Tag: M.W=150-200

Li, Na; Yang, Hong; Liu, Ke; Zhou, Liwei; Huang, Yuting; Cao, Danyan; Li, Yanlian; Sun, Yaoliang; Yu, Aisong; Du, Zhiyan; Yu, Feng; Zhang, Ying; Wang, Bingyang; Geng, Meiyu; Li, Jian; Xiong, Bing; Xu, Shilin; Huang, Xun; Liu, Tongchao published the artcile< Structure-Based Discovery of a Series of NSD2-PWWP1 Inhibitors>, Category: imidazoles-derivatives, the main research area is imidazole preparation SAR antitumor activity inhibitor.

A series of NSD2-PWWP1 inhibitors I (R = 4-cyanophenyl, 4-cyanonaphthalen-1-yl, 8-cyanoquinolin-5-yl, etc.; R1 = H, OMe, F, Cl, CF3; R2 = H, Me, OMe; R3 = aminomethyl, CHO, 4-aminopiperidin-1-yl, etc.), and further structure-based optimization resulted in a potent inhibitor compound I (R = 4-cyanonaphthalen-1-yl; R1 = R2 = Me; R3 = 4-aminopiperidin-1-yl) (II), that has high selectivity toward the NSD2-PWWP1 domain were reported. The detailed biol. evaluation revealed that compound II can bind to NSD2-PWWP1 and then affect the expression of genes regulated by NSD2. The current discovery will provide a useful chem. probe to the future research in understanding the specific regulation mode of NSD2 by PWWP1 recognition and pave the way to develop potential drugs targeting NSD2 protein.

Journal of Medicinal Chemistry published new progress about Amines Role: PAC (Pharmacological Activity), PKT (Pharmacokinetics), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kauffmann, Thomas; Nuernberg, Reinhard; Schulz, Jutta; Stabba, R. published the artcile< Hetarynes. X. Detection of a 5-membered ring aryne (1-methyl-4,5-dehydroimidazole)>, Application In Synthesis of 1003-21-0, the main research area is IMIDAZOLES ARYNE; DEHYDROIMIDAZOLES; ARYNE IMIDAZOLES.

Treating 5-chloro-1-methylimidazole (I) and 5-bromol-1-methylimidazole (II) with Li piperidide/piperidine (III) in boiling ether gave a mixture of 4-piperidino-1-methylimidazole (IV) and 5-piperidino-1-methylimidazole (V). Analogous results using Li pyrrolidide (VI)/pyrrolidine (VII) base pair suggested that IV and V were formed through an elimination-addition mechanism on the title compound (VIII). The mechanism was elucidated by competing reactions of I and II with varying ratios of VII-III base pairs which resulted in IV, V, 5-pyrrolidinyl-1-methylimidazole, and 4-pyrrolidinyl-1-methylimidazole (IX). Anal. of product distribution indicated that the rearranged substitution products IV and IX were prepared through the elimination-addition mechanism, whereas the non-rearranged substitution products resulted from an overlap of the elimination-addition and the normal addition-elimination mechanism, in each case confirming the presence of VIII. Study on competitive reaction of 3-chloropyridine and 4-chloropyridine with the base-pair diethylamine/diisopropylamine confirmed the conclusion that all reactions with II follow the elimination-addition mechanism over the poorly selective intermediate VIII. With chloro compounds such as I, the normal addition-elimination mechanism becomes more important.

Tetrahedron Letters published new progress about 1003-21-0. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Application In Synthesis of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Li, Peng; Herrmann, Wolfgang A.; Kuehn, Fritz E. published the artcile< Unsaturated NHC Complexes Immobilized by the Backbone: Synthesis and Application>, Application In Synthesis of 1003-21-0, the main research area is silica rhodium heterocyclic carbene complex catalyst styrene hydrogenation ethylbenzene.

The synthesis and an exemplary catalytic application of a SBA-15-supported rhodium-N-heterocyclic carbene (NHC) complex is reported. In contrast to the conventional method of immobilization of unsaturated NHC complexes, the rhodium-NHC compound described here is connected to the SBA-15 surface by a linker originating from the backbone of the unsaturated NHC ligand. The unique characteristics of the new immobilization mode enable the supported NHC complexes to maintain two unchanged “”wing-tip”” ligands. This method of immobilization of unsaturated NHC complexes provides a new way to maintain the original configuration of homogeneous NHC complexes in the heterogenized catalytic system. The immobilized rhodium-NHC catalyst is used in a hydrogenation reaction with styrene as substrate.

ChemCatChem published new progress about Catalyst supports. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Application In Synthesis of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Xu, Guozhang; Liu, Zhijie; Wang, Xinkang; Lu, Tianbao; DesJarlais, Renee L.; Thieu, Tho; Zhang, Jing; Devine, Zheng Huang; Du, Fuyong; Li, Qiu; Milligan, Cynthia M.; Shaffer, Paul; Cedervall, Peder E.; Spurlino, John C.; Stratton, Christopher F.; Pietrak, Beth; Szewczuk, Lawrence M.; Wong, Victoria; Steele, Ruth A.; Bruinzeel, Wouter; Chintala, Madhu; Silva, Jose; Gaul, Michael D.; Macielag, Mark J.; Nargund, Ravi published the artcile< Discovery of Potent and Orally Bioavailable Pyridine N-Oxide-Based Factor XIa Inhibitors through Exploiting Nonclassical Interactions>, Formula: C4H5BrN2, the main research area is cyclopropylpyrazolyl pyridine oxide preparation anticoagulation docking SAR.

Herein, activated factor XI (FXIa) inhibitors novel anticoagulants, discovery effort, utilizing nonclassical interactions to improve potency, cellular permeability, and oral bioavailability by enhancing the binding while reducing polar atoms was described. Beginning with literature-inspired pyridine N-oxide-based FXIa inhibitor 1, the imidazole linker was first replaced with a pyrazole moiety to establish a polar C-H···water hydrogen-bonding interaction. Then, structure-based drug design was employed to modify lead mol. I in the P1′ and P2′ regions, with substituents interacting with key residues through various nonclassical interactions. As a result, a potent FXIa inhibitor II (Ki = 0.17 nM) was discovered. This compound demonstrated oral bioavailability in preclin. species (rat 36.4%, dog 80.5%, and monkey 43.0%) and displayed a dose-dependent antithrombotic effect in a rabbit arteriovenous shunt model of thrombosis.

Journal of Medicinal Chemistry published new progress about Anticoagulants, oral. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Yang, Zhouping; Liu, Yaqing; Liu, Yang; Wang, Yanying; Rao, Hanbing; Liu, Yong; Yin, Jiajian; Yue, Guizhou; Wu, Caimei; Li, Hua; Liu, Xiaopeng; Wang, Xianxiang published the artcile< Preparation of porous uranium oxide hollow nanospheres with peroxidase mimicking activity: application to the colorimetric determination of tin(II)>, Product Details of C6H9ClN2O2, the main research area is uranium oxide nanosphere peroxidase ionic liquid tin colorimetry detection; Ionic liquids; Nuclear materials; Peroxidase mimic; Uranium oxide.

Porous uranium oxide hollow sphere nanoparticles were synthesized in ionic liquids under hydrothermal conditions. Various precipitating agents and ionic liquids were investigated to determine their resp. impact on the resultant uranium oxide morphologies. Using hydrazine hydrate as precipitating agent and N-Bu pyridinium bromide as templating agent, a porous-hollow structure was created with a surface area of 1958 m2.g-1 and an average pore diameter of 30 nm. The nanoparticles revealed high peroxidase-mimicking activity. This was evaluated by using the peroxidase substrate 3,3′,5,5′-tetramethylbenzidine (TMB) that is catalytically oxidized by H2O2 to give oxidized TMB (oxTMB) which is blue (with an absorption peak at 652 nm). The material was used as a nanozyme for colorimetric detection of Sn2+. Meanwhile, it is found that BSA strongly improves the catalytic activity of the nanozyme, while Sn(II) inhibits its activity. Thus, a colorimetric method for Sn2+ detection was designed. The method works in the 0.5-100μM Sn(II) concentration range and has a lower detection limit of 0.36μM (at S/N = 3).

Microchimica Acta published new progress about Binding energy. 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Product Details of C6H9ClN2O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Yoshida, Tomohiro; Akahoshi, Fumihiko; Sakashita, Hiroshi; Sonda, Shuji; Takeuchi, Masahiro; Tanaka, Yoshihito; Nabeno, Mika; Kishida, Hiroyuki; Miyaguchi, Ikuko; Hayashi, Yoshiharu published the artcile< Fused bicyclic heteroarylpiperazine-substituted L-prolylthiazolidines as highly potent DPP-4 inhibitors lacking the electrophilic nitrile group>, Synthetic Route of 401567-00-8, the main research area is antidiabetic DPP4 inhibitor heteroarylpiperazine prolylthiazolidine preparation structure activity.

Hypoglycemic agents with a mechanism of dipeptidyl peptidase IV (DPP-4) inhibition are suitable for once daily oral dosing. It is difficult to strike a balance between inhibitory activity and duration of action in plasma for inhibitors bearing an electrophilic nitrile group. We explored fused bicyclic heteroarylpiperazine substituted at the γ-position of the proline structure in the investigation of L-prolylthiazolidines lacking the electrophilic nitrile. Among them, 2-trifluoroquinolyl compound 8g is the most potent, long-lasting DPP-4 inhibitor (IC50 = 0.37 nmol/L) with high selectivity against other related peptidases. X-ray crystal structure determination of 8g indicates that CH-π interactions generated between the quinolyl ring and the guanidinyl group of Arg358 enhances the DPP-4 inhibitory activity and selectivity.

Bioorganic & Medicinal Chemistry published new progress about Antidiabetic agents. 401567-00-8 belongs to class imidazoles-derivatives, and the molecular formula is C8H4ClN3, Synthetic Route of 401567-00-8.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ma, Wenqiang; Xu, Shuangping; Jia, Hongge; Xu, Jingyu; Liu, Da; Zhang, Mingyu; Qu, Yanqing; Zhou, Hailiang; Zhang, Yushu; Wang, Xintian; Zhao, Wenwen published the artcile< Preparation of Butadiene-Bridged Polymethylsiloxane/Ethylcellulose/1-Carboxymethyl-3-methylimidazolium Chloride Ternary Composite Membranes for Gas Separation>, Related Products of 700370-07-6, the main research area is butadiene bridged polymethylsiloxane ethylcellulose composite membrane.

Excessive CO2 emissions have resulted in global warming and are a serious threat to the life of people, various strategies have been implemented to cut carbon emissions, and one of them is the use of a gas separation membrane to capture CO2 effectively. In this experiment, the butadiene-bridged polymethylsiloxane (BBPMS)/ethyl cellulose (EC)/ionic liquid (IL) ternary composite membranes were prepared by EC as a substrate, BBPMS, and IL as additives in THF under high-speed stirring and coated on the membrane. The membrane structure was characterized by a Fourier transform IR spectrometer and scanning electron microscope, and the membrane properties were tested by a membrane tensile strength tester, thermal weight loss analyzer, and gas permeability meter. The results show that the surface of the ternary composite membrane is dense and flat with a uniform distribution, and the membrane formation, heat resistance, and mech. properties are good. The permeability coefficient of the ternary composite membrane for CO2 reached 1806.03 Barrer, which is 20.00 times higher than that of the EC/IL hybrid matrix membrane. The permeability coefficient of O2 reached 321.01 Barrer, which is 19.21 times higher than that of the EC/IL membrane. When the doping amount of BBPMS is 70-80%, the O2/N2 gas permeation separation of the BBPMS/EC/IL ternary composite membrane is close to the Robertson 2008 curve. It is always known that in the gas separation process the membrane material is the most crucial factor. The success of this experiment points to a new direction for the preparation of new membrane materials.

