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"2?[(E)?[4?(dimethylamino)phenyl]methyleneamino]phenol" is a complex organic compound with the molecular formula C16H18N2O. It is characterized by a phenol group (C6H5OH), which is a hydroxylated aromatic ring, and a dimethylamino group (-N(CH3)2) attached to another phenyl ring. The compound features a methylene bridge (-CH2-) connecting the two phenyl rings, with one of the phenyl rings having a dimethylamino substituent at the para position. This structure gives the compound unique chemical and physical properties, making it potentially useful in various applications, such as in the synthesis of dyes, pharmaceuticals, or as a chemical intermediate. The compound's specific reactivity, solubility, and stability can be influenced by the presence of the dimethylamino group and the methylene bridge, which can affect its interactions with other molecules and its overall behavior in chemical reactions.

1624-49-3

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1624-49-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1624-49-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,2 and 4 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1624-49:
(6*1)+(5*6)+(4*2)+(3*4)+(2*4)+(1*9)=73
73 % 10 = 3
So 1624-49-3 is a valid CAS Registry Number.

1624-49-3Relevant academic research and scientific papers

A small molecule that displays marked reactivity toward copper-versus zinc-amyloid-β implicated in Alzheimer's disease

Savelieff, Masha G.,Liu, Yuzhong,Senthamarai, Russell R.P.,Korshavn, Kyle J.,Lee, Hyuck Jin,Ramamoorthy, Ayyalusamy,Lim, Mi Hee

, p. 5301 - 5303 (2014)

Alzheimer's disease (AD) is a complex, multifactorial, neurodegenerative disease that poses tremendous difficulties in pinpointing its precise etiology. A toolkit, which specifically targets and modulates suggested key players, may elucidate their roles i

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

Nelson, Peter N.,Robertson, Tahjna I.

, (2021/10/12)

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.

Synthesis, spectroscopic characterization, computational studies, theoretical investigation of NLO properties and antibacterial activities of mixed ligand complexes of Co(II) and Cu(II)

Anjum, Afreen,Jaiswal, Nitesh,Kumar, Manoj,Modanawal, Vishnu Kumar,Paswan, Sikandar,Srivastava, Shekhar

, (2022/01/14)

The reaction of Schiff base 2-(4-(dimethylamino)benzylideneamino)phenol (DBAP) and diethylenetriamine/ethylenediamine with cobalt(II) and copper(II) metal ion in equimolar ratio afforded mixed ligand complexes [M(DBAP)(L)Cl(H2O)n] (1

Synthesis, characterization and antioxidant activity of nickel(ii) schiff base complexes derived from 4-(dimethylamino)benzaldehyde

Nawaz, Nighat,Ahmad, Irshad,Darwesh, Nizam M.,Wahab, Amjad,Ur Rahman, Sadeeq,Sajid, Abdul,Khan, Farhan A.,Khan, Sher B.,Patching, Simon G.,Uddin, Kamal

, p. 238 - 242 (2021/01/20)

Nickel(II) complexes of the following Schiff base ligands derived from 4-(dimethylamino)benzaldehyde were synthesised: (Z)-1-(4-(dimethylamino)benzylideneamino)propan-1-ol through condensation with 1-amino-propan-1-ol, (N1E,N2E)-Nsu

Oxidative NHC Catalysis for the Generation of Imidoyl Azoliums: Synthesis of Benzoxazoles

Patra, Atanu,James, Anjima,Das, Tamal Kanti,Biju, Akkattu T.

, p. 14820 - 14826 (2019/01/03)

N-Heterocyclic carbene (NHC)-catalyzed intramolecular cyclization of aldimines generated from 2-amino phenols and aromatic aldehydes leading to the synthesis of 2-arylbenzoxazoles under mild conditions is presented. The reaction proceeds via the generation of the aza-Breslow intermediates from imines and NHC, which under oxidative conditions form the key imidoyl azoliums and a subsequent intramolecular cyclization furnishes the product. The reaction tolerates a broad range of functional groups, and the products are formed in generally good yields.

