Month: November 2022

On March 1, 2007, McCormick, Kevin D.; Boyce, Christopher W.; Shih, Neng-Yang; Aslanian, Robert G.; Mangiaracina, Pietro; De Lera Ruiz, Manuel; Yu, Younong; Biju, Purakkattle J.; Huang, Chia-Yu; Liang, Bo; Liu, Ruiyan; Liu, Rong-Qiang; Guise-Zawacki, Lisa published a patent.Category: imidazoles-derivatives The title of the patent was Preparation of imidazolylmethylbenzoxazines and related compounds as α2c adrenoreceptor agonists.. And the patent contained the following:

Title compounds [I; A = (substituted) 5-membered heterocyclyl; X = O, S, SO, SO2, NR6; J1-J4 = N, NO, CR2; R2 = H, OH, halo, cyano, NO2, (substituted) alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, heterocyclyl, etc.; R3 = H, O, (substituted) alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, aryl, heteroaryl, heterocyclyl, etc.; R4 = H, cyano, (substituted) alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, aryl, aryloxy, aralkyl, heteroaryl, heterocyclyl, etc.; R6 = H, (substituted) alkyl, alkoxy, alkenyl, alkenyloxy, cycloalkyl, aryl, aryloxy, aralkyl, heteroaryl, heterocyclyl, heterocyclylalkyl, etc.; m = 1-5; n = 1-3; p = 0-4; with provisos], were prepared Thus, 2,3-dihydro-1,4-benzoxazine was stirred with imidazole-4-carboxaldehyde, NaBH(OAc)3, and HOAc in dichloroethane at 60° overnight to give 50% title compound (II). II and other I showed α2c adrenoreceptor agonist activity at ≥30% Emax (GTPγS assay). The experimental process involved the reaction of 5-Bromo-1H-imidazole-4-carbaldehyde(cas: 50743-01-6).Category: imidazoles-derivatives

The Article related to imidazolylmethylbenzoxazine preparation adrenoreceptor agonist, rhinitis nasal congestion pain diarrhea glaucoma treatment benzoxazine imidazolylmethyl, Heterocyclic Compounds (More Than One Hetero Atom): Oxazines (Including Morpholine) and other aspects.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On February 14, 2008, McCormick, Kevin D.; Boyce, Christopher W.; Shih, Neng-Yang; Huang, Chia-Yu; Aslanian, Robert G.; Fevrier, Salem; Liang, Bo; Liu, Rong-Qiang; Liu, Ruiyan; Mangiaracina, Pietro; De Lera Ruiz, Manuel; Yu, Younong; Guise-Zawacki, Lisa; Zheng, Junying published a patent.SDS of cas: 50743-01-6 The title of the patent was Preparation of imidazolylmethylbenzoxazines and related compounds as α2c adrenoreceptor agonists.. And the patent contained the following:

Title compounds [I; A = (substituted) 5-membered heterocyclyl; X = O, S, SO, SO2, NR6; J1-J4 = N, NO, CR2; R2 = H, OH, halo, cyano, NO2, (substituted) alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, heterocyclyl, etc.; R3 = H, O, (substituted) alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, cycloalkyl, aryl, heteroaryl, heterocyclyl, etc.; R4 = H, cyano, (substituted) alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, aryl, aryloxy, aralkyl, heteroaryl, heterocyclyl, etc.; R6 = H, (substituted) alkyl, alkoxy, alkenyl, alkenyloxy, cycloalkyl, aryl, aryloxy, aralkyl, heteroaryl, heterocyclyl, heterocyclylalkyl, etc.; m = 1-5; n = 1-3; p = 0-4; with provisos], were prepared Thus, 2,3-dihydro-1,4-benzoxazine was stirred with imidazole-4-carboxaldehyde, NaBH(OAc)3, and HOAc in dichloroethane at 60° overnight to give 50% title compound (II). II and other I showed α2c adrenoreceptor agonist activity at ≥30% Emax (GTPγS assay). 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 imidazolylmethylbenzoxazine preparation adrenoreceptor agonist, rhinitis nasal congestion pain diarrhea glaucoma treatment benzoxazine imidazolylmethyl, Heterocyclic Compounds (More Than One Hetero Atom): Oxazines (Including Morpholine) and other aspects.SDS of cas: 50743-01-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On July 31, 2022, Karuk Elmas, Sukriye Nihan; Karagoz, Abdurrahman; Arslan, Fatma Nur; Yilmaz, Ibrahim published an article.Synthetic Route of 5036-48-6 The title of the article was Propylimidazole Functionalized Coumarin Derivative as Dual Responsive Fluorescent Chemoprobe for Picric Acid and Fe3+ Recognition: DFT and Natural Spring Water Applications. And the article contained the following:

