102169-88-0

Upstream product

• 633-99-8 1-chloro-2-naphthol 
• 26693-47-0 1,1-dichloronaphtalene-2(1H)-one 
• 7726-95-6 bromine 
• 10025-87-3 trichlorophosphate 
• 7446-11-9 sulfur trioxide 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 135-19-3 β-naphthol 
• 15231-91-1 6-bromo-naphthalen-2-ol 
• 10026-11-6 zirconium(IV) chloride 
• 92455-04-4 6-bromo-1-chloro-2-methoxynaphthalene 
• 856209-65-9 1-bromo-1-chloro-1H-naphthalen-2-one 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 51570-44-6 1,2,6-trichloronaphthalene 
• 6968-28-1 4-bromophthalic acid 
• 1118758-92-1 6-(4-pentylphenyl)-1-chloro-2-naphthol 
• 1322036-19-0 C₁₇H₁₁BrClFO₂ 
• 337520-99-7 1-(6-{[tert-butyl(dimethyl)silyl]oxy}-5-chloro-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propan-1-ol 
• 337522-85-7 1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide 
• 337521-07-0 methyl-1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthoate 
• 337521-05-8 1-chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthyl trifluoromethanesulfonate 
• 337521-03-6 chloro-6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl]-2-naphthol 
• 92455-04-4 6-bromo-1-chloro-2-methoxynaphthalene 

Relevant academic research and scientific papers

Environmentally benign chlorination and bromination of aromatic amines, hydrocarbons and naphthols

A simple and efficient procedure for chlorination and bromination of aromatic amines, hydrocarbons and naphthols by the action of aqueous hydrohalic acid and hydrogen peroxide is described. This environmentally clean and safe procedure involves in situ generation of the active halogen and its uncatalyzed reaction with the substrates in this study.

In Situ Formed IIII-Based Reagent for the Electrophilic ortho-Chlorination of Phenols and Phenol Ethers: The Use of PIFA-AlCl3 System

A new and in situ formed reagent generated by mixing PIFA {bis[(trifluoroacetoxy)iodobenzene]} and AlCl3 was introduced in the organic synthesis for the direct and highly regioselective ortho-chlorination of phenols and phenol ethers. An efficient electrophilic chlorination for these electron-rich arenes as well as the scope of the reaction are described herein. An easy, practical, and open-flask reaction allowed us to introduce a chlorine atom, which is a highly important functional group in organic synthesis. The reproducibility of our method has been demonstrated on gram-scale by carrying out the reaction in 6-bromo-2-naphthol. This halogenation reaction also proceeds in excellent conditions by first preparing the iodine(III)-based chlorinating reagent. Our new chlorinating reagent can be stored at least for two weeks at 4 °C without losing its reactivity.

Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols

An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.

Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: The PIDA-AlBr3 system

A practical electrophilic bromination procedure for phenols and phenol-ethers was developed under efficient and very mild reaction conditions. A broad scope of arenes was investigated, including the benzimidazole and carbazole core as well as analgesics such as naproxen and paracetamol. The new I(iii)-based brominating reagent PhIOAcBr is operationally easy to prepare by mixing PIDA and AlBr3. Our DFT calculations suggest that this is likely the brominating active species, which is prepared in situ or isolated after centrifugation. Its stability at 4 °C after preparation was confirmed over a period of one month and no significant loss of its reactivity was observed. Additionally, the gram-scale bromination of 2-naphthol proceeds with excellent yields. Even for sterically hindered substrates, a moderately good reactivity is observed.

POLYMERIZABLE COMPOUND AND OPTICAL ANISOTROPIC BODY

PROBLEM TO BE SOLVED: To provide a polymerizable compound that has a high refractive index anisotropy, prevents the occurrence of crystal deposition or the like when added to a polymerizable liquid crystal composition and has high storage stability, also

POLYMERIZABLE COMPOUND AND OPTICAL ANISOTROPIC MATERIAL

PROBLEM TO BE SOLVED: To provide a polymerizable compound which has high storage stability without inducing crystallization or the like when added to a polymerizable composition, to provide a polymerizable composition containing the polymerizable compound, which gives little haze or unevenness when a polymer is produced by polymerizing the polymerizable composition, and which hardly causes reduction in retardation when the polymer is heat treated, and further, to provide a polymer obtained by polymerizing the polymerizable composition, and an optical anisotropic material using the polymer. SOLUTION: A compound expressed by general formula (I) is provided; and also provided are a composition containing the above compound, a polymer obtained by polymerizing the composition, and an optical anisotropic material using the polymer. COPYRIGHT: (C)2015,JPOandINPIT

TRPM8 RECEPTOR ANTAGONISTS

Compounds acting as selective antagonists of Transient Receptor Potential cation channel subfamily M member 8 (hereinafter referred to as TRPM8), having formula (I), wherein R is selected from: - H, Br, CN, NO2, SO2NH2, SO2NHR' and SO2NR'2, where R' is selected from linear or branched C1-C4 alkyl; X is selected from: - F, C1, C1-C3 alkyl, NH2 and OH Y is selected from: - O, CH2, NH and SO2 R1 and R2, independently one from the other, are selected from - H, F and linear or branched C1-C4 alkyl; R3 and R4, independently one from the other, are selected from - H and linear or branched C1-C4 alkyl; Z is selected from: - NR6 and R6R7N+, where R6 and R7 independently one from the other, are selected from: ? H and linear or branched C1-C4 alkyl R5 is a residue selected from: - H and linear or branched C1-C4 alkyl Het is a heteroaryl group selected from - a substituted or not substituted pyrrolyl, a substituted or not substituted N- methylpyrrolyl, a substituted or not substituted thiophenyl, a substituted or not substituted furyl and a substituted or not substituted pyridinyl. Said compounds are useful in the prevention and treatment of pathologies depending on TRPM8 activity such as pain, inflammation, ischaemia, neurodegeneration, stroke, psychiatric disorders, inflammatory conditions and urological disorders.

17,20-Lyase inhibitors. Part 4: Design, synthesis and structure-activity relationships of naphthylmethylimidazole derivatives as novel 17,20-lyase inhibitors

A novel series of naphthylmethylimidazole derivatives and related compounds have been investigated as selective 17,20-lyase inhibitors. Optimization of the substituent at the 6-position on the naphthalene ring was performed to yield a methylcarbamoyl derivative, which exhibited potent inhibitory activity against human 17,20-lyase and promising selectivity (>200-fold) for 17,20-lyase over CYP3A4. Further modifications of the methylcarbamoyl derivative led to the discovery of the corresponding tricyclic compound, which showed highly potent activity against human 17,20-lyase (IC50 19 nM) and good selectivity (>1000-fold) for inhibition of 17,20-lyase over CYP3A4. Additional biological evaluation revealed that the tricyclic compound had potent in vivo efficacy in monkeys and favorable pharmacokinetic profiles when administered in rats. Asymmetric synthesis of the selective tricyclic inhibitor was also achieved using a chiral α-hydroxy ketone.

Optically isotropic liquid crystal medium and optical device

A liquid crystal medium is described, having a wide temperature range of a liquid crystal phase, a large optical anisotropy and a large dielectric anisotropy, and exhibiting an optically isotropic liquid crystal phase. The liquid crystal medium features including a chiral dopant and a liquid crystal compound with chloronaphthalene ring and exhibiting an optically isotropic liquid crystal phase.

LIQUID CRYSTAL COMPOUND HAVING CHLORONAPHTHALENE MOIETY, LIQUID CRYSTAL COMPOSITION, AND OPTICAL DEVICE

A compound represented by formula (1): wherein R1 is hydrogen or alkyl having 1 to 20 carbons, in which in the alkyl, arbitrary —CH2— may be replaced by —O—, —S—, —COO—, —CH═CH— or —C≡C—, and arbitrary hydrogen may be replaced by hal