ACS Omega published new progress about Air pollution, carbon dioxide. 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Related Products of 700370-07-6.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Iddon, Brian; Lim, Bee Lan published the artcile< Metal-halogen exchange reactions of mono- and polyhaloimidazoles>, Application In Synthesis of 1003-21-0, the main research area is exchange lithium halogen haloimidazole; haloimidazole lithiation alkylation; imidazole halo lithiation alkylation; ethoxymethylation lithiation haloimidazole; sulfuration lithiation haloimidazole; alkylhaloimidazole; methylthiophenylthioimidazole; phenylthioimidazole.

Treatment of 4(5)-bromoimidazole with 1-2 equiv BuLi in Et2O or THF followed by reaction with Me2SO4 gave 46-63% of a 1:1-3 mixture of 4- and 5-bromo-1-methylimidazole, resp. 5-Iodo- and 2,4,5-tribromo-1-methylimidazole were similarly prepared N-1-alkylation of tribromoimidazole with ClCH2OEt in C6H6 containing Et3N gave 2,4,5-tribromo-1-(ethoxymethyl)imidazole (I). Similar reaction of 2,4,5-triiodoimidazole required NaOMe in dioxane and gave mainly 1-ethoxymethyl-4,5-diiodoimidazole. Treatment of I with BuLi followed by (PhS)2 gave 67% 4,5-dibromo-1-(ethoxymethyl)-2-phenylthioimidazole, which on further treatment with BuLi followed by (MeS)2 gave 63% 4-bromo-1-(ethoxymethyl)-5-methylthio-2-phenylthioimidazole.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Alkylation. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Application In Synthesis of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Bethel, Paul A.; Campbell, Andrew D.; Goldberg, Frederick W.; Kemmitt, Paul D.; Lamont, Gillian M.; Suleman, Abid published the artcile< Optimized scale up of 3-pyrimidinylpyrazolo[1,5-a]pyridine via Suzuki coupling; a general method of accessing a range of 3-(hetero)arylpyrazolo[1,5-a]pyridines>, Computed Properties of 1003-21-0, the main research area is Suzuki coupling pyrazolopyridine boronic ester; pyrazolopyridine heteroaryl aryl preparation.

We have developed an improved synthesis of 3-(hetero)aryl pyrazolo[1,5-a]pyridines [such as 3-(2,5-dichloropyrimidin-4-yl)pyrazolo[1,5-a]pyridine (I)] via an optimized synthesis and Suzuki coupling of 3-pyrazolo[1,5-a]pyridine boronic ester (II). These conditions are applicable to both high throughput chem. and large scale synthesis of these medicinally important compounds The scope of this chem. has been further extended to include the synthesis and coupling of a novel boronic ester, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine.

Tetrahedron published new progress about Heterocyclic compounds Role: RCT (Reactant), RACT (Reactant or Reagent) (halo). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Computed Properties of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Rizzo, Carla; Marullo, Salvatore; Feroci, Marta; Accurso, Vincenza; D’Anna, Francesca published the artcile< Insights into the effect of the spacer on the properties of imidazolium based AIE luminogens>, Category: imidazoles-derivatives, the main research area is imidazolium based aggregation induced emission luminogen preparation self assembly.

With the aim to obtain organic salts with potential applications in high performance mol. electronics, we combined properties of π-conjugated spacers, like 1,4-diethynylbenzene and 1,6-diethynylpyrene, with the ones of both imidazole and imidazolium units. Physico-chem. properties of obtained fluorescent organic salts were investigated performing thermo-gravimetric anal. (TGA), differential scanning calorimetry (DSC) and cyclic voltammetry measurements (CV). Photophys. behavior of the salts was analyzed in conventional solvents and ionic liquids, by UV-vis and fluorescence investigation. Solution phase aggregation study revealed that these salts self-assemble in conventional solvents and ionic liquids, leading to aggregation induced emission processes. Notably, emission was maintained also in the solid state, with higher or lower intensity compared with the solution, depending on which spacer is present. This latter, also impacts on the morphol. of the aggregates, allowing fine tuning the properties of the supramol. materials formed.

Dyes and Pigments published new progress about Aggregation. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem