Welcome to LookChem.com Sign In|Join Free

CAS

  • or

10354-30-0

Post Buying Request

10354-30-0 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

10354-30-0 Usage

General Description

Diethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate is a chemical compound with potential pharmaceutical applications. It belongs to the class of dihydropyridines, which are known for their calcium channel blocking activity. This specific compound contains a diester group, a hydroxyphenyl group, and a dimethyl-dihydropyridine ring structure. It may have potential as a vasodilator, antihypertensive, or calcium channel blocker, and its structure suggests that it may have antioxidant properties as well. Further research and testing are needed to fully understand its potential uses and effects.

Check Digit Verification of cas no

The CAS Registry Mumber 10354-30-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,3,5 and 4 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 10354-30:
(7*1)+(6*0)+(5*3)+(4*5)+(3*4)+(2*3)+(1*0)=60
60 % 10 = 0
So 10354-30-0 is a valid CAS Registry Number.

10354-30-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(4-hydroxy-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

1.2 Other means of identification

Product number -
Other names diethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

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:10354-30-0 SDS

10354-30-0Downstream Products

10354-30-0Relevant articles and documents

PPA-SiO 2 catalyzed one-pot synthesis of 1,4-dihydropyridines under solvent-free conditions

Khojastehnezhad, Amir,Moeinpour, Farid,Shams, Alireza

, p. 273 - 277 (2012)

Silica gel-supported polyphosphoric acid (PPA-SiO2) was found to be an efficient catalyst for the one-pot condensation reaction of aryl aldehydes, ethyl acetoacetate, and ammonium acetate to afford the corresponding 1,4-dihydropyridines in excellent yields. The main advantages of the present approach are short reaction times, clean reaction profiles, and simple experimental and work-up procedures.

One-pot, three-component synthesis of 1,4-dihydropyridines in PEG-400

Wang, Xicun,Gong, Haipeng,Quan, Zhengjun,Li, Lei,Ye, Helin

, p. 3251 - 3258 (2011)

A series of Hantzsch 1,4-dihydropyridines were synthesized by one-pot condensation of aldehyde, β-dicarbonyl compound, and ammonium acetate in polyethylene glycol (PEG-400) at 90°C. This method has the advantages of good yields, less pollution, and simple reaction conditions. Copyright

An Efficient Synthesis of 4-Aryl-1,4-dihydropyridines Via VB1 Catalyzed Hantzsch Reaction

Fan, Chuangang,Song, Mingzhi

, p. 707 - 711 (2011)

An environmentally rapid and benign protocol for the synthesis of 4-aryl-1,4-dihydropyridines compounds using VB1 as a catalyst under microwave irradiation and solvent-free conditions has been achieved. The procedure is operationally simple, giving good to high product yield.

Hybrid pharmacophore-based drug design, synthesis, and antiproliferative activity of 1,4-dihydropyridines-linked alkylating anticancer agents

Singh, Rajesh K.,Prasad,Bhardwaj

, p. 1534 - 1545 (2015)

Two series of novel substituted 1,4-dihydropyridine derivatives incorporating nitrogen mustard pharmacophore hybrids without spacer DHP-M (4a-4d) and with ethyl spacer DHP-L-M (8a-8g) were designed and synthesized. They were subjected to in silico ADME prediction study to check their drug-like properties and evaluated for their cytotoxicity against: A 549 (lung), COLO 205 (colon), U 87 (glioblastoma), and IMR-32 (neuroblastoma) human cancer cell lines in vitro using 3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) assay against chlorambucil and docetaxel. Majority of the test compounds exhibited moderate to significant cytotoxic activity. The highest activity in all the investigated cancer cells was displayed by DHP-M (4a). This may be due to the less steric hindrance offered by 4a.

One-pot synthesis of 1,4-dihydropyridine derivatives using the Fe2ZnAl2O7 catalyzed Hantzsch three-component reaction

Zargarzadeh, Reza,Akbari Dilmaghani, Karim,Nikoo, Abbas

, p. 1310 - 1316 (2021)

A facile, low-cost, and effective one-pot method was developed for the synthesis of 1,4-dihydropyridine derivatives with high yields through the three-component reaction of ammonium acetate, ethyl acetoacetate, and aromatic aldehydes using Fe2ZnAl2O7 as catalyst. The reaction was conducted at 70–80°C temperature under solvent free conditions. The developed method had some great advantages, including safe and clean reaction conditions, high to excellent product yields, short reaction time, and a novel and powerful heterogeneous catalyst. The developed heterogeneous solid catalyst had high efficiency and reusability in one-pot multi-component syntheses such that it was easily reused four to five times without significant loss in efficiency and product yield. The catalyst was characterized by scanning Electron Microscopy (SEM)/energy-dispersive X-ray spectroscopy (EDS) and X-ray diffraction techniques. N2 sorption isotherms of the prepared nanocomposite exhibited surface area 2.1313E+01 m2/g and total pore volume of 3.0957E-02 cm3/g. Substituted dihydropyridine derivatives were characterized and confirmed using 1H NMR and 13C NMR, and elemental spectral data.

Facile template-free route to fabricate core–shell Fe3O4@PANI-SO3H urchin-like nanoparticles as reusable catalyst for Hantzsch reaction: change morphology upon sulfonation

Shahamat, Zahra,Nemati, Firouzeh,Elhampour, Ali

, p. 6649 - 6666 (2018)

Abstract: This paper describes a novel and effective approach to fabricate the core–shell Fe3O4@PANI-SO3H urchin-like morphology in a self-assembly method as nano-magnetic solid acid catalyst. The Fe3O4@PANI microspheres were synthesized via an in situ surface polymerization of aniline monomer in an acidic condition, using ammonium persulfate as the oxidant. It was found that upon sulfonation of polyaniline (PANI), the morphology changes to morphology similar to urchin confirming the transmission electron microscopy and field emission scanning electron microscopy results. The as-prepared solid acid catalyst was also carefully analyzed by energy-dispersive X-ray spectroscopy, Fourier transform infrared spectroscopy, X-ray diffraction, thermogravimetric analysis and vibrating sample magnetometry. This new magnetic core–shell material was shown to have high catalytic performance for one–pot synthesis of 1,4-dihydropyridine derivatives. In addition, the catalyst can be easily separated using an external magnet. Recyclability and reusability for several runs, facile accessibility, and simple handling are the merits of this magnetic-heterogeneous acid catalyst. Graphical Abstract: [Figure not available: see fulltext.].

Highly effective Br?nsted base/lewis acid cooperative catalysis: A new Cd metal-organic framework for the synthesis of Hantzsch 1,4-DHPs at ambient temperature

Rouhani, Farzaneh,Morsali, Ali

, p. 15475 - 15484 (2017)

A new 3D metal-organic framework {[Cd3(BDC)3(OPP)(DMF)2]·2DMA}n (TMU-33) has been synthesized using a novel V-shaped imine-functionalized ligand, N,N′-(oxybis(4,1-phenylene))bis(1-(pyridin-4-yl)methanimine) (OPP), terephthalic acid (H2BDC), and Cd(NO3)2·4H2O and has been fully characterized. The function of the imine moiety of the OPP ligand as a Br?nsted base and open Cd site as a Lewis acid in this framework was investigated to determine the role of the cooperative catalyst in the synthesis of Hantzsch 1,4-dihydropyridines simultaneously and separately at ambient temperature. In addition, nanorods and nanoplates of TMU-33 were synthesized via a sonochemical reaction by the coordination modulation method, and the effect of the nanostructure on the relative accessibility of the catalytic site was studied. Moreover, the catalytic performance of TMU-33 with different morphologies was evaluated in this reaction. Efficient catalytic activity was observed for the nanoscale catalysts at ambient temperature, and the acidic sites in the cooperative catalyst were found to be more effective than the existing basic sites in the structure. TMU-33 can be reused by washing with ethanol at least four times with no significant degradation of the catalytic activity (less than 7%).

Synthesis of some C-3,4,5-substituted 2,6-dimethyl-1,4-dihydropyridines (4-DHPs)

Navarrete-Encina, Patricio A.,Squella, Juan A.,Carbajo,Conde,Nunez-Vergara, Luis J.

, p. 2051 - 2060 (2007)

A series of C-3,4,5-substituted 2,6-dimethyl-1,4-dihydropyridines (1,4-DHPs) with pharmacological properties were prepared by a variation from the classical Hantzsch synthesis. The procedure involves treatment of the respective aldehyde with either ethyl-3-aminocrotonate or 3-aminocrotonitrile in anhydrous acetic acid at temperatures not exceeding 60°C, thus minimizing by-product formation. The structures of title compounds were elucidated by 1H NMR, 13C NMR, FTIR, and elemental analysis. Copyright Taylor & Francis Group, LLC.

Boosting the catalytic performance of manganese (III)-porphyrin complex MnTSPP for facile one-pot green synthesis of 1,4-dihydropyridine derivatives under mild conditions

Ali El-Remaily, Mahmoud Abd El Aleem Ali,Hamad, Hesham A.,Soliman, Ahmed M. M.,Elhady, Omar M.

, (2021)

In this study, the metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin manganese (III) chloride; denoted as MnTSPP) represents a promising efficient and reusable heterogeneous solid catalyst for facile and highly efficient one-pot synthesis of 1,4 dihydropyridine derivatives via three-component condensation reaction of aromatic aldehyde, ethyl acetoacetate, and ammonium acetate under green and mild reaction conditions. The simple operation, short reaction time (15 min), and the high efficiency (99%) are the special advantage of this protocol. Furthermore, the green aspects of this synthetic protocol were more studied by examination of the reusability of MnTSPP for four consecutive cycles without a significant loss of catalytic activity. Remarkably, the new synthesis presented advantages in terms of safety, commercially available catalyst, simplicity, stability, mild conditions, short reaction time, and excellent yields, using a mixture of H2O and C2H5OH environmental-friendly solvent, operationally facile, wide tolerance of starting materials, and excellent recoverable of the catalyst.

Sulfated polyborate: An efficient and reusable catalyst for one pot synthesis of Hantzsch 1,4-dihydropyridines derivatives using ammonium carbonate under solvent free conditions

Rekunge, Deelip S.,Khatri, Chetan K.,Chaturbhuj, Ganesh U.

, p. 1240 - 1244 (2017)

A simple and efficient method for the synthesis of four-component 1,4-dihydropyridines of various aldehydes, β-ketoesters and ammonium carbonate catalyzed by sulfated polyborate with high yields under a solvent free condition at 90?°C is described. The key advantages of the present method are high yields, short reaction time, solvent free condition, easy workup, recyclability of catalyst and ability to tolerate a variety of functional groups which gives economical as well as ecological rewards.

Solvent-free efficient one-pot synthesis of Biginelli and Hantzsch compounds catalyzed by potassium phthalimide as a green and reusable organocatalyst

Kiyani, Hamzeh,Ghiasi, Maryam

, p. 5177 - 5203 (2015)

The usage of potassium phthalimide (PPI) for the simple and green one-step multicomponent synthesis of Hantzsch 1,4-dihydropyridines, polyhydroquinolines, 3,4-dihydropyrimidin-2(1H)-ones/thiones, and octahydroquinazolinones under solventless conditions at 120°C is reported. The method is operationally simple, environmentally benign, and has relatively high yields. The other merits of this method include efficient, clean, green, and catalyst reusability.

Fe3O4@SiO2 supported aza-crown ether complex cation ionic liquids: preparation and applications in organic reactions

Li, Dandan,Wang, Jinyuan,Chen, Fengjuan,Jing, Huanwang

, p. 4237 - 4242 (2017)

A series of aza-crown ether ionic liquids supported on magnetic Fe3O4@SiO2 core-shell particles were designed, synthesized and characterized by elemental analysis, TEM, TG and FT-IR. These new aza-crown ether complex cation ionic liquids were utilized as heterogeneous acidic catalysts in Friedel-Crafts alkylation and Hantzsch reaction in good yields under convenient reaction conditions. Moreover, these magnetic particle supported IL catalysts could be readily recovered by an external magnet and reused five times without obvious loss of activity.

The First Recyclable, Nanocrystalline CdS Thin Film Mediated Eco-benign Synthesis Of Hantzsch 1, 4 Dihyropyridines, 1, 8-Dioxodecahydroacridine and Polyhydroquinolines derivatives

Lavanya,Venkatapathy,Magesh,Perumal,Sathishkumar,Amudha

, (2019)

In the present study, we report a recyclable, nanocrystalline CdS thin film mediated efficient one-pot, three component synthesis of Hantzsch 1, 4 Dihydropyridine in good yields. The catalyst is also effective for the efficient synthesis of Polyhydroquinoline and 1, 8-dioxodecahydroacridine derivatives in good to excellent yields. The CdS thin film catalyst was prepared by chemical bath deposition (CBD) technique. The cadmium sulphide thin film was characterized by powder XRD and FT-IR studies. The average crystallite size (D) was calculated from powder XRD by using Scherrer formula and SEM analysis. The elemental composition of the CdS thin film was established by EDS analysis. The effect of temperature, substituent's, catalyst loading and mole ratio on the reaction was also studied. All the products were thoroughly characterized by 1H-NMR, 13C-NMR, FT-IR, Mass spectral and CHN analysis. A plausible mechanism for the CdS thin film catalyzed synthesis of 1, 4 DHP's is proposed. The heterogeneous catalyst could be easily recovered from the reaction mixture and successively reused at least five times without loss of activity.

Air-stable Organobismuth(V) Bisperfluorooctanesulfonate as an Efficient Catalyst for the Synthesis of N-Containing Compounds

Wang, Penghui,Wang, Jinying,Au, Chak-Tong,Qiu, Renhua,Xu, Xinhua,Yin, Shuang-Feng

, p. 1302 - 1308 (2016)

Triphenyl bismuth bisperfluorooctanesulfonate is an air- and water-stable Lewis acid. It exhibits high catalytic efficiency for the synthesis of nitrogen heterocycles such as diindolylmethane derivatives, dihydropyrimidinones, dihydropyridines and 1,2-disubstitued benzimidazoles under mild condition. Furthermore, it can be reused without loss of activity in a test of five cycles.This catalytic system affords a simple and efficient way for the synthesis of N-containing compounds.

Tetrabutylammonium hexatungstate [TBA]2[W6O 19]: A novel heterogeneous catalyst for one-pot synthesis of Hantzsch 1,4-dihydropyridines in solvent-free conditions

Tavakoli-Hoseini, Niloofar

, p. 1432 - 1435 (2012)

A new method for one pot synthesis of Hantzsch 1,4-dihyropyridines was achieved by the reaction of aromatic aldehydes, ethyl acetoacetate and ammonium acetate at 80 °C in the presence of an isopoly tungstate, tetrabutylammonium hexatungstate [TBA]2[W6O19], as an effective and environmentally friendly catalyst. An important advantage of this catalyst is the ease of separating it from the reaction mixture, as well as the fact that it could be recycled a number of times.

Synthesis of 1,4-dihydropyridine esters using low-melting sugar mixtures as green solvents

Kumar, J. Ashwin,Shridhar, Gomathi,Ladage, Savita,Ravishankar, Lakshmy

, p. 1989 - 1998 (2016)

Several low-melting sugar mixtures (LMMs) were synthesized and used for preparation of 1,4-dihydropyridines with aldehydes, 1,3-dicarbonyl compounds, and a nitrogen source as starting materials. Good yields, low reaction times, recyclability of LMMs, and catalyst-free methodology are some of the highlights of this new protocol.

Cu-doped ZnO nanocrystalline powder as a catalyst for green and convenient multi-component synthesis of 1,4-dihydropyridine

Alinezhad, Heshmatollah,Mohseni Tavakkoli, Sahar

, p. 5931 - 5940 (2015)

Abstract A simple, efficient, and convenient one-step method for synthesis of Hantzsch 1,4-dihydropyridine, using Cu-doped ZnO nanocrystalline powder as a catalyst is reported. The method offers several advantages including excellent yields, green solvent, easy work-up, simplicity in operation and catalyst reusability.

Poly(vinylimidazolum acetic acid)-entrapped nanozeolite: efficient heterogeneous catalyst for synthesis of polyhydroquinolines and 1,4-dihydropyridines

Amoli, Tabassom,Baghbanian, Seyed Meysam

, p. 3389 - 3405 (2018)

An effective method for synthesis of substituted 1,4-dihydropyridines and polyhydroquinoline derivatives by Hantzsch reaction using poly(ionic liquid)-based nanozeolite (NZ@PIL-COOH) catalyst under simple conditions is described. The new solid acid catalyst was prepared by polymerization of 3-carboxymethyl-1-vinylimidazolium in presence of modified nanozeolite, and characterized by Fourier-transform infrared (FTIR) spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD) analysis, and transmission electron microscopy (TEM). The resulting heterogeneous catalyst displayed high catalytic performance under mild reaction condition in short reaction time. The catalyst was recycled eight times without any loss in reactivity or yield.

In-vitro metabolic inhibition and antifertility effect facilitated by membrane alteration: Search for novel antifertility agent using nifedipine analogues

Waghmare, Abhijeet,Kanyalkar, Meena,Joshi, Mamata,Srivastava, Sudha

, p. 3581 - 3589 (2011)

In search of non-hormonal male contraceptives, analogues of nifedipine, which causes reversible infertility, have been synthesized and their interaction at molecular level with model membrane has been probed. Analogues act differently with respect to their antifertility action. This is achieved by altering the cell metabolism thereby directly affecting the motility which is responsible for fertility. Secondly, these drugs bind differently to the interior of the cell-membrane affecting the membrane fluidity, architecture and dynamics. Sulfasalazine and D4 interact to a larger extent and alter the lipid bilayer phase to a hexagonal. D1, D2 and D 3 do not have considerable effect. D4 is the most promising candidate as a lead compound for the development of novel non-hormonal male antifertility agents.

Green synthesis of benzimidazoloquinazolines and 1,4-dihydropyridines using magnetic cyanoguanidine-modified chitosan as an efficient heterogeneous nanocatalyst under various conditions

Javanmiri, Kaveh,Karimian, Ramin

, p. 199 - 212 (2020)

Abstract: In the present study, we demonstrated the synthesis of magnetic cyanoguanidine-modified chitosan (MCGC) as an efficient and green retrievable heterogeneous nanocatalyst for one-pot three-component synthesis of benzimidazoloquinazolines (from 2-aminobenzimidazole, aromatic aldehydes, and dimedone) and 1,4-dihydropyridines (via Hantzsch-type condensation of ethyl acetoacetate, aromatic aldehydes, and ammonium acetate) under the ultrasonic irradiation and reflux conditions. The structure of the catalyst was fully confirmed using Fourier transform infrared spectroscopy, vibrating sample magnetometer, field emission scanning electron microscopy, energy dispersive spectroscopy, and thermogravimetric analysis. Increased amount of amino groups that are generated by modifying the surface of chitosan with cyanoguanidine as well as presence of hydroxyl groups determined the catalytic activity of MCGC. Furthermore, as experimental results confirmed, the ultrasonic-promoted reactions gave the better results in terms of reaction time, yield, and purity of isolated products. Cost effectiveness, mild conditions, low catalyst loading, convenient work-up, and ecofriendly solvent are some of the remarkable advantages of this protocol.

Synthesis, characterization and cytotoxicity evaluation of a novel magnetic nanocomposite with iron oxide deposited on cellulose nanofibers with nickel (Fe3O4@NFC@ONSM-Ni)

Ghamari Kargar, Pouya,Noorian, Maryam,Chamani, Elham,Bagherzade, Ghodsieh,Kiani, Zahra

, p. 17413 - 17430 (2021)

A heterogeneous, magnetically recoverable nanocomposite, Fe3O4@NFC@ONSM-Ni(ii) was prepared by immobilization of a novel Ni(ii) Schiff base complex on Fe3O4@NFC nanoparticles followed by treatment with melamine. This trinuclear catalyst has been characterized using several analytical techniques including FT-IR, TEM, Fe-SEM, EDX, DLS, ICP, TGA, VSM, and XRD. It was used as an efficient catalyst for one-pot solvent-free synthesis of 1,4-dihydropyridine and poly-hydro quinoline derivatives through Hantzsch reaction. This catalyst showed remarkable advantage over previously reported catalysts due to suitable conditions, short reaction time, high efficiency and lower catalyst load and timely recovery of the magnetic catalyst. Moreover, the effects of Fe3O4@NFC@ONSM-Ni(ii) nanoparticles on thein vitroproliferation of human leukemia cell line (k562) and human breast cancer cells (MDA-MB-231) were investigated. The results of MTT and Hochest assays suggested that the nanoparticles could effectively inhibit the proliferation of these cancer cells in a time- and concentration-dependent manner.

Chitosan nanoparticles as a green and renewable catalyst in the synthesis of 1,4-dihydropyridine under solvent-free conditions

Safari, Javad,Azizi, Fatemeh,Sadeghi, Masoud

, p. 1905 - 1909 (2015)

In the present study, chitosan nanoparticles were obtained by the gelation of chitosan by heptamolybdate anions and dried with dry CO2 for 30 minutes. Chitosan nanoparticles efficiently proceeded the Hantzsch reaction at 80 °C under metal and solvent free conditions. The present method offers several advantages such as a simple procedure, green conditions, excellent yields and short reaction time.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 10354-30-0