Tag: 100-200

The author of 《C-N bond forming reactions in the synthesis of substituted 2-aminoimidazole derivatives》 were Gomez-SanJuan, Asier; Botija, Jose Manuel; Mendez, Almudena; Sotomayor, Nuria; Lete, Esther. And the article was published in ARKIVOC (Gainesville, FL, United States) in 2014. Name: Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate The author mentioned the following in the article:

Carbon-nitrogen bond forming reactions oriented to the synthesis of 2-amino-imidazolidine derivatives and imidazole derivatives were investigated. The C-2 amination of imidazolidinone by corresponding 2-chlorodihydroimidazole derivatives led to 2-(benzylamino)dihydroimidazole or bis(dihydroimidazole)amine derivatives by choosing the adequate exptl. conditions. On the other hand, the use of N-acyl-2-methylsulfanyldihydroimidazoles allowed carrying out the reactions with aromatic amines, such as p-anisidine. Finally, a palladium catalyzed Buchwald-Hartwig amination was the method of choice for C-N coupling between 2-haloimidazoles and aromatic amines in the synthesis of the corresponding imidazoles. The title compounds thus formed included a 1H-imidazol-2-amine derivative (I) and related substances, 4,5-dihydro-N-(phenylmethyl)-1H-imidazol-2-amine, 1-[4,5-dihydro-2-(methylthio)-1H-imidazol-1-yl]ethanone, 4,5-dihydro-2-(methylthio)-1H-imidazole-1-carboxylic acid Me ester. The synthesis of the target compounds was achieved using 2-imidazolidinone and 2-imidazolidinethione as starting materials. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Name: Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
Name: Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate However, the application of imidazoles is not limited to the field of peptides and peptidomimetics.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Formula: C3H3BrN2In 2017 ,《Ruthenium-Catalyzed Alkyne trans-Hydrometalation: Mechanistic Insights and Preparative Implications》 was published in Journal of the American Chemical Society. The article was written by Rosca, Dragos-Adrian; Radkowski, Karin; Wolf, Larry M.; Wagh, Minal; Goddard, Richard; Thiel, Walter; Fuerstner, Alois. The article contains the following contents:

[Cp*RuCl]4 (1) has previously been shown to be the precatalyst of choice for stereochem. unorthodox trans-hydrometalations of internal alkynes. Exptl. and computational data now prove that the alkyne primarily acts as a four-electron donor ligand to the catalytically active metal fragment [Cp*RuCl] but switches to adopt a two-electron donor character once the reagent R3MH (M = Si, Ge, Sn) enters the ligand sphere. In the stereodetermining step the resulting loaded complex evolves via an inner-sphere mechanism into a ruthenacyclopropene which swiftly transforms into the product. In accord with the low computed barriers, spectral and preparative data show that the reaction is not only possible but sometimes even favored at low temperatures Importantly, such trans-hydrometalations are distinguished by excellent levels of regioselectivity when unsym. alkynes are used that carry an -OH or -NHR group in vicinity of the triple bond. A nascent hydrogen bridge between the protic substituent and the polarized [Ru-Cl] unit imposes directionality onto the ligand sphere of the relevant intermediates, which ultimately accounts for the selective delivery of the R3M- group to the acetylene C-atom proximal to the steering substituent. The interligand hydrogen bonding also allows site-selectivity to be harnessed in reactions of polyunsaturated compounds, since propargylic substrates bind more tightly than ordinary alkynes; even the electronically coupled triple bonds of conjugated 1,3-diynes can be faithfully discriminated as long as one of them is propargylic. Finally, properly positioned protic sites lead to a substantially increased substrate scope in that they render even 1,3-enynes, arylalkynes, and electron-rich alkynylated heterocycles amenable to trans-hydrometalation which are otherwise catalyst poisons. In the experiment, the researchers used 2-Bromo-1H-imidazole(cas: 16681-56-4Formula: C3H3BrN2)

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. Formula: C3H3BrN2

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

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

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 author of 《Imidazolium-benzimidazolates as convenient sources of donor-functionalized normal and abnormal N-heterocyclic carbenes》 were Kureja, Kunal; Zinke, Julian; Bruhn, Clemens; Siemeling, Ulrich. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. Computed Properties of C7H5ClN2 The author mentioned the following in the article:

Imidazolium-benzimidazolates are readily available conjugated mesomeric betaines, whose carbenic tautomers can form C,Nimine-metal chelates containing amino-functionalized normal or abnormal NHC ligands, depending on the degree of steric congestion. Deprotonation of the amino moiety gives rise to imine-functionalized C,Namido-metal chelates, whose Nimine atom can be easily utilized for the construction of heteronuclear complexes. In the experiment, the researchers used many compounds, for example, 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Computed Properties of 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.Computed Properties of C7H5ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Chemical Engineering Journal (Amsterdam, Netherlands) included an article by Pareek, Shubhra; Jain, Deepti; Hussain, Shamima; Biswas, Amrita; Shrivastava, Rahul; Parida, Saroj K.; Kisan, Hemanta K.; Lgaz, Hassane; Chung, Ill-Min; Behera, Debasis. Safety of 1H-Benzo[d]imidazol-2-amine. The article was titled 《A new insight into corrosion inhibition mechanism of copper in aerated 3.5 weight% NaCl solution by eco-friendly Imidazopyrimidine Dye: experimental and theoretical approach》. The information in the text is summarized as follows:

A large number of mechanism were anticipated for Cu since 1988 in NaCl medium. The detail electrochem. behavior leading to the anodic dissolution of Cu, however, still remains uncertain. Herein, an Imidazopyrimidine Dye, named, 4-amino-3-(phenyldiazenyl)benzo[4,5]imidazo[1,2-a]pyrimidin-2(1H)-one, (APIP) was used as a Cu corrosion inhibitor in 3.5% (by weight) NaCl solution The present study provides a brief mechanistic overview of the electrochem. mechanism of Cu in aerated NaCl solution, simulating a static marine environment, with and without addition of APIP inhibitor. Potentiodynamic polarization (PDP) results confirmed that the APIP can suppress Cu corrosion effectively at low concentration in 3.5% NaCl solution with an inhibition efficiency of 92.79% due to adsorption, along with the prediction of electrochem. mechanism. Electrochem. impedance spectroscopy (EIS) measurements showed that the corrosion inhibition of Cu proceeds via both diffusion and kinetic controlled processes. Adsorption of APIP on Cu surface is well fit with the Langmuir isotherm model and mode of adsorption is proposed. Antimicrobial activity was also studied and the result obtained showed ”eco-friendly” nature of APIP. Field Emission Scanning Electron Microscope (FE-SEM), Energy dispersion x-ray (EDX) and Attenuated Total Reflectance-FTIR Spectroscopy (ATR-FTIR) observations of the Cu surfaces confirmed the existence of adsorption of APIP thus can be potentially used in industries in which seawater is implied are numerous such as cooling H2O systems, desalination plants, power plants, and oil production units. Results obtained from theor. calculations including quantum chem. d. functional theory (DFT) method and mol. dynamics (MD) simulations confirms the exptl. findings and provide further insight into the mode of adsorption on the Cu surface. In the experiment, the researchers used 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Safety of 1H-Benzo[d]imidazol-2-amine)

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.Safety of 1H-Benzo[d]imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Mukherjee, Shuvam; Bera, Kaushik; Jana, Subrata; Pal, Saikat; Anand, Namrata; Ray, Bimalendu; Ray, Sayani published an article in 2021. The article was titled 《Conjugation reaction with ferulic acid boosts the antioxidant property of arabinogalactan-protein and enhances its ability to form complex with β-lactoglobulin》, and you may find the article in International Journal of Biological Macromolecules.Related Products of 530-62-1 The information in the text is summarized as follows:

Ferulic acid was chem. grafted onto the arabinogalactan protein of Aegle marmelos fruit gum using 1,1′-carbonyldiimidazole as coupling reagent. Thus, grafted polysaccharides with different degrees of substitution were prepared and then characterized by gas chromatog./mass spectrometry, size exclusion chromatog., and UV-visible, infra-red, and NMR spectroscopic investigations. Fluorescence spectroscopic investigation showed hydrophobic microdomain formation in grafted polymers. The antioxidant activities of the derivatives, as determined by the 2,2-diphenyl-1-(2,4,6-trinitrophenyl) hydrazyl radical assay, were strong and increases with increasing the degree of feruloylation. Compared to parental arabinogalactan protein (K = 2.38 x 106 M-1), these grafted polymers bind more strongly with β-lactoglobulin (K = 11.4 x 106 M-1 and 8.19 x 106 M-1). Given that gum polysaccharides are valuable component in functional foods, synthesis of antioxidative graft polymer possessing good compatibility with β-lactoglobulin may have important implication. The experimental part of the paper was very detailed, including the reaction process of Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Related Products of 530-62-1)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.Related Products of 530-62-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Silica Sulfuric Acid/Ethylene Glycol: An Efficient Eco-Friendly Catalyst for One-Pot Synthesis of New Benzo[4,5]imidazo[1,2-a]pyrimidines》 was published in Organic Preparations and Procedures International in 2020. These research results belong to Basyouni, Wahid M.; Abdelazeem, Nagwa M.; Abbas, Samir Y.; El-Bayouki, Khairy A. M.; El-kady, Mohamed Y.. Related Products of 934-32-7 The article mentions the following:

A novel catalyst (SSA/ethylene glycol) for the efficient synthesis of new benzo[4,5]imidazo[1,2-a]pyrimidine derivatives I (R = H, acetyl; R1 = Me, Ph; R2 = Ph, 3-bromophenyl, thiophen-2-yl, etc.) in high yield and good purity was demonstrated. The reaction was achieved via three-component condensation reactions. SSA/ethylene glycol offers several advantages for the preparation of novel heterocycles I. Among these are simplicity, mild reaction conditions, and little environmental impact. The investigations will spur the exploration of this useful reagent combination in the synthesis of new heterocyclic systems. The experimental part of the paper was very detailed, including the reaction process of 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Related Products of 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.Related Products of 934-32-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Bente, Stefanie; Kampert, Florian; Tan, Tristan T. Y.; Hahn, F. Ekkehardt published 《Site-selective metallation of dicarbene precursors》.Chemical Communications (Cambridge, United Kingdom) published the findings.Formula: C7H5ClN2 The information in the text is summarized as follows:

An imidazolium/2-chlorobenzimidazole bis-NHC precursor was reacted with Ag2O followed by transmetalation with [AuCl(THT)] to give the Au-NHC complex via metalation of the imidazolium site, while the reaction of the same bis-NHC precursor with [Pd(PPh3)4] yields exclusively the azolato complex by oxidative addition of the C2-Cl bond to Pd0. Both complexes were converted into the heterobimetallic Au/Pd-complex by reaction with [Pd(PPh)3]4 (for the NHC complex) or Ag2O/[AuCl(THT)] (for the azolato complex), resp. The experimental part of the paper was very detailed, including the reaction process of 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Formula: C7H5ClN2)

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.Formula: C7H5ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem