169378-52-3Relevant articles and documents
Spin crossover star-shaped metallomesogens of iron(II)
Seredyuk, Maksym,Munoz, M. Carmen,Ksenofontov, Vadim,Guetlich, Philipp,Galyametdinov, Yury,Real, Jose A.
, p. 8442 - 8454 (2014)
Three new types of spin crossover (SCO) metallomesogens of FeII based on symmetric tripod ligands and their magnetic and structural properties are reported here. These were obtained by condensation of tris(2-aminoethyl)amin (tren) with the aldehyde derived from 3-alkoxy-6-methylpyridine (mpyN, N (number of carbon atoms in n-alkyl chains) = 8, 18), 1-alkyl-1H-imidazole (imN, N = 4, 16, 18, 20, 22), or 1-alkyl-1H-benzimidazole (bimN, N = 6, 14, 16, 18, 20). A complex derived from 1-octadecyl-1H-naphtho[2,3-d]imidazole (nim18) retains the high spin state at any temperature. Single crystals of the short-chain complexes were investigated by a combination of X-ray crystallography, magnetic measurements and Moessbauer spectroscopy. Generally, in comparison with the short-chain complexes the long-chain complexes display more gradual SCO and undergo a phase transition crystal-liquid crystal that is reflected in their magnetic properties. Characterization by X-ray powder diffractometry and differential calorimetry reveal formation of a smectic mesophase upon melting.
Spin crossover properties of enantiomers, co-enantiomers, racemates, and co-racemates
Qin, Long-Fang,Pang, Chun-Yan,Han, Wang-Kang,Zhang, Feng-Li,Tian, Lei,Gu, Zhi-Guo,Ren, Xuehong,Li, Zaijun
, p. 7340 - 7348 (2016)
Through multi-component self-assembly of chiral phenylethylamine, 1-alkyl-2-imidazolecarboxaldehyde and iron(ii) ions, two couples of enantiomeric iron(ii) complexes 4R, 4S, 5R and 5S with the formula of fac-Λ or Δ-[Fe(L)3]2+(L = R o
Direct and Regioselective Introduction of Acetals into Imidazoles at the 2-Position by an Iridium-Catalyzed Reaction with Formates in the Presence of Hydrosilanes
Fukumoto, Yoshiya,Iyori, Yasuaki,Chatani, Naoto
, p. 1662 - 1665 (2017)
The iridium-catalyzed reaction of imidazoles with formates in the presence of hydrosilanes as coreactants led to the production of 2-[(alkoxy)(siloxy)methyl]imidazoles. Dimethyl acetylenedicarboxylate was the additive of choice for the reaction in terms of reaction efficiency. No reaction was observed in the absence of the hydrosilanes. Whereas substituents at the 1- and 5-positions on the imidazole ring did not affect the reaction, substituents at the 4-position greatly retarded the reaction. The regioselective reaction of 1-methyl-1,2,4-triazole occurred at the carbon atom between the sp3 and sp2 nitrogen atoms of the ring but not between two sp2 nitrogen atoms. The products were converted into imidazole 2-carbaldehydes by hydrolysis under acidic conditions.
Unprecedented multi-stable spin crossover molecular material with two thermal memory channels
Seredyuk, Maksym,Munoz, M. Carmen,Castro, Miguel,Romero-Morcillo, Tania,Gaspar, Ana B.,Real, Jose Antonio
, p. 6591 - 6596 (2013)
Two in one: A new iron(II) complex with short alkyl substituents exhibits an unprecedented bimodal behavior governed by the coexistence of three phases: two structurally different low-spin phases and one high-spin phase. The compound features two distinct well-separated strong cooperative spin-crossover transitions by varying the scan rate (see graphic). Copyright
CYCLIC AMINE DERIVATIVE AND PHARMACEUTICAL USE THEREOF
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Paragraph 0437; 0438, (2018/02/03)
An object of the present invention is to provide a compound exerting an analgesic effect against pain, in particular, neuropathic pain and/or fibromyalgia syndrome. The present invention provides a cyclic amine derivative represented by the following general formula, or a pharmacologically acceptable salt thereof.
Novel imidazole aldoximes with broad-spectrum antimicrobial potency against multidrug resistant gram-negative bacteria
Sko?ibui?, Mirjana,Odak, Renata,Rami?, Alma,Smoli?, Tomislav,Hrenar, Tomica,Primoic, Ines
, (2018/05/30)
In the search for a new class of potential antimicrobial agents, five novel N-substituted imidazole 2-aldoximes and their six quaternary salts were evaluated. The antimicrobial activity was assessed against a panel of representative Gram-positive and Gram-negative bacteria, including multidrug resistant bacteria. All compounds demonstrated potent in vitro activity against the tested microorganisms, with MIC values ranging from 6.25 to 50.0 μg/mL. Among the tested compounds, two quaternary compounds (N-but-3-enyl- and meta- (10) or para- N-chlorobenzyl (11) imidazolium 2-aldoximes) displayed the most potent and broad-spectrum activity against both Gram-positive and Gram-negative bacterial strains. The broth microdilution assay was also used to investigate the antiresistance efficacy of the both most active compounds against a set of Enterobacteriaceae isolates carried a multiple extended-spectrum β-lactamases (ESBLs) in comparison to eight clinically relevant antibiotics. N-but-3-enyl-N-meta-chlorobenzyl imidazolium 2-aldoxime was found to possess promising antiresistance efficacy against a wide range of β-lactamases producing strains (MIC 2.0 to 16.0 μg/mL). Best results for that compound were obtained against Escherichia coli and Enterobacter cloacae producing multiple β-lactamases form A and C molecular classes, which were 32- and 128-fold more potent than ceftazidime and cefotaxime, respectively. To visualize the results, principal component analysis was used as an additional classification tool. The mixture of ceftazidime and compound 10 (3 μg:2 μg) showed a strong activity and lower the necessary amount (up to 40-fold) of 10 against five of ESBL-producing isolates (MIC ≤ 1 μg/mL).
Bioinspired nanophotosensitizers: Synthesis and characterization of porphyrin-noble metal nanoparticle conjugates
Bhaumik, Jayeeta,Gogia, Gitanjali,Kirar, Seema,Vijay, Lekshmi,Thakur, Neeraj S.,Banerjee, Uttam C.,Laha, Joydev K.
, p. 724 - 731 (2016/01/12)
A methodology to enhance biological delivery of photosensitizers by incorporating them into nanomaterials has been developed. In order to prepare photosensitizer nanoconjugates as biocompatible and selective probes, initially, bioconjugatable porphyrinic
Synthesis and in-vitro reactivation screening of imidazolium aldoximes as reactivators of sarin and VX-inhibited human acetylcholinesterase (hAChE)
Sharma, Rahul,Gupta, Bhanushree,Sahu, Arvind Kumar,Acharya, Jyotiranjan,Satnami, Manmohan L.,Ghosh, Kallol K.
, p. 85 - 92 (2016/12/09)
Post-treatment of organophosphate (OP) poisoning involves the application of oxime reactivator as an antidote. Structurally different oximes are widely studied to examine their kinetic and mechanistic behavior against OP-inhibited cholinesterase enzyme. A series of structurally related 1,3-disubstituted-2-[(hydroxyiminomethyl)alkyl]imidazolium halides (5a–5e, 9a–9c) were synthesized and further evaluated for their in-vitro reactivation ability to reactivate sarin- and VX-inhibited human acetylcholinesterase (hAChE). The observed results were compared with the reactivation efficacy of standard reactivators; 2-PAM, obidoxime and HI-6. Amongst the synthesized oximes, 5a, 9a and 9b were found to be most potent reactivators against sarin-inhibited hAChE while in case of VX only 9a exhibited comparable reactivity with 2-PAM. Incorporation of pyridinium ring to the imidazole ring resulted in substantial increase in the reactivation strength of prepared reactivator. Physicochemical properties of synthesized reactivators have also been evaluated.
Structure-Activity Relationship and Pharmacokinetic Studies of 1,5-Diheteroarylpenta-1,4-dien-3-ones: A Class of Promising Curcumin-Based Anticancer Agents
Wang, Rubing,Chen, Chengsheng,Zhang, Xiaojie,Zhang, Changde,Zhong, Qiu,Chen, Guanglin,Zhang, Qiang,Zheng, Shilong,Wang, Guangdi,Chen, Qiao-Hong
, p. 4713 - 4726 (2015/06/25)
Forty-three 1,5-diheteroaryl-1,4-pentadien-3-ones were designed as potential curcumin mimics, structurally featuring a central five-carbon dienone linker and two identical nitrogen-containing aromatic rings. They were synthesized using a Horner-Wadsworth-Emmons reaction as the critical step and evaluated for their cytotoxicity and antiproliferative activities toward both androgen-insensitive and androgen-sensitive prostate cancer cell lines and an aggressive cervical cancer cell line. Most of the synthesized compounds showed distinctly better in vitro potency than curcumin in the four cancer cell lines. The structure-activity data acquired from the study validated (1E,4E)-1,5-dihereroaryl-1,4-pentadien-3-ones as an excellent scaffold for in-depth development for clinical treatment of prostate and cervical cancers. 1-Alkyl-1H-imidazol-2-yl, ortho pyridyl, 1-alkyl-1H-benzo[d]imidazole-2-yl, 4-bromo-1-methyl-1H-pyrazol-3-yl, thiazol-2-yl, and 2-methyl-4-(trifluoromethyl)thiazol-5-yl were identified as optimal heteroaromatic rings for the promising in vitro potency. (1E,4E)-1,5-Bis(2-methyl-4-(trifluoromethyl)thiazol-5-yl)penta-1,4-dien-3-one, featuring thiazole rings and trifluoromethyl groups, was established as the optimal lead compound because of its good in vitro potency and attractive in vivo pharmacokinetic profiles. (Chemical Equation Presented).
AZOLE HETEROCYCLIC COMPOUND, PREPARATION METHOD, PHARMACEUTICAL COMPOSITION AND USE
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Paragraph 0208, (2014/05/20)
The present invention relates to the filed of pharmarcutical chemistry, and in particular, to a novel class of azole compounds represented by general formula (I), (II) or (III) amd a preparation method thereof, a pharmarcutical composition with the compounds as active components, and a use of the azole compounds and the pharmarcutical composition in the preparation of a medicament for treatment of diseases associated with Lp-PLA2 enzyme activities, wherein each substituent is as deinfed in the specifictaion.
