5765-29-7

Upstream product

• 160084-47-9 2-[hydroxy(4-methoxyphenyl)methyl]cyclohexanone 
• 108-94-1 cyclohexanone 
• 591-31-1 3-methoxy-benzaldehyde 
• 22780-11-6 1-(2,2,2-trichloroacetoxy)cyclohexene 
• 123-11-5 4-methoxy-benzaldehyde 
• 10292-51-0 1-(trichloromethyl)-cyclopentanol 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 57711-77-0 (2-(4'-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene 
• 4471-09-4 N-benzylcyclohexylimine 
• 2393-23-9 4-methoxy-benzylamine 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 138522-72-2 2-Bromo-2-[bromo-(4-methoxy-phenyl)-methyl]-cyclohexanone 
• 57083-26-8 2-((E)-benzylidene)-6-((E)-4-methoxybenzylidene)cyclohexan-1-one 
• 6275-32-7 (2E,6E)-2,6-bis(4-methoxybenzylidene)cyclohexanone 

Downstream Products

• 855655-63-9 4-(4-methoxy-phenyl)-hexahydro-8a,3-oxaethano-chromene-2,10-dione 
• 117601-23-7 4-(4-methoxyphenyl)-2-sulfanylidene-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 94990-46-2 4-(4-methoxyphenyl)-5,6,7,8-tetrahydroquinazolin-2-amine 
• 118227-91-1 (4α,4aα,8aβ)-4a,5,6,7,8,8a-hexahydro-8a-hydroxy-4-(4-methoxyphenyl)-4H-3,1-benzothiazine-2(1H)-thione 
• 118332-73-3 (4S,4aS,8aS)-8a-Hydroxy-4-(4-methoxy-phenyl)-octahydro-benzo[d][1,3]thiazine-2-thione 
• 118332-70-0 (4α,4aβ,8aβ)-4a,5,6,7,8,8a-hexahydro-8a-hydroxy-4-(4-methoxyphenyl)-4H-3,1-benzothiazine-2(1H)-thione 
• 139938-20-8 2-(α-(N-benzyl-thiocarbamoylthio)-4-methoxybenzyl)-cyclohexan-1-one 
• 139938-26-4 2-(α-(N-(2-phenylethyl)-thiocarbamoylthio)-4-methoxybenzyl)-cyclohexan-1-one 
• 113794-84-6 2-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-cyclohexanol 
• 116897-70-2 2-Amino-4-(3-methoxyphenyl)-5,6,7,8-tetrahydro-4H-3,1-benzothiazin 
• 37722-55-7 2-(4-methoxybenzylidene)cyclohexanone 
• 65331-20-6 4-(4-methoxyphenyl)-1,2,3,4,5,6,7,8-octahydroquinazoline-2-thione 
• 117601-31-7 3-amino-4-(p-anisyl)-5,6-tetramethylenethieno[2,3-b]pyridine-2-carbonitrile 
• 117601-27-1 2-Cyanomethylsulfanyl-4-(4-methoxy-phenyl)-5,6,7,8-tetrahydro-quinoline-3-carbonitrile 

Relevant academic research and scientific papers

Metal- and Solvent-Free Transesterification and Aldol Condensation Reactions by a Homogenous Recyclable Basic Ionic Liquid Based on the 1,3,5-Triazine Framework

A new recyclable basic ionic liquid was introduced as an efficient catalyst for aldol condensation and transesterification reactions under environmentally friendly conditions. The catalyst was prepared based on methyl imidazolium moieties bearing hydroxide counter anions via the Hofmann elimination on a 1,3,5-triazine framework. The ionic liquid with two functionalities including anion stabilizer and high basicity, was used as an efficient catalyst for aldol condensation as well as transesterification reaction of a variety of alkyl benzoates. All reactions were performed in the absence of any external reagent, co-catalyst, or solvent, in line with environmental protection. The kinetics isotope effect (KIE) was conducted for the transesterification reaction to elucidate the mechanism and rate determining step (RDS). It worth noted that, the homogeneous catalyst could be recycled from the reaction mixture and reused for several consecutive runs with insignificant drop of basicity and conversion.

Novel racemic chiral organic boron nitrogen fluorescent compound and preparation method thereof (by machine translation)

The novel chiral organic boron nitride fluorescent compound, is characterized in that, takes a cheap,readily available monoiodobenzene derivative, carboxylic acid derivative as a raw material, to react at a certain temperature with a common organic solvent as a reaction solvent, for a certain time, high yield, to selectively obtain a novel chiral organic boron nitrogen fluorescent compound . The catalyst, can be recovered, at a certain temperature for a certain period of time for a certain period of time to produce a novel chiral organic boron-nitrogen fluorescent compound with low cost,and a high yield, and selectivity, can be, obtained at a certain temperature for a certain period, of time with a certain period of time and high yield. (by machine translation)

Novel Tetrahydroquinazolinamines as Selective Histamine 3 Receptor Antagonists for the Treatment of Obesity

The histamine 3 receptor (H3R) is a presynaptic receptor, which modulates several neurotransmitters including histamine and various essential physiological processes, such as feeding, arousal, cognition, and pain. The H3R is considered as a drug target for the treatment of several central nervous system disorders. We have synthesized and identified a novel series of 4-aryl-6-methyl-5,6,7,8-tetrahydroquinazolinamines that act as selective H3R antagonists. Among all the synthesized compounds, in vitro and docking studies suggested that the 4-methoxy-phenyl-substituted tetrahydroquinazolinamine compound 4c has potent and selective H3R antagonist activity (IC50 0.04 μM). Compound 4c did not exhibit any activity on the hERG ion channel and pan-assay interference compounds liability. Pharmacokinetic studies showed that 4c crosses the blood brain barrier, and in vivo studies demonstrated that 4c induces anorexia and weight loss in obese, but not in lean mice. These data reveal the therapeutic potential of 4c as an anti-obesity candidate drug via antagonizing the H3R.

Establishing the correlation between catalytic performance and N→Sb donor-acceptor interaction: Systematic assessment of azastibocine halide derivatives as water tolerant Lewis acids

A series of organoantimony(iii) halide complexes with a tetrahydrodibenzo[c,f][1,5]azastibocine framework were synthesized and employed as water tolerant Lewis acid catalysts. The results of a systematic structure-activity relationship study demonstrated that the strength of N→Sb donor-acceptor interaction could be synergistically modulated by tuning the properties of the nitrogen substituents and halogen atoms adjacent to the central antimony atom, and consequently resulted in distinct catalytic performances towards organic reactions such as Mannich, cross-condensation, cyclization-aromatization and epoxide aminolysis reaction. The fluorinated organoantimony(iii) derivatives were found to be more active than those of the chlorinated, brominated and iodinated analogues, owing to the use of an Sb-F moiety as a hydrogen bond acceptor. By comparison, the compound 6-cyclohexyl-12-fluoro-5,6,7,12-tetrahydrodibenzo[c,f][1,5] azastibocine (1d) is found to exhibit the highest catalytic activity, together with facile reusability in scale enlarged synthesis.

Divergent synthesis of novel dienylbenzothiazoles and arylidenedibenzoxazepines and evaluation of their antiproliferative and cytotoxic properties

Background: Dibenzo-oxazepine and Benzothiazole derivatives are used as antipsychotics, anticancer, antibacterial and anti-inflammatory agents. Methods: Arylidene derivatives of 1,2,3,4-Tetrahydro-Dibenzo[b,f][1,4]Oxazepine and 2-[2-Chloro-Cyclohex-1-enyl]- Benzothiazoles were synthesized by reacting benzylidene derivative of chloroaldehyde with 2-aminophenol and 2-aminothiophenol respectively. Benzylidene derivative of chloroaldehyde was prepared by Vilsmeier reaction of 2-benzylidenecyclohexanone derivatives, which were obtained from the condensation of various aromatic aldehydes with cyclohexanone. Results: Benzylidene derivatives of 1,2,3,4-Tetrahydro-Dibenzo[b,f][1,4]Oxazepine 6a-g exhibited promising antiproliferative activity with GI50 values in the micromolar range. The compounds containing halo, alkyl and alkoxyl groups as substituents on the benzylidine ring have been found to be very effective cytotoxic agents. Conclusion: This study identified dibenzo-oxapine as a prospective pharmacophore which set the stage for thorough exploration of this compound class as cytotoxic agents.

Acid/Base-Co-catalyzed Direct Oxidative α-Amination of Cyclic Ketones: Using Molecular Oxygen as the Oxidant

A novel acid/base-co-catalyzed direct intermolecular α-amination of various cyclic ketones has been developed for the first time. The reaction employs molecular oxygen as the sole oxidant under metal-free conditions. The reaction tolerates a wide range of various anilines, especially primary diamine derivatives, and provides a simple and efficient method for the constructions of α-amino enones and benzodiazepine derivatives in a single step. (Figure presented.).

