404951-55-9

Basic information

• Product Name: 2-Propenoic acid, 3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, methyl ester, (2E)-
• CAS NO: 404951-55-9
• Molecular Formula: C21H22N2O2
• Molecular Weight: 334.418
• Mol File: 404951-55-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, methyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, methyl ester, (2E)-(404951-55-9)
• EPA Substance Registry System: 2-Propenoic acid, 3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-, methyl ester, (2E)-(404951-55-9)

Safety Data

• Hazardous Substances Data: 404951-55-9(Hazardous Substances Data)

Upstream product

• 61-54-1 tryptamine 
• 7560-50-1 methyl (2E)-3-(4-formylphenyl)acrylate 

Downstream Products

• 619325-16-5 (E)-3-(4-[[[2-(1H-indol-3-yl)ethyl](tetrahydro-2H-pyran-4-yl)amino]methyl]phenyl)-2-propenoic acid methyl ester 
• 1312891-42-1 (E)-N-hydroxy-3-(4-{[[2-(1H-indol-3-yl)ethyl]-(3,3,3-trifluoropropyl)amino]methyl}phenyl)acrylamide 
• 1312891-40-9 (E)-N-hydroxy-3-(4-{[[2-(1H-indol-3-yl)ethyl]-(2,2,2-trifluoroethyl)amino]methyl}phenyl)acrylamide 
• 1312891-76-1 (E)-3-(4-{[[2-(1H-indol-3-yl)ethyl]-(3,3,3-trifluoropropyl)amino]methyl}phenyl)acrylic acid methyl ester 
• 1312891-74-9 (E)-3-(4-{[[2-(1H-indol-3-yl)ethyl]-(2,2,2-trifluoroethyl)amino]methyl}phenyl)acrylic acid methyl ester 
• 1268716-58-0 (E)-3-[4-(1,1-dimethyl-1,3,4,9-tetrahydro-beta-carbolin-2-ylmethyl)-phenyl]-acrylic acid methyl ester 

Relevant articles and documents

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

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

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.

INHIBITORS OF HISTONE DEACETYLASE

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.