405-97-0Relevant academic research and scientific papers
Reactions of monoesters of ethylene glycol with N,N-diethyl-1,1,2,3,3,3-hexafluoropropylamine
Watanabe,Fujita,Sakamoto,Kuramochi,Kitazume
, p. 361 - 372 (1987)
By reaction with 1,1,2,3,3,3-hexafluoropropyldiethylamine (PPDA), various monoesters of ethylene glycol gave a mixture of corresponding monofluorides and 2,3,3,3-tetrafluoropropionate esters. The antimicrobial properties of these fluorine compounds for a spent coolant were examined.
Benzene C-H Etherification via Photocatalytic Hydrogen-Evolution Cross-Coupling Reaction
Zheng, Yi-Wen,Ye, Pan,Chen, Bin,Meng, Qing-Yuan,Feng, Ke,Wang, Wenguang,Wu, Li-Zhu,Tung, Chen-Ho
supporting information, p. 2206 - 2209 (2017/05/12)
Aryl ethers can be constructed from the direct coupling between the benzene C-H bond and the alcohol O-H bond with the evolution of hydrogen via the synergistic merger of photocatalysis and cobalt catalysis. Utilizing the dual catalyst system consisting of 3-cyano-1-methylquinolinum photocatalyst and cobaloxime, intermolecular etherification of arenes with various alcohols and intramolecular alkoxylation of 3-phenylpropanols with formation of chromanes are accomplished. These reactions proceed at remarkably mild conditions, and the sole byproduct is equivalent hydrogen gas.
Inverse 1,2,3-triazole-1-yl-ethyl substituted hydroxamates as highly potent matrix metalloproteinase inhibitors: (Radio)synthesis, in vitro and first in vivo evaluation
Hugenberg, Verena,Riemann, Burkhard,Hermann, Sven,Schober, Otmar,Sch?fers, Michael,Szardenings, Katrin,Lebedev, Artem,Gangadharmath, Umesh,Kolb, Hartmuth,Walsh, Joseph,Zhang, Wei,Kopka, Klaus,Wagner, Stefan
supporting information, p. 6858 - 6870 (2013/10/01)
Noninvasive imaging and quantification of matrix metalloproteinase (MMP) activity in vivo are of great (pre)clinical interest. This can potentially be realized by using radiolabeled MMP inhibitors (MMPIs) as positron emission tomography (PET) imaging agen
Solid-phase nucleophilic fluorination
Demizu, Yosuke,Sano, Kaichi,Terayama, Naoki,Hakamata, Wataru,Sato, Yukiko,Inoue, Hideshi,Okuda, Haruhiro,Kurihara, Masaaki
experimental part, p. 1724 - 1730 (2012/05/04)
This study demonstrates solid-phase nucleophilic fluorination. Polymer-bound 1-phenoxy-2-sulfonyloxyethane, as a model compound, is converted to a fluorinated compound in a short time. Furthermore, this method is applied to synthesize a precursor of 2-deoxy-2-fluoro-D-glucose by solid-phase synthesis using a microwave oven. Copyright Taylor & Francis Group, LLC.
Novel fluorinated derivatives of the broad-spectrum MMP inhibitors N-hydroxy-2(R)-[[(4-methoxyphenyl)sulfonyl](benzyl)- and (3-picolyl)-amino]-3- methyl-butanamide as potential tools for the molecular imaging of activated MMPs with PET
Wagner, Stefan,Breyholz, Hans-J?rg,Law, Marilyn P.,Faust, Andreas,H?ltke, Carsten,Schr?er, Sandra,Haufe, Günter,Levkau, Bodo,Schober, Otmar,Sch?fers, Michael,Kopka, Klaus
, p. 5752 - 5764 (2008/03/27)
An approach to the in vivo imaging of locally upregulated and activated matrix metalloproteinases (MMPs) found in many pathological processes is offered by positron emission tomography (PET). Hence, appropriate PET radioligands for MMP imaging are required. Here, we describe the syntheses of novel fluorinated MMP inhibitors (MMPIs) based on lead structures of the broad-spectrum inhibitors N-hydroxy-2(R)-[[(4-methoxyphenyl)sulfonyl](benzyl)-amino]-3-methyl-butanamide (CGS 25966) and N-hydroxy-2(R)-[[(4-methoxyphenyl)sulfonyl](3-picolyl)-amino]-3- methyl-butanamide (CGS 27023A). Additionally, tailor-made precursor compounds for radiolabeling with the positron-emitter 18F were synthesized. All prepared hydroxamate target compounds showed high in vitro MMP inhibition potencies for MMP-2, MMP-8, MMP-9, and MMP-13. As a consequence, the promising fluorinated hydroxamic acid derivative 1f was resynthesized in its 18F-labeled version via two different procedures yielding the potential PET radioligand [18F]If. As expected, the biodistribution behavior of this novel compound and that of the more hydrophilic variant [ 18F]1j, also developed by our group, indicates that there was no tissue specific accumulation in wild-type (WT) mice.
Keratinocyte growth inhibitors and hydroxamic acid derivatives
-
Page 24, (2010/02/06)
This invention relates to a keratinocyte-proliferation inhibitor comprising as active ingredient a compound having an activity of inhibiting the solubilization of heparin-binding EGF-like growth factor bound to cell membranes and a compound of the formula (I); or pharmaceutically acceptable salt thereof, wherein R1, R2, R3 are hydrogen atom or alkyl and X is substituted benzene or the like.
A product analytical study of the thermal and photolytic decomposition of some arenediazonium salts in solution
Canning, Peter S. J.,Maskill, Howard,McCrudden, Katharine,Sexton, Brian
, p. 789 - 800 (2007/10/03)
Products of thermal and photochemical reactions of eleven arenediazonium tetrafluoroborates in various solvents have been analyzed. All compounds in most solvents undergo unimolecular heterolysis to give singlet aryl cations which are captured by solvent. This mechanism is dominant for arenediazonium ions without electron-withdrawing substituents in all solvents, and the only reaction observed in water. Additionally, appreciable yields of fluoroarenes are obtained by fluoride abstraction by the aryl cation from fluorinated solvents and from tetrafluoroborate in fluorinated solvents. Yields from photochemical processes are very similar to those from thermal reactions indicating that the main reactions proceed through common or very similar intermediates. Aryl cations formed from ion-paired diazonium ions may react with the counterion, but fragmentation of dissociated diazonium ions leads only to solvent-derived product. Some arenediazonium ions in some solvents undergo an alternative radical reaction leading principally to hydrodediazoniation. It is proposed that this reaction involves initial rate-limiting electron transfer from ethanol to the arenediazonium ion followed rapidly by homolysis of the resultant aryldiazenyl radical. Within the same solvent cage, the aryl radical then either abstracts an α-hydrogen from the ethanol radical cation generated in the first step to give the reduction product and protonated acetaldehyde, or combines with it at the oxygen to give a protonated aryl ethyl ether.
Three-membered cyclic fluoronium in gaseous ion-neutral complexes
Nguyen, Viet,Cheng, Xueheng,Morton, Thomas
, p. 7127 - 7132 (2007/10/02)
The fluoriranium ion (CH2CH2F+, 1a) is shown to exist as an intermediate within ion-neutral complexes derived from the molecular ions of β-fluorophenetole (8+). Ion-neutral complexes containing the isomeric ion
