5813-86-5

Basic information

• Product Name: 3-METHOXYBENZAMIDE
• Synonyms: 3-methoxy-benzamid;Benzamide, 3-methoxy-;M-ANISAMIDE;3-ANISAMIDE;3-METHOXYBENZAMIDE;M-METHOXYBENZAMIDE
• CAS NO: 5813-86-5
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 227-379-7
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 5813-86-5.mol
• Article Data: 69

Chemical Properties

• Melting Point: 132.5-135.5 °C(lit.)
• Boiling Point: 280 °C at 760 mmHg
• Flash Point: 146.8 °C
• Appearance: /
• Density: 1.143 g/cm³
• Vapor Pressure: 0.00388mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.81±0.50(Predicted)
• Water Solubility: Soluble in water.
• BRN: 2206857
• CAS DataBase Reference: 3-METHOXYBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYBENZAMIDE(5813-86-5)
• EPA Substance Registry System: 3-METHOXYBENZAMIDE(5813-86-5)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• RTECS: CV5463333
• Hazardous Substances Data: 5813-86-5(Hazardous Substances Data)

Usage

Uses

3-Methoxybenzamide is act as an inhibitor of ADP-ribosyltransferase. It is also a weak inhibitor of the essential bacterial cell division protein FtsZ. Alkyl derivatives of 3-Methoxybenzamide are potent antistaphylococcal compounds with suboptimal drug-like properties.

Biological Activity

3-Methoxybenzamide (3-MBA), an inhibitor of ADP-ribosyltransferase (ADPRTs) and PARP, inhibits cell division in Bacillus subtilis, leading to filamentation and eventually lysis of cells. 3-Methoxybenzamide (3-MBA) enhances in vitro plant growth, microtuberization, and transformation efficiency of blue potato (Solanum tuberosum L. subsp. andigenum).

InChI:InChI=1/C8H9NO2/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3,(H2,9,10)

Upstream product

• 33341-67-2 N-Chlor-3-methoxy-benzamid 
• 2398-37-0 3-methoxyphenyl bromide 
• 92849-70-2 3-methoxy-N-phenylbenzimidamide 
• 100-51-6 benzyl alcohol 
• 19924-43-7 3-methoxyphenylacetonitrile 
• 766-85-8 3-methoxy-1-iodobenzene 
• 201230-82-2 carbon monoxide 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 586-38-9 3-Methoxybenzoic acid 
• 591-31-1 3-methoxy-benzaldehyde 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 5071-96-5 3-METHOXYBENZYLAMINE 
• 6971-51-3 3-methoxybenzyl alcohol 
• 38489-80-4 3-methoxybenzaldehyde oxime 

Downstream Products

• 117721-01-4 cyclohexane spiro-2 oxa-3 (m-methoxyphenyl)-4 aza-5 bicyclo <4.4.0> decadiene-1(6),4 
• 6136-67-0 3-methoxybenzophenone 
• 1424328-62-0 C₉H₇NO₂S₂ 
• 52059-62-8 HT₁₀₅₄ 
• 349110-68-5 N-cyclohexyl-3-methoxybenzamide 
• 940303-61-7 2-(3-methoxyphenyl)-4-methyloxazole 
• 365427-22-1 methyl 3-(4-ethyl-1,3-oxazol-2-yl)phenyl ether 
• 57764-65-5 2-(3-methoxy-phenyl)-oxazol-4-one 
• 57764-74-6 7b-(3-methoxy-phenyl)-(4ar,7ac,7bξ)-7a,7b-dihydro-4aH-furo[3',2':3,4]azeto[2,1-b]oxazol-3-one 
• 57764-73-5 6,6-dimethoxy-5-(3-methoxy-phenyl)-4-oxa-1-aza-bicyclo[3.2.0]heptan-2-one 
• 959922-04-4 N-(3-methoxyphenylmethyl)carbamic acid ethyl ester 
• 859995-51-0 1-(3-hydroxy-phenyl)-nonan-1-one 
• 778630-63-0 1-(3-hydroxy-phenyl)-octan-1-one 

Relevant articles and documents

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

Nano-construction of CuO nanorods decorated with g-C3N4 nanosheets (CuO/g-C3N4-NS) as a superb colloidal nanocatalyst for liquid phase C[sbnd]H conversion of aldehydes to amides

Herein, we describe an intelligent strategy to fabricate nanosheets of graphitic carbon nitride (g-C3N4) decorated with nanorods copper oxide (CuO NRs). Then, the catalytic activity of CuONRs/g-C3N4-NS was developed for the synthesis of primary amides in water. The morphology of CuO and its synergetics effect with nanosheets g-C3N4 a major role in the yield of products. Furthermore, hydroxylamine hydrochloride (NH2OH·HCl) due to availability and affordability was used as a suitable substitute for ammonia source. The findings demonstrate that this layer nanostructure is a superb catalyst for converting various derivatives of aldehyde to their corresponding amides. The current protocol can be useful criterion in the synthesis and stabilization of metal oxides and provides new insight in organic transformation.

Base-Mediated Amination of Alcohols Using Amidines

Novel and efficient base-mediated N-alkylation and amidation of amidines with alcohols have been developed, which can be carried out in one-pot reaction conditions, which allows for the synthesis of a wide range of N-alkyl amines and free amides in good to excellent yields with high atom economy. In contrast to borrowing hydrogen/hydrogen autotransfer or oxidative-type N-alkylation reactions, in which alcohols are activated by transition-metal-catalyzed or oxidative aerobic dehydrogenation, the use of amidines provides an effective surrogate of amines. This circumvents the inherent necessity in N-alkylation of an oxidant or a catalyst to be stabilized by ligands.