Month: October 2022

Yakovenko, Georgiy G.; Yagodkina, Marta S.; Bol’but, Andriy V.; Shishkina, Svitlana V.; Vovk, Mykhailo V. published the artcile< Synthesis of new triazolo[1,5-b][2,4]benzodiazepines via tandem cyclization of o-(azidomethyl)benzoates with cyanoacetamides>, Electric Literature of 337536-14-8, the main research area is crystal mol structure bromo methylpiperazine benzo triazole diazepinone; tandem cyclization azidomethy benzoate cyanoacetamide; triazolo benzodiazepine preparation tandem cyclization.

Based on the tandem anionic cyclization of o-(azidomethyl)benzoates with 2-cyanoacetamides, an efficient synthetic route to the hitherto unknown heterocyclic system, triazolo[1,5-b][2,4]benzodiazepine, has been developed. The optimum reaction conditions have been found which provide 59-74% yields of target compounds Their structural determination has been performed by the IR, LCMS, and NMR spectral methods as well as by X-ray diffraction anal.

Monatshefte fuer Chemie published new progress about Active methylene compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 337536-14-8 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8Br2O2, Electric Literature of 337536-14-8.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Perez-Castillo, Yunierkis; Montes, Ricardo Carneiro; da Silva, Cecilia Rocha; Neto, Joao Batista de Andrade; Dias, Celidarque da Silva; Brunna Sucupira Duarte, Allana; Junior, Helio Vitoriano Nobre; de Sousa, Damiao Pergentino published the artcile< Antifungal Activity of N-(4-Halobenzyl)amides against Candida spp. and Molecular Modeling Studies>, SDS of cas: 3959-07-7, the main research area is Candida halobenzyl amide mol modeling antifungal activity; Candida auris; anticandidal drugs; antimicrobial activity; benzoic acid; candidiasis; cinnamic acid; fungi; molecular docking; natural products; plants.

Fungal infections remain a high-incidence worldwide health problem that is aggravated by limited therapeutic options and the emergence of drug-resistant strains. Cinnamic and benzoic acid amides have previously shown bioactivity against different species belonging to the Candida genus. Here, 20 cinnamic and benzoic acid amides were synthesized and tested for inhibition of C. krusei ATCC 14243 and C. parapsilosis ATCC 22019. Five compounds inhibited the Candida strains tested, with compound 16 (MIC = 7.8 μg/mL) producing stronger antifungal activity than fluconazole (MIC = 16 μg/mL) against C. krusei ATCC 14243. It was also tested against eight Candida strains, including five clin. strains resistant to fluconazole, and showed an inhibitory effect against all strains tested (MIC = 85.3-341.3 μg/mL). The MIC value against C. krusei ATCC 6258 was 85.3 mcg/mL, while against C. krusei ATCC 14243, it was 10.9 times smaller. This strain had greater sensitivity to the antifungal action of compound 16. The inhibition of C. krusei ATCC 14243 and C. parapsilosis ATCC 22019 was also achieved by compounds 2, 9, 12, 14 and 15. Computational experiments combining target fishing, mol. docking and mol. dynamics simulations were performed to study the potential mechanism of action of compound 16 against C. krusei. From these, a multi-target mechanism of action is proposed for this compound that involves proteins related to critical cellular processes such as the redox balance, kinases-mediated signaling, protein folding and cell wall synthesis. The modeling results might guide future experiments focusing on the wet-lab investigation of the mechanism of action of this series of compounds, as well as on the optimization of their inhibitory potency.

International Journal of Molecular Sciences published new progress about Candida albicans. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, SDS of cas: 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

He, Zhao-Quan; Zhou, Quan; Wu, Li; Chen, Ying-Chun published the artcile< Asymmetric organocatalytic tandem reaction to chiral pyrimidinone derivatives using urea as dinitrogen source>, Synthetic Route of 3893-18-3, the main research area is substituted pyrimidinone derivative asym preparation; urea unsaturated aldehyde cyclocondensation chiral amines.

