135-45-5

Basic information

• Product Name: N-(2,5-DIMETHOXYPHENYL) BENZAMIDE
• Synonyms: N-(2,5-DIMETHOXYPHENYL) BENZAMIDE;2',5'-dimethoxybenzanilide
• CAS NO: 135-45-5
• Molecular Formula: C₁₅H₁₅NO₃
• Molecular Weight: 257.28
• EINECS: 205-192-1
• Mol File: 135-45-5.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 328.9°Cat760mmHg
• Flash Point: 152.7°C
• Appearance: /
• Density: 1.189g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(2,5-DIMETHOXYPHENYL) BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,5-DIMETHOXYPHENYL) BENZAMIDE(135-45-5)
• EPA Substance Registry System: N-(2,5-DIMETHOXYPHENYL) BENZAMIDE(135-45-5)

Safety Data

• Hazardous Substances Data: 135-45-5(Hazardous Substances Data)

Usage

Description

N-(2,5-DIMETHOXYPHENYL) BENZAMIDE is a chemical compound that belongs to the class of benzamides. It is characterized by a white to off-white solid appearance and is commonly utilized in research and manufacturing processes. N-(2,5-DIMETHOXYPHENYL) BENZAMIDE features a benzene ring connected to an amide functional group and a dimethoxyphenyl substituent, which may confer various properties and uses depending on the specific applications and synthesis methods.

Uses

Used in Pharmaceutical Industry:
N-(2,5-DIMETHOXYPHENYL) BENZAMIDE is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to interact with biological targets, potentially leading to the development of new therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, N-(2,5-DIMETHOXYPHENYL) BENZAMIDE is used as a precursor in the production of pesticides and other agrochemicals. Its chemical properties may contribute to the effectiveness of these products in controlling pests and diseases in agriculture.
Used in Material Sciences:
N-(2,5-DIMETHOXYPHENYL) BENZAMIDE also finds applications in material sciences, where it can be used to develop new materials with specific properties. Its amide and dimethoxyphenyl groups may influence the material's characteristics, such as solubility, stability, and reactivity, making it suitable for various applications in this field.

Upstream product

• 98-88-4 benzoyl chloride 
• 102-56-7 2,5-dimethoxyaniline 
• 591-50-4 iodobenzene 
• 3467-59-2 2,5-dimethoxyacetanilide 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 221541-73-7 N-(2,5-dimethoxyphenyl)thiobenzamide 
• 2100-42-7 2-chloro-1,4-dimethoxybenzene 
• 55-21-0 benzamide 

Downstream Products

• 116496-29-8 5-hydroxy-2-phenylbenzoxazole 
• 1616268-53-1 4-([1,4'-bipiperidin]-1'-ylmethyl)-2-phenylbenzo[d]oxazol-5-ol 
• 60890-09-7 2-benzamido-1,4-benzoquinone 
• 221541-78-2 N-(6-Bromo-4,7-dimethoxy-2-phenyl)benzothiazole 
• 221541-74-8 N-(4-bromo-2,5-dimethoxyphenyl)thiobenzamide 
• 221541-83-9 6-Bromo-4,7-dioxo-2-phenylbenzothiazole 
• 221541-76-0 4,7-dimethoxy-2-phenyl-1,3-benzothiazole 
• 221541-80-6 4,7-Dioxo-2-phenylbenzothiazole 
• 262436-51-1 N-[2,5-dimethoxy-4-(p-tolylsulfonylamino)phenyl]thiobenzamide 
• 262436-48-6 N-[2,5-Dimethoxy-4-(p-tolylsulfonylamino)phenyl]benzamide 

Relevant articles and documents

Unique ring expansion of a 6-3 bicyclic ring system forming a functionalized 7-membered ring accelerated by nitrogen functional groups

The treatment of (2-hydroxy-5-oxobicyclo [4.1.0] hept-3-en-3-yl) carbamic acid esters and (2-hydroxy-5-oxobicyclo [4.1.0] hept-3-en-3-yl) benzamide with TMSCl gave 7-membered ring compounds in good yields. The structure of the substituent at the C3 position of the cyclohexene ring is crucial for this ring expansion. The reaction mechanism is thought to involve the formation of a norcaradiene (bicyclo [4.1.0] hept-2,4-diene) structure and subsequent electrocyclic reaction.

Natural Abenquines and Their Synthetic Analogues Exert Algicidal Activity against Bloom-Forming Cyanobacteria

Abenquines are natural quinones, produced by some Streptomycetes, showing the ability to inhibit cyanobacterial growth in the 1 to 100 μM range. To further elucidate their biological significance, the synthesis of several analogues (4f-h, 5a-h) allowed us to identify some steric and electronic requirements for bioactivity. Replacing the acetyl by a benzoyl group in the quinone core and also changing the amino acid moiety with ethylpyrimidinyl or ethylpyrrolidinyl groups resulted in analogues 25-fold more potent than the natural abenquines. The two most effective analogues inhibited the proliferation of five cyanobacterial strains tested, with IC50 values ranging from 0.3 to 3 μM. These compounds may be useful leads for the development of an effective strategy for the control of cyanobacterial blooms.

Natural abenquines and synthetic analogues: Preliminary exploration of their cytotoxic activity

In this study, we explore the cytotoxic activity of four natural abenquines (2a–d) and fourteen synthetic analogues (2e–j and 3a–h) against a panel of six human cancer cell lines using a SRB assay. It was found that most of the compounds revealed higher levels of cytotoxic activities than naturally occurring abenquines. The analogues carrying ethylpyrrolidinyl and ethylpyrimidinyl with either an acetyl group (2?h–i) or a benzoyl group (3f–g), were the most potent against all human cancer cell lines and displayed EC50 between a range of 0.6–3.4?μM. Notably, of the compounds tested, compound 2i proved the most cytotoxic against both ovarian (A2780) and breast (MCF7) cells, showing EC50?=?0.6 and 0.8?μM respectively. Likewise, the analogues 2i, 3f and 3?g showed strong activity against cell HT29 with EC50?=?0.9?μM for these compounds.