3117-67-7

Basic information

• Product Name: 2-{[(E)-(4-methoxyphenyl)methylidene]amino}phenol
• CAS NO: 3117-67-7
• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.2585
• Mol File: 3117-67-7.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 407.1°C at 760 mmHg
• Flash Point: 200°C
• Density: 1.08g/cm³
• Vapor Pressure: 3.28E-07mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: 2-{[(E)-(4-methoxyphenyl)methylidene]amino}phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{[(E)-(4-methoxyphenyl)methylidene]amino}phenol(3117-67-7)
• EPA Substance Registry System: 2-{[(E)-(4-methoxyphenyl)methylidene]amino}phenol(3117-67-7)

Safety Data

• Hazardous Substances Data: 3117-67-7(Hazardous Substances Data)

Usage

General Description

The chemical 2-{[(E)-(4-methoxyphenyl)methylidene]amino}phenol, also known as Mebendazole, is a synthetic benzimidazole compound with anthelmintic properties. It is commonly used as a treatment for parasitic worm infections in humans and animals. Mebendazole works by inhibiting the formation of microtubules in the worms, resulting in disruption of their normal cellular function and eventually leading to their death. It is considered a broad-spectrum anthelmintic, meaning it is effective against various types of parasitic worms including roundworms, whipworms, and hookworms. Mebendazole is typically administered orally and has been widely used as a safe and effective treatment for parasitic infections for many years.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 95-55-6 2-amino-phenol 
• 1624-53-9 2-(benzylideneamino)phenol 
• 117649-25-9 2-(4-nitro-benzylidenamino)-phenol 
• 1707159-25-8 2-(4-cyanobenzylideneamino)phenol 
• 1761-56-4 2-[[(2-hydroxyphenyl)imino]methyl]phenol 
• 1624-49-3 2-(4-dimethylamino-benzylidenamino)-phenol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 35388-38-6 2-(4-methoxyphenyl)-1-nitro-1-ethoxycarbonylethene 

Downstream Products

• 838-34-6 2-(p-methoxyphenyl)benzoxazole 
• 3117-67-7 cis-N-(p-Methoxybenzylidene)-o-aminophenol 
• 673435-36-4 2-(4-Methoxy-phenyl)-2,3-dihydro-benzooxazole 
• 85054-00-8 C₁₇H₁₃NO₄ 
• 909554-11-6 (N-(2'-hydroxyphenyl)-4-methoxybenzaldimine(-2H))(triphenylphosphine)2RhCl 

Relevant articles and documents

A DFT and experimental study of the spectroscopic and hydrolytic degradation behaviour of some benzylideneanilines

The spectroscopic and hydrolytic degradation behaviour of some N-benzylideneanilines are investigated experimentally and theoretically via high quality density function theoretical (DFT) modelling techniques. Their absorption and vibrational spectra, accurately predicted by DFT calculations, are highly dependent on the nature of the substituents on the aromatic rings, hence, though some of their spectroscopic features are similar, energetic differences exist due to differences in their electronic structures. Whereas the o-hydroxy aniline derived adducts undergo hydrolysis via two pathways, the most energetically economical of which is initiated by a fast enthalpy driven hydration, over a conservative free energy (ΔG?) barrier of 53 kJ mol?1, prior to the rate limiting entropy controlled lysis step which occurs via a conservative barrier of ca.132 kJ mol?1, all other compounds hydrolyse via a slower two-step pathway, limited by the hydration step. Barriers heights for both pathways are controlled primarily by the structure and hence, stability of the transition states, all of which are cyclic for both pathways.

Hemoglobin: A New Biocatalyst for the Synthesis of 2-substituted Benzoxazoles via Oxidative Cyclization

Efficient and mild synthesis of a series of 2-substituted benzoxazoles via oxidative cyclization catalyzed by hemoglobins reported here for the first time. Satisfactory yields (84 %–97 %) and mild reaction conditions make this method highly viable for practical applications.

Enantioselective Strecker and Allylation Reactions with Aldimines Catalyzed by Chiral Oxazaborolidinium Ions

Chiral oxazaborolidinium ion (COBI)-catalyzed enantioselective nucleophilic addition reactions of aldimines using tributyltin cyanide and allyltributylstannane have been developed. Various α-aminonitriles and homoallylic amines were synthesized in high yi