5263-58-1

Basic information

• Product Name: Benzeneethanamine, N-2-propenyl-
• CAS NO: 5263-58-1
• Molecular Formula: C11H15N
• Molecular Weight: 161.247
• Mol File: 5263-58-1.mol

Chemical Properties

• CAS DataBase Reference: Benzeneethanamine, N-2-propenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneethanamine, N-2-propenyl-(5263-58-1)
• EPA Substance Registry System: Benzeneethanamine, N-2-propenyl-(5263-58-1)

Safety Data

• Hazardous Substances Data: 5263-58-1(Hazardous Substances Data)

Upstream product

• 103-63-9 1-phenyl-2-bromoethane 
• 107-11-9 1-amino-2-propene 
• 64-04-0 phenethylamine 
• 106-95-6 allyl bromide 
• 74974-19-9 benzylmethyleneimine 
• 10017-11-5 allylammonium chloride 
• 105824-25-7 C₁₁H₁₃N 
• 6125-24-2 2-Phenylnitroethane 
• 591-87-7 Allyl acetate 
• 6728-21-8 allyl mesylate 
• 70867-37-7 1-(allyloxycarbonyl)phenethylamine 
• 4383-22-6 Allylbenzylamine 
• 23696-40-4 trimethylstannylmethyl iodide 

Downstream Products

• 10135-23-6 N-(2-phenylethyl)pyrrolidin-2-one 
• 87463-22-7 N-Allyl-N-(2-phenylethyl)-3(E),5-hexadienamide 
• 64-04-0 phenethylamine 
• 1276126-38-5 C₁₈H₂₃NO₃ 
• 1276126-48-7 C₁₆H₁₉NO₃ 
• 798542-77-5 N-hydroxy-3-(2-oxo-1-phenethyl-2,5-dihydro-1H-pyrrol-3-yl)-propionamide 

Relevant articles and documents

Direct Reductive N-Functionalization of Aliphatic Nitro Compounds

The first general protocol for the direct reductive N-functionalization of aliphatic nitro compounds is presented. The nitro group is partially reduced to a nitrenoid, with a mild and readily available combination of B2pin2 and zinc organyls. Thereby, the formation of an unstable nitroso intermediate is avoided, which has so far severely limited reductive transformations of aliphatic nitro compounds. The reaction is concluded by an electrophilic amination of zinc organyls.

Synthesis of Cyclic Guanidines via Silver-Catalyzed Intramolecular Alkene Hydroamination Reactions of N-Allylguanidines

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PRODUCTION METHOD FOR 2-ALKENYLAMINE COMPOUND

Provided is a method for producing a 2-alkenylamine compound efficiently and at low cost, using a primary or secondary amine compound and a 2-alkenyl compound as the starting materials therefor. The 2-alkenyleamine compound is produced by 2-alkenylating a primary or secondary amine compound, using a specified 2-alkenylating agent and in the presence of a catalyst comprising a complexing agent and a transition metal precursor stabilized by a monovalent anionic five-membered conjugated diene.

PRODUCTION METHOD FOR 2-ALKENYLAMINE COMPOUND

Provided is a method for producing a 2-alkenylamine compound efficiently and at low cost, using a primary or secondary amine compound and a 2-alkenyl compound as the starting materials therefor. The 2-alkenylamine compound is produced by adding Bronsted acid when 2-alkenylating by reacting the primary or secondary amine compound with the 2-alkenyl compound, and 2-alkenylating in the presence of a catalyst comprising a complexing agent and a transition metal precursor stabilized by a monovalent anionic five-membered conjugated diene.

Tandem ring-closing metathesis/isomerization reactions for the total synthesis of violacein

A series of 5-substituted 2-pyrrolidinones was synthesized through a one-pot ruthenium alkylidene-catalyzed tandem RCM/isomerization/nucleophilic addition sequence. The intermediates resulting from RCM/isomerization showed reactivity toward electrophiles in aldol condensation reactions which provided a new entry for the total synthesis of the antileukemic natural product violacein.

Structure and property based design, synthesis and biological evaluation of γ-lactam based HDAC inhibitors: Part II

Histone deacetylases (HDACs) are involved in post-translational modification and epi-genetic expression, and have been the intriguing targets for treatment of cancer. In previous study, we reported synthesis and the biological preliminary results of γ-lactam based HDAC inhibitors. Based on the previous results, smaller γ-lactam core HDAC inhibitors are more active than the corresponding series of larger δ-lactam based analogues and the hydrophobic and bulky cap groups are required for better potency which decreased microsomal stability. Thus, γ-lactam analogues with methoxy, trifluoromethyl groups of ortho-, meta-, para-positions of cap group were prepared and evaluated their biological potency. Among them, trifluoromethyl analogues, which have larger lipophilicity, showed better HDAC inhibitory activity than other analogues. In overall, lipophilicity leads to increase hydrophobic interaction between surface of HDAC active site and HDAC inhibitor, improves HDAC inhibitory activity.

General route for the preparation of diverse 17-membered macrocycles based on RCM and examination of the E/Z selectivity

(Chemical Equation Presented) A convergent, general synthetic route to 17-membered macrocycles was developed to support biological evaluation and structure-activity relationship (SAR) studies during phenotypic screening for immunology targets. A series of amide coupling reactions led to a ring-closing metathesis (RCM) precursor that was cyclized using Grubbs' catalysts. It was found that the reaction formed the macrocyclic products in a 3:1 ratio of E/Z isomers. Moreover, it was shown that a number of similarly substituted RCM precursors undergo cyclization to produce the geometric E/Z isomers in roughly the same 3:1 ratio. The remarkable independence of the E/Z outcome from the substitution pattern of the RCM precursor makes this synthetic approach generally applicable. Separation of the E/Z isomers was achieved by preparative high-performance liquid chromatography and allowed biological profiling of the geometric isomers. Reactive groups in the macrocycle were utilized for late-stage modifications in the fashion of diversity-orientated synthesis (DOS), yielding analogs for SAR studies. Copyright Rigel Pharmaceuticals, Inc.

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