77237-89-9

Basic information

• Product Name: N-DECYL ACRYLAMIDE
• Synonyms: N-DECYL ACRYLAMIDE;N-Decylpropenamide
• CAS NO: 77237-89-9
• Molecular Formula: C₁₃H₂₅NO
• Molecular Weight: 211.34
• EINECS: 278-644-9
• Product Categories: monomer
• Mol File: 77237-89-9.mol

Chemical Properties

• Boiling Point: 344.6°Cat760mmHg
• Flash Point: 208.9°C
• Appearance: /
• Density: 0.865g/cm³
• Vapor Pressure: 6.51E-05mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: N-DECYL ACRYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-DECYL ACRYLAMIDE(77237-89-9)
• EPA Substance Registry System: N-DECYL ACRYLAMIDE(77237-89-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 77237-89-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H25NO/c1-3-5-6-7-8-9-10-11-12-14-13(15)4-2/h4H,2-3,5-12H2,1H3,(H,14,15)

Upstream product

• 2016-57-1 1-aminodecane 
• 814-68-6 acryloyl chloride 
• 107-13-1 acrylonitrile 
• 2050-77-3 Iododecane 
• 79-10-7 acrylic acid 

Downstream Products

• 103297-82-1 4-aza-4-n-decyl-2-(4-nitrophenyl)-1,6-heptadiene-3,5-dione 

Relevant articles and documents

RAFT polymerization and self-assembly of thermoresponsive poly(N-decylacrylamide-b-N,N-diethylacrylamide) block copolymers bearing a phenanthrene fluorescent α-end group

Phenanthrene α-end-labeled poly(N-decylacrylamide-b-N,N-diethylacrylamide) (PDcAn-b-PDEAm) block copolymers consisting in a highly hydrophobic block (n = 11) and a thermoresponsive block with variable length (79 ≤ m ≤ 468) were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization. A new phenanthrene-labeled chain transfer agent (CTA) was synthesized and used to control the RAFT polymerization of a hydrophobic acrylamide derivative, N-decylacrylamide (DcA). This first block was further used as macroCTA to polymerize N,N-diethylacrylamide (DEA) in order to prepare diblock copolymers with the same hydrophobic block of PDcA (number average molecular weight: Mn = 2720 g mol-1, polydispersity index: Mw/Mn = 1.13) and various PDEA blocks of several lengths (Mn = 10,000-60,000 g mol-1) with a very high blocking efficiency. The resulting copolymers self-assemble in water forming thermoresponsive micelles. The critical micelle concentration (CMC) was determined using Fo?rster resonance energy transfer (FRET) between phenanthrene linked at the end of the PDcA block and anthracene added to the solution at a low concentration (10-5 M), based on the fact that energy transfer only occurs when phenanthrene and anthracene are located in the core of the micelle. The CMC (～2 μM) was obtained at the polymer concentration where the anthracene fluorescence intensity starts to increase. The size of the polymer micelles decreases with temperature increase around the lower critical solution temperature of PDEA in water (LCST ～ 32 °C) owing to the thermoresponsiveness of the PDEA shell.

1H NMR Investigations of the Interactions between Anionic Surfactants and Hydrophobically Modified Poly(acrylamide)s

The binding of alkylbenzenesulfonates to various hydrophobically modified poly(acrylamide)s which differ in the degree of hydrophobe modification has been studied by 1H NMR.The extent of surfactant binding to copolymer, as evidenced by the change in chemical shift and line broadening, was found to be dependent on the degree of hydrophobic substitution.No evidence for surfactant binding was found in the unmodified poly(acrylamide).The exchange of the free surfactant between two sites, one corresponding to the free surfactant and the other corresponding to surfactant bound to copolymer, was found to be fast on the 1H NMR chemical shift time scale.The changes in line shape of certain peaks in the 1H NMR spectrum of the surfactant were attributed to restricted rotation of the aromatic ring of the surfactant as a result of binding to the copolymer.

Alkyl perchlorates in the Ritter-type reaction. Synthesis of N-alkylamides

The Ritter-type reaction of alkyl perchlorates with nitriles of various structures was systematically studied. The reaction has a wide scope and proceeds under extremely mild conditions without any catalysts or special activation of reagents. A structural diversity of the obtained by the Ritter-type reaction N-alkyl amides bearing small ring, double bonds, additional functional groups, aromatic and adamantane fragments, was demonstrated.

COMPOSITONS AND METHODS FOR MODULATING UBA5

Disclosed herein, inter alia, are compositions and methods useful for inhibiting ubiquitin-like modifier activating enzyme 5.

COMPOSITIONS AND METHODS FOR INHIBITING RETICULON 4

Disclosed herein, inter alia, are compositions and methods useful for inhibiting reticulon 4(RTN4).

COMPOSITIONS AND METHODS FOR MODULATING PPP2R1A

Disclosed herein, inter alia, are compositions and methods useful for modulating PPP2R1 A and for the treatment of cancer.

Chemoproteomics-enabled covalent ligand screen reveals a cysteine hotspot in reticulon 4 that impairs ER morphology and cancer pathogenicity

Chemical genetics has arisen as a powerful approach for identifying novel anti-cancer agents. However, a major bottleneck of this approach is identifying the targets of lead compounds that arise from screens. Here, we coupled the synthesis and screening of fragment-based cysteine-reactive covalent ligands with activity-based protein profiling (ABPP) chemoproteomic approaches to identify compounds that impair colorectal cancer pathogenicity and map the druggable hotspots targeted by these hits. Through this coupled approach, we discovered a cysteine-reactive acrylamide DKM 3-30 that significantly impaired colorectal cancer cell pathogenicity through targeting C1101 on reticulon 4 (RTN4). While little is known about the role of RTN4 in colorectal cancer, this protein has been established as a critical mediator of endoplasmic reticulum tubular network formation. We show here that covalent modification of C1101 on RTN4 by DKM 3-30 or genetic knockdown of RTN4 impairs endoplasmic reticulum and nuclear envelope morphology as well as colorectal cancer pathogenicity. We thus put forth RTN4 as a potential novel colorectal cancer therapeutic target and reveal a unique druggable hotspot within RTN4 that can be targeted by covalent ligands to impair colorectal cancer pathogenicity. Our results underscore the utility of coupling the screening of fragment-based covalent ligands with isoTOP-ABPP platforms for mining the proteome for novel druggable nodes that can be targeted for cancer therapy.

MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE

PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

The phosphazo route to 2-alkenamides from acrylic acid and its derivatives

2-Alkenamides are formed in good isolated yields (generally up to 70%) by the reaction of in situ-generated phosphazo compounds issued from aliphatic, alicyclic and aromatic primary amines, with acrylic acid and its derivatives.