823-45-0

Usage

Physical state

Colorless liquid

Odor

Pleasant aroma

Usage

Solvent in various industrial processes

Applications

a. Production of pharmaceuticals
b. Production of fragrances
c. Precursor for the synthesis of other organic compounds
d. Production of dyes and pigments
e. Flavoring agent in the food industry

Advantages

Stability and low toxicity

InChI:InChI=1/C7H10O2/c8-5-6-3-1-2-4-7(6)9/h5,8H,1-4H2

Upstream product

• 108-94-1 cyclohexanone 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 26623-03-0 2-((Z)-m-anisidinomethylene)-cyclohexanone 
• 260247-89-0 (2-methyl-5,6,7,8-tetrahydroquinolin-3-yl)(phenyl)methanone 
• 100394-77-2 1-(4-nitrophenyl)-4,5,6,7-tetrahydro-1H-indazole 
• 6299-01-0 2-Methyl-5,6,7,8-tetrahydro-chinazolin 
• 30614-39-2 2-(diphenylmethyl)cyclohexanone 
• 5682-83-7 (E)-2-benzylidenecyclohexanone 
• 4845-04-9 1-cyclohexene-1-methanol 
• 4065-80-9 2-methylenecyclohexanol 
• 102173-09-1 6-benzylidene-1-phenyl-cyclohexene 
• 2305-79-5 4,5,6,7-tetrahydro-1H-indazole 
• 37719-76-9 1-Oxonium-2,3-tetramethylencarbazol-Kation 
• 63523-45-5 2-<1-Hydroxy-2-(2-methylphenyl)-ethyl>-cyclohexanon 
• 63523-52-4 2-<(2-Chlorphenyl)-1-hydroxyethyl>-cyclohexanon 
• 15839-56-2 2-(Acetoxymethylidene)-1-cyclohexanone 

Relevant academic research and scientific papers

Application of pfitzinger reaction in synthesis of hetero ring annelated quinoline carboxylic acid derivatives

The diazotized 8-aminoquinoline (4) was reacted with 2-(hydroxymethylidine)cyclohexanone and N-benzyl 3-(hydroxymethylidine)-piperidine-4-one (5, 6) (generated from the reaction of cyclohexanone and N-benzyl-4-piperidone with ethyl formate in the presence of NaOEt) under the conditions of Japp-Klingemann reaction, followed by Fisher-indolization of the resulting hydrazones in acid, formed the quinolinooxocarbazole (7) and N-benzyl quinolinooxoazacarbazole (8), respectively. Pfitzinger reaction of compounds 7 and 8 with isatin in alkali afforded the corresponding quinoline carboxylic acid derivatives 10 and 11, respectively. In accord to generally accepted mechanism of Pfitzinger reaction, we suggest that the reaction of compounds 7 and 8 with isatin in alkali proceeds with the formation of isatoic acid which undergoes instantaneous cyclocondensation with carbonyl species 7 and 8 to generate compounds 10 and 11, respectively.

DYE COMPOUND AND PHOTOPOLYMER COMPOSITION

The present invention relates to a novel structure compound, a photopolymer composition comprising the compound as a dye, a hologram recording medium produced by the photopolymer composition, an optical element including the hologram recording medium, and a holographic recording method using the hologram recording medium. The hologram recording medium has improved durability against temperature and humidity.COPYRIGHT KIPO 2019

Design and synthesis of spirocyclic ligands of glucocorticoid receptors

Spirocyclic indazoles were designed as potential ligands for the glucocorticoid receptors (GRs). A short and efficient synthetic sequence was developed allowing the preparation of pure diastereomeric spirocyclic analogs of fluorocortivazol. Our studies also revealed a new application of Burgess reagent leading to a ring expansion. The structures and conformations of several key intermediates and products were confirmed by single crystal X-ray diffraction analysis. Conformational assignments were also supported by DFT calculations. As a proof of concept we tested the affinity of diastereomeric compounds 13b and 14b for the GRs. Rewardingly, it was found that 14b showed a promising IC50 of 27 nM.

Stereospecific Construction of Contiguous Quaternary All-Carbon Centers by Oxidative Ring Contraction

Oxidative ring contraction of cyclic α-formyl ketones was facilitated by the action of H2O2under operationally simple and environmentally benign reaction conditions. The process was highly regioselective and enables stereospecific construction of contiguous quaternary all-carbon centers from stereodefined all-substituted all-cyclic ketones. The asymmetric syntheses of (+)-cuparene and (+)-tochuinyl acetate were also successively achieved by taking advantage of this novel protocol.

GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).

Investigations into an anionic oxy-Cope/transannular conjugate addition approach to 7,20-diisocyanoadociane

An anionic oxy-Cope/transannular conjugate addition approach to the potent antimalarial 7,20-diisocyanoadociane is presented. The unexpected formation of undesired diastereomers in the key reaction led to the structural reassignment of previous products of this type of cascade and a reevaluation of the reversibility of the transannular ring closure. During efforts to coax the reaction toward the desired product, a transannular ene reaction provided tricyclic compounds relevant to the kempane diterpenoids.

A novel synthetic protocol for the heteroannulation of oxocarbazole and oxoazacarbazole derivatives through corresponding oxoketene dithioacetals

An efficient novel strategy for the heteroannulation of 6,7-dihydropyrazolo[3,4-b]carbazol-8(1H,5H,9H)-one 4 and 5-N-benzyl-6,7- dihydropyrazolo[3,4-b]carbazol-8(1H,9H)-one 5 has been developed to allow the incorporation of pyrazole, isoxazole, pyrimidine, benzodiazepine, and benzothiazepine rings through their corresponding oxoketene dithioacetal derivatives 6 and 7, respectively.

Microwave assisted synthesis, characterization and biocidal activities of some new chelates of carbazole derived Schiff bases of cadmium and tin metals

This study is planned to report the advancement of green microwave approach in the fabrication of a new series of biologically potent (N^X, where X = O/S) donor Schiff bases and their cadmium(II) and tin(II) complexes. The ligands and their metal complexes have been characterized in terms of elemental analysis, molar ionic conductance, magnetic moment and spectral (IR, UV-Vis, NMR ( 1H, 119Sn), FAB-mass, thermal and XRD) data. The data revealed that the ligands coordinated to the metal center via nitrogen and oxygen/sulfur atoms and form an octahedral arrangement of the ligands around central metal atom. All compounds were evaluated for their in vitro antimicrobial activities against two pathogenic bacteria Bacillus subtilis and Escherichia coli and two fungi Aspergillus niger and Aspergillus flavus by standard disc diffusion method. The discs were stored in an incubator at 37 °C. The compounds were dissolved in DMF at 500 and 1000 ppm concentrations for screening biocidal activity. The compounds were dissolved in DMF to get the 100 and 200 ppm concentration of test solutions for screening fungicidal activity. The inhibition zone around each disc was measured (in mm) after 24 h and 96 h for biocidal and fungicidal activities respectively.

Synthesis and Oxidative Cleavage of Oxazinocarbazoles: Atropselective Access to Medium-Sized Rings

Polycyclic systems can be converted into medium-sized-ring-containing compounds through the controlled oxidative cleavage of internal double bonds. This approach is particularly accessible in systems that contain a suitably substituted indole ring. Here, a robust approach to the synthesis of the understudied oxazinocarbazole system is reported. After regioselective incorporation of a carbonyl functional group, m-chloroperoxybenzoic acid (MCPBA) is used to cleave the indole 2,3-double bond that this system contains. This results in a competition between two processes, oxidative cleavage of the double bond and a pinacol-type rearrangement, both of which occur with very high diastereoselectivity. The balance between the two processes is studied as a function of the substrate structure. Extensive use of X-ray crystallographic analysis of the products enables detailed mechanistic conclusions to be drawn.

A novel necroptosis inhibitor - Necrostatin-21 and its SAR study

An initial structure-activity relationship study of the novel necroptosis inhibitor Nec-21 was described. Any changes of the tetracyclic scaffold were detrimental for the activity. Introduction of a substituent to 7 or 8 position (e.g., cyano or methoxy group, respectively), would increase the activity. The 7 and 8-position disubstituted compound 17b was 35-fold as potent as the lead, while EC50 reached 14 nM.