science due to its unique structure and functional groups.

404951-55-9

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404951-55-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 404951-55-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,0,4,9,5 and 1 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 404951-55:
(8*4)+(7*0)+(6*4)+(5*9)+(4*5)+(3*1)+(2*5)+(1*5)=139
139 % 10 = 9
So 404951-55-9 is a valid CAS Registry Number.

404951-55-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (2E)-3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2-propenoic acid methyl ester

1.2 Other means of identification

Product number -
Other names methyl 3-(4-{[2-(1H-indol-3-yl)-ethylamino]-methyl}-phenyl)-acrylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:404951-55-9 SDS

404951-55-9Relevant academic research and scientific papers

Structure-Based Design of Potent Nicotinamide Phosphoribosyltransferase Inhibitors with Promising in Vitro and in Vivo Antitumor Activities

Bai, Jinhong,Liao, Chenzhong,Liu, Yanghan,Qin, Xiaochu,Chen, Jiaxuan,Qiu, Yatao,Qin, Dongguang,Li, Zheng,Tu, Zheng-Chao,Jiang, Sheng

, p. 5766 - 5779 (2016)

Inhibition of nicotinamide phosphoribosyltransferase (NAMPT) has the potential to directly limit NAD production in cancer cells and is an effective strategy for cancer treatment. Using a structure-based strategy, we have designed a new class of potent small-molecule inhibitors of NAMPT. Several designed compounds showed promising antiproliferative activities in vitro. (E)-N-(5-((4-(((2-(1H-Indol-3-yl)ethyl)(isopropyl)amino)methyl)phenyl)amino)pentyl)-3-(pyridin-3-yl)acrylamide, 30, bearing an indole moiety, has an IC50 of 25.3 nM for binding to the NAMPT protein and demonstrated promising inhibitory activities in the nanomolar range against several cancer cell lines (MCF-7 GI50 = 0.13 nM; MDA-MB-231 GI50 = 0.15 nM). Triple-negative breast cancer is the most malignant subtype of breast cancer with no effective targeted treatments currently available. Significant antitumor efficacy of compound 30 was achieved (TGI was 73.8%) in an orthotopic MDA-MB-231 triple-negative breast cancer xenograft tumor model. This paper reports promising lead molecules for the inhibition of NAMPT which could serve as a basis for further investigation.

SELECTIVE HISTONE DEACETYLASE (HDAC) DEGRADERS AND METHODS OF USE THEREOF

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Paragraph 0120-0122, (2021/05/15)

The present invention relates to bifunctional compounds, compositions, and methods for treating diseases or conditions mediated by aberrant histone deacetylase (HCADC) (e.g., HDAC3) activity.

SELECTIVE DUAL HISTONE DEACETYLASE 6/8 (HDAC6/8) DEGRADERS AND METHODS OF USE THEREOF

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Paragraph 00120-00122, (2021/05/15)

The present invention relates to bifunctional compounds, compositions, and methods for treating diseases or conditions mediated by aberrant histone deacetylases 6 and 8 (HDAC6/8) activity.

METHOD OF USE OF DEACETYLASE INHIBITORS

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Page/Page column 24-25, (2008/06/13)

The present invention provides methods of treating and/or preventing pathologic cardiac hypertrophy and heart failure comprising administering hydroxamate compounds which are deacetylase inhibitors.

INHIBITORS OF HISTONE DEACETYLASE

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Page/Page column 49-50, (2010/02/14)

The invention relates to a series of compounds useful for inhibiting histone deacetylase (HDAC) enzymatic activity. The invention also provides a method for inhibiting histone descetylase in a cell using said compounds as well as a method for treating cell proliferative diseases and conditions using said HDAC inhibitors. Further, the invention provides pharmaceutical compositions comprising the HDAC inhibiting compounds and a pharmaceutically acceptable carrier.

N-Hydroxy-3-phenyl-2-propenamides as novel inhibitors of human histone deacetylase with in vivo antitumor activity: Discovery of (2E)-N-hydroxy-3-[4-[[(2-hydroxyethyl)[2-(1H-indol-3-yl)ethyl] amino]methyl]-phenyl]-2-propenamide (NVP-LAQ824)

Remiszewski, Stacy W.,Sambucetti, Lidia C.,Bair, Kenneth W.,Bontempo, John,Cesarz, David,Chandramouli, Nagarajan,Chen, Ru,Cheung, Min,Cornell-Kennon, Susan,Dean, Karl,Diamantidis, George,France, Dennis,Green, Michael A.,Howell, Kobporn Lulu,Kashi, Rina,Kwon, Paul,Lassota, Peter,Martin, Mary S.,Mou, Yin,Perez, Lawrence B.,Sharma, Sushil,Smith, Troy,Sorensen, Eric,Taplin, Francis,Trogani, Nancy,Versace, Richard,Walker, Heather,Weltchek-Engler, Susan,Wood, Alexander,Wu, Arthur,Atadja, Peter

, p. 4609 - 4624 (2007/10/03)

A series of N-hydroxy-3-phenyl-2-propenamides were prepared as novel inhibitors of human histone deacetylase (HDAC). These compounds were potent enzyme inhibitors, having IC50s 50 750 nM were tested for maximum tolerated dose (MTD) and for efficacy in the HCT116 human colon tumor xenograft assay. Four compounds having an MTD ≥ 100 mg/kg were selected for dose-response studies in the HCT116 xenograft model. One compound, 9 (NVP-LAQ824), had significant dose-related activity in the HCT116 colon and A549 lung tumor models, high MTD, and low gross toxicity. On the basis, in part, of these properties, 9 has entered human clinical trials in 2002.

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