29705-80-4

Basic information

• Product Name: 1-(4-methoxyphenyl)-2-(methylamino)ethanone hydrochloride
• Synonyms: 1-(4-methoxyphenyl)-2-(methylamino)ethanone hydrochloride;1 -(4-Methoxyphenyl)-2-(methylamino)ethanone
• CAS NO: 29705-80-4
• Molecular Formula: C₁₀H₁₃NO₂*ClH
• Molecular Weight: 179.22
• Mol File: 29705-80-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-methoxyphenyl)-2-(methylamino)ethanone hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxyphenyl)-2-(methylamino)ethanone hydrochloride(29705-80-4)
• EPA Substance Registry System: 1-(4-methoxyphenyl)-2-(methylamino)ethanone hydrochloride(29705-80-4)

Safety Data

• Hazardous Substances Data: 29705-80-4(Hazardous Substances Data)

Usage

Preparation

A solution of a-bromo-4-methoxyacetophenone in acetonitrile was added to a solution of dimethylamine (8 M solution in ethanol) in acetonitrile at 0°. The solution was stirred at 0° for 5 min. Ether was added and the resulting precipitate after drying, was dissolved in ether and 1 M hydrogen chloride in ether was added at 0°.

Upstream product

• 74-89-5 methylamine 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 99-93-4 4-Hydroxyacetophenone 
• 91-16-7 1,2-dimethoxybenzene 
• 25808-30-4 2-(methylamino)acetonitrile hydrochloride 

Downstream Products

• 35803-88-4 N-Methyl-4-methoxyphenylethylamine hydrochloride 
• 13078-76-7 <2-(3,4-dimethoxyphenyl)ethyl>methylamine hydrochloride 
• 190377-15-2 4-(4-methoxyphenyl)-1-methyl-1H-imidazol-2-ylamine 

Relevant articles and documents

COMPOSITIONS AND METHODS COMPRISING SUBSTITUTED 2-AMINOIMIDAZOLES

The present invention presents 2-(acylamino)imidazoles with therapeutic activity, including selective activity against cancer cells, and compositions comprising them. Methods of using and preparing the 2-(acylamino)imidazoles are also presented.

First discovery of polycarpine, polycarpaurines A and C, and their derivatives as novel antiviral and antiphytopathogenic fungus agents

Marine natural products polycarpine, polycarpaurines A and C, and their derivatives were designed, synthesized, and characterized on the basis of 1H NMR and mass spectroscopy. The antiviral and antiphytopathogenic fungus activities of these alkaloids were first evaluated. Polycarpine derivative 1g displayed excellent in vivo antiviral activity against TMV (inactivation inhibitory effect, 57%/500 μg mL-1 and 19%/100 μg mL-1; curative inhibitory effect, 62%/500 μg mL-1 and 23%/100 μg mL-1; and protection inhibitory effect, 56%/500 μg mL-1 and 29%/100 μg mL-1), which is evidently higher than the activity of ribavirin (inactivation inhibitory effect, 37%/500 μg mL-1 and 9%/100 μg mL-1; curative inhibitory effect, 36%/500 μg mL-1 and 13%/100 μg mL-1; and protection inhibitory effect, 39%/500 μg mL-1 and 17%/100 μg mL-1), thus emerging as a new lead compound for antiviral research against TMV. Fungicidal testing in vitro showed that most of the compounds displayed good fungicidal activity against plant pathogenic fungi. Further in vivo fungicidal testing indicated that compounds 6a, 6f, and 8a-c displayed good fungicidal activity. Current results provide support for the development of polycarpine alkaloids as novel agrochemicals.

Synthesis of polycarpine, a cytotoxic sulfur-containing alkaloid from the ascidian Polycarpa Aurata, and related compounds

Polycarpine 1, a highly cytotoxic marine natural product, has been synthesized in three steps from p-methoxyphenacyl bromide 4 in 57% overall yield. The key reaction for construction of the symmetrically substituted disulfide linkage of polycarpine is the treatment of 2-amino-4-(4-methoxyphenyl)-1-methylimidazole 17 with S2Cl2 in acetic acid. In a similar way ten related compounds, including three thiazole analogues, have been prepared. Most of them exhibit high cytotoxic activities against an array of human cancer cell lines.