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23731-06-8 Usage

Uses

5-(Chloromethyl)-2-hydroxybenzaldehyde (cas# 23731-06-8) is a useful reagent for the synthesis of bis-heterocyclic derivatives and benzo-fused macrocycles containing oxazolone or imidazolone subunits.

Check Digit Verification of cas no

The CAS Registry Mumber 23731-06-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,7,3 and 1 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 23731-06:
(7*2)+(6*3)+(5*7)+(4*3)+(3*1)+(2*0)+(1*6)=88
88 % 10 = 8
So 23731-06-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H7ClO2/c9-4-6-1-2-8(11)7(3-6)5-10/h1-3,5,11H,4H2

23731-06-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-(CHLOROMETHYL)-2-HYDROXYBENZALDEHYDE

1.2 Other means of identification

Product number -
Other names 5-(chloromethyl)-2-hydroxy-benzaldehyde

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:23731-06-8 SDS

23731-06-8Relevant articles and documents

Synthesis of novel bis(chromenes) and bis(chromeno[3,4-C]pyridine) incorporating piperazine moiety

Mekky, Ahmed E. M.,Sanad, Sherif M. H.

, p. 1385 - 1395 (2019)

Novel bis(2-oxo-2H-chromene) as well as bis(2-imino-2H-chromene) derivatives incorporating piperazine moiety were prepared by the cyclocondensation reaction of bis(2-hydroxybenzaldehyde) with two equivalents of each of the appropriate β-ketoesters or acetonitrile derivatives. The bis(2-imino-2H-chromene-3-carbothioamide) derivative was used as a key synthon for construction of novel bis(3-(4-substituted thiazol-2-yl)-2H-chromen-2-one) derivatives via its cyclocondensation with a series of the appropriate α-halocarbonyl derivatives. Moreover, the bis(2-hydroxybenzaldehyde) reacted with four equivalents of the appropriate acetonitrile derivatives to afford the corresponding bis(3H-chromeno[3,4-c]pyridine) derivatives. Elucidation of the structure of the novel bis(chromenes) bearing piperazine nucleus was established by the spectral data and elemental analyses.

Computational study on non-linear optical property of Wittig based Schiff-Base ligands (both Z & E isomers) & Copper(II) complex

Rajasekhar, Bathula,Muhammad Hijaz,Swu, Toka

, p. 212 - 222 (2018)

96 new Wittig based Schiff-Base (WSB) ligands (both E & Z conformation) containing fused aromatic rings were designed and screened for NLO property. Wittig based precursor aldehydes were synthesized and spectroscopically confirmed. WSB ligands and their copper(II) complexes were also designed, optimized and their NLO property was studied using a GAUSSIAN09 computer program. For Optimization & Hyperpolarizability (β) calculations, DFT based B3LYP method was applied with LANL2DZ basis set for metal ion and 6-31G* basis set for C, H, N & O atoms. The study presents the Structure-Activity relationship (SAR) between WSB ligands and β. The study revealed that WSB Ligands of the category N2, which are those derived from precursor aldehyde, (2-hydroxy-5-(2-(naphthalen-1-yl)vinyl)benzaldehyde) encoded as PA-2, showed higher β values over N1, which are derived from, 2-hydroxy-5-(2-(naphthalen-1-yl)vinyl)benzaldehyde, encoded as PA-1. Among all ligands, Ligand-14, (E?4-(2-Pyren-1-yl-vinyl)-2-([1,2,4]triazol-4-yliminomethyl)-phenol), of N2 category showed highest β value (6.968 × 10?30 e.s.u). After complexing with Cu(II), encoded as Complex-1 ([(4-(2-Pyren-1-yl-vinyl)-2-([1,2,4]triazol-4-yliminomethyl)-phenoxy)2Cu], which has C2 symmetry, the β value (0.310 × 10?30 e.s.u) unexpectedly decreased. However, it is still high as compared to that of urea (β = 0.091 × 10?30 e.s.u). The output of TD-DFT also supports the obtained results. Different factors affecting β value especially their geometrical isomeric effect were successfully analyzed.

A novel ditopic zinc-salophen macrocycle: A potential two-stationed wheel for [2]-pseudorotaxanes

Dalla Cort, Antonella,Mandolini, Luigi,Pasquini, Chiara,Schiaffino, Luca

, p. 4543 - 4546 (2006)

Crown ether macrocycle 1 including a zinc-salophen unit is obtained via a de novo synthetic design to give a potential pH-driven two-stationed wheel component of [2]-pseudorotaxane systems. The Royal Society of Chemistry.

Experimental evaluation of cationic-Schiff base surfactants based on 5-chloromethyl salicylaldehyde for improving crude oil recovery and bactericide

Al-Sabagh, Ahmed M.,Betiha, Mohamed A.,El-Henawy, Samy B.,Mahmoud, Tahany,Negm, Nabel A.

, (2020)

In this study, a new family of cationic and cationic–Schiff Base surfactant was synthesized namely; N-(3-formyl-4-hydroxybenzyl)-N, N-dimethylhexadecan-1-aminium chloride (FHDHAC), (E)-N-(3-((butylimino)methyl)-4-hydroxybenzyl)-N,N-dimethylhexadecan-1-aminium chloride (4-IMHDAC), (E)-N-(3-((hexylimino)methyl)-4-hydroxybenzyl)-N,N-dimethylhexadecan-1-aminium chloride (6-IMHDAC) and (E)-N-(4-hydroxy-3-((octylimino) methyl)benzyl)-N,N-dimethylhexadecan-1-aminium chloride (8-IMHDAC) were prepared from 5-chloromethyl salicylaldehyde compound (5-CMS). The chemical structures of 5-CMS, 4-IMHDAC, 6-IMHDAC, and 8-IMHDAC are characterized using FTIR, 1H NMR instruments. The surface activity measurements of the prepared compounds showed a gradual increase in surface activity by increasing the alkyl chain length. Adsorption and micellization thermodynamic functions revealed the higher tendencies of the different surfactants towards adsorption at the organic/polar phase. The synthesized surfactants were evaluated in the enhanced oil recovery process and showed excellent efficiency (63.98%, 71.25%, and 75.72% for 4-IMHDAC, 6-IMHDAC, and 8-IMHDAC, respectively) during the recovery process near their critical micelle concentrations. The prepared surfactants showed high antimicrobial efficacy against different bacteria and fungi.

Topoisomerase i inhibition and DNA cleavage by zinc, copper, and nickel derivatives of 2-[2-bromoethyliminomethyl]-4-[ethoxymethyl]phenol complexes exhibiting anti-proliferation and anti-metastasis activity

Lee, Sze Koon,Tan, Kong Wai,Ng, Seik Weng

, p. 14 - 21 (2016)

Three transition metal derivatives (Zn, Cu, and Ni) of 2-[2-bromoethyliminomethyl]-4-[ethoxymethyl]phenol (L) were synthesized by the reaction of the metal salts with the Schiff base ligand in one pot. In the crystal structure of [Zn(L)Br], the Schiff base ligand binds to the metal center through its phenolate oxygen and imine nitrogen, and adopts a distorted tetrahedral geometry. These compounds were found to inhibit topoisomerase I (topo I) activity, induce DNA cleavage and show DNA binding activity. Moreover, these compounds were found to be cytotoxic towards several cancer cell lines (A2780, MCF-7, HT29, HepG2, A549, PC3, LNCaP) and prevent metastasis of PC3. Collectively, Cu(II) complex 2 shows superior activity relative to its Zn(II) and Ni(II) analogs.

Polymer complexes XXXVII novel models and structural of symmetrical poly-Schiff base on heterobinuclear complexes of dioxouranium(VI)

El-Sonbati,El-Bindary,Rashed

, p. 1411 - 1424 (2002)

Some binary and ternary novel complexes of dioxouranium(VI) with 5-vinylsalicylaldehyde (VSH) have been prepared and characterized by various physico-chemical techniques. The amine exchange reactions of coordinated poly-Schiff bases in these complexes have been also carried out which give symmetrical tetradentate poly-Schiff base complexes. Metal exchange reaction of these dioxouranium(VI) complexes with copper(II) gives the corresponding Cu(II) complexes. Reaction of tetradentate poly-Schiff base complexes of Cu(II) so obtained with ZrCl4 gives heterobinuclear polymer complexes. Magnetic, electronic and IR spectral information commensurate that configurations of square planar copper(II) polymer complexes. All the polymer complexes are coloured and appear to be nonelectrolytes in DMF. The ligands behave as bi-(O, O) and tetradentate (N2, O2) donors. El-Sonbati equation was used to evaluate the symmetric stretching frequency from which the fU-O and fUO, UO- were calculated.

Structural and cytotoxic studies of cationic thiosemicarbazones

Sinniah, Saravana Kumar,Sim, Kae Shin,Ng, Seik Weng,Tan, Kong Wai

, p. 253 - 259 (2017)

Schiff bases from the thiosemicarbazones family with variable N4 substituents are known to show enhanced growth inhibitory properties. In view of these facts and as a part of our continuous interest in cationic Schiff bases, we have developed several Schiff base ligands from (3-formyl-4-hydroxyphenyl)methyltriphenylphosphonium (T) in present study. The compounds were characterized by various spectroscopic methods (infrared spectra, 1H NMR, 13C NMR, HRESIMS and X-ray crystallography). Three of the N4 substituents, namely P(tsc)T, FP(tsc)T and EP(tsc)T exerted strong growth inhibitory properties by inhibiting the highly metastasis prostate cancer growth (PC-3). The thiosemicarbazone with ethylphenyl (EP) moiety displayed most potent activity against all cell lines tested. The MTT data obtained from analysis establishes that phenyl substituent enhances the growth inhibitory properties of the compound. The result affirms that EP(tsc)T would serve as a lead scaffold for rational anticancer agent development.

Synthesis, characterization and catalytic properties of heterogeneous iron(III) tetradentate Schiff base complexes for the aerobic epoxidation of styrene

Yang, Ying,Guan, Jingqi,Qiu, Pengpeng,Kan, Qiubin

, p. 263 - 270 (2010)

A series of hybrid mesoporous SBA-15 materials containing four iron(III) Schiff base complexes of the type [FeLx(NO3)] (x = 4-7, L = N,N′-bis(salicylidene) ethylenediamine, N,N′-bis(salicylidene) diethylenetriamine, N,N′-bis(salicylidene)o-phenylenediamine, N,N′-bis(3-nitro-salicylidene)ethylenediamine) was synthesized by a post-grafting route. The XRD, N2 adsorption/desorption and TEM measurements confirmed the structural integrity of the mes-oporous hosts, and the spectroscopic characterization tech-niques(FT-IR, UV-visspectroscopy, 1HNMR)confirmedthe ligands and the successful anchoring of iron(III) Schiff base complexes over the modified mesoporous support. Quantification of the supported ligand and metal was carried out by TG/DSC and ICP-AES techniques. The catalyst FeL7-SBA resulting from N,N′-bis(3-nitro- salicylidene)ethylenediamine) ligand was considerably active for the aerobic epoxidation of styrene, in which the highest conversion of styrene reached 83.6%, and the selectivity to styrene oxide was 83.0%. Moreover, it was also found that the catalytic activity increases with the decrease inthe electron-donating ability of the Schiff bases, and the selectivity varies according to the types of substituents in the ligands. Springer Science+Business Media B.V. 2009.

DNA/BSA binding of a new oxovanadium (IV) complex of glycylglycine derivative Schiff base ligand

Asadi, Zahra,Kalantari, Razieh

, (2020)

In this study, a new oxovanadium (IV) Schiff base complex was synthesized by the reaction of {[5-(triethylammoniummethyl)salicylaldehyde]chloride}triethylammonium and vanadyl sulfate. The complex was characterized by elemental analysis, FT-IR and UV–Vis spectroscopy. The interaction between the complex and bovine serum albumin (BSA) was studied by absorption and emission titration methods. The quality of the spectral changes and the large calculated value of both the binding constant (Kb = 7.53 × 104 M?1) and the Stern-Volmer quenching constant (KSV = 7.65 × 104 M?1) proved the strong affinity of the complex to BSA. The static quenching mechanism was confirmed by comparing the calculated Kb values at four different temperatures. The negative changes in enthalpy and Gibbs free energy, proved that the BSA-complex binding is exothermic and spontaneous. The fluorescence data also indicated 1:1 binding stoichiometry of the complex on one binding site of BSA. Competitive experiments with site markers (phenylbutazone and ibuprofen) and synchronous measurements identified site I of BSA as the main binding site. Molecular docking results confirmed the binding pocket of site I (subdomain IIA) as the binding site. In the second part of the work, the binding of the complex to fish sperm DNA (FS-DNA) was investigated by UV–Vis absorption spectroscopy, fluorescence spectroscopy, viscosity measurement and cyclic voltammetry. The Stern-Volmer quenching and bimolecular quenching rate constants (KSV = 6.13 × 102 M?1, kq = 6.13 × 1010 M?1S?1) were calculated. Absorption and emission studies could present types of interactions for example groove binding and electrostatic. A minor changes in viscosity showed a groove binding mode. In cyclic voltammogram study, decrease in current and also shift of peak potentials positively after adding DNA supported a partial intercalation mode. Theoretical docking study proposed the minor groove as the main part for DNA-complex binding.

A new fluorescence chemosensor based on benzothiazole derivative for Zn2+ and its logic gate behavior

Hu, Jing-Han,Qi, Jing,Sun, You,Pei, Peng-Xiang

, p. 565 - 569 (2017)

A novel benzothiazole derivative J as a fluorescent chemosensor for Zn2+ has been designed and synthesized. The chemosensor J exhibits high selectivity and sensitivity to Zn2+ as fluorescence “turn-on” behavior, which the other cations do not make sense. The detection limit calculated by fluorescence titration method was 1.64 × 10?8 M. Furthermore, the generated J-Zn2+ ensemble could recover the enhanced fluorescence upon the addition of EDTA generating an “on-off-on” recycle. In addition, the test strip based on J was fabricated, which could act as a convenient and efficient Zn2+ test kit.

Nerve Gas Simulant Sensing by a Uranyl–Salen Monolayer Covalently Anchored on Quartz Substrates

Trusso Sfrazzetto, Giuseppe,Millesi, Salvatrice,Pappalardo, Andrea,Tomaselli, Gaetano A.,Ballistreri, Francesco P.,Toscano, Rosa Maria,Fragalà, Ignazio,Gulino, Antonino

, p. 1576 - 1583 (2017)

A uranyl complex monolayer that easily allows the optical detection of a nerve gas simulant, namely, dimethyl methylphosphonate, is reported. Both UV/Vis spectroscopy and photoelectron data confirm that the functional hybrid material coordinates a Lewis base by means of the P=O group, which interacts with the uranium equatorial site available for complexation.

Turn-on pH nano-fluorosensor based on imidazolium salicylaldehyde ionic liquid-labeled silica nanoparticles

Ali, Reham,Saleh, Sayed M.,Elshaarawy, Reda F. M.

, p. 86965 - 86975 (2016)

A new simple pH-sensitive fluorescent probe, methylimidazolium salicylaldehyde ionic liquid (MeIm-Sal-IL), was designed and successfully synthesized from commercially available salicylaldehyde (Sal) via an extremely simple efficient two-step synthetic protocol. This new pH sensor has prominent advantages over traditional fluorescent pH probes, such as a large Stokes shift (~125 nm) and extreme aqueous solubility along with simultaneous color and fluorescence profile changes as a result of pH alteration. The fluorescence behavior of this new probe provides a new state-of-the-art pH sensing method. Fluorescence turn-on is observed with increasing pH (≈5 to 11), accompanied by a bathochromic shift of 70 nm from (λmax emission 435 to 505 nm; λmax absorption 323 to 378 nm). This bathochromic shift may be ascribed to the tautomeric equilibrium involving excited-state intramolecular proton transfer (ESIPT). Meanwhile, the fluorescence intensity enhancement at higher pH is attributable to the internal charge transfer (ICT) process. Also, the new probe was labeled with silica nanoparticles (SiNPs) in order to produce a novel nano-fluorosensor for pH measurements. The nanosensor was fabricated by covalent labeling of chloro-modified SiNPs with the new probe. The emission spectra of the new nanosensors are bathochromically shifted by about 65 nm (λmax emission 435 to 500 nm) at low pH (3 to 5). Moreover, the fluorescence intensity of the nanosensor is increased by ≈60 fold in the pH range from 5 to 9. The sensitivity of the new nanosensor is highly applicable within the pH range of 5 to 9, which suggests a broad variety of applications in the physiological pH range.

A selective quinoline-derived fluorescent chemodosimeter to detect cyanide in aqueous medium

Razi, Syed S.,Ali, Rashid,Srivastava, Priyanka,Misra, Arvind

, p. 1052 - 1056 (2014)

A simple quinoline derived probe 3 has been described. Probe 3 having aldehyde function upon interaction with cyanide undergo nucleophilic addition reaction to form cyanohydrin derivative 4 in which fluorescence intensity enhances significantly, 'turn-on' by photoinduced electron transfer (PET) OFF-ON mechanism. The color of probe solution switched-on to fluorescent blue which is visible to the naked-eye. Job's plot analysis revealed a 1:1 stoichiometry for an interaction between 3 and cyanide along with detection limit 0.058 μM (1.5 ppb). The mode of interaction to detect cyanide in aqueous medium through a reaction based chemodosimeter approach has been confirmed by NMR, mass, FTIR, and DFT data analysis.

Facile synthesis of novel zinc-based infinite coordination polymer nanoparticles

Mohammadikish,Ahmadvand-Akradi

, p. 48 - 51 (2017)

-

Substitution of PPh3+ as a lipophilic cation on new water-soluble Co(II) and Zn(II) Schiff base complexes: Effect of central metal and substitutional group of ligand on DNA-complex interaction

Asadi, Zahra,Haddadi, Elahe,Sedaghat, Moslem

, p. 140 - 150 (2017)

New series of water soluble Schiff base complexes by conjugating the lipophilic triphenylphosphonium cation to aromatic moiety of Schiff base ligand, aiming to increase the water solubility and passing through cell membrane were synthesized and characterized. Four new complexes; [N,N′-bis{5-[(triphenylphosphoniumchloride)-methyl]salicylidine}-phenylenediamine] with the formula [Zn(5-CH2PPh3-4-H-1,2-salphen)] (ClO4)2 (1), [Zn(5-CH2PPh3-4-CH3-1,2-salphen)](ClO4)2 (2), [Zn(5-CH2PPh3-4-Cl-1,2-salphen)](ClO4)2 (3), [Co(5-CH2PPh3-4-CH3-1,2-salphen)](ClO4)2 (4) were characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, 31P NMR and UV–vis spectroscopy. Cobalt(II) complex also characterized by thermal gravimetry analysis (TG). DNA interaction studies were investigated by UV–vis absorption spectroscopy, viscosity measurements, circular dichroism (CD) spectroscopy and fluorescence spectroscopy. The DNA binding affinity (Kb) obtained from absorption spectroscopy had this order: 2?>?3?>?4?>?1?>?ligand(L) which revealed that metal complexes had more propensities to interact with DNA. In comparing the metal complexes; Zn(II) complexes revealed DNA binding stronger than the corresponding Co(II) analogue. All the complexes displayed cytotoxicity against Raji, Jurkat and A549 cell lines with potency more than that of cisplatin and thus they are good candidate to act as promising anticancer drug. Finally, docking studies were performed to further investigate the DNA binding interactions.

Enhanced aerobic epoxidation of styrene with copper(II), cobalt(II), iron(III), or oxovanadium(IV) salen complexes immobilized onto carbon-coated Fe3O4 nanoparticles hybridized with graphene sheets

Li, Zhifang,Wu, Shujie,Zheng, Dafang,Ding, Hong,Wang, Xiufang,Yang, Xiaoyuan,Huo, Qisheng,Guan, Jingqi,Kan, Qiubin

, p. 716 - 724 (2014)

Core-shell structural magnetic nanocatalysts, involving carbon-coated magnetic Fe3O4 nanoparticles supported on graphene oxide sheets (mildly reduced graphene oxide (MRGO)/Fe3O4@C) and carbonaceous coatings on magnetic Fe3O4 nanoparticles (Fe3O4@C), for immobilizing metal (CuII, CoII, FeIII or VOIV)-salen complexes were prepared by a facile, green, and efficient chemical approach and first applied in the aerobic epoxidation of styrene with air as the oxidizing agent. The prepared catalysts were characterized by different techniques, such as XRD, TEM, FTIR spectroscopy, inductively coupled plasma atomic emission spectroscopy, TEM, thermogravimetric analysis, Raman spectroscopy, and X-ray photoelectron spectroscopy. The magnetic nanocatalysts MRGO/Fe3O 4@C-salen-M (M=Cu, Co, Fe, or V) exhibited higher catalytic reactivity than that of the corresponding Fe3O4@C-salen-M (M=Cu, Co, Fe, or V) species possibly owing to site isolation, good dispersion of magnetic Fe3O4 nanoparticles, and an efficiently synergistic effect between the metal complexes and the supports. Furthermore, MRGO/Fe3O4@C-salen-Co exhibited up to 92.3% conversion of styrene and 59.2% selectivity to the styrene oxide upon using air as the oxidizing agent and showed good recoverability with negligible loss in activity and selectivity within successive runs owing to superparamagnetism. Most importantly, these materials can be easily recovered by simple magnetic separation. Extra support: Core-shell-structured magnetic nanocatalysts have been prepared and used as efficient heterogeneous catalysts for the aerobic oxidation of styrene. Mildly reduced graphene oxide (MRGO; see picture)/Fe 3O4@C-salen-Co showed over 91% conversion of styrene and over 52% selectivity to the styrene oxide. The materials can be easily recovered through simple magnetic separation. Copyright

Synthesis, characterization, DNA binding, cleavage activity, cytotoxicity and molecular docking of new nano water-soluble [M(5-CH2PPh3-3,4-salpyr)](ClO4)2 (M = Ni, Zn) complexes

Mandegani, Zeinab,Asadi, Zahra,Asadi, Mozaffar,Karbalaei-Heidari, Hamid Reza,Rastegari, Banafsheh

, p. 6592 - 6611 (2016)

Some new water soluble complexes [N,N′-bis{5-[(triphenyl phosphonium chloride)-methyl]salicylidine}-3,4-diaminopyridine] M(ii), which are formulated as nano-[Zn(5-CH2PPh3-3,4-salpyr)](ClO4)2 (1), [Zn(5-CH2PPh3-3,4-salpyr)](ClO4)2 (2), nano-[Ni(5-CH2PPh3-3,4-salpyr)](ClO4)2 (3), [Ni(5-CH2PPh3-3,4-salpyr)](ClO4)2 (4), and [N,N′-bis{5-[(triphenyl phosphonium chloride)-methyl]salicylidine}-2,3-diaminopyridine]Ni(ii) [Ni(5-CH2PPh3-2,3-salpyr)](ClO4)2 (5) have been isolated and characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, 31P NMR, and UV-vis spectroscopy. The morphology and size of the nano complexes were determined using FE-SEM and TEM. In vitro DNA binding studies were investigated by UV-vis absorption spectroscopy, viscosity measurements, CD spectroscopy, cyclic voltammetry, emission spectra and gel electrophoresis, which suggest that the metal complexes act as efficient DNA binders. The absorption spectroscopy of the compounds with DNA reveals that the DNA binding affinity (Kb) has this order: 3 > 4 > 5 > 1 > 2 > Ligand. The metal complexes show DNA binding stronger than the ligand, which is expected due to the nature of the metal. The nano complexes display DNA binding stronger than the other complexes which is related to the effect of size on binding affinity and the Ni(ii) complexes reveal DNA binding stronger than the corresponding Zn(ii) analogues, which is expected due to their z? effect and geometry. The prominent double strand DNA cleavage abilities of compound 3 are observed in the absence of H2O2 with efficiencies of more than 50% even at 70 μM complex concentration. Surprisingly, Zn(ii) complexes (compounds 1 & 2) exhibit a higher cytotoxicity (IC50: 7.3 & 10.9 μM at 24 h; IC50: 4.6 & 8.7 μM at 48 h) against human hepatoma (HepG2) and HeLa cell lines than the Ni(ii) complexes (compounds 3, 4 & 5) and 5-fluorouracil as control in spite of their inability to cleave DNA. Finally, DNA binding interactions were performed by docking studies. Density functional theory (DFT) studies were performed using the GAUSSIAN 03 program. The DFT method with B3LYP functional, LANL2DZ basis set for metal centers and 6-311g? for other atoms was used. The synthesized compounds and DNA were simulated by molecular docking to explore more details of the ligands conformation and their orientations in the active site of the receptor.

Synthesis and biological imaging of fluorescent polymeric nanoparticles with AIE feature via the combination of RAFT polymerization and post-polymerization modification

Liu, Yanzhu,Mao, Liucheng,Yang, Saijiao,Liu, Meiying,Huang, Hongye,Wen, Yuanqing,Deng, Fengjie,Li, Yongxiu,Zhang, Xiaoyong,Wei, Yen

, p. 79 - 87 (2018)

In recent years, florescent polymeric nanoparticles (FPNs) containing aggregation-induced emission (AIE) fluorogens have received great intention for their potential applications in biological imaging and theranostic nanomedicine. Herein, we have developed AIE-active FPNs through a combination of reversible addition-fragmentation chain transfer (RAFT) polymerization and post-polymerization modification strategies. The salicylaldehyde (SA) containing zwitterionic copolymers are fabricated via RAFT polymerization and further modified by benzophenone hydrazone (BPH) via Schiff base reaction. The obtained AIE-active amphiphilic copolymers BPH-poly(FHMA-co-MPC) can self-assemble in aqueous solution with the hydrophobic fluorogens aggregating together to form the core and the hydrophilic chains to form the protective shell. BPH-poly(FHMA-co-MPC) and the resulting FPNs are characterized by 1H nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, transmission electron microscopy and fluorescence spectroscopy. Results demonstrate that BPH-poly(FHMA-co-MPC) are successfully synthesized and as-prepared BPH-poly(FHMA-co-MPC) FPNs exhibit desirable morphology and size, good dispersibility, high brightness, remarkable photostability and large Stokes shifts. More importantly, through cytotoxicity test and cell uptake behavior, these BPH-poly(FHMA-co-MPC) FPNs show low toxicity and excellent cell dyeing behavior. Taken together, we have developed a facile and effective method for the fabrication of AIE-active FPNs, which display great potential for biomedical applications.

Introduction of a trinuclear manganese(iii) catalyst on the surface of magnetic cellulose as an eco-benign, efficient and reusable novel heterogeneous catalyst for the multi-component synthesis of new derivatives of xanthene

Ghamari Kargar, Pouya,Bagherzade, Ghodsieh,Eshghi, Hossein

, p. 4339 - 4355 (2021/02/03)

In this work, the new trinuclear manganese catalyst defined as Fe3O4@NFC@NNSM-Mn(iii) was successfully manufactured and fully characterized by different techniques, including FT-IR, XRD, TEM, SEM, EDX, VSM, and ICP analysis. There have been reports of the use of magnetic catalysts for the synthesis of xanthine derivatives. The critical potential interest in the present method include short reaction time, high yields, recyclability of the catalyst, easy workup, and the ability to sustain a variety of functional groups, which give economical as well as ecological rewards. Also, the synthesized catalyst was used as a recyclable trinuclear catalyst in alcohol oxidation reactions at 40 °C. The magnetic catalyst activity of Fe3O4@NFC@NNSM-Mn(iii) could be attributed to the synergistic effects of the catalyst Fe3O4@NFC@NNS-Mn(iii) with melamine. Employing a sustainable and safe low temperature, using an eco-friendly solvent, no need to use any additive, and long-term stability and magnetic recyclability of the catalyst for at least six successive runs are the advantages of the current protocol towards green chemistry. This protocol is a benign, environmentally friendly method for heterocycle synthesis. This journal is

Benzimidazole derivative and 8-hydroxyquinoline derivative cadmium complex dye sensitizer as well as preparation method and application thereof

-

Paragraph 0006, (2021/01/24)

The invention relates to a D (-A-pi-A) 2 type benzimidazole derivative and 8-hydroxyquinoline derivative cadmium complex dye sensitizer (BDTT-bi-Cd) as shown in a formula 1 as well as a preparation method and application of the BDTT-bi-Cd. The dye sensitizer is a D (-A-pi-A) 2 type complex synthesized by reacting benzimidazole containing functional groups such as an auxiliary electron acceptor (A), a pi bridge, a main electron acceptor (A) and an anchoring group with a 8-hydroxyquinoline derivative cadmium complex and an electron donor (D) benzodithiophene bithiophene (BDTT) through a Heck coupling reaction. Experiments show that the photovoltaic performance test of a dye-sensitized solar cell with the BDTT-bi-Cd as the dye sensitizer shows good effects that the photoelectric conversion efficiency (PCE) reaches 8.40%, the dye thermal decomposition temperature reaches 320 DEG C or above, the thermal stability is high, the requirements of photovoltaic materials can be met, and the complex dye sensitizer has a certain prospect in the aspect of development and application of the dye-sensitized solar cell. The structure of the complex BDTT-bi-Cd shown in the formula 1 is shown in the specification.

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