2535-01-5

Upstream product

• 3612-20-2 1-phenylmethyl-4-piperidone 
• 100-52-7 benzaldehyde 
• 1454-53-1 ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 

Downstream Products

• 350029-17-3 2-amino-6-benzyl-8-benzylidene-5,6,7,8-tetrahydro-4-phenyl-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 1289514-77-7 (4R,8E)-2-amino-5,6,7,8-tetrahydro-4-phenyl-6-(phenylmethyl)-8-(phenylmethylene)-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 104169-92-8 6-Benzyl-4-phenyl-8-[1-phenyl-meth-(E)-ylidene]-3,4,5,6,7,8-hexahydro-1H-pyrido[4,3-d]pyrimidin-2-one 
• 1446347-84-7 (4S,8E)-2-amino-5,6,7,8-tetrahydro-4-phenyl-6-(phenylmethyl)-8-(phenylmethylene)-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 1195986-40-3 C₃₅H₂₈N₄ 
• 1174000-31-7 2-amino-6-benzyl-8-benzylidene-5,6,7,8-tetrahydro-4-phenyl-1,6-naphthyridine-3-carbonitrile 
• 104169-86-0 (E)-6-benzyl-8-benzylidene-4-phenyl-3,4,5,6,7,8-hexahydropyrido[4,3-d]pyrimidine-2(1H)-thione 

Relevant academic research and scientific papers

Application of monocarbonyl curcumin compound in preparation of medicine for preventing and treating periodontitis

The invention belongs to the technical field of medicines, and particularly relates to application of a specific monocarbonyl curcumin analogue in preparation of a medicine for preventing and treating periodontitis. Experiments prove that the monocarbonyl curcumin analogues not only can play a better anti-oxidation protection role by activating an Nrf2/HO-1 signal channel, but also can play an anti-inflammatory role by inhibiting release of inflammatory factors TNF alpha and IL1-beta, so that the monocarbonyl curcumin analogues have a remarkable prevention and treatment effect on rat periodontitis, have good potential value and significance for prevention and treatment of periodontitis, and have a good research and development prospect.

Synthesis of novel spirofused spiropyrrolidine 1,3-indanedione derivatives via 1,3-dipolar cycloaddition reactions

The successful synthesis of novel spirofused spiropyrrolidine 1,3-indanedione derivatives using 1,3-dipolar cycloaddition reactions is reported. 1-Benzyl-3,5-bis[(E)-arylmethylidene]tetrahydro-4(1H)-pyridinones prepared via Kn?evenagel condensation of 1-b

Synthesis of Novel Tetrahydropyrimido[4,5-B][1,6]Naphthyridines via Condensation of 1-benzyl-3,5-bis[(E)-arylmethylidene]tetrahydropyridin-4(1H)-ones with 6-aminouracils

[Figure not available: see fulltext.] The successful synthesis of novel tetrahydropyrimido[4,5-b][1,6]naphthyridine derivatives is reported. 1-Benzyl-3,5-bis[(E)-arylmethylidene] tetrahydropyridin-4(1H)-ones prepared via Knoevenagel condensation of 1-benz

Synthesis and antiproliferative activity of cyclic arylidene ketones: a direct comparison of monobenzylidene and dibenzylidene derivatives

Abstract To give further insight into the influence of the structural modifications of enones and dienones on their antiproliferative properties, 25 derivatives of enones: (E)-2-benzylidene-1-cyclohexanones, (E)-2-benzylidene-1-tetralones, (E)-2-benzylidene-1-indanone, and dienones: (E,E)-2,5- or 2,6-dibenzylidene-1-cyclanones, (E,E)-3,5-dibenzylidene-4-piperidones were synthesized using a newly developed "one-pot" synthetic method. Due to the fact that all of them have the same aryl substituents (phenyl or 4-chlorophenyl) in the arylidene moiety, it is possible to compare the relevant contribution of the single-point structural modifications (type of ring or N-substitution) on their potency on the basis of their IC 50 values. Their antiproliferative activity was evaluated against the following four human adherent cancer cell lines: HeLa, A431, A2780, and MCF7. The cytotoxicity screen has revealed that the dibenzylidene dienones in general dominate the monobenzylidene enones in this respect. The nitrogen-containing heterocyclic dienones at the same time displayed higher inhibitory properties toward these human carcinoma cell lines compared with their homocyclic dienone analogs. One of the eight newly prepared 4-piperidone derivatives, N-(γ-oxobutyl)-(E,E)-3,5-bis(p-chlorobenzylidene)-4-piperidone is as potent a cell growth inhibitor (IC 50 of 0.438-1.409 μM) as the N-methyl-(E,E)-3,5-bis(p-chlorobenzylidene)-4-piperidone (IC 50 of 0.447-1.048 μM), one of the most active among the previously described compounds in this series. Catalytic hydrogen-transfer isomerization of compounds with two exocyclic benzylidene double bonds to derivatives with endocyclic double bonds results in the complete loss of antiproliferative activity. The structural modifications and 50 % inhibitory concentration (IC 50) values resulted in correlations which can promote the design of more potent derivatives of the 4-piperidone dienones.

Domino Reaction for the Synthesis of Highly Functionalized Triazatricyclo[6.2.2.01,6]dodecane

A simple and highly efficient protocol has been developed for the synthesis of triazatricyclo[6.2.2.01,6]dodecane-9,12-dione (TATCD) derivatives. Use of metal hydroxide catalyst in the presence of protic solvent plays a key role in these reaction transformations. Mechanistic studies specify that the proposed mechanism proceeds only via aldol reaction, condensation, cyclization, and dehydration to form the desired product. This current protocol provides several advantages such as use of a readily available precursor, consumption of less energy, short reaction time, moderate to good yields, and convenient workup. GRAPHICAL ABSTRACT.

Synthesis of green light emitting fused pyrazolinopiperidines - Photophysical and electrochemical studies

We have synthesized the new, green light emitting pyrazolinopiperidines (PyP) derivatives with extended π-conjugation pathway by simple, two step reactions and are characterized using spectral and single crystal X-ray analysis. The electronic properties of PyP were studied using steady state, and time resolved spectral techniques, theoretical and electrochemical methods. PyP derivatives exhibit intense green fluorescence both in the solid and solution state with the quantum yield of 0.29 in acetonitrile. Importantly, PyP shows non-overlapping absorption and emission spectrum with the large Stokes shift value of ～8000 cm-1. Solvent polarity dependent photophysical properties and theoretical HOMO-LUMO calculation reveal that the singlet excited state possesses significant charge transfer character. The substitution of electron donating/withdrawing substituents show negligible or little influence on the photophysical properties except the trifluoromethyl and 2,4-dichloro phenyl substituent. The electrochemical first oxidation potentials were not influenced by the substituent; however the first reduction potential becomes sensitive towards nature and position of the aryl substituent. Further, photophysical properties of PyP become sensitive to the nature of substituent (ortho/para) positions. The enhanced non-radiative decay for the 2,4-dichlorophenyl substituted PyP as compared to 2- and 4-chlorophenyl substituents (by a factor of two and seven times, respectively) emphasize the necessity for multiple electron withdrawing aryl substituents to induce the measurable charge transfer interactions. The enhanced non-radiative rate constant of trifluoromethyl substituent by eight times than methyl substituent is due to the strong intramolecular charge transfer from pyrazoline to styryl moiety. The Royal Society of Chemistry 2013.

Synthesis, crystal structure, and anticancer properties of cyclic monocarbonyl analogs of curcumin

A series of novel indan-2-one and dibenzylidenepiperidin-4-one compounds were synthesized and screened for anticancer activities. The compounds are symmetrical and they have conjugated double bonds. They closely resemble the curcumin analogs which are fou

An efficient method for synthesis of pyrano[3,2-c]pyridine derivatives under microwave irradiation

(Chemical Equation Presented) A series of pyrano[3,2-c]pyridine derivatives were synthesized via reactions of 3,5-dibenzylidenepiperidin-4-one and malononitrile in N,N-dimethylformamide under microwave irradiation. It is a simple, efficient, and promising

An efficient and chemoselective synthesis of 1,6-naphthyridines and pyrano[3,2-c]pyridines under microwave irradiation

A series of 1,6-naphthyridines and pyrano[3,2-c]pyridines were selectively synthesized via microwave-assisted reactions controlled by the nature of the solvent. This has resulted in an efficient and promising synthetic method for constructing the 1,6-naph

Synthesis and spectroscopic and structural studies of cross-conjugated dienones derived from cyclic ketones and aromatic aldehydes

Cross-conjugated dienones were synthesized by the reactions of cyclic ketones with two equivalents of aromatic aldehydes under basic conditions. An NMR spectroscopic study and X-ray diffraction analysis demonstrated that all reaction products are formed as E,E isomers. Spontaneous photochemical trans-cis isomerization of cross-conjugated dienones under the scattered light in solution was observed for the first time. The degree of isomerization depends mainly on the nature of the central fragment of the dienone molecule. The previously unknown product of photochemical [2+2]-cycloaddition of 2,5-bis[(E)-(3-pyridyl)methylidene]cyclopentanone was synthesized and characterized by spectroscopic methods and X-ray diffraction. Under the conditions used, only one isomer of the cyclobutane adduct was obtained. Springer Science+Business Media, Inc. 2006.