Category: 14703-69-6

Yao, Yuhang published the artcileStrong Fluorescent Lanthanide Salen Complexes: Photophysical Properties, Excited-State Dynamics, and Bioimaging, Quality Control of 14703-69-6, the publication is Inorganic Chemistry (2019), 58(3), 1806-1814, database is CAplus and MEDLINE.

The synthesis, excited-state dynamics, and biol. application of luminescent lanthanide salen complexes (Ln = Lu, Gd, Eu, Yb, salen = N,N’-bis(salicylidene)ethylenediamine-based ligands) with sandwich structures are described. Among them, Lu(III) complexes show unusually strong ligand-centered fluorescence with quantum yields up to 62%, although the metal center is close to a chromophore ligand. The excited-state dynamic studies including ultrafast spectroscopy for Ln-salen complexes revealed that their excited states are solely dependent on the salen ligands and the ISC rates are slow (10⁸-10⁹ s^-1). Importantly, time-dependent d. functional theory calculations attribute the low energy transfer efficiency to the weak spin-orbital coupling (SOC) between the singlet and triplet excited states. More importantly, Lu-salen has been applied as a mol. platform to construct fluorescence probes with organelle specificity in living cell imaging, which demonstrates the advantages of the sandwich structures as being capable of preventing intramol. metal-ligand interactions and behaviors different from those of the previously reported Zn-salens. Most importantly, the preliminary study for in vivo imaging using a mouse model demonstrated the potential application of Ln coordination complexes in therapeutic and diagnostic bioimaging beyond living cells or in vitro.

Inorganic Chemistry published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C13H11NO, Quality Control of 14703-69-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhang, Xin published the artcileN-Bridged Pincer Iridium Complexes for Highly Efficient Alkane Dehydrogenation and the Relevant Linker Effects, Quality Control of 14703-69-6, the publication is ACS Catalysis (2020), 10(11), 6475-6487, database is CAplus.

Ir complexes (RPOCR’NP)-HCl (4-HCl) and (RPSCR’NP)Ir-HCl (5-HCl) (R = substituent on P; R’ = substituent on N) supported by N-linked pincer ligands, with the other linker of being O- or S-atom, were synthesized. Among them, complexes with phosphino-iPr substituents (iPrPOCR’NP)Ir (4b, 4e, 4g) exhibit very high catalytic activity for transfer dehydrogenation (TD) of both cyclic and linear alkanes. In the prototypical TD reaction of cyclooctane (COA) with tert-butylethylene (TBE), for example, 4g affords 14720 turnovers at 200°, which are >2-fold of that obtained by the most efficient catalyst reported so far. Also, these complexes are highly effective for acceptorless dehydrogenation of 1,2,3,4-tetrahydronaphthalene, giving a turnover frequency of 8.8 min-1 for H₂ production within the 1st 4 h. The effects of the linkers at the positions ortho to the Ir center were elucidated by a systematic comparison of electronic and steric properties of these O/N- and S/N-linked pincer systems to those of C/C-linked iPrPCP, O/O-linked iPrPOCOP, and S/O-linked iPrPSCOP systems. Examination of the structure-activity relations reveals that alkane C-H bond addition to the 14e (pincer)Ir fragment (the rate-determining step in the TD reaction) is more favored by iPrPOCR’NP relative to other pincers, largely due to strong N-linker C(aryl) -donation. Compared to the parent iPrPOCOP complex with similarly -donating O-linkers, the energy of the alkene-bound out-of-cycle resting state is raised by iPrPOCR’NP primarily due to steric factors. Consequently, the incorporation of N-linker exerts an overall favorable effect on the catalytic rates. The authors found the thermal stability of these catalysts with different linker-combinations differs significantly.

ACS Catalysis published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C11H23NO3, Quality Control of 14703-69-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Shenghur, Abraham published the artcileTheoretical Study of the Hydrogen Abstraction of Substituted Phenols by Nitrogen Dioxide as a Source of HONO, Application of 3-(Methylamino)phenol, the publication is Journal of Physical Chemistry A (2014), 118(46), 11002-11014, database is CAplus and MEDLINE.

