Month: October 2022

《Access to dihydropyrano[3,2-b]pyrrol-5-ones skeletons by N-heterocyclic carbene-catalyzed [3+3] annulations》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Wu, Ya-Tong; Zhang, Rui; Duan, Xiao-Yong; Yu, Hai-Fei; Sun, Bo-Yu; Qi, Jing. Application In Synthesis of 1,3-Dimesityl-1H-imidazol-3-ium chloride The article mentions the following:

A novel and efficient NHC-catalyzed [3+3] annulation of enals, e.g., RCH:CHCHO (R = n-hexyl, cyclohexyl, Ph, furan-2-yl, etc.), with pyrrol-4-ones I (R1 = Me, Et, t-Bu; R2 = EtO2C, Boc) was developed, thus providing the dihydropyrano[3,2-b]pyrrol-5-one core structures, e.g., II, with broad scope and good to excellent enantioselectivities. Notably, this strategy could also be expanded to the synthesis of axially chiral compounds and polysubstituted indoles. In addition to this study using 1,3-Dimesityl-1H-imidazol-3-ium chloride, there are many other studies that have used 1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8Application In Synthesis of 1,3-Dimesityl-1H-imidazol-3-ium chloride) was used in this study.

1,3-Dimesityl-1H-imidazol-3-ium chloride(cas: 141556-45-8) is a ligand for arylation of aldehydes and for carbene catalyzed intermolecular arylation of C-H bonds. It is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases.Application In Synthesis of 1,3-Dimesityl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Mishra, Shashank Shekher; Sharma, C. S. published their research in Indian Journal of Heterocyclic Chemistry in 2021. The article was titled 《Design, synthesis, cytotoxicity, and molecular docking studies of new benzimidazole hybrids as possible anticancer agents》.Safety of 2-Chloro-1H-benzo[d]imidazole The article contains the following contents:

A new anticancer agents, benzimidazole-based morpholine, thiomorpholine and piperazine hybrid compounds I [R = 4-HOC6H4CH2, 4-MeOC6H4CH2, 4-MeC(O)OC6H4CH2, 4-B(OH)2C6H4CH2, 1-[(4-pyrrol-1-ylphenyl)methyl], (4-pyrazol-1-ylphenyl)methyl; R1 = morpholino, thiomorpholino, 4-methylpiperazin-1-yl] were designed and synthesized. The structures of the synthesized compounds were confirmed by Proton NMR, Carbon-13 NMR and mass spectroscopy. The title compounds were screened for cytotoxicity against breast and lung cancer cell lines. Compound I [R = 4-B(OH)2C6H4CH2; R1 = morpholino] was found most active against lung cancer cell line with IC50 value of 2.11μM and compound I [R = 4-B(OH)2C6H4CH2; R1 = 4-methylpiperazin-1-yl] was found most active against breast cancer cell line with IC50 of 2.23μM. The mol. docking anal. was also carried out to explore binding pattern of compound with the target protein. All synthesized compounds showed excellent binding affinity toward target protein. In the experimental materials used by the author, we found 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Safety of 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.Safety of 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《The 2-Aminoimidazoles Inhibit Mycobacterium abscessus Biofilms in a Zinc-Dependent Manner》 was written by Belardinelli, Juan M.; Li, Wei; Martin, Kevin H.; Zeiler, Michael J.; Lian, Elena; Avanzi, Charlotte; Wiersma, Crystal J.; Nguyen, Tuan Vu; Angala, Bhanupriya; de Moura, Vinicius C. N.; Jones, Victoria; Borlee, Bradley R.; Melander, Christian; Jackson, Mary. Electric Literature of C3H5N3This research focused onzinc aminoimidazole Mycobacterium abscessus smegmatis infection biofilm growth; 2-aminoimidazoles; Mycobacterium abscessus; biofilm; nontuberculous mycobacteria; zinc. The article conveys some information:

Biofilm growth is thought to be a significant obstacle to the successful treatment of Mycobacterium abscessus infections. A search for agents capable of inhibiting M. abscessus biofilms led to our interest in 2-aminoimidazoles and related scaffolds, which have proven to display antibiofilm properties against a number of Gram-neg. and Gram-pos. bacteria, including Mycobacterium tuberculosis and Mycobacterium smegmatis. The screening of a library of 30 compounds led to the identification of a compound, AB-2-29, which inhibits the formation of M. abscessus biofilms with an IC50 (the concentration required to inhibit 50% of biofilm formation) in the range of 12.5 to 25μM. Interestingly, AB-2-29 appears to chelate zinc, and its antibiofilm activity is potentiated by the addition of zinc to the culture medium. Preliminary mechanistic studies indicate that AB-2-29 acts through a distinct mechanism from those reported to date for 2-aminoimidazole compounds In addition to this study using 1H-Imidazol-2-amine, there are many other studies that have used 1H-Imidazol-2-amine(cas: 7720-39-0Electric Literature of C3H5N3) was used in this study.

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Electric Literature of C3H5N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Journal of Photochemistry and Photobiology, A: Chemistry included an article by Park, Jumi; Shanmugasundaram, Kanagaraj; John, Jino C.; Choe, Youngson. Safety of 1-Methyl-1H-imidazole. The article was titled 《Aggregation induced emission small molecules for blue light-emitting electrochemical cells》. The information in the text is summarized as follows:

Two blue aggregation induced emission (AIE) luminogens containing phenanthroimidazole and tetraphenylethylene were designed and synthesized. The optical properties, thermal stability, electronic properties, electrochem. properties and electroluminescence of both the derivatives were studied. The phenanthroimidazole derivatives show good thermal stability and AIE properties. The non-doped light-emitting electrochem. cell devices were fabricated using these luminogens as light-emitting materials. The LEC devices show blue color emission centered at 474 nm with good performances. The results came from multiple reactions, including the reaction of 1-Methyl-1H-imidazole(cas: 616-47-7Safety of 1-Methyl-1H-imidazole)

1-Methyl-1H-imidazole(cas: 616-47-7) is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis.Safety of 1-Methyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《ZnO Nanoparticles Catalyst in the Synthesis of Bioactive Fused Pyrimidines as Anti-breast Cancer Agents Targeting VEGFR-2》 were Dawood, Dina H.; Abbas, Eman M. H.; Farghaly, Thoraya A.; Ali, Mamdouh M.; Ibrahim, Mohammed F.. And the article was published in Medicinal Chemistry (Sharjah, United Arab Emirates) in 2019. Product Details of 934-32-7 The author mentioned the following in the article:

A new series of fused pyrimidines I (Ar = C6H5, 4-FC6H4, 4-ClC6H4 etc.), II, III using ZnO(NPs) have been synthesized and investigated for their antitumor efficiency against breast MCF7 cancer and their VEGFR- 2 inhibition properties. The proposed structures of all new fused pyrimidines are in agreement with their spectral data. It was apparent that the 2-phenylpyrazolo[1,5-a]pyrimidine derivatives II (Ar = C6H5) (IC50 = 9.12+/-177;1.16+/-181;g/mL), II (Ar = 2-pyridyl) (IC50 = 9.10+/-177;1.07+/-181;g/mL) and II (Ar = 2-furyl)(IC50 = 9.60+/-177;1.22+/-181;g/mL) exhibited equipotent antitumor activity as Tamoxifen (IC50 = 9.11+/-177;0.90+/-181;g/mL). Also, the inhibitory activity of the novel fused pyrimidine derivatives II (Ar = C6H5, 2-pyridyl, 2-furyl) on VEGFR-2 as well as Tamoxifen was determined using breast cancer cell line MCF-7. The data was obvious that 2-phenylpyrazolo[1,5-a]pyrimidine derivatives exhibited noticeable VEGFR-2 inhibitory effect with %inhibition ranging from 80-84% vs. Tamoxifen 93.5%.1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Product Details of 934-32-7) was used in this study.

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.Product Details of 934-32-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Transferable, Polarizable Force Field for Ionic Liquids》 were Goloviznina, Kateryna; Canongia Lopes, Jose N.; Costa Gomes, Margarida; Padua, Agilio A. H.. And the article was published in Journal of Chemical Theory and Computation in 2019. Name: 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate The author mentioned the following in the article:

A general, transferable, polarizable force field for mol. simulation of ionic liquids (ILs) and their mixtures with mol. compounds is developed. This polarizable model is derived from the widely used CL&P fixed-charge force field that describes most families of ILs, in a form compatible with OPLS-AA, one of the major force fields for organic compounds Models for ILs with fixed, integer-ionic charges lead to pathol. slow dynamics, a problem that is corrected when polarization effects are included explicitly. In the model proposed here, Drude-induced dipoles are used with parameters determined from at. polarizabilities. The CL&P force field is modified upon inclusion of the Drude dipoles to avoid double-counting of polarization effects. This modification is based on first-principles calculations of the dispersion and induction contributions to the van der Waals interactions using symmetry-adapted perturbation theory (SAPT) for a set of dimers composed of pos., neg., and neutral fragments representative of a wide variety of ILs. The fragment approach provides transferability, allowing the representation of a multitude of cation and anion families, including different functional groups, without the need to reparametrize. Because SAPT calculations are expensive, an alternative predictive scheme was devised, requiring only mol. properties with a clear phys. meaning, namely, dipole moments and at. polarizabilities. The new polarizable force field, CL&Pol, describes a broad set of ILs and their mixtures with mol. compounds and is validated by comparisons with exptl. data on d., ion diffusion coefficients, and viscosity. The approaches proposed here can also be applied to the conversion of other fixed-charge force fields into polarizable versions. In the experimental materials used by the author, we found 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Name: 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. Name: 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Binding selectivity and separation of p-functionalized toluenes with a metallo-cavitand in water》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Rahman, Faiz-Ur; Yang, Ji-Min; Wan, Yun-Hui; Zhang, Hui-Bin; Petsalakis, Ioannis D.; Theodorakopoulos, Giannoula; Rebek, Julius; Yu, Yang. Formula: C4H6N2 The article mentions the following:

A metallo-cavitand (1-2Pd) showed unprecedented binding selectivity and sequestration of p-functionalized toluene isomers in water. The host-guest complexation was studied using 1H and COSY NMR methods and xylene-isomer complexes were examined by using DFT calculations A liquid-liquid extraction scheme was developed for the separation of p-functionalized toluenes. In the experimental materials used by the author, we found 1-Methyl-1H-imidazole(cas: 616-47-7Formula: C4H6N2)

1-Methyl-1H-imidazole(cas: 616-47-7) is actively involved in removing acid during the production of diethoxyphenylphosphine. It is used as an intermediate in organic synthesis.Formula: C4H6N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Understanding the Influence of Electron-Donating and Electron-Withdrawing Substituents on the Anticorrosive Properties of Imidazole: A Quantum-Chemical Approach》 was written by Al-Saadi, Abdulaziz A.. Name: 1H-Imidazol-2-amine And the article was included in Arabian Journal for Science and Engineering in 2020. The article conveys some information:

The nature and position of electron-donating and electron-withdrawing substituents are believed to play a major role on the corrosion inhibition properties in small organic mols. In this study, the substituent effect on the imidazoles anticorrosive properties has been explored theor. using the d. functional theory performed at the B3LYP/6-311++G(d,p) level. A wide spectrum of substituents including NH2, COOH, I, Br, Cl, F, CN, F, OH, OCH3, NO2, C6H5 and SH groups has been explored in the aqueous medium, and the different possible substitution positions have been investigated. Frontier MOs and quantum-chem. reactivity descriptors were calculated for the neutral and protonated forms of imidazole derivative While the energy gaps, electronegativity and global hardness values showed a very good agreement with the corrosion inhibition performance reported from previous exptl. work for imidazoles, the electrophilicity and mol. volume parameters were found less consistent. This study concluded that the amino and nitro groups, in particular those at C2 and C4 positions, exhibit prominent corrosion inhibition performance. The electron-releasing Ph and methoxy substituents could also play a potential role in enhancing the anticorrosive properties of imidazole. The experimental process involved the reaction of 1H-Imidazol-2-amine(cas: 7720-39-0Name: 1H-Imidazol-2-amine)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Name: 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Obydennov, Konstantin L.; Kalinina, Tatiana A.; Galieva, Nadezhda A.; Beryozkina, Tetyana V.; Zhang, Yue; Fan, Zhijin; Glukhareva, Tatiana V.; Bakulev, Vasiliy A. published their research in Journal of Agricultural and Food Chemistry in 2021. The article was titled 《Synthesis, Fungicidal Activity and Molecular Docking of 2-Acylamino and 2-Thioacylamino Derivatives of 1H-benzo[d]imidazoles as Anti-Tubulin Agents》.COA of Formula: C7H7N3 The article contains the following contents:

This work dealt with the synthesis and evaluation of fungicidal activity of benzimidazole derivatives, which were structural analogs of com. anti-tubulin fungicides. A series of N-acyl and N-thioacyl derivatives of 2-amino-1H-benzo[d]imidazole I [R1 = H, Me, CF3, CO2Et; R2 = H; R3 = H, Me; R4 = Me, Ph, 2-thienyl, etc.; R1R2 = OCF2O; X = O, S] was prepared and their fungicidal activity against 13 strains of phytopathogenic fungi was studied. The most active compounds against the majority of the studied strains were compounds I [R1 = H, R2 = H, R3 = H, R4 = Ph, X = O; R1 = H, R2 = H, R3 = H, R4 = CF3, X = S; R1R2 = OCF2O, R3 = H, R4 = CF3, X = S] and the EC50 values of these compounds were in the range 2.5-20μg/mL. Compound I [R1 = H, R2 = H, R3 = H, R4 = Ph, X = O] showed the highest activity against the P. infestans strain, the growth of which was not suppressed by carbendazim. The formation of ligand-receptor complexes of various tautomeric forms of the studied benzimidazoles with homologous models of β-tubulins of B. cinerea, F. oxysporum, and P. infestans was modeled. Induced fit docking had been used for the simulation. The obtained data suggested the possibility of binding of benzimidazole fungicides to β-tubulin in the “”nocodazole cavity”” in the tautomeric form bearing a double exocyclic C=N bond. The importance of the formation of hydrogen bonds of benzimidazoles with the amino acid residue Val236 along with the Glu198 residue was also revealed in the present study.1H-Benzo[d]imidazol-2-amine(cas: 934-32-7COA of Formula: C7H7N3) was used in this study.

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.COA of Formula: C7H7N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Product Details of 616-47-7In 2019 ,《Heterogeneous PS-Fe-NHC catalysed N-alkylation of amide and amine with alcohol as alkylating agent through dehydrative C-N bond formation reaction》 appeared in Journal of Applicable Chemistry (Lumami, India). The author of the article were Khairnar, Bhikan J.; Girase, Pravinsing S.; Chaudhari, Bhata R.. The article conveys some information:

An efficient, high-yielding and rapid protocol has been developed the N-alkylation reactions of amides and amines through dehydrative C-N bond formation processes by using PS-Fe-NHC as green reusable heterogeneous catalyst. Absence of unwanted products, general applicability, reusability of the catalyst, green synthesis avoiding toxic reagents and improved and operational simplicity make this protocol a useful, greener, cost effective and practical for both academic as well as industrial purposes.1-Methyl-1H-imidazole(cas: 616-47-7Product Details of 616-47-7) was used in this study.

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.Product Details of 616-47-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem