Tag: 100-200

In 2019,Letters in Organic Chemistry included an article by Nematpour, Manijeh; Abedi, Elham; Abedi, Elahe. HPLC of Formula: 934-32-7. The article was titled 《A Novel One-pot Protocol for the Cu-Catalyzed Synthesis of Nine 2-Aminobenzimidazole Derivatives from o-Phenylenediamine and Trichloroacetonitrile》. The information in the text is summarized as follows:

The synthesis of a variety of 2-aminobenzimidazoles I (R = H, Me, OMe, Cl, Br; R1 = H, Me, Cl; X = Y = CH, N) via one-pot reaction of o-phenylenediamine and trichloroacetonitrile catalyzed by copper (II) acetate in THF at room temperature, with good yields is described. Use of simple and readily available starting materials, good to high yields, free ligand, and ease of purification procedure are important features of this protocol. After reading the article, we found that the author used 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7HPLC of Formula: 934-32-7)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.HPLC of Formula: 934-32-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Sakata, Yosuke; Yabunaka, Kosuke; Kobayashi, Yuko; Omiya, Hirohisa; Umezawa, Naoki; Kim, Hye-Sook; Wataya, Yusuke; Tomita, Yoshimi; Hisamatsu, Yosuke; Kato, Nobuki; Yagi, Hirokazu; Satoh, Tadashi; Kato, Koichi; Ishikawa, Haruto; Higuchi, Tsunehiko published 《Potent Antimalarial Activity of Two Arenes Linked with Triamine Designed To Have Multiple Interactions with Heme》.ACS Medicinal Chemistry Letters published the findings.COA of Formula: C7H5ClN2 The information in the text is summarized as follows:

Based on the idea that compounds designed to exhibit high affinity for heme would block hemozoin formation, a critical heme-detoxification process for malarial parasites, we synthesized a series of compounds with two π-conjugated moieties at terminal amino groups of triamine. These compounds exhibited moderate to high antimalarial activities in vitro toward both chloroquine-sensitive and chloroquine-resistant Plasmodium falciparum. In a P. berghei-infected mouse model, 3a and 12a showed potent antimalarial activities compared to artesunate, as well as a prolonged duration of antimalarial effect. We found a good correlation between protective activity against hemin degradation and antimalarial activity. Compounds 8b and 3a strongly inhibited hemozoin formation catalyzed by heme detoxification protein. After reading the article, we found that the author used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1COA of Formula: C7H5ClN2)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.COA of Formula: C7H5ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2015,Gazzard, Lewis; Williams, Karen; Chen, Huifen; Axford, Lorraine; Blackwood, Elizabeth; Burton, Brenda; Chapman, Kerry; Crackett, Peter; Drobnick, Joy; Ellwood, Charles; Epler, Jennifer; Flagella, Michael; Gancia, Emanuela; Gill, Matthew; Goodacre, Simon; Halladay, Jason; Hewitt, Joanne; Hunt, Hazel; Kintz, Samuel; Lyssikatos, Joseph; Macleod, Calum; Major, Sarah; Medard, Guillaume; Narukulla, Raman; Ramiscal, Judi; Schmidt, Stephen; Seward, Eileen; Wiesmann, Christian; Wu, Ping; Yee, Sharon; Yen, Ivana; Malek, Shiva published 《Mitigation of Acetylcholine Esterase Activity in the 1,7-Diazacarbazole Series of Inhibitors of Checkpoint Kinase 1》.Journal of Medicinal Chemistry published the findings.SDS of cas: 16681-56-4 The information in the text is summarized as follows:

Checkpoint kinase 1 (ChK1) plays a key role in the DNA damage response, facilitating cell-cycle arrest to provide sufficient time for lesion repair. This leads to the hypothesis that inhibition of ChK1 might enhance the effectiveness of DNA-damaging therapies in the treatment of cancer. Lead compound 1 (GNE-783), the prototype of the 1,7-diazacarbazole class of ChK1 inhibitors, was found to be a highly potent inhibitor of acetylcholine esterase (AChE) and unsuitable for development. A campaign of analog synthesis established SAR delineating ChK1 and AChE activities and allowing identification of new leads with improved profiles. In silico docking using a model of AChE permitted rationalization of the observed SAR. Compounds 19 (GNE-900) and 30 (GNE-145) were identified as selective, orally bioavailable ChK1 inhibitors offering excellent in vitro potency with significantly reduced AChE activity. In combination with gemcitabine, these compounds demonstrate an in vivo pharmacodynamic effect and are efficacious in a mouse p53 mutant xenograft model. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-1H-imidazole(cas: 16681-56-4SDS of cas: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. SDS of cas: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1978,Kirk, Kenneth L. published 《Facile synthesis of 2-substituted imidazoles》.Journal of Organic Chemistry published the findings.HPLC of Formula: 16681-56-4 The information in the text is summarized as follows:

Imidazoles I (R = H, R1 = Br, iodo, Cl, Me, CO2Et, CHO, NH2) were prepared by treating 1-trityl-2-lithioimidazole (I, R = Ph3C, R1 = Li) with an appropriate electrophile followed by detritylation with acid. The experimental process involved the reaction of 2-Bromo-1H-imidazole(cas: 16681-56-4HPLC of Formula: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. HPLC of Formula: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Computed Properties of C8H5N3On October 10, 2016 ,《Expanding Synthesizable Space of Disubstituted 1,2,4-Oxadiazoles》 was published in ACS Combinatorial Science. The article was written by Tolmachev, Andrey; Bogolubsky, Andrey V.; Pipko, Sergey E.; Grishchenko, Alexander V.; Ushakov, Dmytro V.; Zhemera, Anton V.; Viniychuk, Oleksandr O.; Konovets, Anzhelika I.; Zaporozhets, Olga A.; Mykhailiuk, Pavel K.; Moroz, Yurii S.. The article contains the following contents:

One-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from carboxylic acids and nitriles was optimized to parallel chem. The method was validated on a 141 member library; the desired products were recovered with a high success rate and in moderate yields. Practical application of the approach was demonstrated in the synthesis of bioactive compound pifexole, I, and agonists of free fatty acid receptor 1. A library of 4,948,100 synthesizable drug-like 3,5-disubstituted 1,2,4-oxadiazoles was enumerated based on the method and available validated reagents. The results came from multiple reactions, including the reaction of Imidazo[1,2-a]pyridine-8-carbonitrile(cas: 136117-70-9Computed Properties of C8H5N3)

Imidazo[1,2-a]pyridine-8-carbonitrile(cas: 136117-70-9) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
Computed Properties of C8H5N3 However, the application of imidazoles is not limited to the field of peptides and peptidomimetics.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Quality Control of Di(1H-imidazol-1-yl)methanoneIn 2020 ,《Tough and Multi-Recyclable Cross-Linked Supramolecular Polyureas via Incorporating Noncovalent Bonds into Main-Chains》 appeared in Advanced Materials (Weinheim, Germany). The author of the article were Qin, Bo; Zhang, Shuai; Sun, Peng; Tang, Bohan; Yin, Zihe; Cao, Xiao; Chen, Quan; Xu, Jiang-Fei; Zhang, Xi. The article conveys some information:

Covalent thermosets generally exhibit robust mech. properties, while they are fragile and lack the ability to be reprocessed or recycled. Herein, a new strategy of incorporating noncovalent bonds into main-chains is developed to construct tough and multi-recyclable crosslinked supramol. polyureas (CSPU), which are prepared via the copolymerization of diisocyanate monomers, noncovalently bonded diamine monomers linked by quadruple hydrogen bonds, and covalent diamine/triamine monomers. The CSPU exhibit remarkable solvent resistance and outstanding mech. properties owing to the covalent crosslinking via triamine monomer. Through the incorporation of 9.7% and 14.6% quadruple hydrogen bonded diamine monomer, the transparent CSPU films are endowed with superior toughness of 74.17 and 124.17 MJ m-3, resp. Impressively, even after five generations of recycling processes, the mech. properties of reprocessed CSPU can recover more than 95% of their original properties, displaying excellent multiple recyclablity. As a result, the superior toughness, remarkable solvent resistance, high transparency, and excellent multiple recyclability are well-combined in the CSPU. It is highly anticipated that this line of research will provide a facile and general method to construct various crosslinked polymer materials with superior recyclability and mech. properties. The experimental process involved the reaction of Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Quality Control of Di(1H-imidazol-1-yl)methanone)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications and polypeptides. It also used to make β-keto sulfones and sulfoxides, lead sequestering agents, and β-enamino acid derivatives.Quality Control of Di(1H-imidazol-1-yl)methanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Recommanded Product: 16681-56-4In 2008 ,《Rescoring Docking Hit Lists for Model Cavity Sites: Predictions and Experimental Testing》 appeared in Journal of Molecular Biology. The author of the article were Graves, Alan P.; Shivakumar, Devleena M.; Boyce, Sarah E.; Jacobson, Matthew P.; Case, David A.; Shoichet, Brian K.. The article conveys some information:

Mol. docking computationally screens thousands to millions of organic mols. against protein structures, looking for those with complementary fits. Many approximations are made, often resulting in low “”hit rates.””. A strategy to overcome these approximations is to rescore top-ranked docked mols. using a better but slower method. One such is afforded by mol. mechanics-generalized Born surface area (MM-GBSA) techniques. These more phys. realistic methods have improved models for solvation and electrostatic interactions and conformational change compared to most docking programs. To investigate MM-GBSA rescoring, the authors reranked docking hit lists in three small buried sites: a hydrophobic cavity that binds apolar ligands, a slightly polar cavity that binds aryl and hydrogen-bonding ligands, and an anionic cavity that binds cationic ligands. These sites are simple; consequently, incorrect predictions can be attributed to particular errors in the method, and many likely ligands may actually be tested. In retrospective calculations, MM-GBSA techniques with binding-site minimization better distinguished the known ligands for each cavity from the known decoys compared to the docking calculation alone. This encouraged us to test rescoring prospectively on mols. that ranked poorly by docking but that ranked well when rescored by MM-GBSA. A total of 33 mols. highly ranked by MM-GBSA for the three cavities were tested exptl. Of these, 23 were observed to bind-these are docking false negatives rescued by rescoring. The 10 remaining mols. are true negatives by docking and false positives by MM-GBSA. X-ray crystal structures were determined for 21 of these 23 mols. In many cases, the geometry prediction by MM-GBSA improved the initial docking pose and more closely resembled the crystallog. result; yet in several cases, the rescored geometry failed to capture large conformational changes in the protein. Intriguingly, rescoring not only rescued docking false positives, but also introduced several new false positives into the top-ranking mols. The authors consider the origins of the successes and failures in MM-GBSA rescoring in these model cavity sites and the prospects for rescoring in biol. relevant targets. The experimental process involved the reaction of 2-Bromo-1H-imidazole(cas: 16681-56-4Recommanded Product: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Recommanded Product: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Pandey, Himanshu; Shrivastava, S. P. published their research in Oriental Journal of Chemistry in 2021. The article was titled 《One pot synthesis, characterization of benzothiazole/benzimidazole tethered imidazole derivatives using clay as catalyst》.Formula: C7H7N3 The article contains the following contents:

A green approach for benzothiazole/benzimidazole tethered imidazole derivative synthesis utilizing brick derived clay as a catalyst were reported. Brick clay catalyst used in this synthesis were shown excellent catalytic activity by increasing efficiency, reducing the reaction time and most importantly it was reusable for further reaction runs. These derivatives were synthesized by multi component condensation reaction that involved benzil, aldehyde, 2-aminobenzimidazole/2-amino-6-nitrobenzothiazole and ammonium acetate. The clay catalyst was characterized by FT-IR while the synthesized derivatives were characterized by FT-IR, 1H NMR and 13C NMR. Brick clay was a cheap, non-hazardous catalyst and were reused up to many reaction runs with good to excellent yields. In the experimental materials used by the author, we found 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Formula: C7H7N3)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Formula: C7H7N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2010,Chemistry – A European Journal included an article by Smejkal, Tomas; Gribkov, Denis; Geier, Jens; Keller, Manfred; Breit, Bernhard. Formula: C6H10N2O2S. The article was titled 《Transition-State Stabilization by a Secondary Substrate-Ligand Interaction: A New Design Principle for Highly Efficient Transition-Metal Catalysis》. The information in the text is summarized as follows:

A library of monodentate phosphane ligands, each bearing a guanidine receptor unit for carboxylates, was designed. Screening of the library gave some excellent catalysts for regioselective hydroformylation of β,γ-unsaturated carboxylic acids. A terminal alkene, but-3-enoic acid, was hydroformylated with a linear/branched (l/b) regioselectivity up to 41. An internal alkene, pent-3-enoic acid was hydroformylated with regioselectivity up to 18:1. Further substrate selectivity (e.g., acid vs. Me ester) and reaction site selectivity (monofunctionalization of 2-vinylhept-2-enoic acid) were also achieved. Exploration of the structure-activity relationship and a practical and theor. mechanistic study gave us an insight into the nature of the supramol. guanidinium-carboxylate interaction within the catalytic system. This allowed us to identify a selective transition-state stabilization by a secondary substrate-ligand interaction as the basis for catalyst activity and selectivity. The results came from multiple reactions, including the reaction of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Formula: C6H10N2O2S)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Formula: C6H10N2O2S

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Recommanded Product: 372147-50-7On October 5, 2001 ,《Heterocyclization of Functionalized Vinylic Derivatives of Imidazo[1,2-a]pyridines》 was published in Journal of Organic Chemistry. The article was written by Chezal, Jean M.; Moreau, Emmanuel; Delmas, Gregory; Gueiffier, Alain; Blache, Yves; Grassy, Gerard; Lartigue, Claire; Chavignon, Olivier; Teulade, Jean C.. The article contains the following contents:

Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-a]pyridines was explored exptl. and theor. using semiempirical AM1 and ab initio methods. A range of functionalized vinylic derivatives (azido, amino, and carbodiimide groups) were prepared for conversion into pyrroloazaindoles, imidazo[1,x]-, (x = 5, 6, 7, 8), [2,6]-, and [2,7]naphthyridines by thermal reaction. In the case of vinylic groups in the 5 position, peri annulation also was observed The exptl. and theor. data are compared and discussed. The results came from multiple reactions, including the reaction of Imidazo[1,2-a]pyridine-5-carbaldehyde(cas: 372147-50-7Recommanded Product: 372147-50-7)

Imidazo[1,2-a]pyridine-5-carbaldehyde(cas: 372147-50-7) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Recommanded Product: 372147-50-7 In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem