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4-{[(E)-(4-methoxyphenyl)methylidene]amino}benzoic acid is a complex organic compound with the molecular formula C16H15NO4. It features a benzoic acid core, with an amino group attached to the 4-position. This amino group is further connected to a (4-methoxyphenyl)methylidene moiety, which is in the E configuration, indicating the geometric arrangement of the double bond. The compound is characterized by its potential pharmaceutical applications, particularly as an inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4), which plays a role in the regulation of glucose levels in the body. This makes it a candidate for the development of treatments for type 2 diabetes. The compound's structure and activity are of interest to researchers in the field of medicinal chemistry, as it represents a class of molecules that can modulate key biological processes.

4380-38-5

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4380-38-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4380-38-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,8 and 0 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4380-38:
(6*4)+(5*3)+(4*8)+(3*0)+(2*3)+(1*8)=85
85 % 10 = 5
So 4380-38-5 is a valid CAS Registry Number.

4380-38-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-[(4-methoxyphenyl)methylideneamino]benzoic acid

1.2 Other means of identification

Product number -
Other names 4-Anisylidenamino-benzoesaeure

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4380-38-5 SDS

4380-38-5Relevant academic research and scientific papers

Mechanochemistry in action: Exploitation of internal acid catalysis in Solvent-free synthesis of imines and evaluation of radical scavenging activities of imino derivatives

Sarma, Madhushree Das,Ghosh, Subhojit

, p. 345 - 349 (2021/02/02)

Mechanochemical protocol has been exploited to accomplish the synthesis of imino derivatives from aromatic amines with acidic functionalities and different aromatic aldehydes in excellent to nearly quantitative yields. Presence of acidic groups in the aromatic amines has been found to have profound influence on the course of the reaction. The prepared imines were screened for in vitro antioxidant activity using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical. Some of the prepared imino derivatives displayed good to moderate antioxidant property when compared with standard natural antioxidant (L-ascorbic acid).

Green synthesis of fluorescent Schiff bases: chemo-photophysical characterization, X-ray structures, and their bioimaging

Dias, H. V. R.,Xochicale-Santana, Leonardo,Gómez-Trevi?o, Alberto,Jiménez-Pérez, Víctor M.,López-Espejel, Margarita,Lara-Cerón, Jesús,Mu?oz-Flores, Blanca M.,Waksman, Noemí

supporting information, p. 17183 - 17189 (2021/10/04)

Fluorescence bioimaging technologies have become powerful tools to observe abnormalities in cells. Commercial biomarkers are available; however, there are disadvantages such as high isolation cost, low-temperature storage, photodegradation, and low yields

The effect of hydrogen bonding and azomethine group orientation on liquid crystal properties in benzylidene aniline compounds

Kshash, Abdullah Hussein

, p. 739 - 747 (2020/10/02)

This study examines the effects of substituents and hydrogen bonding, orientations of imine linkage on the behavior of benzylidene aniline compounds as liquid crystals (LC). Compounds 4-carboxy benzylidene-4-X-aniline (X = H, F, Cl, Br, CH3, OCH3) 1a-6a were synthesized by the reaction of aniline and its substituted derivatives with 4-formylbenzoic acid. Compounds 4-X-benzylidene-4-carboxy aniline (X = H, F, Cl, Br, CH3, OCH3) 1b-6b were synthesized by the reaction of benzaldehyde and its substituted derivatives with 4-aminobenzoic acid using absolute ethanol as the solvent. Synthesized compounds were characterized by FT IR and 1H NMR spectroscopy, liquid crystal properties were investigated using differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) techniques. Based on the mesomorphic properties, it was proven that the compounds 2b-4b are dimorphic exhibiting a smectic and nematic phase, compounds 5b, 6b are monomorphic exhibiting a nematic phase, while compounds 1a-6a and 1b have not shown any mesophase. For compounds 1a-6a hydrogen bonding and reversing imine linkage (in comparison with compounds 1b-6b) caused the absence of their mesomorphic properties.

Synthesis and mesomorphic properties of quinoline-8-yl-4-((4-n-alkoxy benzylidene) amino) benzoate: The effect of linkage group

Sharma, Vinay. S.,Vekariya, Rajesh H.,Sharma, Anuj. S.,Patel

, p. 99 - 110 (2017/09/25)

A new homologous series viz. quinoline-8-yl-4-((4-n-alkoxy benzylidene) amino) benzoate based on two central linking groups have been designed and characterised by elemental analyses and spectroscopic techniques such as Fourier transform infrared [FT-IR] and protonmagnetic resonance magnetic resonance [1H NMR] spectroscopy. The mesomorphic properties of these compounds were observed by polarizing optical light microscopy (POM) and confirmed by differential scanning calorimetry (DSC). All synthesized compounds displayed LC property except first two homologue. The lower homologues (n = 4 to 8) display SmA and SmC phase while, in higher homologues (n = 10 to 18) SmC and nematic phasewere seen in heating and cooling condition.

The effect of position of tert-butyl tail group on the formation of liquid crystal in Schiff base ester based homologous series

Sharma,Patel

, p. 53 - 65 (2017/07/04)

We report a newly rod like calamatic liquid crystalline materials, which are constructed by the self-organization of a rod-like carboxylic acid derivative based on Schiff base ester as the linking group with tert butyl tail group. A newly series of 4-(tert-butyl) phenyl 4-((4-alkoxybenzylidene) amino) benzoate with different alkyl chain spacer (n = 1 to 8, 10, 12, 14, 16, and 18) were synthesized and their mesomorphic properties were investigated by differential scanning calorimetry and polarized optical microscopy. All homologous in present series displays mesophase in enantiotropically manner. Thermal stability of SmC-SmA is 137.5 °C. All the compounds were characterized by spectroscopic and elemental analysis. The effects of varying left alkyl side spacer on mesomorphism with its structurally related compounds in series have been discussed.

Synthesis of novel β-amino ketones containing a p-aminobenzoic acid moiety and evaluation of their antidiabetic activities

Tang, Guangxia,Yan, Jufang,Fan, Li,Xu, Jin,Song, Xiaoli,Jiang, Li,Luo, Lingfei,Yang, Dacheng

, p. 490 - 504 (2013/07/11)

The synthesis of two series of β-amino ketones containing a p-aminobenzoic acid moiety (TM-1 and TM-2) using a modified protocol of the Mannich reaction is reported. The molecular structures of a total of tweenty three new target compounds were characterized by 1H NMR, 13C NMR, ESI-MS and HR-MS. Subsequently, their antidiabetic activities were screened in vitro. The α-glucodase inhibition (α-GI) activity of compound 1e reached a remarkable level of 66.50%. The peroxisome proliferator-activated receptor (PPAR) relative activation activities of six compounds are above 80%, and in particular 2i displays an unprecedentedly high PPAR of 130.91%. The structure-activity relationships of the compounds were established. 2i is also subject to further in-depth investigation.

Microwave-assisted, solvent-free and parallel synthesis of some novel substituted imidazoles of biological interest

Sharma, Gyanendra Kumar,Pathak, Devender

experimental part, p. 375 - 380 (2011/02/25)

Solvent free microwave assisted synthesis of some novel substituted imidazoles of biological interest is reported. First, primary aromatic or heteryl amine was condensed with aryl or heteryl aldehydes to afford corresponding Schiff's base. The Schiff's base further on treatment with ammonium acetate (NH4OAC) and isatin using silica gel as the solid support, yielded the corresponding aryl imidazoles. In this paper a comparative study between the developed microwave method and conventional method is described. The synthesized compounds were analyzed by physical and analytical data. The synthesized compounds were evaluated for their antibacterial, anthelmintic, short-term anticancer and antitubercular activity. All the synthesized substituted imidazoles have shown good antibacterial activity against gram negative bacterial strains Klebsiella pneumoniae and Escherichia coli and moderate to good anthelmintic activity. The synthesized imidazole derivative possessed signifi-cant cytotoxic activity against Ehrlich's ascites carcinoma (EAC) cell lines. None of the compounds exhibited prominent antitubercular activity.

Microwave-assisted, solvent-free, parallel syntheses and elucidation of reaction mechanism for the formation of some novel tetraaryl imidazoles of biological interest

Kumar, B. R. Prashantha,Sharma, Gyanendra Kumar,Srinath,Noor, Mohamed,Suresh,Srinivasa

experimental part, p. 278 - 284 (2009/07/05)

The microwave assisted, solvent free, parallel syntheses of title compounds is described in this protocol. Twelve new tetraaryl imidazoles, which are incorporated with the chemotherapeutic pharmaco- phores, have been synthesized by adopting one pot multic

Facile, microwave-assisted parallel syntheses of N-substituted 1,4-dihydropyridines of biological interest

Kumar, B. R. Prashantha,Masih, Pankaj,Lukose, Chris Raju,Abraham, Nimmy,Priya,Xavier, Rinu Mary,Saji, Kesiya,Adhikary, Laxmi

experimental part, p. 336 - 339 (2009/07/19)

A solventless parallel synthesis of some novel, N-substituted dihydropyridines by the application of microwaves is reported. The synthetic methodology adopted to synthesize the titled compounds and their antioxidant activity is described.

Solid-phase synthesis of oligo(p-benzamide) foldamers

Koenig, Hannah M.,Abbel, Robert,Schollmeyer, Dieter,Kilbinger, Andreas F. M.

, p. 1819 - 1822 (2007/10/03)

A coupling protocol has been developed which allows the synthesis of oligo(p-benzamide)s on solid support. Aromatic carboxylic acids are activated in situ with thionyl chloride and used to acylate secondary aromatic amines. N-p-Methoxy benzyl (PMB) as wel

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