A facile method for the asym. synthesis of pyrimidinone derivatives was developed via an organocatalytic tandem aza-Michael addition-hemiaminal formation-dehydroxylation reaction, using N,N’-dialkyloxyurea as dinitrogen source (up to 97% ee). The transformations of hemiaminal intermediates to pyrimidinones with more complex structures have been also investigated.

Advanced Synthesis & Catalysis published new progress about Amines, chiral Role: CAT (Catalyst Use), USES (Uses). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Synthetic Route of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Qiao, Lulin; Zhang, An-An; Chen, Jingchao; Li, Gao-Wei; Gao, Yuan-Yuan; Fan, Baomin; Liu, Lantao published the artcile< Palladium-catalyzed disilylation of 2-bromoarylferrocenes: An efficient approach to 1-Trimethylsilyl-2-(2-trimethylsilylaryl)ferrocenes>, Quality Control of 51605-97-1, the main research area is crystal structure mol disilylated ferrocene preparation; palladium catalyst disilylation bromoaryl ferrocene mechanism.

An unprecedented method for the palladium-catalyzed disilylation of 2-bromoarylferrocenes with hexamethyldisilane has been developed. The catalytic cycle is initiated by oxidative addition of 2-bromoarylferrocenes to Pd(0), followed by C-H activation to form a reactive five-membered C,C-palladacycle. By using this protocol, a variety of disilylated ferrocene compounds were obtained in moderate to good yields.

Tetrahedron Letters published new progress about C-H bond activation. 51605-97-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H12BrN, Quality Control of 51605-97-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chen, Lian-Mei; Zhao, Juan; Xia, An-Jie; Guo, Xiao-Qiang; Gan, Ya; Zhou, Chuang; Yang, Zai-Jun; Yang, Jun; Kang, Tai-Ran published the artcile< A base-promoted cascade reaction of α,β-unsaturated N-tosylhydrazones with o-hydroxybenzyl alcohols: highly regioselective synthesis of N-sec-alkylpyrazoles>, HPLC of Formula: 3893-18-3, the main research area is hydroxymethyl arylalc arylethenyl tosylhydrazone base tandem heterocyclization aza Michael; arylpyrazolylmethyl aryl alc preparation regioselective.

An efficient method for the synthesis of N-sec-alkylpyrazoles through a base-promoted cascade cyclization/Michael addition reaction of α,β-unsaturated N-tosylhydrazones with ortho-hydroxybenzyl alcs. was developed. The desired products containing di- or triaryl groups at the same carbon atom were afforded in good to excellent yields with excellent regioselectivities (>20 : 1). Moreover, a three-component reaction of ortho-hydroxybenzyl alcs., α,β-unsaturated N-tosylhydrazones and saturated N-tosylhydrazones also took place to afforded pyrazoles in good yields. This reaction offered a new route to triarylmethanes with a simple operation and was applicable for large-scale synthesis.

Organic & Biomolecular Chemistry published new progress about Alkylarenes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, HPLC of Formula: 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ma, Yuanyuan; Gao, Qianwen; Zhou, Lan; Liu, Shanshan; Cheng, Hong-Gang; Zhou, Qianghui published the artcile< Diversity-Oriented Synthesis of Flavones and Isoflavones via Palladium/Norbornene Cooperative Catalysis>, COA of Formula: C8H6BrFO2, the main research area is arylated chromone chemoselective preparation; iodochromone aryl bromide olefin Heck palladium catalyst norbornene; potassium trifluoroborate iodochromone aryl bromide Suzuki palladium catalyst norbornene; alkylating reagent potassium trifluoroborate iodochromone alkylation palladium catalyst norbornene.

Diversity-oriented synthesis of arylated chromones I [R = H, 6-F, 7-Cl, etc.; R1 = CH=CHC6H5, Ph, 2-thienyl, etc.; R2 = Me, 2-NO2C6H4, 2-CO2MeC6H4, etc.] from 3-iodochromones via palladium/norbornene cooperative catalysis was reported. The success of this research reliesd on the use of a unique bridge-head ester modified norbornene derivative as the mediator. Salient features of this include readily available starting materials regarding 3-iodochromones, ortho-C-H arylating and alkylating reagents and ipso-terminating reagents, broad substrate scope, good chemoselectivity, good step-economy and scalability. A large number of structurally diversified flavones, isoflavones and 2,3-diarylated chromones could be quickly prepared in a predictable manner. As showcased by the efficient formal synthesis of umbralisib, this chem. could be treated as another valuable addition to the toolbox of medicinal chemists.

Chinese Journal of Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 6942-39-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H6BrFO2, COA of Formula: C8H6BrFO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Maddirala, Amarendar Reddy; Klein, Roger; Pinkner, Jerome S.; Kalas, Vasilios; Hultgren, Scott J.; Janetka, James W. published the artcile< Biphenyl Gal and GalNAc FmlH Lectin Antagonists of Uropathogenic E. coli (UPEC): Optimization through Iterative Rational Drug Design>, Related Products of 135999-16-5, the main research area is galactoside biphenyl preparation FmlH lectin antagonist UPEC urinary infection; galactosaminoside biphenyl preparation FmlH lectin antagonist UPEC urinary infection.

The F9/Yde/Fml pilus, tipped with the FmlH adhesin, has been shown to provide uropathogenic Escherichia coli (UPEC) a fitness advantage in urinary tract infections (UTIs). Here, the authors used X-ray structure guided design to optimize our previously described ortho-biphenyl Gal and GalNAc FmlH antagonists by replacing the carboxylate with a sulfonamide. Other groups which can accept H-bonds were also tolerated. The authors pursued further modifications to the biphenyl aglycon resulting in significantly improved activity. Two of the most potent compounds (IC50 = 0.051 μM) and (IC50 = 0.034 μM), exhibited excellent metabolic stability in mouse plasma and liver microsomes but showed only limited oral bioavailability (<1%) in rats. Another compound also showed a good pharmacokinetic (PK) profile in mice after IP dosing with compound exposure above the IC50 for 6 h. These new FmlH antagonists represent new antivirulence drugs for UTIs. Journal of Medicinal Chemistry published new progress about Drug design. 135999-16-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2, Related Products of 135999-16-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jiang, Sheng-Peng; Dong, Xiao-Yang; Gu, Qiang-Shuai; Ye, Liu; Li, Zhong-Liang; Liu, Xin-Yuan published the artcile< Copper-Catalyzed Enantioconvergent Radical Suzuki-Miyaura C(sp3)-C(sp2) Cross-Coupling>, Application of C8H8BrF, the main research area is diarylalkane arylalkyne enantioselective preparation; copper catalyst enantioselective Suzuki Miyaura coupling benzylic propargyl bromide; acenaphthylenediolboronate enantioselective Suzuki Miyaura coupling benzylic propargyl bromide; radical mechanism copper catalyzed enantioselective Suzuki Miyaura coupling.

A copper-catalyzed enantioconvergent Suzuki-Miyaura C(sp3)-C(sp2) cross-coupling of various racemic alkyl halides with organoboronate esters has been established in high enantioselectivity. Critical to the success is the use of a chiral cinchona alkaloid-derived N,N,P-ligand for not only enhancing the reducing capability of copper catalyst to favor a stereoablative radical pathway over a stereospecific SN2-type process but also providing an ideal chiral environment to achieve the challenging enantiocontrol over the highly reactive radical species. The reaction has a broad scope with respect to both coupling partners, covering aryl- and heteroarylboronate esters, as well as benzyl-, heterobenzyl-, and propargyl bromides and chlorides with good functional group compatibility. Thus, it provides expedient access toward a range of useful enantioenriched skeletons featuring chiral tertiary benzylic stereocenters.

Journal of the American Chemical Society published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (aralkyl). 405931-46-6 belongs to class bromides-buliding-blocks, and the molecular formula is C8H8BrF, Application of C8H8BrF.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary