Month: October 2022

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

Quality Control of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborateIn 2020 ,《Preparation and characterization of PEBAX-5513/AgBF4/BMIMBF4 membranes for olefin/paraffin separation》 was published in Polymers (Basel, Switzerland). The article was written by Kim, So Young; Cho, Younghyun; Kang, Sang Wook. The article contains the following contents:

In this study, we investigated a poly(ether-block-amide)-5513 (PEBAX-5513)/AgBF4/ 1-butyl-3-methylimidazolium tetrafluoroborate (BMIMBF4) composite membrane, which is expected to have a high stabilizing effect on the Ag+ ions functioning as olefin carriers in the amide group. Poly(ethylene oxide) (PEO) only consists of ether regions, whereas the PEBAX-5513 copolymer contains both ether and amide regions. However, given the brittle nature of the amide, the penetration of BMIMBF4 remains challenging. The nanoparticles did not stabilize after their formation in the long-term test, thereby resulting in a poor performance compared to previous experiments using PEO as the polymer (selectivity 3; permeance 12.3 GPU). The properties of the functional groups in the polymers were assessed using Fourier transform IR spectroscopy, SEM, and thermogravimetric anal., which confirmed that the properties endowed during the production of the film using the ionic liquid can impact the performance. In the part of experimental materials, we found many familiar compounds, such as 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Quality Control of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate)

3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6) is a member of lonic liquids. Actually, lonic liquids as innovative fluids have received wide attention only during the past two decades. The number of SCI papers published on lonic liquids has exponentially increased from a few in 1996 to >5000 in 2016, exceeding the annual growth rates of other popular scientific areas. Quality Control of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Iron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow》 was published in Chemistry – A European Journal in 2019. These research results belong to Deng, Yuchao; Wei, Xiao-Jing; Wang, Xiao; Sun, Yuhan; Noel, Timothy. COA of Formula: C27H39ClN2 The article mentions the following:

A selective, practical and fast iron-based cross-coupling reaction that enabled the formation of Csp-Csp3 and Csp2-Csp3 bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allowed the use of a supporting ligand to be avoided without eroding the reaction selectivity. The results came from multiple reactions, including the reaction of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0COA of Formula: C27H39ClN2)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.COA of Formula: C27H39ClN2In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Zwitterions as novel phase forming components of aqueous biphasic systems》 was written by Basaiahgari, Anusha; Yadav, Sandeep Kumar; Gardas, Ramesh L.. Application of 616-47-7This research focused onZwitterion aqueous biphasic system phase forming component. The article conveys some information:

A novel class of aqueous biphasic systems (ABS) formed by zwitterions (ZI) has been investigated in the present work. A series of water soluble ZIs have been synthesized using triethylamine, N-Methylimidazole, N-Vinylimidazole, pyridine, N-Methylpyrrolidine, N-Ethylpiperidine and 1,4 butane sultone. The synthesized ZIs were explored for their ability to form biphasic systems in combination with aqueous inorganic salt solutions of K3PO4, K2HPO4 and K2CO3. The phase diagrams for all systems have been constructed through cloud point titration method at 298.15 K and atm. pressure. The phase behavior of ZI based ABS have been analyzed to understand the structural effects of ZIs as well as the effect of nature of salt used on the overall phase formation. Further the temperature dependence of the ZI based ABS was also explored by studying the phase behavior at variable temperatures of 298.15, 308.15 and 318.15 K. In order to estimate the applicability of proposed ZI based ABS, extraction experiments have been performed for an alkaloid i.e. caffeine for all synthesized ZIs with K3PO4 and at 298.15 K. ZI based ABS have been found to be capable of single step extraction of caffeine similar to IL based ABS thus providing the possibilities to explore these ZI based ABS as efficient extraction and separation systems. The experimental process involved the reaction of 1-Methyl-1H-imidazole(cas: 616-47-7Application of 616-47-7)

1-Methyl-1H-imidazole(cas: 616-47-7) is used as a precursor for the synthesis of pyrrole-imidazole polyamides, ionic liquids such as 1-butyl-3-methylimidazolium hexafluorophosphate.Application of 616-47-7

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

In 1965,Nature (London, United Kingdom) included an article by Burton, D. E.; Lambie, A. J.; Ludgate, J. C. L.; Newbold, G. T.; Percival, A.; Saggers, D. T.. Recommanded Product: 3671-65-6. The article was titled 《2-Trifluoromethylbenzimidazoles: a new class of herbicidal compounds》. The information in the text is summarized as follows:

The herbicidal activity of 2-trifluoromethylbenzimidazoles was studied on postemergent and preemergent peas (Pisum sativum), mustard (Sinapis alba), linseed (Linum usitatissimum), beet (Beta vulgaris), buckwheat (Fagopyrum esculentum), and barley (Hordeum vulgare); mammalian toxicity was studied in rats. The herbicidal activity of 2-trifluoromethylbenzimidazole was enhanced by 5-halo substitution, the order of activity being iodo and bromo > chloro > fluoro. 5-Cyano-2-trifluoromethylbenzimidazole, 5-nitro-2-trifluoromethylbenzimidazole, and 5-trifluoromethyl-2-trifluoromethylbenzimidazole had the same overall activity as 5-iodo-2-trifluoromethylbenzimidazole. 5 – Methyl -2 – trifluoromethylbenzimidazole, 5-methoxy-2-trifluoromethylbenzimidazole, and 5-amino-2-trifluoromethylbenzimidazole were as active as the parent compound Variation in species specificity with slight modification to structure was observed in the halogen series, where selectivity in favor of peas increased 4-fold from the 5-fluoro to the 5-iodo derivatives, the reverse occurring in the case of barley. Mammalian toxicity tended to follow the herbicidal activity with the exception that the 5-iodo and 5-bromo compounds had a lower mammalian toxicity than 5-chloro-2-trifluoromethylbenzimidazole. Compounds with good herbicidal activity had pKa values of 5-8, with the exception of 5-tert-butyl-2-trifluoromethylbenzimidazole. The preemergent activity of 2-trifluoromethylbenzimidazoles was significant but of less interest. The experimental process involved the reaction of 6-Methoxy-2-(trifluoromethyl)-1H-benzo[d]imidazole(cas: 3671-65-6Recommanded Product: 3671-65-6)

6-Methoxy-2-(trifluoromethyl)-1H-benzo[d]imidazole(cas: 3671-65-6) 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: 3671-65-6 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

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

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 2018,Martin, Sara E.; Nguyen, Catherine M.; Basaraba, Randall J.; Melander, Christian published 《Analogue synthesis reveals decoupling of antibiofilm and β-lactam potentiation activities of a lead 2-aminoimidazole adjuvant against Mycobacterium smegmatis》.Chemical Biology & Drug Design published the findings.Product Details of 7720-39-0 The information in the text is summarized as follows:

Biofilm formation is one of the many mechanisms bacteria utilize to survive antibiotic treatment. It has been demonstrated that when Mycobacterium tuberculosis exists in a biofilm in vitro, it expresses phenotypic resistance to antimicrobial drugs. As the in vivo survival of M. tuberculosis following drug treatment is potentially linked to a biofilm-like expression of drug tolerance, it is hypothesized that biofilm dispersion should increase antibiotic susceptibility and reduce the duration of the current antibiotic treatment regimen. Previously, we have identified a 2-aminoimidazole (2-AI) compound capable of dispersing and inhibiting M. tuberculosis and M. smegmatis biofilms in vitro. Addnl., this compound potentiated the activity of carbenicillin against M. tuberculosis and, to a lesser degree, M. smegmatis. Here, we describe a SAR study on this compound evaluating each derivative for biofilm dispersion and β-lactam potentiation capabilities against M. smegmatis. This study identified a compound that improved upon the biofilm dispersion capabilities of the lead compound Interestingly, a different compound was identified with an increased ability to potentiate a subset of β-lactam antibiotics. These compounds indicate that biofilm dispersion and potentiation capabilities may not be associated In the experimental materials used by the author, we found 1H-Imidazol-2-amine(cas: 7720-39-0Product Details of 7720-39-0)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Product Details of 7720-39-0

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