Category: imidazoles-derivatives

On July 12, 2007, Hupe, Eike; Zagar, Cyrill; Witschel, Matthias; Kuehn, Toralf; Moberg, William Karl; Parra Rapado, Liliana; Stelzer, Frank; Vescovi, Andrea; Reinhard, Robert; Sievernich, Bernd; Grossmann, Klaus; Ehrhardt, Thomas published a patent.SDS of cas: 50743-01-6 The title of the patent was Preparation of piperazine-2,5-diones as herbicides. And the patent contained the following:

Title compounds [I; R1, R2 = cyano, alkyl, cycloalkyl, (cyclo)alkenyl, (cyclo)alkynyl, Ph, phenylalkyl, heterocyclyl, etc.; R3 = H, halo, cyano, alkyl, cycloalkyl, alkenyl, alkynyl, cycloalkynyl, Ph, phenylalkyl, etc.; R4-R6 = H, OH, (substituted) alkyl, alkoxy; A1, A2 = (hetero)aryl; R9 = halo, cyano, NO2, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkadienyl, alkynyl, etc.; R10-R14 = H, halo, cyano, NO2, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkadienyl, alkynyl, etc.], were prepared Thus, methanesulfonic acid [(5-benzyl-1,4-dimethyl-3,6-dioxopiperazin-2-yl)-(2-nitrophenyl)methyl] ester (preparation given) was dropwise treated with DBU in THF at 0掳 followed by 4 h stirring at 0掳 to give 76% 3-benzyl-1,4-dimethyl-6-(2-nitrobenzylidene)piperazine-2,5-dione. I at 0.5-3 kg/ha were said to show very strong pre- and postemergent herbicidal activity. The experimental process involved the reaction of 5-Bromo-1H-imidazole-4-carbaldehyde(cas: 50743-01-6).SDS of cas: 50743-01-6

The Article related to piperazinedione preparation herbicide, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.SDS of cas: 50743-01-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On May 28, 2020, Panarese, Joseph; Davis, Dexter; Bartlett, Samuel; Chong, Katherine; Kenton, Nathaniel; Or, Yat Sun published a patent.Name: 5-Bromo-1H-imidazole-4-carbaldehyde The title of the patent was Functionalized heterocycles as antiviral agents and their preparation. And the patent contained the following:

The invention discloses compounds of formula I, or pharmaceutically acceptable salts, thereof which inhibit the protein(s) encoded by hepatitis B virus (HBV) or interfere with the function of the HBV life cycle of the hepatitis B virus and are also useful as antiviral agents. The invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HBV infection. Compounds of formula I wherein Q1, Q2, Q3 and Q4 are independently H, halo, (un)substituted C1-6 alkyl, (un)substituted C1-6 alkoxy, etc.; Y1 is H, halo and (un)substituted C1-6 alkyl; Y2 is O, NH and derivatives, NOH and derivatives and NNH and derivatives; Y3 is CO2H and derivatives, CONHSO2H and derivatives, (un)substituted aryl; Y4 is H and (un)substituted methyl; Y2Y3 may be taken together to form 5- to 12-membered heterocyclic ring; Z1 is N and CR1; Z2 is N and CR2; Z3 is N and CR3; provided that at least one of Z1 – Z3 is N, and when Z3 is N, Z1 is CR1, Z2 is CR2, and R2 is not H; R1, R2 and R3 are independently H, halo, NO2, CN, (un)substituted C1-6 alkyl, etc.; and pharmaceutically acceptable salts, N-oxides, esters and prodrugs thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The invention compounds were evaluated for their antiviral activity. From the assay, it was determined that compound II exhibited an EC50 value of < 0.1渭M and a CC50 value of > 25渭M. The experimental process involved the reaction of 5-Bromo-1H-imidazole-4-carbaldehyde(cas: 50743-01-6).Name: 5-Bromo-1H-imidazole-4-carbaldehyde

The Article related to heterocycle preparation antiviral, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Name: 5-Bromo-1H-imidazole-4-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On September 30, 2015, Dong, Qian; Peng, Xia; Wang, Wen; Dai, Yang; Zhao, Weili; Ai, Jing; Dong, Xiaochun published an article.Computed Properties of 5709-67-1 The title of the article was Design and synthesis of 5-aminopyrazole and 5-aminotriazole derivatives as fibroblast growth factor receptor inhibitors. And the article contained the following:

Fibroblast growth factor receptor (FGFR) is a promising therapeutic target for cancer treatment. A series of 5-aminopyrazole and 5-amino-1,2,3-triazole derivatives were designed as FGFR inhibitors based on the docking mode of Debio1347 within the FGFR kinase domain. The inhibitory effects on FGFR2 kinase and the antitumor activities against human gastric cancer SNU16 cell lines were evaluated. Furthermore, the preliminary structure-activity relationships (SAR) were discussed. The results demonstrated that several compounds presented good potency against FGFR2 kinase. 1-(5-Amino-1-(2-methyl-1H-benzo[d]imidazol-6-yl)-1H-pyrazol-4-yl)-1-(1H-thieno[3,2-b]pyrrol-2-yl) methanone (I) and 1-(5-amino-1-(2-methyl-1H-benzo[d]imidazol-6-yl)-1H-1,2,3-triazol-4-yl)-1-(1H-indol-2-yl)methanone (II) were the most potent with IC50 values of 3.3 and 2.3 nmol路L-1, resp., which were similar to that of Debio1347. Compounds I and II exhibited slightly weaker antitumor activity against SNU16 cell lines than Debio1347 with IC50 value of 77.3 and 155.2 nmol路L-1, resp. The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Computed Properties of 5709-67-1

The Article related to aminopyrazole preparation sar fibroblast growth factor receptor inhibitory antitumor, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Computed Properties of 5709-67-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ma, Lina; Zhou, Hua; Xu, Ming; Hao, Peipei; Kong, Xianggui; Duan, Haohong published an article in 2021, the title of the article was Integrating hydrogen production with anodic selective oxidation of sulfides over a CoFe layered double hydroxide electrode.Computed Properties of 73590-85-9 And the article contains the following content:

Replacing the sluggish oxygen evolution reaction (OER) with oxidation reactions for the synthesis of complex pharmaceutical mols. coupled with enhanced hydrogen evolution reaction (HER) is highly attractive, but it is rarely explored. Here, we report an electrochem. protocol for selective oxidation of sulfides to sulfoxides over a CoFe layered double hydroxide (CoFe-LDH) anode in an aqueous-MeCN electrolyte, coupled with 2-fold promoted cathodic H2 productivity. This protocol displays high activity (85-96% yields), catalyst stability (10 cycles), and generality (12 examples) in selective sulfide oxidation We demonstrate its applicability in the synthesis of four important pharmaceutical related sulfoxide compounds with scalability (up to 1.79 g). X-ray spectroscopy investigations reveal that the CoFe-LDH material evolved into amorphous CoFe-oxyhydroxide under catalytic conditions. This work may pave the way towards sustainable organic synthesis of valuable pharmaceuticals coupled with H2 production The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Computed Properties of 73590-85-9

The Article related to sulfide cobalt iron layered double hydroxide electrode selective oxidation, Electrochemical, Radiational, and Thermal Energy Technology: Energy Handling, Transport, and Storage and other aspects.Computed Properties of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On June 25, 2015, Cuevas Cordobes, Felix; Almansa-Rosales, Carmen; Garcia Lopez, Monica published a patent.Application of 40644-16-4 The title of the patent was Preparation of piperidine compounds as dual 蟽1 and 渭 opioid receptor modulators for treatment of pain. And the patent contained the following:

The invention relates to compounds of formula I having dual pharmacol. activity towards both the sigma (蟽1) and the 渭-opioid receptor and more particularly to piperidine compounds having this pharmacol. activity, to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy, in particular for the treatment of pain. I [wherein m is 1 or 2; V1, V2, or V3 is selected from N or C while the others are C; R1 is hydroxy, (un)substituted -C(O)NH2, (un)substituted aryl, etc.; R2 is H, halo, (un)substituted (cyclo)alkyl, etc.; R5 is H, halo, hydroxy, (un)substituted alkyl, etc.; W, X, Y, and Z are selected from C, N, or O and together with C-atom form a 5-membered heterocyclic ring which may be substituted at W, X, Y, or Z or is fused at W and X to a further ring system] or a stereoisomer, solvate, or pharmaceutically acceptable salt thereof are claimed and exemplified. II was prepared via reductive amination of 1-phenyl-1H-1,2,3-triazole-4-carbaldehyde with N-(3-(piperidin-4-yl)phenyl)propane-2-sulfonamide hydrochloride carried out using the reductive agent, sodium triacetoxyborohydride. I were evaluated for dual 蟽1- and 渭-opioid binding activity using radioligand assays (data given). The experimental process involved the reaction of 4-Bromo-1H-benzo[d]imidazol-2(3H)-one(cas: 40644-16-4).Application of 40644-16-4

The Article related to piperidine compound preparation sigma mu opioid receptor modulator pain, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Application of 40644-16-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 10, 2022, Meng, Qinghua; Lei, Hui; Zhang, Haizhen; Lin, Xichen; Jennings, Andrew published a patent.Computed Properties of 1255717-13-5 The title of the patent was Heterocyclic GLP-1 agonists. And the patent contained the following:

This disclosure relates to GLP-1 agonists of Formula I, including pharmaceutically acceptable salts and solvates thereof, and pharmaceutical compositions including the same. The experimental process involved the reaction of (1-Ethyl-1H-imidazol-5-yl)methanamine dihydrochloride(cas: 1255717-13-5).Computed Properties of 1255717-13-5

The Article related to heterocyclic glp1 agonist preparation treatment disease, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Computed Properties of 1255717-13-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On October 31, 2010, Mahale, Rajendra D.; Rajput, Mahesh R.; Maikap, Golak C.; Gurjar, Mukund K. published an article.Application of 73590-85-9 The title of the article was Davis Oxaziridine-Mediated Asymmetric Synthesis of Proton Pump Inhibitors Using DBU Salt of Prochiral Sulfide. And the article contained the following:

A simple and clean asym. synthesis of proton pump inhibitors using inexpensive 10-camphorsulfonyl oxaziridine is described. The activation of prochiral sulfide is based on use of the DBU salt which is capable of enhancing the reactivity and enantioselectivity. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Application of 73590-85-9

The Article related to camphorsulfonyl oxaziridine asym sulfoxidation sulfide omeprazole ppi preparation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Application of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On April 25, 2019, Herga, Marko; Gasparic, Ales; Bitenc, Marko; Pohar, Andrej; Likozar, Blaz published an article.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Development, optimization and scale-up of stereo-selective enzymatic Baeyer-Villiger oxidation of pyrmetazole to esomeprazole active ingredient in an industrial-scale slurry reactor. And the article contained the following:

An industrial-scale stereo-selective enzymic oxidation process for the conversion of pyrmetazole to esomeprazole was developed and optimized. Slurry-to-slurry stages are highly demanding synthetic operations due to several deteriorating factors: competing equilibrium, mass transfer limitations and long-term biocatalytic activity. Challenging characteristics of this bio-oxidation included foaming, thickening, continuous dynamic changes in viscosity, mass transport, and biocatalyst inactivation. By screening pH, optimization of reactant loading ratios, and modification of control, crucial production attributes of materials, such as substrate particle size, were controlled and better batch-to-batch stability and scale-up was achieved. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to pyrmetazole stereo selective enzymic baeyer villiger oxidation esomeprazole, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Liu, Hui; Gu, Zheng; Tian, Yuan; Jiang, Guofang published an article in 2015, the title of the article was Chiral metalloporphyrin-catalyzed industrial synthesis of sodium esomeprazole.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

Sodium esomeprazole is a kind of excellent proton pump inhibitor, used as an effective drug for peptic ulcer disease. A new industrialized synthetic technol. of sodium esomeprazole catalyzed by chiral metalloporphyrin was reported. The target product was approved by 1H NMR, MS and polarimetry. The effect of reaction time, reaction temperature, and molar ratio of catalyst and solvent were investigated. The results show that sodium esomeprazole can be obtained with high yield from oxidation by oxygen in the NaOH solution and ufiprazole, synthesized by the addition reaction between 2-chloro-3,5-dimethyl-4-methoxypyridine hydrochloride and 5-methoxy-2-mercaptobenzimidazole in the combination of 20% NaOH and TBAB. Synthesis of esomeprazole sodium used by ufiprazole has the highest yield and enantioselectivity when reaction time is 3.0 h, the solvent is toluene, the reaction temperature is 80掳C and the ratio of omeprazole sulfide and chiral metal porphyrin is 1: (3.7 脳 10-5). The total industrial yield is 60% and the enantioselectivity is 98.9%. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to sodium esomeprazole chiral metalloporphyrin catalytic oxidation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 29, 2012, Zhao, Shan-shan; Lu, Hua; Zhang, Yue-cheng; Zhao, Ji-quan published an article.Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Application of D(-)-di-pyridylmethyl tartaric acid amide in the synthesis of esomeprazole through asymmetric oxidation. And the article contained the following:

Two di-pyridylmethyl D (-)-tartaric acid amides 2 and 3 were resp. prepared through the reaction of (-)-di-Et D-tartrate(1) with 2-aminomethyl pyridine and 4-aminomethyl pyridine. The compounds 1, 2 and 3 coordinated with iso-Pr titanate, resp., were used as catalyst in the asym. oxidation of the precursor (Eso-I) of esomeprazole with cumene hydroperoxide (CHP) as oxidant. The results revealed that both the catalytic systems derived from ligand 2 and 3 and iso-Pr titanate showed good catalytic activity and enantioselectivity in the synthesis of esomeprazole. For example, the conversion of Eso-I, the selectivity toward to the esomeprazole and the enantio excess reached 84.7%, 91.8% and 89.0%, resp., when 2 was used as the ligand and the reaction was conducted in toluene under the optimized conditions. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to dipyridylmethyl tartaric acid amide esomeprazole asym oxidation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Recommanded Product: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem