Month: November 2022

On January 12, 1978, Staehle, Helmut; Koeppe, Herbert; Kummer, Werner; Hoefke, Wolfgang published a patent.Product Details of 65896-14-2 The title of the patent was 2-Bromo-6-fluoro-N-2-imidazolidinylideneaniline. And the patent contained the following:

The title compound (I) and its pharmaceutically acceptable salts were prepared by the cyclization of 2,6-FBrC6H3NHC(SR):NH.HX (II; R = alkyl, X = halogen) with H2NCH2CH2NH2. Thus, II (R = Me, X = iodo) was refluxed with H2NCH2CH2NH2 in BuOH and the mixture treated with HCl to give 56.3% I HCl, which has antihypertensive activity comparable to that of clonidine, with fewer side effects, e.g., inhibition of gastric juice secretion. The experimental process involved the reaction of N-(2-Bromo-6-fluorophenyl)-4,5-dihydro-1H-imidazol-2-amine hydrochloride(cas: 65896-14-2).Product Details of 65896-14-2

The Article related to antihypertensive phenyliminoimidazolidine, phenyliminoimidazolidine, imidazolidine phenylimino, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Product Details of 65896-14-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On June 30, 2021, Zhao, Peng; Ren, Shi-Miao; Liu, Feng; Zheng, Yu-Cong; Xu, Na; Pan, Jiang; Yu, Hui-Lei; Xu, Jian-He published an article.Related Products of 73590-85-9 The title of the article was Protein engineering of thioether monooxygenase to improve its thermostability for enzymatic synthesis of chiral sulfoxide. And the article contained the following:

Esomeprazole, the S-enantiomer of omeprazole, is the best-selling proton pump inhibitor. In our previous work, a mutant of cyclohexanone monooxygenase from the Acinetobacter calcoaceticus (named AcCHMO-M6) was successfully obtained through protein engineering which could catalyze the oxidation of omeprazole sulfide. However, its practical application is still hindered by the poor thermostability, especially in the up-scaled reaction process. In this work, site mutagenesis based on consensus anal. and directed evolution were used to engineer this enzyme in order to improve the stability of AcCHMO-M6. The half-lives of the resultant mutants AcCHMO-M9 (F29L/R444E) and AcCHMO-M10 (F29L/R444E/A145S/G430T) at 40°C were increased from 2.2 h to 8.5 h and 5.9 h resp., while the corresponding Tm values were increased by 7°C and 5.3°C in comparison to AcCHMO-M6. The specific activity of AcCHMO-M9 was comparable to that of AcCHMO-M6, and the specific activity of AcCHMO-M10 was about 4-fold that of AcCHMO-M6. The AcCHMO-M10 catalyzed sulfide oxidation reaction reached 100% conversion after 16 h at 30°C, in contrast to 39.4% conversion in the case of AcCHMO-M6. These results show that the potential of this thioether monooxygenase can be significantly improved by protein engineering. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Related Products of 73590-85-9

The Article related to acinetobacter cyclohexanone monooxygenase protein engineering thermostability chiral sulfoxide, Fermentation and Bioindustrial Chemistry: Industrial Chemicals and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Gupta, Rajender P.; Larroquette, Cynthia A.; Agrawal, Krishna C. published an article in 1982, the title of the article was Potential radiosensitizing agents. 5. 2-Substituted benzimidazole derivatives.Recommanded Product: 5709-67-1 And the article contains the following content:

Benzimidazoles I [R = CH2CH(OH)CH2OMe, CH2CO2Et; R1 = CONH2, Ac, CF3, CN, SO2Me, NO2; R2, R3 = H, NO2] were prepared, e.g., by alkylation of I (R = H) with 1,2-epoxy-3-methoxypropane in the presence of K2CO3. Reaction of I (R1 = NO2, SO2Me) with the epoxide also yielded a benzimidazo[2,1-b]oxazole derivative I (R1 = NO2) showed the highest radiosensitizing activity against Chinese hamster cells (V-79) in culture. The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Recommanded Product: 5709-67-1

The Article related to benzimidazole nitro preparation radiosensitizer, radiosensitizer nitrobenzimidazole derivative, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Recommanded Product: 5709-67-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On March 19, 2020, Akahoshi, Issei; Sumikawa, Yoshitake; Furuta, Sadayoshi; Fukushima, Keiichiro; Imazu, Takuya; Kotaka, Ryota published a patent.Recommanded Product: 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid The title of the patent was Preparation of heteroaromatic amide derivative for inhibiting Nav1.7. And the patent contained the following:

