Tag: M.W=150-200

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

Bamborough, Paul published the artcile5-(1H-Benzimidazol-1-yl)-3-alkoxy-2-thiophenecarbonitriles as potent, selective, inhibitors of IKK-ε kinase, Safety of 5,6-Dimethoxy-1H-benzo[d]imidazole, the main research area is IKK kinase inhibitor benzimidazolyl thiophenecarbonitrile preparation SAR.

The identification and hit-to-lead exploration of a novel, potent and selective series of substituted benzimidazole-thiophene carbonitrile inhibitors of IKK-ε kinase is described. Compound 12e (I) was identified with an IKK-ε enzyme potency of pIC50 7.4, and has a highly encouraging wider selectivity profile, including selectivity within the IKK kinase family.

Bioorganic & Medicinal Chemistry Letters published new progress about Epidermal growth factor receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 72721-02-9 belongs to class imidazoles-derivatives, name is 5,6-Dimethoxy-1H-benzo[d]imidazole, and the molecular formula is C9H10N2O2, Safety of 5,6-Dimethoxy-1H-benzo[d]imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Wang, Meng published the artcileCopper-catalyzed N-arylation and aerobic oxidative C-H/C-H coupling: one-pot synthesis of indoloimidazoquinoline derivatives, Recommanded Product: 5,6-Dimethoxy-1H-benzo[d]imidazole, the main research area is copper arylation aerobic oxidation coupling indoloimidazoquinoline preparation; benzimidazoindoloquinoline preparation.

A novel and efficient copper-catalyzed one-pot synthesis of indoloimidazoquinoline derivatives has been developed. The synthesis of the target compounds was achieved by a protocol using readily available substituted 2-(2-bromophenyl)-1H-indole derivatives, imidazole and benzimidazole derivatives as starting materials, inexpensive copper bromide (CuBr) as a catalyst, air as a terminal oxidant. The procedure underwent a sequential copper-catalyzed intermol. N-arylation and an aerobic oxidative intramol. C-H/C-H coupling. The title compounds thus formed included a heterocyclic compound (I) [i.e., 5H-benzimidazo[1,2-a]indolo[3,2-c]quinoline] and related substances, such as 9H-imidazo[1,2-a]indolo[3,2-c]quinoline.

RSC Advances published new progress about Arylation. 72721-02-9 belongs to class imidazoles-derivatives, name is 5,6-Dimethoxy-1H-benzo[d]imidazole, and the molecular formula is C9H10N2O2, Recommanded Product: 5,6-Dimethoxy-1H-benzo[d]imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Montel, Sonia; Midrier, Camille; Volle, Jean-Noel; Braun, Ralf; Haaf, Klaus; Willms, Lothar; Pirat, Jean-Luc; Virieux, David published the artcile< Functionalized Phosphanyl-Phosphonic Acids as Unusual Complexing Units as Analogues of Fosmidomycin>, COA of Formula: C4H5BrN2, the main research area is phosphinic phosphonic acid preparation fosmidomycin analog.

Fosmidomycin and FR-90098 are potent inhibitors of 1-deoxy-L-xylulose-5-phosphate reductoisomerase (DXR), the second enzyme of the non-mevalonate (MEP) pathway responsible for the biosynthesis of isoprenoids. This paper describes the synthesis of four types of targets bearing a phosphanyl-phosphonic acid motif as the common core for the inhibition of DXR. In these structures, the hydroxamic acid was replaced by various chelators based on a phosphinic acid linked to different functional groups capable of forming five- or six-membered chelating rings.

European Journal of Organic Chemistry published new progress about Phosphinates Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, COA of Formula: C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Xu, Shuangping; Zhou, Hailiang; Jia, Hongge; Xu, Jingyu; Ma, Liqun; Zang, Yu; Jiang, Pengfei; Ma, Wenqiang; Zhang, Yushu; Zhao, Wenwen; Wang, Xintian; Zhao, Shijun; Zou, Yonglan; Zha, Yuxin published the artcile< Preparation and High Performance of Cellulose Acetate Films by Grafting with Imidazole Ionic Liquid>, Reference of 700370-07-6, the main research area is cellulose acetate film grafting imidazole ionic liquid.

Cellulose acetate (CA) grafted with imidazole ionic liquids (CA-ILs) was synthesized by reacting CA with imidazole ionic liquids ([HO2CMmim]Cl, [HO2CEtmim]Cl, and [HO2CMmim]Br) by using THF as the solvent and pyridine as the catalyst. The CA and CA-IL films were fabricated by using the casting solution method. The CA-IL films exhibited good film forming ability and mech. properties. The successful grafting of CA with imidazole ionic liquids was confirmed by Fourier transform IR (FTIR), 1H NMR, SEM, and elemental anal., and the grafting degrees were 2.24, 2.45, and 3.30%, resp. The CO2 permeation properties of the CA-IL films were 65.5, 105.6, and 88.3 Barrer, increased up to 2.0, 3.2, and 2.7 times, resp., as compared to pure CA (32.6 Barrer). The CO2/CH4 selectivities of the CA-IL films were 15.6, 12.6, and 19.2, increased up to 1.7, 1.4, and 2.1 times, resp., as compared to pure CA (9.26). Therefore, it can be concluded that the imidazole ionic liquids are immensely useful for improving the gas separation performance of CA films.

ACS Omega published new progress about Elongation at break. 700370-07-6 belongs to class imidazoles-derivatives, and the molecular formula is C6H9ClN2O2, Reference of 700370-07-6.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Milner, Phillip J.; Yang, Yang; Buchwald, Stephen L. published the artcile< In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides>, HPLC of Formula: 1003-21-0, the main research area is palladium catalyzed fluorination five membered heteroaryl bromide; bromoazole palladium catalyzed fluorination theor.

A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallog. studies and d. functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing Ph groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction.

Organometallics published new progress about Crystal structure. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, HPLC of Formula: 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kantchev, Eric Assen B.; Peh, Guang-Rong; Zhang, Chi; Ying, Jackie Y. published the artcile< Practical Heck-Mizoroki Coupling Protocol for Challenging Substrates Mediated by an N-Heterocyclic Carbene-Ligated Palladacycle>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is nitrogen heterocyclic carbene ligand palladacycle preparation; aryl halide alkene palladacycle catalyst Heck Mizoroki coupling.

A highly active, N-heterocyclic carbene-palladacycle precatalyst I for the Heck-Mizoroki reaction was rationally designed. The complex can be synthesized on a large scale in excellent yield by a novel, one-pot, three-component reaction and is tolerant to air, moisture, and long-term storage. A wide range of challenging substrates is successfully coupled under a simple and user-friendly reaction protocol.

Organic Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ibrahim, Mansur; Malik, Imran; Mansour, Waseem; Sharif, Muhammad; Fettouhi, Mohammed; El Ali, Bassam published the artcile< Novel (N-heterocyclic carbene)Pd(pyridine)Br2 complexes for carbonylative Sonogashira coupling reactions: Catalytic efficiency and scope for arylalkynes, alkylalkynes and dialkynes>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is palladium heterocyclic carbene pyridine catalyst preparation crystal structure mol; alkynyl ketone preparation; aryl iodide terminal alkyne carbonylative Sonogashira coupling palladium catalyst.

New N,N’-substituted imidazolium salts and their corresponding dibromidopyridine-palladium(II) complexes I [R = 2-methyl-Pr, Bn] were successfully synthesized and characterized. Protocol started with Suzuki-Miyaura cross-coupling reaction of 5-bromo-1-methyl-1H-imidazole with phenylboronic acid followed by direct alkylation with either iso-Bu bromide/benzyl bromide to yield N,N’-substituted imidazolium bromides. Reactions of palladium bromide with this newly synthesized N,N’-substituted imidazolium bromides in pyridine afforded the corresponding new N-heterocyclic carbene pyridine palladium(II) complexes I in high yields. Their single-crystal X-ray structures showed a distorted square planar geometry with carbene and pyridine ligands in trans position. Both complexes exhibited a high catalytic activity in carbonylative Sonogashira coupling reactions of aryl iodides/aryl diiodides with various alkynes and hence gave alkynyl ketones R1C(O)C≡CR2 [R1 = Ph, 4-NCC6H4, 4-MeC6H4, etc.; R2 = Pr, Ph, 4-t-BuC6H4, etc.].

Applied Organometallic Chemistry published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tubaro, Cristina; Baron, Marco; Costante, Michele; Basato, Marino; Biffis, Andrea; Gennaro, Armando; Isse, Abdirisak Ahmed; Graiff, Claudia; Accorsi, Gianluca published the artcile< Dinuclear gold(I) complexes with propylene bridged N-heterocyclic dicarbene ligands: synthesis, structures, and trends in reactivities and properties>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is crystal structure dinuclear gold propylene bridged NHC bromide preparation; mol structure dinuclear gold propylene bridged NHC bromide preparation; dinuclear gold propyleneimidazolylidene preparation structure luminescence electrochem oxidative addition.

Four novel dinuclear N-heterocyclic dicarbene Au(I) complexes with a propylene linker between the carbene moieties were synthesized and their luminescence and electrochem. properties, together with their reactivity towards Br oxidative addition, were screened. The mol. structures of two complexes were determined by x-ray crystallog. All the complexes emit in the solid state in the blue-green spectral range (400-500 nm) with appreciable intensities (Φem up to ≈10%). In cyclic voltammetry, the Au(I)/Au(0) peak splits at low temperature into two sep. peaks relative to the couples Au(I)-Au(I)/Au(i)-Au(0) and Au(I)-Au(0)/Au(0)-Au(0), thus indicating the presence of an Au···Au interaction in the dinuclear complex. Oxidative addition of Br affords as a major or unique product Au(II)-Au(II) complexes most likely as a consequence of the interaction between the two Au centers favored by the propylene linker.

Dalton Transactions published new progress about Au-Au bond. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem