18977-35-0

Upstream product

• 108-94-1 cyclohexanone 
• 123-08-0 4-hydroxy-benzaldehyde 
• 466661-91-6 (2E,6E)-2,6-bis[4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclohexanone 
• 307973-30-4 2-(4-hydroxyphenylmethylene)cyclohexanone 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 108-93-0 cyclohexanol 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 946161-33-7 2,6-Bis-[4-(tetrahydro-pyran-2-yloxy)-benzylidene]-cyclohexanone 

Downstream Products

• 21734-68-9 2,6-Bis-(4-hydroxy-benzyl)-phenol 
• 1383970-01-1 (E)-7-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)-3,3a,4,5,6,7-hexahydro-2H-indazole 
• 1383969-98-9 (E)-2-amino-8-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 
• 908075-90-1 2,6-bis(3-((dimethylamino)methyl)-4-hydroxybenzylidene)cyclohexanone 
• 1404200-29-8 (2E, 6E)-2, 6-bis ((3, 4-dihydro-3-p-tolyl-2Hbenzo[e][1, 3]oxazin-6-yl) methylene)cyclohexanone 
• 1272675-43-0 4-(7-(4-hydroxybenzylidene)-3,3a,4,5,6,7-hexahydro-2H-indazol-3-yl)phenol 

Relevant academic research and scientific papers

From cyclohexanone to photosensitive polyesters: Synthetic pathway, basic characterization, and photo-/halochromic properties

A bifunctional photosensitive monomer, 2,6-bis-(4-hydroxybenzylidene)cyclohexanone (DHCH) was successfully synthesized by the condensation reaction of cyclohexanone with p-hydroxybenzaldehyde in the presence of hydrochloric acid, as a catalyst. Based on D

Novel polyesters based on indazole moiety: Synthesis, characterization and applicability as efficient inhibitors for acidic X-65-steel corrosion

In this report, novel series of unsaturated polyesters Va-d and VIa-d containing indazole moiety were successfully prepared via interfacial polycondensation technique of indazole derivatives III and IV with different aromatic and aliphatic acid chlorides; isophthaloyl-, terephthaloyl-, adipoyl-, and sebacoyl chlorides. The prepared polyesters were categorized by elemental analyses, IR, 1H NMR, Mass spectra, GPC, Thermogravimetric (TGA), X-ray analyses (XRD), and therefore the morphology was examined by scanning microscopy (SEM). They showed high thermal stability and different morphology structure. The corrosion protection performance of prepared polyesters Va-d and VIa-d on X65-steel in molar oil of vitriol was assessed using potentiodynamic polarization (PDP), electrochemical impedance spectroscopy (EIS), and SEM. Electrochemical tests (EIS and PDP) displayed polymers could efficiently impede the X65-steel corrosion and acted as inhibitors of the mixed type. At the optimal dose of 150 mg/L, the protection capacities of Va-d and VIa-d polymers ranged from 86.9% to 97.8%. adsorption of Va-d and VIa-d followed the adsorption model of Langmuir isotherm. Surface morphology examination by SEM also revealed that Va-d and VIa-d polymers form an efficient block layer on the surface of X65-steel to separate the acidic solution.

Cytotoxic 2,6-bis(arylidene)cyclohexanones and related compounds

A number of 2-arylidenecyclohexanones 1, 2,6-bis(arylidene)cyclohexanones 2 and related Mannich bases 3-5 were prepared. Various torsion angles as well as atomic charges on olefinic carbon atoms were determined by molecular modelling on all compounds. These molecules showed cytotoxicity towards murine P388 and L1210 cells as well as to human Molt 4/C8 and CEM T-lymphocytes. The average cytotoxicity of the dienones 2 was more than three times greater than was found with the monoarylidene analogues 1, and, in general, were slightly more cytotoxic than the Mannich bases 3-5. A number of the compounds displayed potency towards a panel of human tumour cell lines and most of the representative compounds in series 2-5 were selectively toxic to colon cancers and leukaemic cells. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

Studies on FMCM-41 reinforced cyanate ester nanocomposites for low k applications

The continual development of microelectronics needs insulation materials with lower dielectric constant (low k). To accomplish this, a new type of cyclohexyl branched aliphatic chain bridged cyanate ester has been developed by the synthesis of chalcone fr

Shape memory effect on the formation of oxazoline and triazine rings of BCC/DGEBA copolymer

The shape memory polymer was developed by the copolymerization of varying weight percentages (30, 40 and 50 wt%) of 1,3-bis(4-cyanatophenyl) cyclohexane cyanate ester (BCC) and diglycidyl ether of bisphenol A through the formation of oxazoline and triazin

Green, rapid, and highly efficient syntheses of α,α′-bis[(aryl or allyl)idene]cycloalkanones and 2-[(aryl or allyl)idene]-1-indanones as potentially biologic compounds via solvent-free microwave-assisted Claisen–Schmidt condensation catalyzed by MoCl5

A new, green, and highly efficient protocol for the expeditious preparation of some α,α′-bis[(aryl or allyl)idene]cycloalkanones and 2-[(aryl or allyl)idene]-1-indanones via a simple microwave-assisted Claisen–Schmidt condensation reaction catalyzed by MoCl5 was successfully developed. Outstanding features of the current methodology include the use of solvent-free conditions, simple operation, use of a very inexpensive and available catalyst, low catalyst loading, short reaction times, high yields of the pure products, no harmful by-products, easy workup, and also the applicability of microwave irradiation as a clean source of energy. Furthermore, a gram-scale reaction was successfully conducted, proving the scalability of this current Claisen–Schmidt condensation reaction.

Synthesis and biological evaluation of asymmetrical diarylpentanoids as antiinflammatory, anti-α-glucosidase, and antioxidant agents

A series of seven new (1, 3, 6, 7, 10, 12, and 13) and six (2, 4, 5, 8, 9, and 11) known diarylpentanoid analogs were synthesized and assessed for their nitric oxide (NO) and α-glucosidase inhibitory activities as well as their antioxidant capacity. Nine compounds (2, 3, 4, 5, 6, 8, 11, 12, and 13) were found to exhibit comparable activity to that of curcumin (IC50= 13.0 μM), in which compound 8 has displayed strongest NO inhibitory activity with the IC50 values of 17.5 μM. Meanwhile, four compounds (1, 7, 12, and 13) were found to possess better α-glucosidase inhibitory activity than that of curcumin (30.9 μM), with the IC50 values ranging from 19.4 to 24.9 μM. On the other hand, none of the synthesized compounds has achieved better DPPH scavenging activities than that of curcumin, indicating the relatively poor antioxidant potential of desired diarylpentanoid structure. Structure-activity relationship (SAR) study disclosed that the existence of meta-hydroxyphenyl and bromo groups is crucial for antiinflammatory and anti-α-glucosidase activities, respectively. Molecular docking study showed that bromo moiety could form additional hydrophobic contacts with α-glucosidase, thereby increased the inhibition of diarylpentanoid against α-glucosidase. The overall results suggested that diarylpentanoids with poly-meta-hydroxylated phenyl ring and multiple bromo groups may lead to the discovery of new diarylpentanoids with both antiinflammatory and anti-α-glucosidase activities.

Inhibitor of CBP histone acetyltransferase downregulates p53 activation and facilitates methylation at lysine 27 on histone H3

Tumor suppressor p53-directed apoptosis triggers loss of normal cells, which contributes to the side-effects from anticancer therapies. Thus, small molecules with potential to downregulate the activation of p53 could minimize pathology emerging from anticancer therapies. Acetylation of p53 by the histone acetyltransferase (HAT) domain is the hallmark of coactivator CREB-binding protein (CBP) epigenetic function. During genotoxic stress, CBP HAT-mediated acetylation is essential for the activation of p53 to transcriptionally govern target genes, which control cellular responses. Here, we present a small molecule, NiCur, which blocks CBP HAT activity and downregulates p53 activation upon genotoxic stress. Computational modeling reveals that NiCur docks into the active site of CBP HAT. On CDKN1A promoter, the recruitment of p53 as well as RNA Polymerase II and levels of acetylation on histone H3 were diminished by NiCur. Specifically, NiCur reduces the levels of acetylation at lysine 27 on histone H3, which concomitantly increases the levels of trimethylation at lysine 27. Finally, NiCur attenuates p53-directed apoptosis by inhibiting the Caspase 3 activity and cleavage of Poly (ADP-ribose) polymerase (PARP) in normal gastrointestinal epithelial cells. Collectively, NiCur demonstrates the potential to reprogram the chromatin landscape and modulate biological outcomes of CBP-mediated acetylation under normal and disease conditions.

Synthesis, mechanistic and synergy studies of diarylidenecyclohexanone derivatives as new antiplasmodial pharmacophores

Diarylidenecyclohexanone (DAC) derivatives (Ia-i, IIa-c and IIIa-b) were synthesized, characterized and screened for their invitro antiplasmodial activities against erythrocytic stages of chloroquine (CQ) sensitive and resistant strains of P. falciparum by using SYBR green I fluorescence assay. SAR studies of DAC derivatives showed antiplasmodial activity in the order of 3-NO2 (Ib, IC50 0.95 μM) > 3-chloro (Id, IC50 3 μM) > 4-chloro (Ie, IC50 8.5 μM) > 2-chloro (Ic, IC50 13 μM). Further Ib and Id exhibited nearly equal potencies against CQ-resistant strains P. falciparum Dd2, {IC50 1 μM (Ib) and 2.7 μM (Id)} and PfINDO {IC50 1.1 μM (Ib) and 2.5 μM (Id)}. Drug exposure followed by drug withdrawal-based stage-specific kill kinetic studies showed that Ib is shizonticidal within 3 h while the earliest killing actions against Trophozoites and Rings were seen at >3 h and >6 h, respectively. Combination studies of the most potent leads viz. Ib and Id showed strong to moderate synergistic effects with Artemisinin (?FIC50: 0.34 to 0.63) whereas no interaction (?FIC50: 0.65 to 2.36) was observed with Chloroquine. The DACs showed significant insilico binding affinity with β-haematin and P. falciparum lactate dehydrogenase (PfLDH) suggesting these to be the targets of their antiplasmodial action. High compliance with Lipinski rule of 5 and high selectivity index of Ib (105.3) and Id (8.3) against HeLa cell line indicated that Diarylidenecyclohexanones could serve as structural templates towards lead optimization of compounds for discovery of novel, potent, safe and affordable drugs against malaria.

An efficient green approach to aldol and cross-aldol condensations of ketones with aromatic aldehydes catalyzed by nanometasilica disulfuric acid in water

Aldol and cross-aldol condensations of aromatic aldehydes with various ketones in the presence of nanometasilica disulfuric acid (NMSDSA) as heterogeneous catalyst are presented. The catalyst was prepared according to the developed earlier method using inexpensive and readily available starting materials. The highly active catalyst gave excellent yields of the desired aldol products without self-condensation reaction taking place. Reaction times were short, the procedure and work-up were simple, and no volatile or hazardous organic solvents were involved. The catalyst could be recovered three times with only slight reduction in activity.