Category: imidazoles-derivatives

On June 30, 2006, Yutilov, Yu. M.; Smolyar, N. N.; Lomov, D. A. published an article.Reference of 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one The title of the article was Synthesis of 1- and 3-substituted imidazo[4,5-b]pyridin-2-ones. And the article contained the following:

1- And 3-Substituted imidazo[4,5-b]pyridin-2-ones were synthesized by heating equimolar amounts of 3-amino-2-chloropyridine or 2-chloro-3-methylaminopyridine, urea, and the corresponding arylamine at 150-210°. The reaction of 3-amino-2-chloropyridine with urea and p-phenylenediamine or p,p’-diaminobiphenyl at a ratio of 2:2:1 under analogous conditions gave 1,4-bis-(2-oxoimidazo[4,5-b]pyridin-3-yl)benzene or 1,4-bis(2-oxoimidazo[4,5-b]pyridin-3-yl)biphenyl, resp. 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 cyclization aminochloropyridine urea arylamine preparation imidazopyridinone, 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 September 23, 2021, Kim, Young Kwan; Jo, Min Mi; Park, Jun published a patent.Safety of (1-Ethyl-1H-imidazol-5-yl)methanamine dihydrochloride The title of the patent was Preparation of GLP-1 receptor agonist for treatment or prophylaxis of various metabolic diseases. And the patent contained the following:

The present invention relates to a novel compound I [A = (CH2)m, O, N(Ra) where m = 1-3; Ra = hydrogen, alkyl; R1 = (cycloalkyl)alkyl, (heterocycloalkyl)alkyl, arylalkyl, heteroarylalkyl; R2-R4 = hydrogen, deuterium, halogen, etc.; n = 1-4; Z1-Z7 = CH, CF, CCl, CBr, CI, N; isomer or pharmaceutically acceptable salt thereof] useful as an agent for treatment or prophylaxis of various metabolic diseases such as obesity or diabetes and hyperlipidemia, by means of excellent GLP-1 agonist activity and an excellent DMPK profile. For example II was prepared and exhibited EC50 of 0.007 nM against GLP-1R. The experimental process involved the reaction of (1-Ethyl-1H-imidazol-5-yl)methanamine dihydrochloride(cas: 1255717-13-5).Safety of (1-Ethyl-1H-imidazol-5-yl)methanamine dihydrochloride

The Article related to preparation glp 1 receptor agonist treatment prophylaxis metabolic disease, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Safety of (1-Ethyl-1H-imidazol-5-yl)methanamine dihydrochloride

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.Quality Control of 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid The title of the patent was Preparation of novel heteroaromatic amide derivatives and medicines containing them. And the patent contained the following:

The present invention provides novel heteroaromatic amide derivatives I [X1-X2 = N-C or C-N; Y1, Y2, Y3 and Y4 = independently single bond, -CH2-, -CR4aH-, CR4bH-, NR4c-, -O-, etc.; Z1 = single bond, -O-, -S-, etc.; ring A = a 3-7-membered monocyclic aromatic ring or an 8-12-membered bicyclic aromatic ring; R1a and R1b = H, halogen, alkyl, etc.; R2 = H, halogen, OH, etc.; R3a, R3b and R3c = independently H, halogen, CN, (un)substituted C1-6 alkyl, (un)substituted C1-6 haloalkyl, etc.; R4a, R4b, and R4c = independently (un)substituted C1-6 haloalkyl or C1-6 haloalkoxy, etc.; R5a = H, alkyl, etc.; R5b = H, alkyl, etc.; R5c = H, alkyl, etc.; R5a and R5b can join together to form -CH2O- or the like; R6a and R6b = independently H, halogen, alkyl, etc.; n = 1 or 2] and medicines containing them. For example, compound II (preparation given) was coupled with compound III to provide compound IV. The invention compounds selectively inhibit Nav1.7 rather than Nav1.5, and they are highly effective for various diseases associated with Nav1.7 such as pain. 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).Quality Control of 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

