57625-28-2

Usage

General Description

2-Propenamide, N,N-bis(phenylmethyl)-, also known as N,N'-methylenebisacrylamide, is a chemical compound commonly used in various industries including cosmetics, adhesives, and pharmaceuticals. It is a colorless crystalline solid with a faint odor, and it is highly soluble in water. N,N'-methylenebisacrylamide is primarily used as a cross-linking agent in the production of polymers and gels, as it helps to form strong and durable bonds between polymer chains. It is also utilized in the manufacturing of contact lenses, dental materials, and tissue adhesives. However, it is important to handle this chemical with care, as it can be an irritant to the skin, eyes, and respiratory tract, and is considered to be a potential human carcinogen.

Upstream product

• 814-68-6 acryloyl chloride 
• 103-49-1 dibenzylamine 
• 123-75-1 pyrrolidine 
• 50-00-0 formaldehyd 
• 147-85-3 L-proline 
• 110-89-4 piperidine 
• 110-91-8 morpholine 
• 124-40-3 dimethyl amine 
• 79-10-7 acrylic acid 

Downstream Products

• 1510826-46-6 2-(9-(2-chlorobenzyl)-9H-purin-6-yl)-N,N-dibenzyl-4-phenylbutanamide 
• 1510826-45-5 N,N-dibenzyl-2-(9-phenethyl-9H-purin-6-yl)-4-phenylbutanamide 
• 1510826-44-4 N,N-dibenzyl-2-(9-cyclopentyl-9H-purin-6-yl)-4-phenylbutanamide 
• 1510826-43-3 N,N-dibenzyl-2-(9-butyl-9H-purin-6-yl)-4-phenylbutanamide 
• 1510826-42-2 N,N-Dibenzyl-2-(9-ethyl-9H-purin-6-yl)-4-phenylbutanamide 
• 1510826-41-1 N,N-dibenzyl-2-(9-methyl-9H-purin-6-yl)-4-phenylbutanamide 
• 1510826-52-4 N,N-dibenzyl-2-(9-benzyl-9H-purin-6-yl)-4-(4-(trifluoromethyl)phenyl)butanamide 
• 1510826-51-3 N,N-dibenzyl-2-(9-benzyl-9H-purin-6-yl)-4-(3-chlorophenyl)butanamide 

Relevant academic research and scientific papers

Adhesive composition

PROBLEM TO BE SOLVED: To provide an adhesive composition having excellent adhesion to a cycloolefin resin or the like. SOLUTION: An adhesive composition of the present invention comprises a polymer having a repeating unit derived from a polymerizable comp

Asymmetric Allylation Catalyzed by Chiral Phosphoric Acids: Stereoselective Synthesis of Tertiary Alcohols and a Reagent-Based Switch in Stereopreference

The substrate scope of the asymmetric allylation with zinc organyls catalyzed by 3,3-bis(2,4,6-triisopropylphenyl)-1,1-binaphthyl-2,2-diyl hydrogenphosphate (TRIP) has been extended to non-cyclic ester organozinc reagents and ketones. Tertiary chiral alcohols are obtained with ee's up to 94% and two stereogenic centers can be created. Compared to the previous lactone reagent the stereopreference switches almost completely, proving the fact that the nature of the organometallic compound is of immense importance for the asymmetry of the product. (Figure presented.).

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).

Iridium-Catalyzed Asymmetric Hydroalkenylation of Norbornene Derivatives

Transition-metal-catalyzed asymmetric hydroalkenylation of alkenes provides an atom-economical method to build molecular complexity from easily available materials. Herein we report an iridium-catalyzed asymmetric hydroalkenylation of unconjugated alkenes with acrylamides and acrylates. The catalytic hydroalkenylation of norbornene derivatives occurred to form products with allylic stereocenters with high chemo-, regio-, and stereoselectivities. DFT calculations revealed that the migratory insertion is irreversible and the enantiodetermination step.

Synthesis of Acrylamides via the Doebner-Knoevenagel Condensation

A selective synthesis of acrylamides had been developed using the Doebner-Knoevenagel condensation. The reaction occurs under mild conditions at ambient temperatures, tolerates a wide array of functional groups, and affords the E-isomer with high selectivity. The reported method expands the scope of this classic reaction to a class of industrially important products and as well as to the use of aliphatic aldehydes. An organocatalytic mechanism has been proposed, and the ability to scale the process has been demonstrated.

Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages

The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

METHODS FOR THE SYNTHESIS OF CERAGENINS

Disclosed herein are methods of making ceragnenin compounds for treating, preventing, or diagnosing diseases, disorders, or conditions associated with bacterial or viral infections, cancer, inflammation, and osteogenesis. Ceragenin compounds display broad-spectrum antibacterial activity utilizing a mode of action similar to antimicrobial peptides, but without the high synthesis costs and susceptibility to proteolytic degradation. Ceragenin compounds reproduce the amphiphilic morphology found in many antimicrobial peptides and display potent and diverse biological activities, including anti-bacterial, anti-cancer, anti-inflammatory, bone growth promotion, and wound healing promotion.

Convenient synthesis of various substituted homotaurines from alk-2-enamides

Various substituted homotaurines (=3-aminopropane-1-sulfonic acids) 6 were readily synthesized in satisfactory to good yields via the Michael addition of thioacetic acid to alk-2-enamides 3 (→4), followed by LiAlH4 reduction (→5) and performic acid oxidation (Scheme 1). The configuration of 'anti'-disubstituted homotaurine 'anti'-6h was deduced from the 3-(acetylthio)alkanamide (=S-(3-amino-1,2-dimethyl-3-oxopropyl) ethanethioate)'anti'-4h formed in the Michael addition, which was identified via the Karplus equation analysis, and confirmed by X-ray diffraction analysis. The current route is an efficient method to synthesize diverse substituted homotaurines, including 1-, 2-, and N-monosubstituted, as well as 1,2-, 1,N-, 2,N-, and N,N-disubstituted homotaurines (Table). Copyright

One-pot condensation-oxidation of glyoxamide with 1,2-diamines providing imidazolines and benzimidazoles

A novel method for the preparation of imidazolines and benzimidazoles bearing an amide at the 2-position, is described. The reactions of the glyoxamide with aliphatic and aromatic 1,2-diamines were found to form five-membered imidazolines and benzimidazoles by a one-pot condensation-oxidation procedure.

Synthesis and circular dichroism spectroscopic investigations of oligomeric β-peptoids with α-chiral side chains

Biomimetic oligomers are of large interest both as targets for combinatorial and parallel synthetic efforts and as foldamers. For example, shorter peptoid derivatives of β-peptides, i.e., oligo-N-substituted β-Ala, have been described as potential lead st