Understanding difficulties of irregular number-membered ring transition states for intramolecular proton transfer in excited state

Qin, Xiaozhuan,Ding, Ge,Wang, Zhenqiang,Gong, Yulong,Gao, Fang,Zhang, Shengtao,Luo, Ziping,Li, Hongru

supporting information, p. 403 - 410 (2017/01/03)

This study presents a variety of organic dyes with similar molecular structures that could undergo intramolecular proton transfer in excited states via five-, six- and seven-number-membered ring transition states, respectively. In addition, the dyes without proton transfer segments are also synthesized to use as references. X-ray single crystal diffraction, NMR spectra as well as UV/visible spectra suggests the presence of internal hydrogen bond with different strength in the target dyes. The steady and transient fluorescence measurements demonstrate occurrence of excited state intramolecular proton transfer via a six number-membered ring transition state. In contrast, it cannot be processed through five- and seven-number-membered ring transition states of the studied dyes. The molecular geometry optimization of the studied dyes reveals fundamental factors for the difficulties of intramolecular proton transfer in excited states via five- and seven-number-membered ring transition states.

Abnormal effect of hydroxyl on the longest wavelength maximum in ultraviolet absorption spectra for bis-aryl Schiff bases

Cao, Chao-Tun,Zhou, Wei,Cao, Chenzhong

, (2017/09/19)

Two sets of bis-aryl Schiff bases that contain 4(or 4′)-OH and 2(or 2′)-OH were synthesized. The first set consists of 4-HOArCH=NArY and XArCH=NArOH-4′, and the second set consists of 2-HOArCH=NArY and XArCH=NArOH-2′. Their ultraviolet absorption spectra were measured and investigated. A very interesting phenomenon was observed by analyzing their wave number νmax (cm?1) of longest wavelength maximum λmax (nm) of ultraviolet. Compared with the change regularity of the νmax of XArCH=NArY (where the X and Y excluded OH), the 4′-position hydroxyl (4′-OH) and 2′-position hydroxyl (2′-OH) have abnormal performance. The details are the following: the 4′-OH contributes an additional red shift to the νmax of XArCH=NArOH-4′ (λmax increase), whereas the 2′-OH contributes an additional blue shift to the νmax of XArCH=NArOH-2′ (λmax decrease). In addition, there are ortho steric effects of all 2-OH and 2′-OH on the νmax for 2-HOArCH=NArY and XArCH=NArOH-2′, and the ortho steric effect contributes a red shift to their νmax. These experimental facts can provide an important theoretical reference for us using aryl Schiff base compounds as optical materials and performing the molecular design.

Preparation, spectroscopic investigation and biological activity of new mixed ligand chelates

Alassbaly, Faten Suliman,El-Ajaily, Marei Mailoud,Ben-Gweirif, Salha Faraj,Maihub, Abdussalam Ali

, p. 1034 - 1042 (2015/01/30)

Preparation and investigation of new Co(II), Ni(II), Zn(II) and Cr(III) chelates with mixed ligands including Schiff base (L1) formed from the condensation of 4-dimethylaminobenzaldehyde with 2-aminophenol and anthranilic acid (L2) w

Design, synthesis and biological evaluation of imine resveratrol derivatives as multi-targeted agents against Alzheimer's disease

Li, Su-Yi,Wang, Xiao-Bing,Kong, Ling-Yi

, p. 36 - 45 (2013/12/04)

A series of imine resveratrol derivatives (1-20) have been designed, synthesized, and evaluated as multi-targeted compounds for the treatment of Alzheimer's disease (AD). In vitro studies show that most of the molecules exhibit a significant ability to in

Photoprotective activity of resveratrol analogues

Polonini, Hudson Caetano,Lima, Larissa Lavorato,Goncalves, Karla Mara,Do Carmo, Antonio Marcio Resende,Da Silva, Adilson David,Raposo, Nadia Rezende Barbosa

, p. 964 - 968 (2013/04/10)

Resveratrol is a promising agent for protecting human skin from UV radiation and to reduce the occurrence of cutaneous malignancies. We describe the photoprotective activity of six resveratrol analogues using the diffuse transmittance technique to determine the SPF and the protection against UVA radiation. The analogues presented a varied profile of photoprotection, the SPF ranging from 2 to 10 and the UVAPF from 0 to 9. Among the six compounds tested, the protection against UVB sunrays provided by compound B was more significant than the protection provided by resveratrol; compounds C, D, E and F show photoprotection similar to resveratrol.

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