16533-50-9

Upstream product

• 106-94-5 propyl bromide 
• 108-46-3 recorcinol 
• 6819-41-6 sodium n-propoxide 
• 107-08-4 1-iodo-propane 
• 122710-25-2 1-allyloxy-3-propyloxybenzene 
• 7585-39-9 β‐cyclodextrin 
• 1616-51-9 3-allyloxyphenol 
• 108-20-3 di-isopropyl ether 
• 161006-18-4 3-((tert-butyldimethylsilyl)oxy)phenol 

Downstream Products

• 855839-72-4 Propyl-(6-nitro-3-hydroxy-phenyl)-aether 
• 30718-78-6 4-propoxy-[1,2]benzoquinone-1-oxime 
• 91345-78-7 1-(2-Bromoethoxy)-3-n-propoxybenzene 
• 122710-25-2 1-allyloxy-3-propyloxybenzene 
• 122710-44-5 2-allyl-5-propoxy phenol 
• 122710-43-4 2-allyl-3-propoxy phenol 

Relevant academic research and scientific papers

Structural Basis for Developing Multitarget Compounds Acting on Cysteinyl Leukotriene Receptor 1 and G-Protein-Coupled Bile Acid Receptor 1

G-protein-coupled receptors (GPCRs) are the molecular target of 40% of marketed drugs and the most investigated structures to develop novel therapeutics. Different members of the GPCRs superfamily can modulate the same cellular process acting on diverse pathways, thus representing an attractive opportunity to achieve multitarget drugs with synergic pharmacological effects. Here, we present a series of compounds with dual activity toward cysteinyl leukotriene receptor 1 (CysLT1R) and G-protein-coupled bile acid receptor 1 (GPBAR1). They are derivatives of REV5901-the first reported dual compound-with therapeutic potential in the treatment of colitis and other inflammatory processes. We report the binding mode of the most active compounds in the two GPCRs, revealing unprecedented structural basis for future drug design studies, including the presence of a polar group opportunely spaced from an aromatic ring in the ligand to interact with Arg792.60 of CysLT1R and achieve dual activity.

Phthalocyanine-based discotic liquid crystals switching from a molten alkyl chain type to a flying-seed-like type

We have synthesised a series of phthalocyanine-based discotic liquid crystals, (m-CnOPhO)8PcCu (n = 1-20: 2a-o), and investigated their mesomorphism by using a polarizing optical microscope (POM), a differential scanning calorimeter (DSC) and a temperature-dependent small angle X-ray diffractometer. We found that each of the derivatives 2a-o shows mesomorphism. However, the mesomorphism of the (m-CnOPhO)8PcCu derivatives strongly depends on the alkoxy chain length (n). The mesomorphism of the short chain-substituted derivatives 2a-e for n = 1-5 is a flying-seed-like type induced by flip-flop of the peripheral bulky substituents, whereas the mesomorphism of the long chain-substituted derivatives 2j-o for n = 10-20 is a conventional molten alkyl chain type induced by melting of the long alkyl chains. The moderately long chain derivatives (2f-i) for n = 6-9 in between show both types of mesophases. The detailed temperature-dependent X-ray diffraction measurements were carried out for three representative derivatives, 2b (n = 2 for n = 1-5), 2h (n = 8 for n = 6-9), and 2o (n = 20 for n = 10-20). As a result, we revealed that the Colro(P2m) mesophase in 2b (n = 2) gave a halo denoted as Haloarom. at d ? 5.2 ? due to flip-flop of the bulky aromatic substituents, and that the Colho mesophase in 2o (n = 20) gave a halo denoted as Haloalkyl at d ? 4.6-4.8 ? due to melting of the long alkyl chains. Therefore, we can distinguish the type of mesophase from Haloarom. and Haloalkyl. Very interestingly, the (m-C8OPhO)8PcCu (2h) derivative having moderately long alkyl chains gave Haloalkyl at about 4.8 ? in the lower temperature mesophase of Colho, but Haloarom. at about 5.2 ? in the higher temperature mesophase of Colro(P21/a). This means that melting of the alkyl chains induces the Colho phase in the lower temperature region, but that flip-flop of the bulky aromatic substituents induces the Colro(P21/a) phase in the higher temperature region. This unusual reverse phase transition sequence from a higher symmetry of the Colh mesophase to a lower symmetry of the Colr mesophase on a heating stage is attributable to such a unique stepwise melting of these two different types of substituents. To the best of our knowledge, this mesogen (2h) is the first example switching mesomorphism from the molten alkyl chain type to the flying-seed-like type in a discotic liquid crystal.

BROMODOMAIN INHIBITORS FOR TREATING DISEASE

Disclosed herein are compounds and compositions useful in the treatment of bromodomain-containing protein-mediated diseases, such as cancer, having the structure of Formula I: Methods of inhibiting activity of a bromodomain-containing protein in a human or animal subject are also provided.

METHODS AND COMPOSITIONS FOR CONTROL OF GYPSY MOTHS, Lymanria dispar

The invention provides in part dialkoxybenzene and eugenol compounds for controlling infestation by a Lymantria dispar, and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; with the provisos that when R2 is at position 2, R3 if present is at position 3, or when R2 is at to position 3, R3 if present is at positions 2 or 4, or when R2 is at position 4, R3 if present is at position 2; or of Formula II: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; or mixtures thereof.

METHODS AND COMPOSITIONS FOR CONTROL OF CABBAGE LOOPER, Trichoplusia ni

The invention provides in part dialkoxybenzene compounds for controlling infestation by a Trichoplusia ni, and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; except that when R2 is at position 2, R3 if present is at position 3, and when R2 is at position 3, R3 if present is at positions 2 or 4, and when R2 is at position 4, R3 if present is at position 2, and when R2 is at position 4 and R3, if present, has reacted with an OH group at position 1 in a Markovnikov sense, then R3 becomes R4, a dihydrofuran.

Dialkoxybenzene and dialkoxyallylbenzene feeding and oviposition deterrents against the cabbage looper, trichoplusia ni: Potential insect behavior control agents

The antifeedant, oviposition deterrent, and toxic effects of individual dialkoxybenzene compounds/sets and of hydroxy- or alkoxy-substituted allylbenzenes, obtained through Claisen rearrangement of substituted allyloxybenzenes, were assessed against the cabbage looper, Trichoplusia ni, in laboratory bioassays. Most of the compounds/sets strongly deterred larval feeding, with some exhibiting mild toxic and oviposition deterrent effects as well. Some of the compounds/sets were more active than the commercial insect repellent, DEET (N,N-diethyl-m-toluamide), as both feeding and oviposition deterrents against the cabbage looper. On the basis of the obtained oviposition data a general hypothesis was proposed regarding the oviposition sites: one binding mode with the alkyl and allyl groups on the same side of the benzene ring resulted in deterrence, the other with alkyl and allyl groups on opposite sides of the benzene ring resulted in stimulation. The results suggest some structure-activity relationships useful in improving the efficacy of the compounds and designing new, nontoxic insect control agents for agriculture.

Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents

The antifeedant, oviposition deterrent, and toxic effects of dialkoxybenzene minilibraries and of disubstituted cyclopentene minilibraries (i.e., consisting of four to five compounds) along with their pure constituent compounds were assessed against third instar larvae and adults of the cabbage looper, Trichoplusia ni, in laboratory bioassays in a search for new insect control agents. These compounds mimic naturally occurring bioactive odorants and tastants and are relatively easily prepared from commodity chemicals. Most of these libraries strongly deterred larval feeding, with some exhibiting strong toxic and oviposition deterrent effects as well. Our results suggest some structure-function relationships within these libraries. Replacement of a methyl group with larger alkyl substituents increased the feeding deterrent effects in most cases. The presence of a free hydroxyl group, irrespective of the carbon framework or alkyl substituent, served to reduce feeding deterrent effects in all series of compounds. Further, exceeding a certain group size also generally had a detrimental effect. This information will be useful in designing new insect control agents for agriculture. Some of these libraries and compounds may have potential for development as commercial insecticides.

Palladium charcoal-catalyzed deprotection of O-allylphenols

Allyl aryl ethers can be easily cleaved by the use of 10% Pd/C under mild and basic conditions. The present reaction would involve a SET process rather than a π-allyl-palladium complex. The scope and limitation of this new deprotective methodology is also described.

[(3-alkoxy-phenoxy)-ethyl]-dialkylamine derivatives and their use as local anaesthetics

There is provided compounds of formula I, wherein R1represents C3-5alkyl; and R2and R3independently represent C1-3alkyl; provided that when R2and R3both represent ethyl, then R1does not represent n-butyl, i-butyl or n-pentyl; or a pharmaceutically acceptable salt thereof, which are useful as anaesthetics, in particular local anaesthetics and especially topically applied local anaesthetics.

MODIFICATION OF PHOTOCHEMICAL REACTIVITY BY CYCLODEXTRIN COMPLEXATION: SELECTIVITY IN PHOTO-CLAISEN REARRANGEMENT

Photorearrangements of meta-alkoxyphenylallyl ethers 1-5 in ethanol, in water and as complexes of α and β-cyclodextrins have been investigated.The ratio of the two ortho rearrangement products was dependent both on the lenght of the alkoxy substituent and on that of the host cavity suggesting that, subtle and rationale engineering manipulation is required to achieve exclusive obtention of only one ortho isomer.It is speculated that α-cyclodextrin provides a "tight fit" while β-cyclodextrin offers a "loose fit".This tightness of binding is suggested to be responsible for the selectivity among the ortho isomers with α-cyclodextrin as the host.Further, the results indicate that "loose cavity" can be tighttened by incorporating a "molecular spacer" such as a long hydrocarbon chain as an intramolecular appendix.