1141-29-3Relevant academic research and scientific papers
Cooperative loading and release behavior of a metal-organic receptor
Gan, Quan,Ronson, Tanya K.,Vosburg, David A.,Thoburn, John D.,Nitschke, Jonathan R.
, p. 1770 - 1773 (2015)
In order to design artificial chemical systems that are capable of achieving complex functions, it is useful to design synthetic receptors that mimic their biological counterparts. Biological functions are underpinned by properties that include specific binding with high affinity and selectivity, cooperativity, and release triggered by external stimuli. Here we show that a metal-organic receptor constructed through subcomponent self-assembly can selectively and cooperatively load and release oxocarbon anions. The flexible coordination spheres of its cadmium(II) centers allow the receptor to dynamically adjust its structure upon exchanging four triflate or triflimide counterions for two oxocarbon anions, resulting in strong cooperativity and very tight binding, with an apparent association constant for C5O52- of 5 × 1010 M-1. Substituting the cadmium(II) ions for copper(I) by switching solvent prompted a structural reorganization and release of the oxocarbon anions. Its cooperative behavior allows the receptor to carry a greater payload than would be possible in a noncooperative analogue.
Selective Carbon-Carbon Bond Amination with Redox-Active Aminating Reagents: A Direct Approach to Anilines?
Qiu, Xu,Wang, Yachong,Su, Lingyu,Jin, Rui,Song, Song,Qin, Qixue,Li, Junhua,Zong, Baoning,Jiao, Ning
supporting information, p. 3011 - 3016 (2021/09/13)
Amines are among the most fundamental motifs in chemical synthesis, and the introduction of amine building blocks via selective C—C bond cleavage allows the construction of nitrogen compounds from simple hydrocarbons through direct skeleton modification. Herein, we report a novel method for the preparation of anilines from alkylarenes via Schmidt-type rearrangement using redox-active amination reagents, which are easily prepared from hydroxylamine. Primary amines and secondary amines were prepared from corresponding alkylarenes or benzyl alcohols under mild conditions. Good compatibility and valuable applications of the transformation were also displayed.
Novel biphenyl tetrazole derivative and preparation method thereof
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Paragraph 0069; 0070, (2017/07/31)
The invention relates to a novel biphenyl tetrazole derivative. A chemical general molecular formula of the novel biphenyl tetrazole derivative is shown as the accompanying drawing. The invention also relates to a preparation method of the novel biphenyl tetrazole derivative. A synthesis path is shown as the accompanying drawing, wherein n is selected from 0, 1, 2, 3, 4 and 5; Y is selected from -Br, -Cl, -NO2 and a substance shown as the accompanying drawing; R1, R2 and R3 are selected from -H, mono-substituted or poly-substituted -F, -(CH2)mCH3, -(CH2)mCF3, -O(CH2)mCH3, -O(CH2)mCF3 and -NO2 groups; m is selected from 0, 1, 2, 3, 4 and 5. The method comprises the operation steps that a compound II and 1,4-diazido dicyclic [2.2.2] octane are dissolved into a mixed reaction solution of a first organic solvent and carbon disulfide; filtering is performed to obtain yellow solids; after washing drying, the materials are dissolved into a second organic solvent; triphosgene or diphosgene is added; or phosgene reaction is performed; filtering is performed; filter liquid is collected; concentration is performed to obtain a crude product; the crude product is dissolved into a third organic solvent; ammonia water is added; concentration is performed to obtain yellow solid crude products; the solid crude products are dissolved into a four organic solvent; then, NaN3, I2 and organic amine NHpR are sequentially added into the organic solvent; basic water solution is added for quenching reaction; a fifth organic solvent is used for extracting the organic layer; concentration and purification are performed; a compound III is obtained.
WNT PATHWAY MODULATORS
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Paragraph 0301; 0302; 0323; 0324, (2015/07/07)
The present invention relates to dihydropyrazolo[l,5-a]pyrimidine compounds of formula I, defined herein, as WNT pathways modulators, processes for making them, and pharmaceutical compositions comprising them. Methods of treatment of conditions mediated by WNT pathway signalling including cancer, fibrosis, stem cell and diabetic retinopathy, rheumatoid arthritis, psoriasis and myocardial infarction, comprising the compounds of formula I are also provided.
Peptide nanofibers decorated with Pd nanoparticles to enhance the catalytic activity for C-C coupling reactions in aerobic conditions
Maity, Indrajit,Rasale, Dnyaneshwar B.,Das, Apurba K.
, p. 2984 - 2988 (2014/01/06)
We report the synergistic effects of peptide nanofibers decorated with Pd nanoparticles to enhance the catalytic activity for C-C coupling reactions in mild and aerobic conditions.
A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki-Miyaura cross-coupling reactions of aryl halides
Contreras-Celedn, Claudia A.,Mendoza-Rayo, Daro,Rincn-Medina, Jos A.,Chacn-Garca, Luis
supporting information, p. 2821 - 2826 (2015/02/19)
A simple and efficient catalytic system based on a Pd complex of 4-aminoantipyrine, 4-AAP-Pd(II), was found to be highly active for Suzuki-Miyaura cross-coupling of aryl iodides and bromides with phenylboronic acids under mild reaction conditions. Good to excellent product yields from the cross-coupling reaction can be achieved when the reaction is carried out in ethanol, in the open air, using low loading of 4-AAP-Pd(II) as a precatalyst, and in the presence of aqueous K2CO3 as the base. A variety of functional groups are tolerated.
Organogold(I) phosphanes in palladium-catalyzed cross-coupling reactions in aqueous media
Pena-Lopez, Miguel,Sarandeses, Luis A.,Perez Sestelo, Jose
, p. 2545 - 2554 (2013/06/05)
Cross-coupling reaction of organogold(I) phosphanes with organic electrophiles in aqueous media has been investigated. Reactions between isolated aryl-, alkenyl-, or alkynylgold(I) phosphanes and aryl halides or triflates, alkenyl halides, and allyl acetates proceed under palladium catalysis conditions at room temperature or 80 °C in water with THF as a co-solvent. The coupling reactions give good yields and are highly versatile and chemoselective, allowing the presence of free amino or hydroxy groups in the electrophile. This methodology was applied to the preparation of substituted phenylalanine esters in a demonstration that gold(I) organometallics are suitable reagents for metal-catalyzed cross-coupling reactions under protic conditions. Organogold(I) phosphanes react with organic electrophiles in aqueous media under palladium catalysis conditions. The reactions take place at room temperature or 80 °C in water with THF as co-solvent. The coupling is versatile and chemoselective and allows the presence of free amino and hydroxy groups in the electrophile. Copyright
Potent galloyl-based selective modulators targeting multidrug resistance associated protein 1 and P-glycoprotein
Pellicani, Raffaella Zoe,Stefanachi, Angela,Niso, Mauro,Carotti, Angelo,Leonetti, Francesco,Nicolotti, Orazio,Perrone, Roberto,Berardi, Francesco,Cellamare, Saverio,Colabufo, Nicola Antonio
supporting information; experimental part, p. 424 - 436 (2012/03/10)
The multifactorial nature of chemotherapy failure in controlling cancer is often associated with the occurrence of multidrug resistance (MDR), a phenomenon likely related to the increased expression of members of the ATP binding cassette (ABC) transporter superfamily. In this respect, the most extensively characterized MDR transporters include ABCB1 (also known as MDR1 or P-glycoprotein) and ABCC1 (also known as MRP1) whose inhibition remains a priority to circumvent drug resistance. Herein, we report how the simple galloyl benzamide scaffold can be easily and properly decorated for the preparation of either MRP1 or P-gp highly selective inhibitors. In particular, some gallamides and pyrogallol-1-monomethyl ethers showed remarkable affinity and selectivity toward MRP1. On the other hand, trimethyl ether galloyl anilides, with few exceptions, exhibited moderate to very high and selective P-gp inhibition.
Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)
Venkatraj, Muthusamy,Messagie, Jonas,Joossens, Jurgen,Lambeir, Anne-Marie,Haemers, Achiel,Van Der Veken, Pieter,Augustyns, Koen
supporting information; experimental part, p. 1557 - 1568 (2012/04/17)
Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in nonpeptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups.