The present invention relates to a compound I [X-Y = N-C or C-N; Y1-Y4 = independently single bond, -CH2-, -CH2CH2-, etc.; Z1 = single bond, -O-, -S-, etc.; ring A = monocyclic aromatic ring or bicyclic aromatic ring; R1a, R1b = independently H, halo, hydroxy, etc.; R2 = H, halo, hydroxy, etc.; R3a, R3b, R3c = independently H, halo, cyano, etc.; combination of R5a, R5b, R5c, R6a, R6b and n is selected from (1), (2), (3), etc.; (1) R5b and R5c combine to form a single bond, -CH2-, -OCH2-, etc., R5a is H, alkyl, haloalkyl, etc., R6a and R6b each is H, halo, hydroxy, etc., and n is 1 or 2 (2) R5a and R6a combine to form -CH2-, -CH2CH2-, -CH2CH2O-, etc., R5b is H, alkyl or haloalkyl, R5c and R6b each is H, halo, hydroxy, etc. (or R5c and R6b may combine to form -(CH2)p-, -O(CH2)p-, -(CH2)pO-, etc. (p = 0-3)), and n is 1 (3) R5a is H, alkyl, haloalkyl, etc., R5b is H or alkyl, R5c is H, alkyl or halo, R6a and R6b each is H, halo, alkyl, etc. (or R6a and R6b, together with the carbon atom to which they are attached, may combine to form a monocyclic ring) and n is 1 or 2; or a salt thereof]. For example, compound II was prepared via cyclization of 5-(trifluoromethyl)pyridin-2-amine with Et bromopyruvate, hydrogenation, hydrolysis and HATU-mediated amidation with 6-fluorochroman-3-amine·HCl. Compound I shows selective inhibition of Nav1.7 over Nav1.5, and is useful for the treatment of pain and various Nav1.7-related disease. The experimental process involved the reaction of 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid(cas: 1774893-22-9).Recommanded Product: 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

The Article related to heteroaromatic amide preparation voltage gated sodium channel blocker, analgesic heteroaromatic amide, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Recommanded Product: 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On September 16, 2021, Akaboshi, Kazumasa; Sumikawa, Eiken; Furuta, Sadayoshi; Imazu, Takuya; Fukushima, Keiichiro; Furutaka, Ryota published a patent.Name: 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid The title of the patent was Preparation of heteroaromatic amide derivative for inhibiting Nav1.7. And the patent contained the following:

The present invention relates to a compound I [X-Y = N-C or C-N; Y1-Y4 = independently single bond, -CH2-, -CH2CH2-, etc.; Z1 = single bond, -O-, -S-, etc.; ring A = monocyclic aromatic ring or bicyclic aromatic ring; R1a, R1b = independently H, halo, hydroxy, etc.; R2 = H, halo, hydroxy, etc.; R3a, R3b, R3c = independently H, halo, cyano, etc.; combination of R5a, R5b, R5c, R6a, R6b and n is selected from (1), (2), (3), etc.; (1) R5b and R5c combine to form a single bond, -CH2-, -OCH2-, etc., R5a is H, alkyl, haloalkyl, etc., R6a and R6b each is H, halo, hydroxy, etc., and n is 1 or 2 (2) R5a and R6a combine to form -CH2-, -CH2CH2-, -CH2CH2O-, etc., R5b is H, alkyl or haloalkyl, R5c and R6b each is H, halo, hydroxy, etc. (or R5c and R6b may combine to form -(CH2)p-, -O(CH2)p-, -(CH2)pO-, etc. (p = 0-3)), and n is 1 (3) R5a is H, alkyl, haloalkyl, etc., R5b is H or alkyl, R5c is H, alkyl or halo, R6a and R6b each is H, halo, alkyl, etc. (or R6a and R6b, together with the carbon atom to which they are attached, may combine to form a monocyclic ring) and n is 1 or 2; or a salt thereof]. For example, compound II was prepared via cyclization of 5-(trifluoromethyl)pyridin-2-amine with Et bromopyruvate, hydrogenation, hydrolysis and HATU-mediated amidation with 6-fluorochroman-3-amine·HCl. Compound I shows selective inhibition of potential-dependent sodium channel Nav1.7 over Nav1.5, and is useful for the treatment of pain and various Nav1.7-related disease including pruritus and an autonomic nerve-related disease. The experimental process involved the reaction of 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid(cas: 1774893-22-9).Name: 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

The Article related to heteroaromatic amide preparation voltage gated sodium channel blocker, analgesic heteroaromatic amide, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Name: 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On January 31, 2008, Khomenko, T. M.; Volcho, K. P.; Komarova, N. I.; Salakhutdinov, N. F. published an article.Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was An efficient procedure for the synthesis of Esomeprazole using a titanium complex with two chiral ligands. And the article contained the following:

A procedure has been proposed for the selective preparation of Esomeprazole [(S)-I] via asym. oxidation of the corresponding prochiral sulfide in the presence of a catalytic complex derived from titanium(IV) isopropoxide and two different chiral ligands, di-Et D-tartrate and (R)-N,N-dimethyl-1-phenylethanamine. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to asym preparation esomeprazole, titanium complex tartrate phenylethanamine asym preparation esomeprazole, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Doan, Sengul Dilem; Ongun, Melike published an article in 2022, the title of the article was Copper catalyzed C-N bond formation and synthesis of imidazopyridinone derivatives.Reference of 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one And the article contains the following content:

A series of novel imidazopyridinone derivatives were synthesized via copper-mediated C-N bond-forming reaction. This reaction takes place under mild conditions with high efficiency, step economy, and tolerance for a wide range of functional groups. All synthesized new compounds were analyzed by 1H NMR, 13C NMR and mass spectrometry. The experimental process involved the reaction of 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one(cas: 41010-50-8).Reference of 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

The Article related to bromopyridylphenylurea copper iodide catalyst microwave intramol cyclization, imidazopyridinone preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Reference of 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On August 31, 1997, Kang, Seok Ho; Kim, Jaheon; Kim, Jinho; Hahn, Jong Hoon; Kim, Kimoon published an article.Synthetic Route of 5709-67-1 The title of the article was Syntheses, x-ray structures and second harmonic generation efficiencies of fused ring heterocycles. And the article contained the following:

Second harmonic generation efficiencies of a number of fused ring heterocyclic compounds bearing a nitro group were measured using the Kurtz powder method. Among them, 5-nitroindole has the highest SHG efficiency, 20 times as high as that of urea reference Several 5-nitroindole derivatives were synthesized in the hope of improving the SHG efficiency. None of the derivatives, however, exhibited higher SHG efficiency than the mother compound X-ray crystal structures of some of these compounds as well as that of 5-nitroindole itself were determined In the crystal structure of 5-nitroindole the angle (θ) between the mol. charge transfer axis and the polar axis of the crystal is 52.72°, which is close to the optimum value 54.74° predicted by theory. On the other hand, crystal structures of 1,2-dimethyl-5-nitroindole and 1-ethyl-5-nitroindole revealed θ values far from the optimum one, which is consistent with their low SHG efficiencies. The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Synthetic Route of 5709-67-1

The Article related to fused heterocycle preparation crystal mol structure, second harmonic generation efficiency fused heterocycle, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Synthetic Route of 5709-67-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On September 30, 1984, Middleton, Richard W.; Monney, Hugh; Parrick, John published an article.Electric Literature of 5709-67-1 The title of the article was N-Methylation of heterocycles with dimethylformamide dimethyl acetal. And the article contained the following:

Benzimidazoles I (R = H, CF3), II (R1 = H, Me), and III (R2 = H, Me) were prepared 4,7-Dimethoxybenzimidazole was heated with HC(OMe)2NMe2 in PhMe to give I (R = H). 4,7-Dimethoxybenzimidazoline-2-thione gave III (R2 = H) and III (R2 = Me). The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Electric Literature of 5709-67-1

The Article related to methylbenzimidazole, methylation benzimidazole dmf methyl acetal, benzimidazolinone methylation dmf methyl acetal, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Electric Literature of 5709-67-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On August 17, 2006, Scott, Jeremy P. published an article.Name: 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one The title of the article was Two-step synthesis of 3-aryl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones. And the article contained the following:

One-pot tandem palladium-catalyzed amination and intramol. amidation of tert-Bu (2-chloropyridin-3-yl)carbamate with substituted primary anilines allows for the preparation of 3-arylated 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones (49-90% yield) in two steps from com. available materials. The experimental process involved the reaction of 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one(cas: 41010-50-8).Name: 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

The Article related to chloropyridinylcarbamate primary aniline tandem amination intramol amidation, imidazopyridinone dihydro preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Name: 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem