24083-16-7

Usage

Chemical Properties

CLEAR YELLOW LIQUID

InChI:InChI=1/C17H26O2/c1-2-3-4-5-6-7-8-9-14-19-17-12-10-16(15-18)11-13-17/h10-13,15H,2-9,14H2,1H3

Upstream product

• 112-29-8 1-bromo dodecane 
• 123-08-0 4-hydroxy-benzaldehyde 
• 2050-77-3 Iododecane 
• 1002-69-3 decyl chloride 
• 3256-44-8 p-(decyloxy)benzyl alcohol 
• 5519-23-3 p-decyloxybenzoic acid 
• 30752-20-6 1-bromo-4-decyloxybenzene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 99163-29-8 4,4'-di-n-decyloxybenzalazine 
• 71299-71-3 4-decyloxy-benzaldehyde (4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 3256-44-8 p-(decyloxy)benzyl alcohol 
• 64518-60-1 p-{[p-(Decyloxy)benzyl]amino}benzoic acid 
• 64518-61-2 4-(4-Decyloxy-benzylamino)-benzoic acid ethyl ester 
• 94846-70-5 5,10,15,20-tetrakis(4-n-decanoxyphenyl)porphyrin 
• 130641-17-7 N-[1-(4-Decyloxy-phenyl)-meth-(E)-ylidene]-N'-(4-methyl-3,6-dihydro-2H-pyran-3-yl)-benzene-1,4-diamine 
• 83102-79-8 4-[(E)-2-(4-Decyloxy-phenyl)-vinyl]-benzoic acid pentyl ester 
• 98611-45-1 4-{[1-(4-Decyloxy-phenyl)-meth-(E)-ylidene]-amino}-benzoic acid 2-(4-chloro-phenyl)-[1,3]dioxan-5-yl ester 
• 83102-81-2 4-[(E)-2-(4-Decyloxy-phenyl)-vinyl]-benzoic acid 2-methyl-butyl ester 
• 87194-73-8 N¹,N⁴-Bis-[1-(4-decyloxy-phenyl)-meth-(E)-ylidene]-2-ethyl-benzene-1,4-diamine 
• 93959-60-5 3-n-Octyl-5-(4-n-decyloxy-benzyliden)-4-oxo-thiazolidin-2-thion 
• 93959-61-6 3-n-Decyl-5-(4-n-decyloxy-benzyliden)-4-oxo-thiazolidin-2-thion 
• 132329-02-3 [1-(4-Decyloxy-phenyl)-meth-(E)-ylidene]-[4-(4-methyl-3,6-dihydro-2H-pyran-3-yloxy)-phenyl]-amine 

Relevant academic research and scientific papers

New double-chain and aromatic (α-hydroxyalkyl)phosphorus amphiphiles

New double-chain bis-(α-hydroxyalkyl)phosphinic acids 1 are synthesized from NaH2PO2·H2O and aliphatic aldehydes. Direct and quantitative one-pot synthesis of new 4-alkoxybenzaldehydes 2 is realized from 1-bromoalkanes and

Bodipy-based photosensitizers with long alkyl tails at the meso position: efficient singlet oxygen generation in Cremophor-EL micelles

Bodipy dyes with n-decyloxyphenyl-(4, 5) and pentadecyl-(8) meso substituents can easily embed themselves into micellar structures formed from Cremophor-EL. In micelles of approximately 20 nm median size, heavy-atom substituted dyes show remarkable photos

A pH-responsive superamphiphile based on dynamic covalent bonds

Under pH control: A successful example of a toothbrush-type superamphiphile based on dynamic covalent bonds is demonstrated. The superamphiphile can self-assemble in water to form spherical aggregates, which disassemble reversibly under mildly acidic cond

Giant domain formation in a thin film of bisstyrylanthracene derivatives by a simple melt process

Bisstyrylanthracene derivatives with long alkyl side chains (BSA), which were prepared into the thin films composed of giant anisotropic domains by simple melt process, showed interesting property. The derivatives that changed the chains length and chains

Highly packed and stretched polyterpyridinyl Ru2+ complexes and their photophysical and stability properties

Two unique trinuclear terpyridine-ruthenium complexes having similar components placed at different angels were successfully synthesized and fully characterized for the purpose of determining the photophysical and electronic properties. The corresponding

Synthesis, mesomorphism, photophysics and device performance of liquid-crystalline pincer complexes of gold(iii)

Emissive gold(iii) complexes of pincer 2,6-diphenylpyridines also bearing a phenylacetylide ligand have been modified at both the pincer and phenylacetylide to confer liquid crystalline properties, with most complexes showing a columnar hexagonal phase in

Lipophilic tail modifications of 2-(hydroxymethyl)pyrrolidine scaffold reveal dual sphingosine kinase 1 and 2 inhibitors

The sphingosine 1-phosphate (S1P) signaling pathway is an attractive target for pharmacological manipulation due to its involvement in cancer progression and immune cell chemotaxis. The synthesis of S1P is catalyzed by the action of sphingosine kinase 1 or 2 (SphK1 or SphK2) on sphingosine and ATP. While potent and selective inhibitors of SphK1 or SphK2 have been reported, development of potent dual SphK1/SphK2 inhibitors are still needed. Towards this end, we report the structure–activity relationship profiling of 2-(hydroxymethyl)pyrrolidine-based inhibitors with 22d being the most potent dual SphK1/SphK2 inhibitor (SphK1 Ki = 0.679 μM, SphK2 Ki = 0.951 μM) reported in this series. 22d inhibited the growth of engineered Saccharomyces cerevisiae and decreased S1P levels in histiocytic lymphoma myeloid cell line (U937 cells), demonstrating inhibition of SphK1 and 2 in vitro. Molecular modeling studies of 22d docked inside the Sph binding pocket of both SphK1 and SphK2 indicate essential hydrogen bond between the 2-(hydroxymethyl)pyrrolidine head to interact with aspartic acid and serine residues near the ATP binding pocket, which provide the basis for dual inhibition. In addition, the dodecyl tail adopts a “J-shape” conformation found in crystal structure of sphingosine bound to SphK1. Collectively, these studies provide insight into the intermolecular interactions in the SphK1 and 2 active sites to achieve maximal dual inhibitory activity.

Novel organic semiconductors based on 2-amino-anthracene: Synthesis, charge transport and photo-conductive properties

Anthracene is considered to be a popular choice as a building block for organic semiconductors. The present work is dedicated to the synthesis and characterization of a novel semiconductor (10-OPIA) possessing mesogenic properties, which allows better con

Aggregation-induced emissions in the mesogenic BF2complexes of aroylhydrazines

Herein, we report the synthesis of two new families of borondifluoride complexes derived from aroylhydrazines and the investigation of their mesomorphic and AIE properties. The crystallographic structure of the mesogenic complex1a-BF2(n= 8) was

Effect of New Analogs of Hexyloxy Phenyl Imidazoline on Quorum Sensing in Chromobacterium violaceum and in Silico Analysis of Ligand-Receptor Interactions

The increasing common occurrence of antibiotic-resistant bacteria has become an urgent public health issue. There are currently some infections without any effective treatment, which require new therapeutic strategies. An attractive alternative is the design of compounds capable of disrupting bacterial communication known as quorum sensing (QS). In Gram-negative bacteria, such communication is regulated by acyl-homoserine lactones (AHLs). Triggering of QS after bacteria have reached a high cell density allows them to proliferate before expressing virulence factors. Our group previously reported that hexyloxy phenylimidazoline (9) demonstrated 71% inhibitory activity of QS at 100 μM (IC50 = 90.9 μM) in Chromobacterium violaceum, a Gram-negative bacterium. The aim of the present study was to take 9 as a lead compound to design and synthesize three 2-imidazolines (13-15) and three 2-oxazolines (16-18), to be evaluated as quorum-sensing inhibitors on C. violaceum CV026. We were looking for compounds with a higher affinity towards the Cvi receptor of this bacterium and the ability to inhibit QS. The binding mode of the test compounds on the Cvi receptor was explored with docking studies and molecular dynamics. It was found that 8-pentyloxyphenyl-2-imidazoline (13) reduced the production of violacein (IC50 = 56.38 μM) without affecting bacterial growth, suggesting inhibition of quorum sensing. Indeed, compound 13 is apparently one of the best QS inhibitors known to date. Molecular docking revealed the affinity of compound 13 for the orthosteric site of N-hexanoyl homoserine lactone (C6-AHL) on the CviR protein. Ten amino acid residues in the active binding site of C6-AHL in the Cvi receptor interacted with 13, and 7 of these are the same as those interacting with AHL. Contrarily, 8-octyloxyphenyl-2-imidazoline (14), 8-decyloxyphenyl-2-imidazoline (15), and 9-decyloxyphenyl-2-oxazoline (18) bound only to an allosteric site and thus did not compete with C6-AHL for the orthosteric site.