The Article related to heteroaromatic amide derivative preparation nav inhibitor pain treatment, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Quality Control of 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On October 29, 2014, Duan, Hongdong; Xu, Ting; Bu, Juan published a patent.Application In Synthesis of 2-Nitro-1H-benzo[d]imidazole The title of the patent was Benzimidazolylbenzaldehyde p-phenylenediamine Schiff base, its preparation method and application in fluorescence material and sensor. And the patent contained the following:

The invention disclosed a kind of benzimidazolylbenzaldehyde p-phenylenediamine Schiff base, its preparation method and application in fluorescence material and sensor. The claimed benzimidazolylbenzaldehyde p-phenylenediamine Schiff base is shown in structure I (R = H, F, Cl, NO2, OH, CN). The claimed compound is prepared with benzimidazole or benzimidazole derivative and p-fluorobenzaldehyde via N-C coupling to obtain 4-benzimidazolylbenzaldehyd or its derivative, then condensation with p-phenylenediamine to generate the Schiff base product. The obtained compound has the advantages of conjugated and rigid plane structure with good fluorescence performance and metal ion selectivity. The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Application In Synthesis of 2-Nitro-1H-benzo[d]imidazole

The Article related to benzimidazolylbenzaldehyde phenylenediamine schiff base preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Application In Synthesis of 2-Nitro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On September 30, 2009, Yang, Chuanbo; Jin, Qingping; Zhang, Hua; Liao, Jian; Zhu, Jin; Yu, Bin; Deng, Jingen published an article.Product Details of 73590-85-9 The title of the article was Tetra(tetraalkylammonium)octamolybdate catalysts for selective oxidation of sulfides to sulfoxides with hydrogen peroxide. And the article contained the following:

A method for the synthesis of the title compounds [i.e., tetrabutylammonium octamolybdate and tetrakis(1-butylpyridinium) octamolybdate] is reported here. Tetra(tetraalkylammonium)octamolybdate catalysts are successfully applied in the selective oxidation of various sulfides to sulfoxides with 30% aqueous hydrogen peroxide as oxidant under mild reaction conditions in 94-100% yield and 95-100% selectivity. The octamolybdate catalysts show high catalytic activity in a high ratio of substrate to catalyst (up to 10000:1) and are recyclable, with actively functional groups, including hydroxyl group and C:C bonds, tolerated in the oxidation The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Product Details of 73590-85-9

The Article related to octamolybdate ammonium preparation oxidation sulfoxidation catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Product Details of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 2, 2009, Li, Xie; Du, Youguo; Zong, Zaiwei; Chen, Xiangfeng published an article.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Research on synthesis of S-(-)-omeprazole sodium. And the article contained the following:

A method for the synthesis of the title compound [i.e., 6-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole sodium salt (1:1)] is reported here. (-)-Omeprazole was prepared from 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methylthio]benzimidazole (i.e., a sulfide derivative) and cumene hydroperoxide by an asym. oxidation method. The product was treated with sodium hydroxide to give S-(-)-omeprazole sodium. 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 proton pump inhibitor s omeprazole sodium asym oxidation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On July 20, 2018, Bong, Yong Koy; Song, Shiwei; Nazor, Jovana; Vogel, Michael; Widegren, Magnus; Smith, Derek; Collier, Steven J.; Wilson, Rob; Palanivel, S. M.; Narayanaswamy, Karthik; Mijts, Ben; Clay, Michael D.; Fong, Ryan; Colbeck, Jeff; Appaswami, Amritha; Muley, Sheela; Zhu, Jun; Zhang, Xiyun; Liang, Jack; Entwistle, David published an article.Electric Literature of 73590-85-9 The title of the article was Baeyer-Villiger Monooxygenase-Mediated Synthesis of Esomeprazole As an Alternative for Kagan Sulfoxidation. And the article contained the following:

A wild-type Baeyer-Villiger monooxygenase was engineered to overcome numerous liabilities to mediate a com. oxidation of pyrmetazole to esomeprazole, using air as the terminal oxidant in an almost exclusively aqueous reaction matrix. The developed enzyme and process compares favorably to the incumbent Kagan inspired chemocatalytic oxidation, as esomeprazole was isolated in 87% yield, in >99% purity, with an enantiomeric excess of >99%. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Electric Literature of 73590-85-9

The Article related to baeyer villiger monooxygenase esomeprazole preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Electric Literature of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On December 14, 2016, Tang, Long; Yin, Yue; Feng, Xiaoqing published a patent.Synthetic Route of 41010-50-8 The title of the patent was Method for synthesizing Pirenzepine hydrochloride key intermediate. And the patent contained the following:

The title method comprises the steps of: conducting rearrangement reaction on 1,3-dihydro-3-phenyl-2H-imidazo[4,5-B]pyridine-2-one under the action of an acidic catalyst to generate 5,11-dihydro-6H-pyrido[2,3-B][1,4]benzodiazepine-6-one, extracting with Et acetate, drying with anhydrous magnesium sulfate, and recrystallizing with anhydrous ethanol-petroleum ether mixed solvent. The method has the advantages of simple process and raw materials, little pollution, and high yield (above 99%), and recycles Et acetate and acidic catalyst, so as to save cost and protect environment. The experimental process involved the reaction of 3-Phenyl-1H-imidazo[4,5-b]pyridin-2(3H)-one(cas: 41010-50-8).Synthetic Route of 41010-50-8

The Article related to dihydro pyrido benzodiazepinone preparation, Heterocyclic Compounds (More Than One Hetero Atom): Diazepines and other aspects.Synthetic Route of 41010-50-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On August 31, 2008, Koneva, E. A.; Khomenko, T. M.; Kurbakova, S. Yu.; Komarova, N. I.; Korchagina, D. V.; Volcho, K. P.; Salakhutdinov, N. F.; Tolstikov, A. G.; Tolstikov, G. A. published an article.Recommanded Product: 73590-85-9 The title of the article was Synthesis of optically active omeprazole by catalysis with vanadyl complexes with chiral Schiff bases. And the article contained the following:

A new method for the preparation of optically active omeprazole I via asym. oxidation of the corresponding sulfide with the use of vanadyl complexes with chiral Schiff bases as the catalysts has been elaborated. The best yields and enantioselectivity of the oxidation were achieved using the complex of VO(acac)2 with ligand II. 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: 73590-85-9

The Article related to enantioselective omeprazole preparation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Recommanded Product: 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 10, 2009, Wan, Huan; Fang, Feng; Duan, Mei-Li; Xu, Xu; Ji, Ya-Fei published an article.Reference of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole The title of the article was Synthesis of 6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole (omeprazole). And the article contained the following:

A method for the synthesis of the title compound [i.e., 6-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole, omeprazole] is reported here. Omeprazole is a proton pump inhibitor. A one-pot method was performed for the oxidation and nitration of of 2,3,5-trimethylpyridine to provide 2,3,5-dimethylpyridine N-oxide. The chlorination of that intermediate gave 2-(chloromethyl)-3,5-dimethyl-4-nitropyridine 1-oxide. A reaction of this chloromethyl compound with 2-mercapto-5-methoxybenzimidazole in the presence of excess sodium methoxide simultaneously achieved a condensation and methoxylation to give 6-methoxy-2-[[(4-methoxy-3,5-dimethyl-1-oxido-2-pyridinyl)methyl]thio]-1H-benzimidazole. The target compound was formed by deoxidation with phosphorus trichloride and the oxidation with sodium perborate in an overall yield of 48.7%. The structures of the intermediates and omeprazole were confirmed by 1H NMR and MS. 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 omeprazole preparation, 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