Symmetrical and unsymmetrical substituted 2,5-diarylidene cyclohexanones as anti-parasitic compounds

Symmetrical and unsymmetrical bis-aryl-α,β-unsaturated ketones were synthesized in moderate to excellent yield by treating cyclohexanone with various aldehydes. Dimethylammonium dimethylcarbamate (DIMCARB) was used as both catalyst and reaction medium for the synthesis of monoarylidenes cycloadduct intermediates, which was further used to produce diarylidene cyclohexanones. All the 34 compounds synthesized were evaluated for their anti-proliferative activity, particularly against promastigote of Leishmania amazonensis, epimastigoteand trypomastigoteof Trypanosoma cruzi. Eighteen compounds displayed anti-leishmanial activity against promastigotes of L. amazonensis with IC50 values ranging from 2.8 to 10 μM. In addition, two compounds exhibited significant antitrypanosomal activity against epimastigotes of T. cruzi with IC50 values of 5.2 ± 0.8 and 3.0 ± 0.0 μM, while five compounds exhibited activity from 15.0 ± 1.4 to 30.2 ± 1.8 μM against trypomastigote of T. cruzi. Moreover, all compounds were more selective against the parasites than the epithelial cells. The unsymmetrical compounds 16, 28, 30 and 33 can be considered as favorable anti-parasitic lead molecule having IC50 and EC50 values in the low-micromolar range, better than the reference drug benznidazole, and low cytotoxicity against Vero cells. The potent compounds were screened in silico against 17 enzymes of T. cruzi and best scoring were found against Dihydroorotate Dehydrogenase.

Synthesis and cytotoxicity evaluation of novel asymmetrical mono-carbonyl analogs of curcumin (AMACs) against vero, HeLa, and MCF7 cell lines

A series of novel asymmetrical mono-carbonyl analogs of curcumin (AMACs) were synthesized and evaluated for cytotoxic activity using BSLT and MTT assay against Vero, HeLa, and MCF7 cell lines. The structures of the synthesized compounds were confirmed by FTIR,1H-NMR,13C-NMR, and mass spectral data. The results of the cytotoxicity evaluation showed that the synthesized compounds exhibited moderate to very high toxic activity in BSLT (LC50 value 29.80–1704.23 μM); most of the compound exhibited cytotoxic activity against HeLa cell lines, which is comparable to the activity of cisplatin (IC50 value 40.65–95.55 μM), and most of the compound tested against MCF7 cell lines exhibited moderate to very high cytotoxic activity (IC50 value 7.86–35.88 μM). However, the selectivity index (SI) of the compounds was low (1–1.96). Among the synthesized compounds, compound 1b was the most cytotoxic and selective against MCF7 cell lines. It could be considered for further development to obtain the more active and selective chemotherapeutic agents against breast cancer.

Synthesis and biological evaluation of novel active arylidene derivatives of 5,6-dihydro-4H-cyclopenta[b]- and 4,5,6,7-tetrahydrobenzo[b]-thiophene-2-carboxylic acid

A series of novel arylidene derivatives of 5,6-dihydro-4H-cyclopenta[b]-thiophene-2-carboxylic acid and 4,5,6,7-tetrahydrobenzo[b]-thiophene-2-carboxylic acid were synthesized by reacting benzylidene derivatives of chloro aldehyde with 2-mercaptoacetic acid. Benzylidene derivatives of chloro aldehyde were prepared from Vilsmeier reaction of 2-benzylidenecyclopentanone and 2-benzylidenecyclohexanone derivatives, obtained from condensation of various aromatic aldehydes with cyclopentanone and cyclohexanone. All synthesized compounds were characterized by nuclear magnetic resonance (NMR), infrared (IR), and mass spectroscopy and X-ray single-crystal analysis. The synthesized compounds were screened for their in?vitro antimicrobial and antifungal activity. Good antimicrobial activity, especially against methicillin-resistant Staphylococcus aureus, was observed for most of the compounds tested. In particular, compound 9f emerged as an effective antibacterial agent and may be a potential candidate for future drug discovery and development.

Enantioselective and Diastereoselective Conjugate Radical Additions to α-Arylidene Ketones and Lactones

A highly stereoselective conjugate radical addition to arylidene ketones and lactones has been developed. The conjugate radical additions using chiral salen Lewis acids proceeds with up to 99:1 dr and 87% ee in good to excellent chemical yields.