Month: October 2022

Akester, Jessica N.; Njaria, Paul; Nchinda, Aloysius; Le Manach, Claire; Myrick, Alissa; Singh, Vinayak; Lawrence, Nina; Njoroge, Mathew; Taylor, Dale; Moosa, Atica; Smith, Anthony J.; Brooks, Elizabeth J.; Lenaerts, Anne J.; Robertson, Gregory T.; Ioerger, Thomas R.; Mueller, Rudolf; Chibale, Kelly published the artcile< Synthesis, Structure-Activity Relationship, and Mechanistic Studies of Aminoquinazolinones Displaying Antimycobacterial Activity>, Safety of 2-Amino-4-bromobenzoic acid, the main research area is aminoquinazolinone preparation Mycobacterium tuberculosis pharmacokinetic SAR Suzuki antimycobacterial; 2-aminoquinazolinones; Mycobacterium tuberculosis; drug discovery; tuberculosis.

Phenotypic whole-cell screening against Mycobacterium tuberculosis (Mtb) in glycerol-alanine-salts supplemented with Tween 80 and iron (GASTE-Fe) media led to the identification of a 2-aminoquinazolinone hit compound, sulfone which was optimized for solubility by replacing the sulfone moiety with a sulfoxide I. The synthesis and structure-activity relationship (SAR) studies identified several compounds with potent antimycobacterial activity, which were metabolically stable and noncytotoxic. Compound I displayed favorable in vitro properties and was therefore selected for in vivo pharmacokinetic (PK) studies where it was found to be extensively metabolized to the sulfone. Both derivatives exhibited promising PK parameters; however, when I was evaluated for in vivo efficacy in an acute TB infection mouse model, it was found to be inactive. In order to understand the in vitro and in vivo discrepancy, compound I was subsequently retested in vitro using different Mtb strains cultured in different media. This revealed that activity was only observed in media containing glycerol and led to the hypothesis that glycerol was not used as a primary carbon source by Mtb in the mouse lungs, as has previously been observed Support for this hypothesis was provided by spontaneous-resistant mutant generation and whole genome sequencing studies, which revealed mutations mapping to glycerol metabolizing genes indicating that the 2-aminoquinazolinones kill Mtb in vitro via a glycerol-dependent mechanism of action.

ACS Infectious Diseases published new progress about Antimycobacterial agents. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Safety of 2-Amino-4-bromobenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gui, Qing-Wen; Teng, Fan; Yang, Hao; Xun, Changping; Huang, Wen-Jie; Lu, Zi-Qin; Zhu, Meng-Xue; Ouyang, Wen-Tao; He, Wei-Min published the artcile< Visible-Light Photosynthesis of CHF2/CClF2/CBrF2-Substituted Ring-fused Quinazolinones in Dimethyl Carbonate>, Quality Control of 20776-50-5, the main research area is ring fused quinazolinone preparation; alkenyl quinazolinone visible light cascade difluoromethylation cyclization green chem; cascade radical reactions; difluoromethylation; dimethyl carbonate; metal-free; ring-fused quinazolinones.

With eco-friendly and sustainable CO2-derived di-Me carbonate as the sole solvent, the visible-light-induced cascade radical reactions have been established as a green and efficient tool for constructing various CHF2/CClF2/CBrF2-substituted ring-fused quinazolinones.

Chemistry – An Asian Journal published new progress about Cyclization. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Quality Control of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dong, Zhe; MacMillan, David W. C. published the artcile< Metallaphotoredox-enabled deoxygenative arylation of alcohols>, Formula: C7H7BrO2S, the main research area is alc aryl halide deoxygenative arylation metallaphotoredox.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5751-83-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2S, Formula: C7H7BrO2S.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Evans, P. Andrew; Oliver, Samuel published the artcile< Regio- and Enantiospecific Rhodium-Catalyzed Allylic Substitution with an Acyl Anion Equivalent>, Recommanded Product: 3-Bromo-5-methylbenzaldehyde, the main research area is chiral nonracemic tertiary allylic alc cyanohydrin pronucleophile allylic substitution; acyclic quaternary substituted aryl ketone stereoselective rhodium catalyzed preparation; cyanohydrin acyl anion equivalent stereoselective allylic alkylation pronucleophile.

The construction of enantiomerically enriched acyclic quaternary substituted ketones via the regio- and enantiospecific rhodium-catalyzed allylic alkylation reaction of chiral nonracemic tertiary allylic alcs. with cyanohydrin pronucleophiles is described. This approach provides an alternative method to the α-arylation and vinylation of acyclic disubstituted ketone enolates, which remains a challenging endeavor. The combination of the allylic alkylation with ring-closing metathesis facilitates the preparation of enantiomerically enriched 2,2-disubstituted naphthalene-1-ones, which have proven very difficult to prepare using a more conventional dearomatization strategy.

Organic Letters published new progress about Allylic alkylation catalysts, stereoselective. 188813-04-9 belongs to class bromides-buliding-blocks, and the molecular formula is C8H7BrO, Recommanded Product: 3-Bromo-5-methylbenzaldehyde.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Noole, Artur; Malkov, Andrei V.; Kanger, Tonis published the artcile< Asymmetric organocatalytic synthesis of spiro-cyclopropaneoxindoles>, Related Products of 3893-18-3, the main research area is spiro cyclopropaneoxindole enantioselective preparation; dicarbonyl compound alkylidene oxindole cascade enantioselective reaction organocatalyst.

Straightforward cascade reactions for the synthesis of spiro-cyclopropaneoxindoles are described. The target compounds are obtained in high yields and in good enantio- and diastereoselectivities via hydrogen bonding or iminium catalysis.

Synthesis published new progress about Enantioselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Related Products of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kim, Yeseul; Kim, Sanghun; Cho, Kiu-Hyung; Lee, Jin-Hyung; Lee, Jintae published the artcile< Antibiofilm Activities of Cinnamaldehyde Analogs against Uropathogenic Escherichia coli and Staphylococcus aureus>, Product Details of C9H7BrO, the main research area is Escherichia coli Staphylococcus aureus cinnamaldehyde uropathogenic antibiofilm activity; Staphylococcus aureus; antibiofilm; cinnamaldehyde; uropathogenic Escherichia coli.

Bacterial biofilm formation is a major cause of drug resistance and bacterial persistence; thus, controlling pathogenic biofilms is an important component of strategies targeting infectious bacterial diseases. Cinnamaldehyde (CNMA) has broad-spectrum antimicrobial and antibiofilm activities. In this study, we investigated the antibiofilm effects of ten CNMA derivatives and trans-CNMA against Gram-neg. uropathogenic Escherichia coli (UPEC) and Gram-pos. Staphylococcus aureus. Among the CNMA analogs tested, 4-nitrocinnamaldehyde (4-nitroCNMA) showed antibacterial and antibiofilm activities against UPEC and S. aureus with min. inhibitory concentrations (MICs) for cell growth of 100 mug/mL, which were much more active than those of trans-CNMA. 4-NitroCNMA inhibited UPEC swimming motility, and both trans-CNMA and 4-nitroCNMA reduced extracellular polymeric substance production by UPEC. Furthermore, 4-nitroCNMA inhibited the formation of mixed UPEC/S. aureus biofilms. Collectively, our observations indicate that trans-CNMA and 4-nitroCNMA potently inhibit biofilm formation by UPEC and S. aureus. We suggest efforts be made to determine the therapeutic scope of CNMA analogs, as our results suggest CNMA derivatives have potential therapeutic use for biofilm-associated diseases.

International Journal of Molecular Sciences published new progress about Antibiofilm agents. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Product Details of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reddy, Kancharla Rajendar; Rajanna, Kamatala C.; Venkateswarlu, Marri; Saiprakash, P. K. published the artcile< Mild benzylic monobromination of methyl toluates in aqueous CTAB>, Synthetic Route of 128577-47-9, the main research area is bromomethyl toluate preparation; methyl toluate cetyltrimethylammonium bromide catalyst regioselective bromination microwave irradiation; cetyltrimethylammonium bromide cationic micelle catalyst.

A strategy for the regioselective monobromination of Me toluates by using tert-butylhydrogen peroxide and potassium bromide (TBHP/KBr) in a cetyltrimethylammonium bromide (CTAB) micellar medium was developed. Ultrasonic and microwave-assisted protocols were recorded and observed high rates and product yields under mild reaction conditions, coupled with a straightforward isolation procedure.

Synlett published new progress about Aralkyl bromides Role: SPN (Synthetic Preparation), PREP (Preparation). 128577-47-9 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8BrFO2, Synthetic Route of 128577-47-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary