119754-16-4

Upstream product

• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 119754-13-1 1-[(tetrahydro-2H-pyran-2-yl)oxy]-4-[3-hydroxy-3-methylbut-1-ynyl]benzene 
• 150508-72-8 trimethyl{[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}silane 
• 110-87-2 3,4-dihydro-2H-pyran 
• 540-38-5 p-Iodophenol 
• 99522-34-6 4-[(tetrahydro-2H-pyran-2-yl)oxy]iodobenzene 
• 36603-49-3 4-(tetrahydropyran-2'-yloxy)-1-bromobenzene 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 196599-49-2 5-[4-(Tetrahydro-pyran-2-yloxy)-phenyl]-penta-2,4-diyn-1-ol 
• 223654-79-3 2-[4-(3-bromo-phenylethynyl)-phenoxy]-tetrahydro-pyran 
• 223654-77-1 1,3-bis(4-tetrahydropyranyloxyphenylethynyl)benzene 
• 259145-16-9 CII-75 
• 475560-81-7 2,5-bis[4-(tetrahydropyranyloxy)phenylethynyl]thiophene 
• 500551-08-6 1,4-bis(4''-tetrahydropyranyloxyphenylethynyl)-9,10-[1',2']-benzeno-9,10-dihydroanthracene 
• 377079-55-5 2-[4-(4-hexyl-phenylethynyl)-phenoxy]-tetrahydro-pyran 
• 2200-91-1 4-ethynylphenol 
• 944551-27-3 1-phenyl-3-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]prop-2-yn-1-ol 
• 921754-08-7 C₈₂H₁₁₈O₂Si 
• 921754-09-8 C₇₃H₉₈O₂ 
• 1092072-51-9 (2-(2,5-bis(hexyloxy)-4-(2-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethynyl)phenyl)ethynyl)trimethylsilane 
• 1040758-32-4 C₅₈H₅₈O₈ 
• 1040758-29-9 C₅₀H₄₆O₆ 

Relevant academic research and scientific papers

1-Benzyl-4-phenyl-1H-1,2,3-triazoles improve the transcriptional functions of estrogen-related receptor γ and promote the browning of white adipose

The estrogen-related receptor γ (ERRγ) is a potential molecular target for the development of small molecules to stimulate the adipose browning process, which may represent a novel attractive strategy to treat obesity related disorders. The receptor possesses a very small ligand binding cavity and therefore identification of small molecule ERRγ modulators is a considerable challenge. We have successfully designed and synthesized a series of 1-benzyl-4-phenyl-1H-1,2,3-triazoles and demonstrated that they improve the transcriptional functions of ERRγ, potently elevating both the mRNA levels and the protein levels of ERRγ downstream targets. One of the most promising compounds, 4-(1-(4-iso-propylbenzyl)-1H-1,2,3-triazol-4-yl)benzene-1,2-diol (2e) was further shown to directly bind with the ERRγ ligand binding domain (ERRγ-LBD) in an isothermal calorimetric (ITC) assay and to thermally stabilize ERRγ-LBD protein by increasing its melting temperature (Tm) as demonstrated by circular dichroism (CD) spectroscopy. Furthermore, 2e potently stimulates the adipocyte browning process and induces mitochondrial biogenesis both in vitro and in vivo, suggesting the considerable therapeutic potential of this compound for the treatment of obesity and related disorders.

Synthesis, structure, and SAR of tetrahydropyran-based LpxC inhibitors

In the search for novel Gram-negative agents, we performed a comprehensive search of the AstraZeneca collection and identified a tetrahydropyran-based matrix metalloprotease (MMP) inhibitor that demonstrated nanomolar inhibition of UDP-3-O-(acyl)-N-acetylglucosamine deacetylase (LpxC). Crystallographic studies in Aquifex aeolicus LpxC indicated the tetrahydropyran engaged in the same hydrogen bonds and van der Waals interactions as other known inhibitors. Systematic optimization of three locales on the scaffold provided compounds with improved Gram-negative activity. However, the optimization of LpxC activity was not accompanied by reduced inhibition of MMPs. Comparison of the crystal structure of the native product, UDP-3-O-(acyl)-glucosamine, in Aquifex aeolicus to the structure of a tetrahydropyran-based inhibitor indicates pathways for future optimization.

ASCORBATE, VITAMIN K3 AND HYDROXYTOLANS IN THE TREATMENT OF CANCER

The combination of compounds of the hydroxytolan family with ascorbate plus naphthoquinone (Vitamin K3; VK3), or a quinone or semiquinone analogue of VK3, kill tumor cells, inhibit tumor growth and development, and treat cancer in subjects in need thereof.

Hydroxycruciforms: Amine-responsive fluorophores

The synthesis of three hydroxy-substituted cruciforms (XF, 1,4-bis(4′-hydroxystyryl)-2,5-bis(4″-methoxyphenylethynyl)benzene, 1,4-bis(4′-methoxystyryl)-2,5-bis(4″-hydroxyphenylethynyl)benzene, and 1,4-bis(4′-hydroxystyryl)-2,5-bis(4″-hydroxyphenylethynyl)

Liquid crystal dimers derived from naturally occurring chiral moieties: synthesis and characterization

Naturally occurring cholesterol and α-chloroalkanoyl units derived from natural α-amino acids (l-valine, l-leucine, and l-isoleucine) have been utilized to prepare three different series of nonsymmetric liquid crystal dimers. Tolane (diphenylacetylene), w

Convenient syntheses of m- and p-ethynylphenols

m-lodophenol (4a) was found to couple with 2-methylbut-3-yn-2-ol (5) in the presence of PdCl2-CuI-Ph3P-in triethylamine to afford 3-(3-hydroxy-3-methylbut-1-ynyl)phenol(6a), which was conveniently converted into m-ethynylphenol (7a). Under the same conditions, p-iodophenol did not couple with 5. However, p-iodo-1-[(tetrahydro-2H-pyran-2-yl)oxy]benzene (4b) did react with 5 to afford 1-[(tetrahydro-2H-pyran-2-yl)oxy]-4-[2-hydroxy-2-methyl- 4-but-3-ynyl]benzene (6b), which was similarly converted into 1-[(tetrahydro-2H-pyran-2-yl)oxy]-4-ethynylbenzene (7b) with loss of acetone. Removal of the tetrahydropyranyl protecting group from 7b furnished p-ethynylphenol (8).

Methods for treating subjects infected with a herpes virus or neisseria gonorrheae

The present invention provides a method of inhibiting the formation of infectious herpes virus particles, particularly infectious herpes simplex virus (HSV) particles, in a host cell. The method involves administering an effective amount of a hydroxylated

High birefringence phenylacetylene liquid crystals with low viscosity

We have synthesized new high Δ n 3-ring phenylacetylene(3PA) liquid crystals which have substituent groups with core center phenyl ring and investigated the effects of substitution on physical properties. Nematic range and viscosity were improved remarkab

Molecular design of nonchiral bent-core liquid crystals with antiferroelectric properties

Novel bent-core (banana-shaped) liquid crystals without Schiff-base units have been synthesized and investigated by polarized light optical microscopy, differential scanning calorimetry, X-ray scattering, and electrooptical investigations. These molecules are 4-(4- alkylbenzoyloxy)benzoates and 4-(4-alkoxybenzoyloxy)benzoates of resorcinol, 3,4'-dihydroxybiphenyl, and 4,4'-dihydroxy- 1,1':3', 1'-terphenyl. Three different mesophases were found depending on the molecular structure and the length of the terminal alkyl chains: a rectangular columnar phase, a highly ordered low-temperature mesophase, and an antiferroelectric switchable fluid smectic mesophase designated as SmCP(A). The influence of the molecular structure on the occurrence of the SmCP(A) phase was investigated. The spontaneous polarization of these molecules is quite high (P(s) = 500700 nC cm-2) and specially those molecules with long alkyl chains and short bent- core structures have low melting points and broad regions of this switchable mesophase. Furthermore, first examples of antiferroelectric switchable bent- core molecules with semifluorinated terminal chains will be described.

A novel calamitic liquid crystalline oligomer composed of three non- identical mesogenic entities: Synthesis and characterization

The synthesis and evaluation of the mesomorphic properties of the first trimesogen consisting of three non-identical calamitic mesogenic entities have been described.