Author: Jessica.F

Synthetic Route of C4H6N2In 2022 ,《Revealing the Organization of Catalytic Sequence-Defined Oligomers via Combined Molecular Dynamics Simulations and Network Analysis》 appeared in Journal of Chemical Information and Modeling. The author of the article were Kardas, Sinan; Fossepre, Mathieu; Lemaur, Vincent; Fernandes, Antony E.; Glinel, Karine; Jonas, Alain M.; Surin, Mathieu. The article conveys some information:

Similar to biol. macromols. such as DNA and proteins, the precise control over the monomer position in sequence-defined polymers is of paramount importance for tuning their structures and properties toward achieving specific functions. Here, we apply mol. network anal. on three-dimensional structures issued from mol. dynamics simulations to decipher how the chain organization of trifunctional catalytic oligomers is influenced by the oligomer sequence and the length of oligo(ethylene oxide) spacers. Our findings demonstrate that the tuning of their primary structures is crucial for favoring cooperative interactions between the catalytic units and thus higher catalytic activities. This combined approach can assist in establishing structure-property relationships, leading to a more rational design of sequence-defined catalytic oligomers via computational chem. In the part of experimental materials, we found many familiar compounds, such as 1-Methyl-1H-imidazole(cas: 616-47-7Synthetic Route 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.Synthetic Route of C4H6N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of C7H6N4OIn 2020 ,《Squaramides and Ureas: A Flexible Approach to Polymerase-Compatible Nucleic Acid Assembly》 was published in Angewandte Chemie, International Edition. The article was written by Shivalingam, Arun; Taemaitree, Lapatrada; El-Sagheer, Afaf H.; Brown, Tom. The article contains the following contents:

Joining oligonucleotides together (ligation) is a powerful means of retrieving information from the nanoscale. To recover this information, the linkages created must be compatible with polymerases. However, enzymic ligation is restrictive and current chem. ligation methods lack flexibility. Herein, a versatile ligation platform based on the formation of urea and squaramide artificial backbones from minimally modified 3′- and 5′-amino oligonucleotides is described. One-pot ligation gives a urea linkage with excellent read-through speed, or a squaramide linkage that is read-through under selective conditions. The squaramide linkage can be broken and reformed on demand, while stable pre-activated precursor oligonucleotides expand the scope of the ligation reaction to reagent-free, mild conditions. The utility of the authors’ system is demonstrated by replacing the enzymically biased RNA-to-DNA reverse transcription step of RT-qPCR with a rapid nucleic-acid-template-dependent DNA chem. ligation system, that allows direct RNA detection. After reading the article, we found that the author used Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Electric Literature of C7H6N4O)

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.Electric Literature of C7H6N4O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Direct Azidation of Phenols》 was published in European Journal of Organic Chemistry in 2019. These research results belong to Kitamura, Mitsuru; Murakami, Kento; Koga, Tatsuya; Eto, Takashi; Ishikawa, Akihiro; Shimooka, Hirokazu; Okauchi, Tatsuo. Formula: C27H39ClN2 The article mentions the following:

Direct azidation of phenols was developed. By treating chloroimidazolinium chloride I and sodium azide with phenol in the presence of a secondary amine in methoxyethanol, ortho-azidation of phenol was achieved. After reading the article, we found that the author used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Formula: 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.Formula: C27H39ClN2In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Product Details of 258278-25-0On June 7, 2022, Wessels, Alina; Klussmann, Martin; Breugst, Martin; Schlorer, Nils E.; Berkessel, Albrecht published an article in Angewandte Chemie, International Edition. The article was 《Formation of Breslow Intermediates from N-Heterocyclic Carbenes and Aldehydes Involves Autocatalysis by the Breslow Intermediate, and a Hemiacetal》. The article mentions the following:

Under aprotic conditions, the stoichiometric reaction of N-heterocyclic carbenes (NHCs) such as imidazolidin-2-ylidenes with aldehydes affords Breslow Intermediates (BIs), involving a formal 1,2-C-to-O proton shift. We herein report kinetic studies (NMR), complemented by DFT calculations, on the mechanism of this kinetically disfavored H-translocation. Variable time normalization anal. (VTNA) revealed that the kinetic orders of the reactants vary for different NHC-to-aldehyde ratios, indicating different and ratio-dependent mechanistic regimes. We propose that for high NHC-to-aldehyde ratios, the H-shift takes place in the primary, zwitterionic NHC-aldehyde adduct. With excess aldehyde, the zwitterion is in equilibrium with a hemiacetal, in which the H-shift occurs. In both regimes, the critical H-shift is auto-catalyzed by the BI. Kinetic isotope effects observed for R-CDO are in line with our proposal. Furthermore, we detected an H-bonded complex of the BI with excess NHC (NMR). In addition to this study using 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, there are many other studies that have used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Product Details of 258278-25-0) was used in this study.

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.Product Details of 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Recommanded Product: 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazoleOn November 1, 2004 ,《Synthesis and structure-activity relationships of indole and benzimidazole piperazines as histamine H4 receptor antagonists》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Terzioglu, Nalan; van Rijn, Richard M.; Bakker, Remko A.; De Esch, Iwan J. P.; Leurs, Rob. The article conveys some information:

The structure-activity relationship for a series of ligands structurally related to the recently identified (5-chloro-1H-indol-2-yl)-(4-methyl-piperazin-1-yl)-methanone (I) as histamine H4 receptor (H4R) antagonists, is reported. Furthermore, related benzimidazoles was identified as lead compounds for the H4R. The ligands have been evaluated by radioligand displacement studies and functional assays for their interaction with both the human histamine H3 and H4 receptors and exhibit pKi values up to 7.5 at the human H4R. The experimental process involved the reaction of 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5Recommanded Product: 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole)

5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Recommanded Product: 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole 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

Related Products of 3584-66-5On September 30, 2014 ,《Molecular properties prediction and synthesis of new benzimidazole H4-receptor antagonists as anti-inflammatory agents》 was published in Indian Journal of Heterocyclic Chemistry. The article was written by Bai, S. Anuradha; Tangeda, Sarita Jyostna; Madhavi, M.; Garlapati, Achaiah. The article contains the following contents:

The design and calculation of mol. properties, drug likeness, lipophilicity and solubility parameters of substituted benzimidazolyl carbonyl piperazines/piperidines I (R1 = Cl, CH3; R2 = H, Cl; R3 = CH3, C2H5; X = N, CH2) using mol inspiration, mol soft, software’s and ALOPGPS 2.1 program were investigated. Toxicity parameters were calculated using Osiris software. All compounds were non toxic; fulfill the solubility requirements and passing oral bioavailability criteria. Most of the compounds exhibited significant anti-inflammatory activity. In addition to this study using 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole, there are many other studies that have used 5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5Related Products of 3584-66-5) was used in this study.

5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole(cas: 3584-66-5) 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. Related Products of 3584-66-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1985,Catalan, Javier; Menendez, Margarita; Elguero, Jose published 《On the relationships between basicity and acidity in azoles》.Bulletin de la Societe Chimique de France published the findings.Recommanded Product: 16681-56-4 The information in the text is summarized as follows:

A linear relation between both acidic and basic pKa values is shown for a large collection of imidazoles, benzimidazoles, 1,2,4-triazoles and tetrazoles. Surprisingly, pyrazoles fall on a parallel line, separated from the preceding one by 3.1 pKa units; pyrazoles, and probably 1,2,3-triazoles, are less basic than the other azoles. The experimental part of the paper was very detailed, including the reaction process 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

In 2018,Research on Chemical Intermediates included an article by Srikrishna, Devulapally; Dubey, Pramod Kumar. Electric Literature of C7H5ClN2. The article was titled 《Synthesis of novel substituted 3-(4-((1H-benzo[d]imidazol-2-ylthio)methyl)-1-phenyl-1H-pyrazol-3-yl)-2H-chromen-2-ones: various approaches》. The information in the text is summarized as follows:

Considering benzimidazole as a privileged structure for developing probes of impressive pharmacol. potentials, some new coumarin and pyrazole conjugates of benzimidazoles I (R = Me, Et, Bn; X = H, OMe) were synthesized with a sulfur linkage. Thus, 3-(2-oxo-2H-chromen-3-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde was prepared starting from simple salicylaldehyde which has been used as an important synthon and incorporated in a series of structural manipulations to obtain various pharmacophoric motif conjugates I (R = H, Me, Et, Bn) in fair yields. A facile and stepwise method has been developed for the synthesis of all these compounds in various approaches, which also involves sub-sequences. 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: 4857-06-1Electric Literature of C7H5ClN2) 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.Electric Literature of C7H5ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,European Journal of Medicinal Chemistry included an article by Hogendorf, Adam S.; Hogendorf, Agata; Kurczab, Rafal; Kalinowska-Tluscik, Justyna; Popik, Piotr; Nikiforuk, Agnieszka; Krawczyk, Martyna; Satala, Grzegorz; Lenda, Tomasz; Knutelska, Joanna; Bugno, Ryszard; Staron, Jakub; Pietrus, Wojciech; Matloka, Mikolaj; Dubiel, Krzysztof; Moszczynski-Petkowski, Rafal; Pieczykolan, Jerzy; Wieczorek, Maciej; Pilarski, Boguslaw; Zajdel, Pawel; Bojarski, Andrzej J.. Recommanded Product: 1H-Imidazol-2-amine. The article was titled 《2-Aminoimidazole-based antagonists of the 5-HT6 receptor – A new concept in aminergic GPCR ligand design》. The information in the text is summarized as follows:

A new strategy in the design of aminergic GPCR ligands is proposed – the use of aromatic, heterocyclic basic moieties in place of the evergreen piperazine or alicyclic and aliphatic amines. This hypothesis has been tested using a benchmark series of 5-HT6R antagonists obtained by coupling variously substituted 2-aminoimidazole moieties to the well established 1-benzenesulfonyl-1H-indoles, which served as the ligands cores. The crystallog. studies revealed that upon protonation, the 2-aminoimidazole fragment triggers a resonance driven conformational change leading to a form of higher affinity. This mol. switch may be responsible for the observed differences in 5-HT6R activity of the studied chemotypes with different amine-like fragments. Considering the multiple functionalization sites of the embedded guanidine fragment, diverse libraries were constructed, and the relationships between the structure and activity, metabolic stability, and solubility were established. Compounds from the N-(1H-imidazol-2-yl)acylamide chemotype (10a-z) exhibited high affinity for 5-HT6R and very high selectivity over 5-HT1A, 5-HT2A, 5-HT7 and D2 receptors (negligible binding), which was attributed to their very weak basicity. The lead compound in the series 4-methyl-5-[1-(naphthalene-1-sulfonyl)-1H-indol-3-yl]-1H-imidazol-2-amine (9i) was shown to reverse the cognitive impairment caused by the administration of scopolamine in rats indicating procognitive potential. In the experiment, the researchers used 1H-Imidazol-2-amine(cas: 7720-39-0Recommanded Product: 1H-Imidazol-2-amine)

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Recommanded Product: 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Journal of Inherited Metabolic Disease included an article by Leon-Del-Rio, Alfonso. Computed Properties of C10H16N2O3S. The article was titled 《Biotin in metabolism, gene expression, and human disease》. The information in the text is summarized as follows:

A review. Biotin is a water-soluble vitamin that belongs to the vitamin B complex and which is an essential nutrient of all living organisms from bacteria to man. In eukaryotic cells biotin functions as a prosthetic group of enzymes, collectively known as biotin-dependent carboxylases that catalyze key reactions in gluconeogenesis, fatty acid synthesis, and amino acid catabolism. Enzyme-bound biotin acts as a vector to transfer a carboxyl group between donor and acceptor mols. during carboxylation reactions. In recent years, evidence has mounted that biotin also regulates gene expression through a mechanism beyond its role as a prosthetic group of carboxylases. These activities may offer a mechanistic background to a developing literature on the action of biotin in neurol. disorders. This review summarizes the role of biotin in activating carboxylases and proposed mechanisms associated with a role in gene expression and in ameliorating neurol. disease. The experimental part of the paper was very detailed, including the reaction process of 5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid(cas: 58-85-5Computed Properties of C10H16N2O3S)

5-((3aS,4S,6aR)-2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid(cas: 58-85-5) may be used to elute proteins from avidin/streptavidin resins. It has been used for culturing of oligodendrocytes.Computed Properties of C10H16N2O3S The biotin/avidin or biotin/streptavidin interaction is utilized in many labeling and purification schemes.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem