Category: 5805-53-8

Karapanayiotis, Thanasis published the artcileDifferentiation of ionized benzimidazole from its isomeric α-distonic ion by collision-induced dissociation and neutralization-reionization mass spectrometry, HPLC of Formula: 5805-53-8, the main research area is benzimidazole radical cation distonic tautomer CID NR mass spectra.

Ionized benzimidazole and its isomeric α-distonic ion (or ionized ylide) have been examined by recording their metastable ion, collision-induced dissociation and neutralization-reionization mass spectra. These tautomers may be distinguished by careful consideration of key features of the collision-induced dissociation spectra, with or without prior neutralization and reionization. Formation of doubly-charged ions by charge stripping occurs preferentially when the α-distonic ion is subjected to collision. This α-distonic ion survives neutralization and reionization, thus establishing that the corresponding ylide is stable on the microsecond time frame. The effects of benzannulation on the ease of differentiation of classical and distonic radical cations derived from biol. important heterocycles are considered.

European Journal of Mass Spectrometry published new progress about Collision-induced dissociation. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, HPLC of Formula: 5805-53-8.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Li, Rong published the artcileDesign, Synthesis, and Biological Evaluation of New 1H-Imidazole-2-Carboxylic Acid Derivatives as Metallo-β-Lactamase Inhibitors, Product Details of C9H8N2O2, the main research area is imidazole carboxylic acid derivative metallo beta lactamase inhibitor; Antibiotic resistance; Metal-binding pharmacophore; Metallo-β-lactamase; Structure-activity relationship; VIM.

As one of important mechanisms to beta-lactam antimicrobial resistance, metallo-β-lactamases (MBLs) have been receiving increasing worldwide attentions. Ambler subclass B1 MBLs are most clin. relevant, because they can hydrolyze almost all beta-lactams with the exception of monobactams. However, it is still lacking of clin. useful drugs to combat MBL-medicated resistance. We previously identified 1H-imidazole-2-carboxylic acid as a core metal-binding pharmacophore (MBP) to target multiple B1 MBLs. Herein, we report structural optimization of 1H-imidazole-2-carboxylic acid and substituents. Structure-activity relationship (SAR) analyses revealed that replacement of 1H-imidazole-2-carboxylic acid with other structurally highly similar MBPs excepting thiazole-4-carboxylic acid resulted in decreased MBL inhibition. Further SAR studies identified more potent inhibitors to MBLs, of which 28 manifested IC50 values of 0.018 μM for both VIM-2 and VIM-5. The microbiol. tests demonstrated that the most tested compounds showed improved synergistic effects; some compounds at 1 μg/mL were able to reduce meropenem MIC by at least 16-fold, which will be worth further development of new potent inhibitors particularly targeting VIM-type MBLs.

Bioorganic & Medicinal Chemistry published new progress about Antimicrobial agent resistance. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Product Details of C9H8N2O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lopyrev, V. A. published the artcileTransmission of the substituent effects in 2-substituted benzimidazoles studied by proton and carbon-13 nuclear magnetic resonance, Application of Methyl 1H-benzo[d]imidazole-2-carboxylate, the main research area is benzimidazole NMR substituent effect; transmission electronic effect benzimidazole substituent; solvent effect benzimidazole NMR; LFER benzimidazole NMR.

Substituent effects on the 1H and 13C NMR chem. shifts in 2-substituted benzimidazoles and their anions and cations were studied quant. The transmission of electron effects of substituents from C-2 to C-5(6) is approx. 20% less effective than in the opposite direction. The solvent effects on 1H chem. shifts and transmission effects in the charged forms of 2-substituted benzimidazoles were also studied.

Organic Magnetic Resonance published new progress about Linear free energy relationship. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Application of Methyl 1H-benzo[d]imidazole-2-carboxylate.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hys, Vasyl Y. published the artcileSynthetic Approach to Fused Azasultams with 1,2,4-Thiadiazepine Framework, Formula: C9H8N2O2, the main research area is fused azasultam thiadiazepine preparation; azole pyrrole carboxylate sulfonamide heterocyclization.

Synthetic approach to fused azasultams with 1,2,4-thiadiazepine framework via base promoted protocols has been developed. 1H-Azole-2-carboxylates and N-(chloromethyl)-N-methylmethanesulfonamide were used as ambiphilic building blocks in the one-pot and two-step reaction sequences. Chem. behavior of the obtained azasultams in reactions with amines, hydrazine, DMFDMA, and NaBH4 was investigated. An enamino ketone derived from an azasultam was exploited in the synthesis of new pyrazole and pyrimidine heterocycles.

Synthesis published new progress about Condensation reaction (sulfa-Dieckmann). 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Formula: C9H8N2O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Singh, Rahul published the artcileFacile synthesis of C6-substituted benz[4,5]imidazo[1,2-a]quinoxaline derivatives and their anticancer evaluation, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate, the main research area is benzimidazoquinoxaline preparation anticancer activity; MDA-MB-468; NCI-60; anticancer agents; benzimidazole; breast cancer cell line; heterocycles; quinoxaline.

On the basis of the promising anticancer potential of imidazoquinoxaline as well as the structurally similar imidazoquinoline-derived scaffold, a set of C6-substituted benzimidazo[1,2-a]quinoxaline derivatives I (R = OMe, benzylaminyl, 1H-1,3-benzodiazol-1-yl, etc.) was prepared via two novel synthetic routes using com. available starting materials, with good to excellent yields and evaluated for their anticancer activity against the NCI-60 cancer cell lines. The one-dose (10μM) anticancer screening of the synthesized compounds I in the NCI-60 cell line panel revealed that the substituents have a significant role in the activity. In particular, compounds I (R = 1H-indol-1-yl, 1H-imidazol-1-yl, 1H-1,3-benzodiazol-1-yl) derivatives showed significant activity against the triple-neg. breast cancer cell line, MDA-MB-468. The lead compounds also exhibited notable IC50 values against another breast cancer cell line, MCF-7. Furthermore, synthesized compounds I were relatively nontoxic to normal cell lines: HEK293 (human embryonic kidney cell line) and MCF12A (nontumorigenic human breast epithelial cell line). The IC50 values against healthy cells were at least 5- to 11-fold higher, offering a new class of heterocycles that can be further developed as promising therapeutics for cancer treatment.

Archiv der Pharmazie (Weinheim, Germany) published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Jagadeesh, Rajenahally V. published the artcileSelective Oxidation of Alcohols to Esters Using Heterogeneous Co3O4-N@C Catalysts under Mild Conditions, Safety of Methyl 1H-benzo[d]imidazole-2-carboxylate, the main research area is carbon supported nitrogen ligated cobalt acetate complex pyrolysis; heterogeneous cobalt oxide catalyst preparation oxidative esterification alc oxygen.

Novel cobalt-based heterogeneous catalysts have been developed for the direct oxidative esterification of alcs. using mol. oxygen as benign oxidant. Pyrolysis of nitrogen-ligated cobalt(II) acetate supported on com. carbon transforms typical homogeneous complexes to highly active and selective heterogeneous Co3O4-N@C materials. By applying these catalysts in the presence of oxygen, the cross and self-esterification of alcs. to esters proceeds in good to excellent yields.

Journal of the American Chemical Society published new progress about Carbon black Role: RCT (Reactant), RACT (Reactant or Reagent). 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Safety of Methyl 1H-benzo[d]imidazole-2-carboxylate.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Drennen, Brandon published the artcileScaffold hopping from indoles to indazoles yields dual MCL-1/BCL-2 inhibitors from MCL-1 selective leads, Product Details of C9H8N2O2, the main research area is indole indazole MCL1 BCL2 inhibitor scaffold hopping.

Overexpression of the anti-apoptotic BCL-2 proteins is associated with the development and progression of a range of cancers. Venetoclax, an FDA-approved BCL-2 inhibitor, is fast becoming the standard-of-care for acute myeloid leukemia and chronic lymphocytic leukemia. However, the median survival offered by venetoclax is only 18 mo (as part of a combination therapy regimen), and one of the primary culprits for this is the concomitant upregulation of sister anti-apoptotic proteins, in particular MCL-1 (and BCL-xL), which provides an escape route that manifests as venetoclax resistance. Since inhibition of BCL-xL leads to thrombocytopenia, we believe that a dual MCL-1/BCL-2 inhibitor may provide an enhanced therapeutic effect relative to a selective BCL-2 inhibitor. Beginning with a carboxylic acid-containing literature compound that is a potent inhibitor of MCL-1 and a moderate inhibitor of BCL-2, we herein describe our efforts to develop dual inhibitors of MCL-1 and BCL-2 by scaffold hopping from an indole core to an indazole framework. Subsequently, further elaboration of our novel N2-substituted, indazole-3-carboxylic acid lead into a family of indazole-3-acylsulfonamides resulted in improved inhibition of both MCL-1 and BCL-2, possibly through occupation of the p4 pocket, with minimal or no inhibition of BCL-xL.

RSC Medicinal Chemistry published new progress about Animal gene, Bcl-2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Product Details of C9H8N2O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kharaneko, A. O. published the artcileSynthesis of 3-Phenyl-1H-[1,4]oxazino[4,3-a]benzimidazol-1-one and Its Transformation into 4-Phenyl-2,5-dihydro-1H-[1,2,5]triazepino[5,4-a]benzimidazol-1-one, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate, the main research area is phenyl oxazinobenzimidazolone preparation; dihydrotriazepinobenzimidazolone preparation; phenylpyrazino benzimidazolone preparation; benzimidazole preparation.

A synthetic route was proposed to 3-phenyl-1H-[1,4]oxazino[4,3-a]benzimidazol-1-one I, which was the first representative of a new heterocyclic system. The transformation of the title compound I to 4-phenyl-2,5-dihydro-1H-[1,2,5]triazepino[5,4-a]benzimidazol-1-one II via reaction with hydrazine hydrate was studied.

Russian Journal of Organic Chemistry published new progress about Fused heterocyclic compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 5805-53-8, These common heterocyclic compound, 5805-53-8, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of lH-benzoimidazole-2-carboxylic acid methyl ester (18) (0.89 g, 5.1 mmol) in 2 N aq. NaOH (10 mL) and MeOH (10 mL) was stirred at RT for 18 h. The mixture was acidified to pH = 4 with 1 N aqueous HCl. The mixture was extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04 and evaporated to obtain compound (19) as a brown solid (0.67 g, yield 80%). ESI-MS (M+l): 163 calc. for C8H6N202 162.

Statistics shows that Methyl 1H-benzo[d]imidazole-2-carboxylate is playing an increasingly important role. we look forward to future research findings about 5805-53-8.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge; WO2011/143365; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem