Category: 1003-21-0

Penn, Kyle R.; Anders, Evan J.; Lindsay, Vincent N. G. published the artcile< Expedient Synthesis of Bis(imidazolium) Dichloride Salts and Bis(NHC) Complexes from Imidazoles Using DMSO as a Key Polar Additive>, Related Products of 1003-21-0, the main research area is alkanediimidazolium salt preparation cyclometalation gold silver palladium chloride; palladium alkanebisimidazolylidene complex; silver alkanebisimidazolylidene complex preparation; gold alkanebisimidazolylidene complex preparation; imidazole condensation reaction alkanedichloride.

A general approach for the synthesis of bis(imidazolium) dichloride salts from imidazoles and dichloroalkanes is reported. Typical limitations of this reaction for the formation of methylene-bridged derivatives are addressed herein through the use of excess CH2Cl2 in the presence of DMSO as a polar cosolvent, significantly improving the conversion rates presumably via stabilization of the initial SN2 transition state. The method also is applicable to the formation of bis(pyridinium) dichloride salts from pyridine derivatives, and to the direct synthesis of metal-bis(NHC) complexes from imidazoles.

Organometallics published new progress about Carbene complexes Role: SPN (Synthetic Preparation), PREP (Preparation) (Pd, Ag and Au alkanebis(imidazolylidene) complexes). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Related Products of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

El Borai, M.; Moustafa, A. H.; Anwar, M.; Abdel Hay, F. I. published the artcile< Synthesis of halogen derivatives of N-methylimidazole>, Category: imidazoles-derivatives, the main research area is halogenation methylimidazole; halomethylimidazole; imidazole halo methyl.

1-Methylimidazole (I) was converted to 2-halo-, 2,5-dihalo-, 5-halo-, 2,4-dihalo-, 4,5-dihalo-, 4-halo-, and 2,4,5-trihalo-1-methylimidazoles. I was treated with BuLi and Br2 to give 2-bromo-1-methylimidazole. The reaction of I with N-bromosuccinimide gave 5-bromo-1-methylimidazole. I reacted with iodine and HIO3 to give 4,5-diiodo-1-methylimidazole.

Polish Journal of Chemistry published new progress about Halogenation. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Barlin, Gordon B.; Batterham, Thomas J. published the artcile< The proton magnetic resonance spectra of some diazoles, triazoles, and tetrazoles>, Application of C4H5BrN2, the main research area is NMR AZOLES; TRIAZOLES NMR; DIAZOLES NMR; AZOLES NMR; TETRAZOLES NMR; PROTONATION METHYLIMIDAZOLES; IMIDAZOLES PROTONATION.

The N.M.R. spectra of various charged species from 33 azoles have been measured. In N-methyl-imidazoles and -1,2,4-triazoles the sites of protonation have been determined, and the cations appear to be stabilized by amidinium type resonance. Solvent effects are discussed. 27 references.

Journal of the Chemical Society [Section] B: Physical Organic published new progress about NMR (nuclear magnetic resonance). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Application of C4H5BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thripuram, Vijaya Durga; Bollikolla, Hari Babu; Reddy Mule, Siva Nagi; Battula, Sailaja Kumari; Ala, Vasu Babu published the artcile< A Novel Approach for Substitution of Sulfonate Group by (1H)-imidazole moiety: An Application for Synthesis of Novel Benzyl Imidazolylcarbamates>, SDS of cas: 1003-21-0, the main research area is benzyl imidazolylcarbamate preparation.

An efficient and convenient substitution protocol was developed for the synthesis of novel benzyl (1-methyl-1H-imidazol-5-yl) (aryl) Me carbamate derivatives from alpha-amido sulfones with a solution 5-bromo-1-methyl-(1H)-imidazole in THF under Hexamethylphosphoramide (HMPA) and t-BuLi medium at -78° to room temperature The reactions were monitored with TLC for about 3-4 h.The yields obtained were also considerably good.

Letters in Organic Chemistry published new progress about Aromatic carbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, SDS of cas: 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Collins, Mark A.; Hudak, Valerie; Bender, Reinhold; Fensome, Andrew; Zhang, Puwen; Miller, Lori; Winneker, Richard C.; Zhang, Zhiming; Zhu, Yuan; Cohen, Jeffrey; Unwalla, Rayomond J.; Wrobel, Jay published the artcile< Novel pyrrole-containing progesterone receptor modulators>, Synthetic Route of 1003-21-0, the main research area is indolone pyrrolyl preparation progesterone receptor agonist antagonist; benzoxazinone pyrrolyl preparation progesterone receptor agonist antagonist.

A series of 1,4-dihydro-2H-[d][3,1]-benzoxazin-2-one and 1,3-dihydro-[3H]-indol-2-one containing 6- or 5-, resp., appended substituted pyrrole moieties were synthesized and evaluated for their ability to modulate the activity of the progesterone receptor (PR). Key structural changes to the pyrrole moieties of these mols. were shown to have a predictive influence as to whether the compounds behaved as PR agonists or antagonists. Compounds with the 5′-cyano-2′-pyrrole moiety were shown to be potent PR agonists (EC50’s of 1.1, 1.8, and 2.8 nM, resp.). Compounds with the 5′-nitro-2′-pyrrole moiety were shown to be PR antagonists (IC50’s of 180 and 36 nM, resp.).

Bioorganic & Medicinal Chemistry Letters published new progress about Progesterone receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Synthetic Route of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Sarkar, Satavisha; Banerjee, Arghya; Yao, Wang; Patterson, Eric V.; Ngai, Ming-Yu published the artcile< Photocatalytic Radical Aroylation of Unactivated Alkenes: Pathway to β-Functionalized 1,4-, 1,6-, and 1,7-Diketones>, Related Products of 1003-21-0, the main research area is unsym diketone preparation photoredox catalysis; aroyl chloride unactivated alkene aroylation photochem; 1,n-diketones; aroylation; migration; photoredox catalysis; unactivated alkenes.

The development of a photocatalytic strategy for the synthesis of β-functionalized unsym. 1,4-, 1,6-, and 1,7-diketones from aroyl chlorides and unactivated alkenes at room temperature is reported. The mild reaction conditions not only tolerate a wide range of functional groups and structural moieties, but also enable migration of a variety of distal groups including (hetero)arenes, nitrile, aldehyde, oxime derivative, and alkene. The efficiency of chirality transfer, factors that control the distal-group migration, and synthesis of carbocycles and heterocycles from the diketones are also described. Mechanistic studies suggest a reaction pathway involving a photocatalytic radical aroylation of unactivated alkenes followed by a distal-group migration, oxidation, and deprotonation to afford the desired diketones.

ACS Catalysis published new progress about Alcohols, unsaturated Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (tertiary). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Related Products of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Li, Yongtao; Lin, Wenwei; Wright, William C.; Chai, Sergio C.; Wu, Jing; Chen, Taosheng published the artcile< Building a Chemical Toolbox for Human Pregnane X Receptor Research: Discovery of Agonists, Inverse Agonists, and Antagonists Among Analogs Based on the Unique Chemical Scaffold of SPA70>, Synthetic Route of 1003-21-0, the main research area is pregnane X receptor agonist antagonist inverse agonist SPA70 analog.

Pregnane X receptor (PXR) plays roles in detoxification and other physiol. processes. PXR activation may enhance drug metabolism (leading to adverse drug reactions) or inhibit inflammation. Therefore, PXR agonists, antagonists, and inverse agonists may serve as research tools and drug candidates. However, a specific PXR modulator with an associated structure-activity relationship is lacking. Based on the scaffold of specific human PXR (hPXR) antagonist SPA70 (10), we developed 81 SPA70 analogs and evaluated their receptor-binding and cellular activities. Interestingly, analogs with subtle structural differences displayed divergent cellular activities, including agonistic, dual inverse agonistic and antagonistic, antagonistic, and partial agonistic/partial antagonistic activities (as in compounds 111, 10, 97, and 42, resp.). We generated a pharmacophore model that represents 81 SPA70 analogs, and docking models that correlate strong interactions between the compounds and residues in the AF-2 helix with agonistic activity. These compounds are novel chem. tools for studying hPXR.

Journal of Medicinal Chemistry published new progress about Cytotoxicity. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Synthetic Route of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Pohida, Katherine; Maloney, David J.; Mott, Bryan T.; Rai, Ganesha published the artcile< Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl>, Related Products of 1003-21-0, the main research area is Sonogashira coupling palladium DTBNpP crotyl catalyzed.

A novel application of [DTBNpP] Pd(crotyl)Cl (DTBNpP = di-tert-butylneopentylphosphine) (P2), an air-stable, com.-available palladium precatalyst that allows rapid access to a mono-ligated state, has been identified for room temperature, copper-free Sonogashira couplings of challenging aryl bromides and alkynes. The mild reaction conditions with TMP in DMSO afford up to 97% yields, excellent functional group tolerability, and broad reaction compatibility with access to one-pot indole formation.

ACS Omega published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Related Products of 1003-21-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Asoh, Kohsuke; Kohchi, Masami; Hyoudoh, Ikumi; Ohtsuka, Tatsuo; Masubuchi, Miyako; Kawasaki, Kenichi; Ebiike, Hirosato; Shiratori, Yasuhiko; Fukami, Takaaki A.; Kondoh, Osamu; Tsukaguchi, Toshiyuki; Ishii, Nobuya; Aoki, Yuko; Shimma, Nobuo; Sakaitani, Masahiro published the artcile< Synthesis and structure-activity relationships of novel benzofuran farnesyltransferase inhibitors>, Name: 5-Bromo-1-methyl-1H-imidazole, the main research area is benzofuran imidazolyl preparation farnesyltransferase inhibitor.

A series of imidazolylbenzofuran-based farnesyltransferase inhibitors have been designed and synthesized as antitumor agents. Among them, I showed the most potent enzyme inhibitory activity (IC50 = 1.1 nM) and antitumor activity in human cancer xenografts in mice.

Bioorganic & Medicinal Chemistry Letters published new progress about Crystal structure. 1003-21-0 belongs to class imidazoles-derivatives, and the molecular formula is C4H5BrN2, Name: 5-Bromo-1-methyl-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ren, Yun-lai; Wang, Qian; Tian, Xin-zhe; Wang, Bin-yu; Wang, Pei published the artcile< Nitrogen dioxide-catalyzed oxidative bromination of benzenes and naphthalines with electron-donating substituents at room temperature>, Recommanded Product: 5-Bromo-1-methyl-1H-imidazole, the main research area is aryl bromide preparation oxidative bromination arene nitrogen dioxide catalyst.

Oxidative bromination of benzenes and naphthalines with electron-donating substituents was investigated by using 8.2% nitrogen dioxide as the catalyst, the residual oxygen in the reaction tube as the oxidant, and mol. bromine as the brominating reagent at room temperature The used heavy metal waste-free catalyst can be easily removed from the products and scarcely stains the final products. But a small amount of byproduct from the nitration of the benzene ring was observed, which led to the consumption of nitrogen dioxide. The reaction is highly atom economic, and a majority of bromine atoms in bromine source were transferred to the bromination products. The bromination was controllable: mono- and di-bromination products were controllably obtained by changing the loading amount of the brominating reagent. Preliminary mechanistic investigation suggests that the bromination firstly undergoes the reaction between mol. bromine and aromatic ring to give aryl bromide and HBr, which is followed by oxygenation of the resulting bromine hydride to form the reactive bromine under the catalysis of the catalytic species.

Fenzi Cuihua published new progress about Aromatic hydrocarbons 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