A propylimidazole functionalized coumarin derivative (IPC) was fabricated for the first time and applied as a dual responsive fluorescent chemoprobe for sensitive and selective recognition of picric acid (PA) and Fe3+. Strong fluorescence quenching phenomena of the IPC were observed in H2O/ACN (5/95, volume/volume) medium (λem=408 nm) upon the additions of Fe3+ or PA. The fabricated dual responsive IPC offered good selectivity and sensitivity with the low limit of detection values (0.92μM for PA and 0.22μM for Fe3+) lower than the acceptable amounts of Fe3+ and PA by the international official authorities. The validation study for the chemoprobe IPC for PA and Fe3+ was also performed. The interaction phenomena of IPC with PA and Fe3+ based on the findings of a range of experiments were considered and DFT computations were done to verify their recognition mechanisms. The sensing phenomena of IPC towards PA (1:1) and Fe3+ (3:1) were confirmed by the MALDI TOF-MS, FT-IR, 1H-NMR titration and Job’s methods. Furthermore, the compound IPC was effectively applied as a fluorescent sensor for Fe3+ and PA detection in real natural spring water samples. The experimental process involved the reaction of N-(3-Aminopropyl)-imidazole(cas: 5036-48-6).Synthetic Route of 5036-48-6

The Article related to propylimidazole coumarin preparation picricacid iron natural water fluorescent sensor, coumarin, dft, fluorescent sensor, iron, natural water, picric acid, Optical, Electron, and Mass Spectroscopy and Other Related Properties: Luminescence and other aspects.Synthetic Route of 5036-48-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Fu, Zi-Hao; Tian, Hao-Dong; Ni, Shao-Fei; Wright, James S.; Li, Ming; Wen, Li-Rong; Zhang, Lin-Bao published an article in 2022, the title of the article was Scalable selective electrochemical oxidation of sulfides to sulfoxides.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

An electrochem. protocol for the selective oxidation of sulfides RSR1 (R = Ph, 2-bromophenyl, pyridin-2-yl, etc.; R1 = Me, 3-hydroxypropyl, cyclohexyl, etc.) and e.g., dibenzothiophene to sulfoxides RS(O)R1 and dibenzothiophene sulfoxide has been developed in NaCl that plays a dual role: (1) as an electrolyte for the electrochem. transformations and (2) as a redox mediator to avoid oxidation of sensitive functional groups. Instead of a traditional oxidant, this methodol. utilized traceless electrons as an ideal oxidant using anodic oxidation to access sulfoxides in good to excellent yields at ambient temperature This metal-free electrochem. protocol is simple, environmentally friendly, and compatible with various sensitive functional groups using mixed acetone/water as the green solvent. Moreover, the cost-effective graphite felt electrodes can be reused up to ten times without loss of electrochem. activity. The methodol. could be easily conducted on a gram or even a decagram scale. 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 sulfoxide preparation green chem, sulfide scalable electrochem oxidation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Esfandyari, Maryam; Heravi, Majid; Oskooie, Hossein; Fotouhi, Lida; Tajbakhsh, Mahmood; Bamoharram, Fatemeh published an article in 2017, the title of the article was H3PW12O40: an efficient and green catalyst for the facile and selective oxidation of sulfides to sulfoxides, applied to the last step of the synthesis of omeprazole.Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

Omeprazole, (6-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl)-1H-benzimidazole) is a well-established prescribed drug, exhibits proton pump inhibitor activity. In this work, a novel, facile, economical and selective oxidation approach using H3PW12O40 as Keggin type heteropolyacids along with H2O2 in the last step of the conventional synthesis of this compound as well as its derivatives under environmental-benign conditions, is reported. This protocol can be well adopted for pilot plant scale giving a high pure pharmacopeia grade material. Our synthetic route involves the use of various heteropolyacids as heterogeneous catalysts. Due to the obtained results, it was concluded that Keggin type heteropolyacid , is an effective catalyst for this purpose. The optimized condition for the last step of this synthesis was applied to the synthesis of lansoprazole, pantoprazole, and rabeprazole. 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 In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

The Article related to heteropolyacid omeprazole sulfoxide oxidation green catalyst proton pump inhibitor, Catalysis, Reaction Kinetics, and Inorganic Reaction Mechanisms: Catalytic Reactions and other aspects.Application In Synthesis of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On November 15, 2013, Dai, Wen; Li, Jun; Chen, Bo; Li, Guosong; Lv, Ying; Wang, Lianyue; Gao, Shuang published an article.Related Products of 73590-85-9 The title of the article was Asymmetric Oxidation Catalysis by a Porphyrin-Inspired Manganese Complex: Highly Enantioselective Sulfoxidation with a Wide Substrate Scope. And the article contained the following:

The first genuinely promising porphyrin-inspired manganese-catalyzed asym. sulfoxidation method using hydrogen peroxide has been successfully developed, allowing for rapidly oxidation (0.5-1.0 h) of a wide variety of sulfides in high yields with excellent enantioselectivities (up to >99% ee). E.g., in presence of Mn(OTf)2, AcOH, and the porphyrin-inspired ligand (I), asym. oxidation of 3-ClC6H4SMe by hydrogen peroxide gave 82% sulfoxide (II, 97% ee). 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 manganese ligand catalyst asym oxidation sulfide, enantioselective synthesis sulfoxide, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Jiang, Tuo; Bordi, Samuele; McMillan, Angus E.; Chen, Kuang-Yen; Saito, Fumito; Nichols, Paula L.; Wanner, Benedikt M.; Bode, Jeffrey W. published an article in 2021, the title of the article was An integrated console for capsule-based, automated organic synthesis.Application In Synthesis of N-(3-Aminopropyl)-imidazole And the article contains the following content:

Using a combination of reagent design, hardware engineering and a simple operating system, an instrument capable of executing complex organic reactions with prepacked capsules was provided. The machine conducted coupling reactions and delivered the purified products with minimal user involvement. Two desirable reaction classes – the synthesis of saturated N-heterocycles and reductive amination – were implemented, along with multi-step sequences that provided drug-like organic mols. in a fully automated manner. This system would serve as a console for developers to provide synthetic methods as integrated, user-friendly packages for conducting organic synthesis in a safe and convenient fashion. The experimental process involved the reaction of N-(3-Aminopropyl)-imidazole(cas: 5036-48-6).Application In Synthesis of N-(3-Aminopropyl)-imidazole

The Article related to saturated heterocycle preparation, aldehyde amine capsule based automated organic synthesis, Heterocyclic Compounds (More Than One Hetero Atom): Eight- and Higher-Membered Rings and other aspects.Application In Synthesis of N-(3-Aminopropyl)-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Dai, Wen; Li, Guosong; Wang, Lianyue; Chen, Bo; Shang, Sensen; Lv, Ying; Gao, Shuang published an article in 2014, the title of the article was Enantioselective oxidation of sulfides with H2O2 catalyzed by a pre-formed manganese complex.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:

A variety of sulfide substrates e.g., aryl alkyl, aryl benzyl, cyclic sulfides were oxidized to form their chiral sulfoxides in high yields (up to 95%) and excellent enantioselectivities (>99% ee) in presence of H2O2, pre-formed Mn complex and catalytic amount of adamantoic acid in CH3CN/isopropanol. This synthetic process was environment friendly and the practical utility of the method was demonstrated by the synthesis of esomeprazole and albendazole sulfoxide (ABZO). 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 sulfide manganese complex carboxylic acid catalyst enantioselective oxidation, sulfoxide preparation green chem, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Safety of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Xu; Zhou, Rui; Qi, Zhengyuan; Chen, Liping; Yu, Lei published an article in 2022, the title of the article was PhSe(O)OH/Al(NO3)3-Catalyzed selectivity controllable oxidation of sulphide owing to the synergistic effect of Se, Al3+ and nitrate.Application of 73590-85-9 And the article contains the following content:

Selective oxidation of sulfides to produce sulfoxides or sulfones is a key technique in industry. In this paper, authors found that the reaction could be catalyzed by a PhSe(O)OH/Al(NO3)3 system in ethanol under mild conditions using H2O2 as the green oxidant. Interestingly, the reaction selectivity could be controlled by adjusting the employed H2O2 amount, affording a potentially applicable method for large scale productions. The synergistic effect of Se, Al3+ and nitrate is the key factor for the reaction. 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 sulfoxide sulfone preparation phenylseleninic acid aluminum nitrate catalyst, sulfide selective oxidation hydrogen peroxide green oxidant, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Application of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Anselmi, Silvia; Liu, Siyu; Kim, Seong-Heun; Barry, Sarah M.; Moody, Thomas S.; Castagnolo, Daniele published an article in 2021, the title of the article was A mild and chemoselective CALB biocatalysed synthesis of sulfoxides exploiting the dual role of AcOEt as solvent and reagent.Related Products of 73590-85-9 And the article contains the following content:

A mild, chemoselective and sustainable CALB-biocatalyzed sulfoxidation of sulfides using AcOEt with a dual role of more environmentally friendly reaction solvent and enzyme substrate is reported. A series of sulfoxides Ar(CH2)nS(O)R [Ar = Ph, 4-MeC6H4, 2-ClC6H4, etc., R = Me, Et, n-Pr, etc., n = 0, 1], including the drug omeprazole, were synthesized in high yields and with excellent E-factors. 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 sulfoxide green preparation chemoselective candida antarctica lipase b catalyst, sulfide sulfoxidation candida antarctica lipase b biocatalyst, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Sulfoxides and Sulfones and other aspects.Related Products of 73590-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem