221539-30-6

Basic information

• Product Name: 2-AMINO-N-(4-METHOXYBENZYL)BENZAMIDE
• Synonyms: 2-AMINO-N-(4-METHOXYBENZYL)BENZAMIDE
• CAS NO: 221539-30-6
• Molecular Formula: C₁₅H₁₆N₂O₂
• Molecular Weight: 256.3
• Mol File: 221539-30-6.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-AMINO-N-(4-METHOXYBENZYL)BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-N-(4-METHOXYBENZYL)BENZAMIDE(221539-30-6)
• EPA Substance Registry System: 2-AMINO-N-(4-METHOXYBENZYL)BENZAMIDE(221539-30-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 221539-30-6(Hazardous Substances Data)

Usage

Chemical class

benzamide derivative

Substituents

amino group, methoxybenzyl group

Potential applications

pharmaceutical research, drug development

Biological activity

due to amino and methoxy groups

Structure

potential candidate for medicinal or biochemical agent

Organic synthesis

useful for various chemical reactions in laboratory settings

Upstream product

• 5344-90-1 2-Aminobenzyl alcohol 
• 2393-23-9 4-methoxy-benzylamine 
• 118-48-9 isatoic anhydride 

Downstream Products

• 1446789-94-1 3-(4-methoxybenzyl)-2-(isopropylamino)quinazolin-4(3H)-one 
• 221539-62-4 3-(4-methoxybenzyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline 
• 939966-50-4 3-(4-methoxybenzyl)-2-phenyl-(3H)-quinazolin-4-one 
• 1152-07-4 2-(4-methoxyphenyl)-3H-quinazolin-4-one 
• 141305-99-9 3-(4-methoxybenzyl)quinazolin-4(3H)-one 
• 929843-17-4 3-(4-methoxybenzyl)-2,3-dihydro-2-(4-methoxyphenyl)quinazolin-4(1H)-one 

Relevant articles and documents

A highly efficient method for the synthesis of novel 1'H-spiro[indene-2,2'-quinazoline]-1,3,4'(3'H)-trione derivatives

A series of novel ninhydrin-derived spiro-quinazolinone derivatives in moderate to good yields have been synthesised through a ferric chloride catalysed reaction in 1,2-dichloroethane.

Efficient one-pot tandem synthesis and cytotoxicity evaluation of 2,3-disubstituted quinazolin-4(3H)-one derivatives

Twenty 2,3-disubstituted quinazolin-4(3H)-one derivatives 1–20 were successfully synthesized in moderate to good yields (25–82%). Their syntheses were based on a one pot tandem ring opening procedure followed by iodine-catalyzed oxidative cyclization of isatoic anhydride with aldehydes, using water as the only solvent under both classical and microwave irradiation conditions. Cytotoxicity assays of the prepared compounds against three human cancer cell lines (HeLa, MCF-7, and A549) indicated that 2, 3, and 20 possessed moderate activities against MCF-7 cells (IC50 = 47.2 μM, 43.9 μM, and 44.9 μM, respectively). Good cytotoxic activities against A549 cells were observed for 3 and 8 with IC50 values of 30.7 μM and 29.8 μM, respectively, which were comparable to the positive control, 5-fluorouracil (5-FU, IC50 = 27.9 μM). Furthermore, compound 4 exhibited slightly stronger activity (IC50 = 23.6 μM) than the positive control 5-FU against the A549 cell line.

Sustainable methine sources for the synthesis of heterocycles under metal- and peroxide-free conditions

Alcohols and ethers were identified as sustainable methine sources for synthesizing quinazolinone and benzimidazole derivatives using a combination of TsOH·H2O/O2 and appropriate bis-nucleophiles for the first time. Deuterium labeling studies clearly proved that the C2 hydrogen of the synthesized heterocycles came from the methine source. These unique reaction conditions were successfully applied to the synthesis of echinozolinone (2e′), 2f′ (a common precursor of rutaecarpine and (±) evodiamine), and dimedazole (6d). Notable features of this method include its low toxicity, use of commercial feedstocks as substrates, low cost, broad functional group tolerance and suitability for a wide range of bis-nucleophilic starting materials.