The mild yet promiscuous reactions of nitrogen dioxide (NO₂) and phenolic derivatives to produce nitrous acid (HONO) have been explored with d. functional theory calculations The reaction is found to occur via four distinct pathways with both proton coupled electron transfer (PCET) and hydrogen atom transfer (HAT) mechanisms available. While the parent reaction with phenol may not be significant in the gas phase, electron donating groups in the ortho and para positions facilitate the reduction of nitrogen dioxide by electronically stabilizing the product phenoxy radical. Hydrogen bonding groups in the ortho position may addnl. stabilize the nascent resonantly stabilized radical product, thus enhancing the reaction. Catechol (ortho-hydroxy phenol) has a predicted overall free energy change ΔG⁰ = -0.8 kcal mol^-1 and electronic activation energy E_a = 7.0 kcal mol^-1. Free amines at the ortho and para positions have ΔG⁰ = -3.8 and -1.5 kcal mol^-1; E_a = 2.3 and 2.1 kcal mol^-1, resp. The results indicate that the hydrogen abstraction reactions of these substituted phenols by NO₂ are fast and spontaneous. Hammett constants produce a linear correlation with bond dissociation energy (BDE) demonstrating that the BDE is the main parameter controlling the dark abstraction reaction. The implications for atm. chem. and ground-level nitrous acid production are discussed.

Journal of Physical Chemistry A published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C9H10N2O, Application of 3-(Methylamino)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sun, Yang published the artcileTheoretical study on the mechanisms of the decomposition of nitrate esters and the stabilization of aromatic amines, Related Products of alcohols-buliding-blocks, the publication is Journal of Molecular Modeling (2019), 25(12), 346, database is CAplus and MEDLINE.

The nitrate esters are important components of double-base propellants. Aromatic amines are recommended as the stabilizers to delay the decomposition of nitrate esters and increase their storage time. The decomposition mechanisms of alkyl, alkoxy dinitrate, and poly-fluoride nitrate esters and the stabilizing effect of aromatic amines including new designed phenols are studied at the level of B3LYP/6-31G**. Alkyl and alkoxyl dinitrate esters are likely to be transformed by hydrogen abstraction, which is consistent with that of mononitrate and trinitrate esters. However, for poly-fluoride nitrate esters, NO₂ catalyzed self-decomposition is preferred. In addition, comparing with mononitrate and trinitrate esters, the order of their stability is mononitrates > dinitrates > trinitrates. Poly-fluoride nitrate esters have a poorer stability than non-fluorinated nitrate esters. Comparing with parent nitrate esters, the stability of new designed poly-fluoride oxygen-containing nitrate esters is slightly improved. Aromatic amines including new designed phenols are effective stabilizers of nitrate esters, especially when introduced hydroxyl in the para position, can enhance the effects of stabilizers. The rate constants for the decomposition of nitrate esters and the bimol. reaction between stabilizers and NO₂ are calculated by using traditional transition state theory.

Journal of Molecular Modeling published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C24H20Ge, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Butkevich, Alexey N. published the artcileFluorescent Rhodamines and Fluorogenic Carbopyronines for Super-Resolution STED Microscopy in Living Cells, Safety of 3-(Methylamino)phenol, the publication is Angewandte Chemie, International Edition (2016), 55(10), 3290-3294, database is CAplus and MEDLINE.

A range of bright and photostable rhodamines and carbopyronines with absorption maxima in the range of λ=500-630 nm were prepared, and enabled the specific labeling of cytoskeletal filaments using HaloTag technol. followed by staining with 1 μM solutions of the dye-ligand conjugates. The synthesis, photophys. parameters, fluorogenic behavior, and structure-property relationships of the new dyes are discussed. Light microscopy with stimulated emission depletion (STED) provided one- and two-color images of living cells with an optical resolution of 40-60 nm.

Angewandte Chemie, International Edition published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, Safety of 3-(Methylamino)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Guo, Zhengmao published the artcileS-Nitrosation of Proteins by N-Methyl-N-nitrosoanilines, Product Details of C7H9NO, the publication is Bioorganic & Medicinal Chemistry Letters (1996), 6(5), 573-8, database is CAplus.

Substituted N-methyl-N-nitrosoanilines were found to function as stable, potent, nitrosating agents for S-nitrosation and inactivation of cysteine proteases such as papain, bromelain and aldehyde dehydrogenase under physiol. conditions in a time and concentration dependent manner. Spectroscopic studies on the reaction products have proved that the mechanism of the inactivation is the S-nitrosation of the protein.

Bioorganic & Medicinal Chemistry Letters published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, Product Details of C7H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Buta, Andriy published the artcileNovel Potent Orthosteric Antagonist of ASIC1a Prevents NMDAR-Dependent LTP Induction, Name: 3-(Methylamino)phenol, the publication is Journal of Medicinal Chemistry (2015), 58(11), 4449-4461, database is CAplus and MEDLINE.

Acid sensing ion channels 1a (ASIC1a) are of crucial importance in numerous physiol. and pathol. processes in the brain. Here we demonstrate that novel 2-oxo-2H-chromene-3-carboxamidine derivative 5b, designed with mol. modeling approach, inhibits ASIC1a currents with an apparent IC₅₀ of 27 nM when measured at pH 6.7. Acidification to 5.0 decreases the inhibition efficacy by up to 3 orders of magnitude. The 5b mol. not only shifts pH dependence of ASIC1a activation but also inhibits its maximal evoked response. These findings suggest that compound 5b binds to pH sensor of ASIC1a acting as orthosteric noncompetitive antagonist. At 100 nM, compound 5b completely inhibits induction of long-term potentiation (LTP) in CA3-CA1 but not in MF-CA3 synapses. These findings support the knockout data indicating the crucial modulatory role of ASIC1a channels in the NMDAR-dependent LTP and introduce a novel type of ASIC1a antagonists.

Journal of Medicinal Chemistry published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, Name: 3-(Methylamino)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tsai, Charng-Sheng published the artcileDevelopment of trifunctional probes for glycoproteomic analysis, Safety of 3-(Methylamino)phenol, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5575-5577, database is CAplus and MEDLINE.

Here the authors examine the applications of two trifunctional probes with different linkers for their abilities in both target detection via 3-azido-7-aminocoumarin and enrichment via biotin, when reacting with alkynyl sugars. Probe I carries an azido group for both conjugation and fluorescent triggering. When the 1,2,3-triazole ring was formed by Cu(I)-catalyzed Azide-Alkyne (3 +2) Cycloaddition, it activated the fluorescent property of 3-azido-7-aminocoumarin to provide a high fluorescent signal for rapid and sensitive target detection, while the biotin group in probe I offered the advantage of glycoprotein enrichment. To increase the elution yield of labeled targets that bind to streptavidin matrixes, the authors further introduced a cleavable linker (cystamine) between 3-azido-7-aminocoumarin and biotin in probe II. Thus after binding to streptavidin matrixes, the labeled targets can be recovered by treatment with reducing agents such as dithiothreitol or tris(2-carboxyethyl)phosphine to break the disulfide bond and give fluorescent labeled biomols.

Chemical Communications (Cambridge, United Kingdom) published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C6H12O2, Safety of 3-(Methylamino)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tang, Ri-Yuan published the artcileConformation-induced remote meta-C-H activation of amines, Product Details of C7H9NO, the publication is Nature (London, United Kingdom) (2014), 507(7491), 215-220, database is CAplus and MEDLINE.

Achieving site selectivity in carbon-hydrogen (C-H) functionalization reactions is a long-standing challenge in organic chem. The small differences in intrinsic reactivity of C-H bonds in any given organic mol. can lead to the activation of undesired C-H bonds by a non-selective catalyst. One solution to this problem is to distinguish C-H bonds on the basis of their location in the mol. relative to a specific functional group. In this context, the activation of C-H bonds five or six bonds away from a functional group by cyclometallation has been extensively studied. However, the directed activation of C-H bonds that are distal to (more than six bonds away) functional groups has remained challenging, especially when the target C-H bond is geometrically inaccessible to directed metalation owing to the ring strain encountered in cyclometallation. Here we report a recyclable template that directs the olefination and acetoxylation of distal meta-C-H bonds – as far as 11 bonds away – of anilines and benzylic amines. This template is able to direct the meta-selective C-H functionalization of bicyclic heterocycles via a highly strained, tricyclic-cyclophane-like palladated intermediate. X-ray and NMR studies reveal that the conformational biases induced by a single fluorine substitution in the template can be enhanced by using a ligand to switch from ortho- to meta-selectivity.

Nature (London, United Kingdom) published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C6H12Br2, Product Details of C7H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hirayama, Ryoichi published the artcileThe autorecycling oxidation of benzylamine by synthetic 8-hydroxy-5-deazaflavin derivatives, SDS of cas: 14703-69-6, the publication is Journal of Heterocyclic Chemistry (1989), 26(5), 1255-9, database is CAplus.

8-Hydroxy-5-deazaflavin derivatives I [R = Me, Ph, R¹ = Me, Et, Bu, hexyl, octyl, dodecyl; R = Me, R¹ = (CH₂)_nCO₂H, n = 3, 5] were synthesized as model compounds of coenzyme F₄₂₀. I (R¹ = alkyl) oxidized PhCH₂NH₂ to PhCHO more efficiently than the 8-unsubstituted 5-deazaflavins. I [R¹ = (CH₂)_nCO₂H] showed little oxidizing ability.

Journal of Heterocyclic Chemistry published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, SDS of cas: 14703-69-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts