Month: October 2022

In 2022,Anila, Sebastian; Suresh, Cherumuttathu H.; Schaefer, Henry F. III published an article in Journal of Physical Chemistry A. The title of the article was 《Demarcating Noncovalent and Covalent Bond Territories: Imine-CO2 Complexes and Cooperative CO2 Capture》.Reference of 1H-Imidazol-2-amine The author mentioned the following in the article:

Chem. bond territory is rich with covalently bonded mols. wherein a strong bond is formed by equal or unequal sharing of a quantum of electrons. The noncovalent version of the bonding scenarios expands the chem. bonding territory to a weak domain wherein the interplay of electrostatic and π-effects, dipole-dipole, dipole-induced dipole, and induced dipole-induced dipole interactions, and hydrophobic effects occur. Here we study both the covalent and noncovalent interactive behavior of cyclic and acyclic imine-based functional mols. (XN) with CO2. All parent XN systems preferred the formation of noncovalent (nc) complex XN···CO2, while more saturated such systems (XN′) produced both nc and covalent (c) complexes XN′+-(CO2)-. In all such cases, crossover from an nc to c complex is clearly demarcated with the identification of a transition state (ts). The complexes XN′···CO2 and XN′+-(CO2)- are bond stretch isomers, and they define the weak and strong bonding territories, resp., while the ts appears as the demarcation point of the two territories. Cluster formation of XN with CO2 reinforces the interaction between them, and all become covalent clusters of general formula (XN+-(CO2)-)n. The pos. cooperativity associated with the NH···OC hydrogen bond formation between any two XN′+-(CO2)- units strengthened the N-C coordinate covalent bond and led to massive stabilization of the cluster. For instance, the stabilizing interaction between the XN unit with CO2 is increased from 2-7 kcal/mol range in a monomer complex to 14-31 kcal/mol range for the octamer cluster (XN′+-(CO2)-)8. The cooperativity effect compensates for the large reduction in the entropy of cluster formation. Several imine systems showed the exergonic formation of the cluster and are predicted as potential candidates for CO2 capture and conversion. In the part of experimental materials, we found many familiar compounds, such as 1H-Imidazol-2-amine(cas: 7720-39-0Reference of 1H-Imidazol-2-amine)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Reference of 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2022,McCoy, Michael A.; Spicer, Dominique; Wells, Neil; Hoogewijs, Kurt; Fiedler, Marc; Baud, Matthias G. J. published an article in Journal of Medicinal Chemistry. The title of the article was 《Biophysical Survey of Small-Molecule β-Catenin Inhibitors: A Cautionary Tale》.HPLC of Formula: 4857-06-1 The author mentioned the following in the article:

The canonical Wingless-related integration site signaling pathway plays a critical role in human physiol., and its dysregulation can lead to an array of diseases. β-Catenin is a multifunctional protein within this pathway and an attractive yet challenging therapeutic target, most notably in oncol. This has stimulated the search for potent small-mol. inhibitors binding directly to the β-catenin surface to inhibit its protein-protein interactions and downstream signaling. Here, we provide an account of the claimed (and some putative) small-mol. ligands of β-catenin from the literature. Through in silico anal., we show that most of these mols. contain promiscuous chem. substructures notorious for interfering with screening assays. Finally, and in line with this anal., we demonstrate using orthogonal biophys. techniques that none of the examined small mols. bind at the surface of β-catenin. While shedding doubts on their reported mode of action, this study also reaffirms β-catenin as a prominent target in drug discovery. The experimental process involved the reaction of 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1HPLC of Formula: 4857-06-1)

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.HPLC of Formula: 4857-06-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2022,Gougoula, Eva; Cummings, Charlotte N.; Medcraft, Chris; Heitkaemper, Juliane; Walker, Nicholas R. published an article in Physical Chemistry Chemical Physics. The title of the article was 《Microwave spectra, molecular geometries, and internal rotation of CH3 in N-methylimidazole···H2O and 2-methylimidazole···H2O complexes》.Safety of 1-Methyl-1H-imidazole The author mentioned the following in the article:

Broadband microwave spectra have been recorded between 7.0 and 18.5 GHz for N-methylimidazole···H2O and 2-methylimidazole···H2O complexes. Each complex was generated by co-expansion of low concentrations of methylimidazole and H2O in argon buffer gas. The rotational spectra of five isotopologues of each complex have been assigned and analyzed to determine rotational constants (A0, B0, C0), centrifugal distortion constants (DJ, DJK) and parameters that describe the internal rotation of the CH3 group. The results allow the determination of parameters in the (r0) mol. geometry of each complex. H2O is the hydrogen bond donor and the pyridinic nitrogen of imidazole is the hydrogen bond acceptor in each case. The ∠(O-Hb···N3) angles are 177(5)° and 166.3(28)° for N-methylimidazole···H2O and 2-methylimidazole···H2O resp. These results are consistent with the presence of a weak electrostatic interaction between the oxygen atom of H2O and the hydrogen atom (or CH3 group) attached to the C2 carbon atom of imidazole, and with the results of d. functional theory calculations The (V3) barrier to internal rotation of the CH3 group within N-methylimidazole···H2O is essentially unchanged from the value of this parameter for the N-methylimidazole monomer. The same parameter is significantly higher for the 2-methylimidazole···H2O complex than for the 2-methylimidazole monomer as a consequence of the weak electrostatic interaction between the O atom and the CH3 group of 2-methylimidazole. The experimental part of the paper was very detailed, including the reaction process of 1-Methyl-1H-imidazole(cas: 616-47-7Safety of 1-Methyl-1H-imidazole)

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.Safety of 1-Methyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application In Synthesis of Di(1H-imidazol-1-yl)methanoneIn 2022 ,《Quinolines and Oxazino-quinoline Derivatives as Small Molecule GLI1 Inhibitors Identified by Virtual Screening》 appeared in ACS Medicinal Chemistry Letters. The author of the article were Manetti, Fabrizio; Maresca, Luisa; Crivaro, Enrica; Pepe, Sara; Cini, Elena; Singh, Snigdha; Governa, Paolo; Maramai, Samuele; Giannini, Giuseppe; Stecca, Barbara; Petricci, Elena. The article conveys some information:

A virtual screening approach based on a five-feature pharmacophoric model for neg. modulators of GLI1 was applied to databases of com. available compounds The resulting quinoline derivatives showed significant ability to reduce the GLI1 protein level and were characterized by submicromolar antiproliferative activity toward human melanoma A375 and medulloblastoma DAOY cell lines. Decoration of the quinoline ring and chem. rigidification to an oxazino-quinoline scaffold allowed us to deduce SAR considerations for future ligand optimization.Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Application In Synthesis of Di(1H-imidazol-1-yl)methanone) was used in this study.

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.Application In Synthesis of Di(1H-imidazol-1-yl)methanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Computed Properties of C4H6N2In 2021 ,《Ultrafast Dynamics and Liquid Structure in Mesoporous Silica: Propagation of Surface Effects in a Polar Aprotic Solvent》 was published in Journal of Physical Chemistry B. The article was written by Hung, Samantha T.; Yamada, Steven A.; Zheng, Weizhong; Fayer, Michael D.. The article contains the following contents:

Enhancement of processes ranging from gas sorption to ion conduction in a liquid can be substantial upon nanoconfinement. Here, the dynamics of a polar aprotic solvent, 1-methylimidazole (MeIm), in mesoporous silica (2.8, 5.4, and 8.3 nm pore diameters) were examined using femtosecond IR vibrational spectroscopy and mol. dynamics simulations of a dilute probe, the selenocyanate (SeCN-) anion. The long vibrational lifetime and sensitivity of the CN stretch enabled a comprehensive investigation of the relatively slow time scales and subnanometer distance dependences of the confined dynamics. Because MeIm does not readily donate hydrogen bonds, its interactions in the hydrophilic silanol pores differ more from the bulk than those of water confined in the same mesopores, resulting in greater structural order and more dramatic slowing of dynamics. The extent of surface effects was quantified by modified two-state models used to fit three spatially averaged exptl. observables: vibrational lifetime, orientational relaxation, and spectral diffusion. The length scales and the models (smoothed step, exponential decay, and simple step) describing the transitions between the distinctive shell behavior at the surface and the bulk-like behavior at the pore interior were compared to those of water. The highly nonuniform distributions of the SeCN- probe and antiparallel layering of MeIm revealed by the simulations guided the interpretation of the results and development of the anal. models. The results illustrate the importance of electrostatic effects and H-bonding interactions in the behavior of confined liquids In the experimental materials used by the author, we found 1-Methyl-1H-imidazole(cas: 616-47-7Computed Properties of C4H6N2)

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.Computed Properties of C4H6N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 4857-06-1In 2019 ,《High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides》 was published in Journal of Sulfur Chemistry. The article was written by Sohrabnezhad, Samira; Bahrami, Kiumars; Hakimpoor, Farahman. The article contains the following contents:

A new method for oxidative chlorination of thiols RSH [R = CH3(CH2)7, 2-naphthyl, cyclohexyl, ClSO2(CH2)3, etc.] to sulfonyl chlorides RSO2Cl and sulfonamides RSO2N(R1)R2 [R1 = H, C6H5, CH3CH2; R2 = cyclohexyl, 1-naphthyl, CH3CH2, etc.; R1R2 = -CH2(CH2)3CH2-] using H2O2 in the presence of TMSCl is reported. The excellent yields, short reaction times, excellent efficiencies, low costs, and easy separation of products are the most important advantages of this method. In addition to this study using 2-Chloro-1H-benzo[d]imidazole, there are many other studies that have used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Related Products of 4857-06-1) was used in this study.

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.Related Products of 4857-06-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Name: 1-Methyl-1H-imidazoleIn 2022 ,《Surface Structure of Alkyl/Fluoroalkylimidazolium Ionic-Liquid Mixtures》 was published in Journal of Physical Chemistry B. The article was written by Purcell, Simon M.; Lane, Paul D.; DAndrea, Lucia; Elstone, Naomi S.; Bruce, Duncan W.; Slattery, John M.; Smoll, Eric J. Jr.; Greaves, Stuart J.; Costen, Matthew L.; Minton, Timothy K.; McKendrick, Kenneth G.. The article contains the following contents:

The gas-liquid interface of ionic liquids (ILs) is critically important in many applications, for example, in supported IL phase (SILP) catalysis. Methods to investigate the interfacial structure in these systems will allow their performance to be improved in a rational way. In this study, reactive-atom scattering (RAS), surface tension measurements, and mol. dynamics (MD) simulations were used to study the vacuum interface of mixtures of partially fluorinated and normal alkyl ILs. The underlying aim was to understand whether fluorinated IL ions could be used as additives to modify the surface structure of one of the most widely used families of alkyl ILs. The series of ILs 1-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([Cnmim][Tf2N]) with n = 4-12 were mixed with a fixed-length, semiperfluorinated analog (1H,1H,2H,2H-perfluorooctyl)-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C8mimF13][Tf2N]), forming [Cnmim](1-x)[C8mimF13]x[Tf2N] mixtures, where x is the bulk mole fraction of the fluorinated component. The RAS-LIF method combined O-atom projectiles with laser-induced fluorescence (LIF) detection of the product OH as a measure of surface exposure of the alkyl chains. For [C8mim](1-x)[C8mimF13]x[Tf2N] mixtures, RAS-LIF OH yields are below those expected from stoichiometry. There are quant. consistent neg. deviations from linearity of the surface tension. Both results imply that the lower-surface-tension fluoroalkyl material dominates the surface. A similar deficit is found for alkyl chain lengths n = 4, 6, 8, and 12 and for all (nonzero) x investigated by RAS-LIF. Accessible-surface-area (ASA) analyses of the MD simulations for [Cnmim](1-x)[C8mimF13]x[Tf2N] mixtures qual. reproduce the same primary effect of fluoro-chain predominance of the surface over most of the range of n. However, there are significant quant. discrepancies between MD ASA predictions and experiment relating to the strength of any n-dependence of the relative alkyl coverage at fixed x, and on the x-dependence at fixed n. These discrepancies are discussed in the context of detailed examinations of the surface structures predicted in the MD simulations. Potential explanations, beyond exptl. artifacts, include inadequacies in the classical force fields used in the MD simulations or the inability of simple ASA algorithms to capture dynamical factors that influence RAS-LIF yields. Side view of representative single MD snapshots of pure [Cnmim][Tf2N] (upper row) and [C8mim]0.75 [C8mimF13]0.25 [Tf2N] mixtures (lower row) for n = 4, 6, 8, and 12. Color scheme as in Figure.1-Methyl-1H-imidazole(cas: 616-47-7Name: 1-Methyl-1H-imidazole) 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.Name: 1-Methyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《3D Printable, Highly Stretchable, Superior Stable Ionogels Based on Poly(ionic liquid) with Hyperbranched Polymers as Macro-cross-linkers for High-Performance Strain Sensors》 was written by Wang, Zihao; Zhang, Jianxin; Liu, Jiahang; Hao, Shuai; Song, Hongzan; Zhang, Jun. Reference of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborateThis research focused onthree dimensional printing hyperbranched polymer ionogel; 3D printing; hyperbranched polymer; macro-cross-linkers; poly(ionic liquid); strain sensors; stretchable ionogels. The article conveys some information:

Stretchable ionogels have recently emerged as promising soft and safe ionic conductive materials for use in wearable and stretchable electrochem. devices. However, the complex preparation process and insufficient thermomech. stability greatly limit the precise rapid fabrication and application of stretchable ionogels. Here, we report an in situ 3D printing method for fabricating high-performance single network chem. ionogels as advanced strain sensors. The ionogels consist of a special crosslinking network constructed by poly(ionic liquid) and hyperbranched polymer (macro-crosslinkers) that exhibits high stretchability (>1000%), superior room-temperature ionic conductivity (up to 5.8 mS/cm), and excellent thermomech. stability (-75 to 250°C). The strain sensors based on ionogels have a low response time (200 ms), high sensitivity with temperature independence, long-term durability (2000 cycles), and excellent temperature tolerance (-60 to 250°C) and can be used as human motion sensors. This work provides a new strategy to design highly stretchable and superior stable electronic devices. In the experiment, the researchers used 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate(cas: 174501-65-6Reference 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. Reference of 3-Butyl-1-methyl-1H-imidazol-3-ium tetrafluoroborate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Discovery of Novel Small Molecule Orally Bioavailable C-X-C Chemokine Receptor 4 Antagonists That Are Potent Inhibitors of T-Tropic (X4) HIV-1 Replication》 was written by Skerlj, Renato T.; Bridger, Gary J.; Kaller, Al; McEachern, Ernest J.; Crawford, Jason B.; Zhou, Yuanxi; Atsma, Bem; Langille, Jonathon; Nan, Susan; Veale, Duane; Wilson, Trevor; Harwig, Curtis; Hatse, Sigrid; Princen, Katrien; De Clercq, Erik; Schols, Dominique. Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol And the article was included in Journal of Medicinal Chemistry on April 22 ,2010. The article conveys some information:

The redesign of azamacrocyclic CXCR4 chemokine receptor antagonists resulted in the discovery of novel, small mol., orally bioavailable compounds that retained T-tropic (CXCR4 using, X4) anti-HIV-1 activity. A structure-activity relationship (SAR) was determined on the basis of the inhibition of replication of X4 HIV-1 NL4.3 in MT-4 cells. As a result of lead optimization, we identified (S)-N’-((1H-benzo[d]imidazol-2-yl)methyl)-N’-(5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine (AMD070) 2 as a potent and selective antagonist of CXCR4 with an IC50 value of 13 nM in a CXCR4 125I-SDF inhibition binding assay. Compound 2 inhibited the replication of T-tropic HIV-1 (NL4.3 strain) in MT-4 cells and PBMCs with an IC50 of 2 and 26 nM, resp., while remaining noncytotoxic to cells at concentrations exceeding 23 μM. The pharmacokinetics of 2 was evaluated in rat and dog, and good oral bioavailability was observed in both species. This compound represents the first small mol. orally bioavailable CXCR4 antagonist that was developed for the treatment of HIV-1 infection. The experimental process involved the reaction of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol 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.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Para-xylyl linked bis-imidazolium ionic liquids: A study of the conformers of the cation and of the anion-cation hydrogen bonding》 was written by Haddad, Boumediene; Paolone, Annalisa; Drai, Mokhtar; Boumediene, Mostefa; Villemin, Didier; Belarbi, El-habib; Rahmouni, Mustapha; Bresson, Serge; Abbas, Ouissam. Recommanded Product: 616-47-7This research focused onxylyl imidazolium ionic liquid hydrogen bond conformer Raman spectrum. The article conveys some information:

In this work, two new para-xylyl linked bis-imidazolium Ionic Liquids (DILs), namely [p-C6H4(CH2ImMe)2][Cl2-] and [p-C6H4(CH2ImMe)2+][BF4-]2, are prepared from imidazolium salts using a simple procedure in two steps. A computational study of the conformers of [p-C6H4(CH2ImMe)2], performed by means of DFT calculations with the 6-31G** basis set and the B3LYP theory, evidences that nine possible geometries of the cation are stable points of the potential energy surface and, therefore, could be exptl. found in real compounds The IR and Raman spectra of the nine conformers are calculated and compared to the exptl. data. The occurrence of the trans configuration of the imidazolium rings in both compounds is strongly supported by this comparison. Finally, the cation-anion interactions were investigated in both DILs by means of NMR and Raman measurements, with a particular attention to the occurrence of hydrogen bonding. Both techniques indicate that hydrogen bonding is stronger in the sample containing Cl as anion. Moreover, the preferred site for hydrogen bonding is the C2 proton of the imidazolium ring; however, also the C(4) and C(5) protons of imidazolium, the methylene group and the Ph ring participate to the hydrogen bonding.1-Methyl-1H-imidazole(cas: 616-47-7Recommanded Product: 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.Recommanded Product: 616-47-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem