109466-84-4Relevant articles and documents
Photoproducts and triplet reactivity of 4′-nitro- and 2′,4′-dinitro-substituted 4-hydroxystilbenes
G?rner, Helmut,Megyesi, Mónika,Miskolczy, Zsombor,Biczók, László
, p. 188 - 193 (2010)
The properties of triplet-excited trans-4-hydroxy-4′-nitrostilbene were studied by photochemical means. This species produces singlet molecular oxygen with a quantum yield of ΦΔ = 0.4 in benzene and 0.05 in acetonitrile. Population of the triplet state was also detected by flash photolysis. The triplet yield is substantial in benzene or toluene and small in polar solvents. The major photoprocess is trans → cis isomerization, whose quantum yield is Φt-c = 0.45 in benzene and smaller in more polar media. The effects of solvent polarity on the triplet reactivity were revealed. For trans-4-hydroxy-2′,4′-dinitrostilbene, ΦΔ and Φt-c are much smaller. The photoreaction to the corresponding hydroxyphenylisatogen was examined and mechanistic aspects were discussed.
Chemoselective hydrogenation of functionalized nitroarenes using MOF-derived co-based catalysts
Wang, Xi,Li, Yingwei
, p. 56 - 65 (2016/04/26)
The synthesis, characterization, and application of nitrogen-doped carbon supported Co catalysts in selective hydrogenation of nitroarenes are described. The cobalt-based catalysts are prepared by simple pyrolysis of ZIF-67, a typical MOF material, under inert atmosphere. Physicochemical properties of the Co/C-N catalysts have been investigated by X-ray diffraction, elemental analysis, atomic absorption spectroscopy, scanning electron microscopy, transmission electron microscopy, Fourier transform infrared spectroscopy, and X-ray photoelectron spectroscopy. The Co-based materials were found to be highly efficient in the chemoselective hydrogenation of nitroarenes. A broad range of substituted nitroarenes are converted to the corresponding anilines in excellent yields under industrially viable conditions with other reducing groups remaining intact. In situ ATR-IR and XPS characterizations reveal that the Co-N centers present in the catalyst favor the preferential adsorption of nitro groups, leading to this unique chemoselectivity. The kinetic parameters of 4-nitrostyrene hydrogenation over the Co/C-N catalyst were investigated.
ARYL AMIDE KINASE INHIBITORS
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Page/Page column 113, (2015/02/02)
The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.
TETRAHYDRONAPHTHYRIDINE, BENZOXAZINE, AZA-BENZOXAZINE, AND RELATED BICYCLIC COMPOUNDS FOR INHIBITION OF RORgamma ACTIVITY AND THE TREATMENT OF DISEASE
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Paragraph 0586, (2015/07/07)
The invention provides certain bicylic heterocyclic compounds of the Formula (I) or pharmaceutically acceptable salts thereof, wherein X1, X2, R1, R2, R3, R4, and Cy are as defined herein. The invention also provides pharmaceutical compositions comprising such compounds of the Formula (I) or pharmaceutically acceptable salts thereof, and methods of using the compounds of the Formula (I) or pharmaceutically acceptable salts thereof or pharmaceutical compositions comprising the same for treating diseases or conditions mediated by RORgammaT.
Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands
Ida, Yoshihiro,Matsubara, Ayaka,Nemoto, Toru,Saito, Manabu,Hirayama, Shigeto,Fujii, Hideaki,Nagase, Hiroshi
, p. 5810 - 5831 (2012/11/06)
We have reported previously the novel δ opioid agonist KNT-127 which showed high affinity and selectivity for the δ receptor. Moreover, the analgesic effect of subcutaneously administered KNT-127 was more potent than that of a prototypical δ agonist (-)-TAN-67 in the acetic acid writhing test. This study of the structure-activity relationship of KNT-127 derivatives focused on the introduction of substituents onto the 5′-, 6′-, 7′- or 8′-position of the quinoline ring and revealed that many derivatives with 5′- or 8′-substituents showed high affinities and selectivities for the δ receptor. Especially, SYK-153 with an 8′-OH group showed the highest affinity and the most balanced and highest selectivity for the δ receptor among the synthesized compounds.
HETEROCYCLIDENE-N-(ARYL)ACETAMIDE DERIVATIVE
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Page/Page column 103, (2009/12/23)
The blow-described formula (I): [Ch. 1] a compound represented by formula (I) : (wherein k, m, n, and p each represent 0 to 2; j and q represents 0 or 1; R1 represents a halogen atom, a hydrocarbon group, a heterocyclic group, an alkoxy group,
Vanilloid receptor ligands and their use in treatments
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, (2008/06/13)
Compounds having the general structure and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritis, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.
Thermal Stability Studies on a Homologous Series of Nitroarenes
Oxley, Jimmie C.,Smith, James L.,Ye, Hong,McKenney, Robert L.,Bolduc, Paul R.
, p. 9593 - 9602 (2007/10/02)
The thermal stabilities of a number of nitroarenes were examined in solution and in condensed phase.In general, increasing the number of nitro groups decreased thermal stability.Changing the substituent on 1-X-2,4,6-trinitrobenzene from X = H to NH2 to CH3 to OH accelerated decomposition; this effect was attributed to increased ease of intramolecular proton transfer to an ortho nitro group, thus weakening the carbon-nitrogen bond.In solution, the effect of increasing substitution from n = 1 to n = 3 on Xn(NO2)3C6H3-n was uniformly that of decreasing the thermal stability of the species.However, in condensed phase, results suggested that crystal habit may be more important than molecular structure; for X = Br, CH3, and NH2, the more substituted species was the more stable.
Role of Intermolecular Reactions in Thermolysis of Aromatic Nitro Compounds in Supercritical Aromatic Solvents
Minier, Leanna M.,Brower, Kay R.,Oxley, Jimmie C.
, p. 3306 - 3314 (2007/10/02)
Several nitroarenes were decomposed isothermally in dilute supercritical solution in benzene or toluene and in the vapor phase in the temperature range of 290-380 deg C in sealed glass tubes with pressure up to 100 MPa.The mechanisms of thermolysis are inferred from kinetic studies and product analysis.The initial rate-controlling step for nitrobenzene and p-nitrotoluene decomposition is probably intermolecular hydrogen abstraction to form an ArNO2H radical intermediate.The nature of the transition state is deduced from the activation volume (ΔV*), H/D kinetic-isotope effect, and a linear free-energy relationship between the ionization potential of the hydrogen donor and the logarithm of the decomposition rate.A concurrent pathway for o-nitrotoluene is an intramolecular reaction in which anthranil is an intermediate.The behavior of 1,3-dinitrobenzene and 1,4-dinitrobenzene resembles that of nitrobenzene, whereas 2,4-dinitrotoluene and 2,6-dinitrotoluene decompose in the same manner as o-nitrotoluene.Activation parameters are given and detailed mechanisms proposed.
