Month: October 2022

Wan, Nan-Wei; Cui, Hai-Bo; Zhao, Ling; Shan, Jing; Chen, Ke; Wang, Zhong-Qiang; Zhou, Xiao-Jian; Cui, Bao-Dong; Han, Wen-Yong; Chen, Yong-Zheng published the artcile< Directed evolution of cytochrome P450DA hydroxylase activity for stereoselective biohydroxylation>, Formula: C8H9Br, the main research area is chiral alc preparation stereoselective biohydroxylation cytochrome P450DA hydroxylase.

Engineering of a hydroxylase for highly active and stereoselective biohydroxylation of C(sp3)-H bonds attracts keen interest in synthetic chem. Herein, we report the development of a colorimetric high throughput screening assay for the directed evolution of cytochrome P450DA hydroxylase. The best triple-mutant P450DA-M3 (N190F/V356L/A486E) was identified with improvements in the turnover frequency (TOF) and total turnover number (TTN). P450DA-M3 exhibited good catalytic efficiency (up to 6750 TTNs) and stereoselectivity (up to 98% ee) in the biohydroxylation of diverse substrates. The heme domain structure of the P450DA was also solved for understanding the possible influence of these pos. mutations.

Catalysis Science & Technology published new progress about Aralkyl alcohols Role: BPN (Biosynthetic Preparation), BIOL (Biological Study), PREP (Preparation). 2725-82-8 belongs to class bromides-buliding-blocks, and the molecular formula is C8H9Br, Formula: C8H9Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Xu, Zhihui; Yang, Tianbao; Tang, Niu; Ou, Yifeng; Yin, Shuang-Feng; Kambe, Nobuaki; Qiu, Renhua published the artcile< UV-Light-Induced N-Acylation of Amines with α-Diketones>, Synthetic Route of 3959-07-7, the main research area is amide preparation; amine alpha diketone photoinduced acylation.

Herein, a mild method for N-acylation of primary and secondary amines with α-diketones induced by UV light is reported. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350-380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation

Organic Letters published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Synthetic Route of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gao, Ya; Huang, Dai-Chuan; Liu, Chang; Song, Zi-Long; Liu, Jing-Rui; Guo, Shu-Ke; Tan, Jun-Yang; Qiu, Run-Ling; Jin, Bing; Zhang, Haifeng; Mulholland, Nick; Han, Xinya; Xia, Qinfei; Ali, Abdallah S.; Guo, Dale; Deng, Yun; Gu, Yu-Cheng; Zhang, Ming-Zhi published the artcile< Streptochlorin analogues as potential antifungal agents: Design, synthesis, antifungal activity and molecular docking study>, Computed Properties of 3959-07-7, the main research area is streptochlorin analog synthesis antifungal agent mol docking; Antifungal activity; Imidazole; Molecular docking; Natural products; Streptochlorin.

Streptochlorin is a small mol. of indole alkaloid isolated from marine Streptomyces sp., it is a promising lead compound due to its potent bioactivity in preventing many phytopathogens in our previous study, but further structural modifications are required to improve its antifungal activity. Our work in this paper focused on the replacement of oxazole ring in streptochlorin with the imidazole ring, to discover novel analogs. Based on this design strategy, three series of streptochlorin analogs were efficiently synthesized through sequential Vilsmeier-Haack reaction, Van Leusen imidazole synthesis and halogenation reaction. Some of the analogs displayed excellent activity in the primary assay, and this is highlighted by compounds I and II, the growth inhibition against Alternaria Leaf Spot and Rhizoctorzia solani under 50μg/mL are 97.5% and 90.3%, resp., even more active than those of streptochlorin, pimprinine and Osthole. Mol. docking models indicated that streptochlorin binds with Thermus thermophiles Leucyl-tRNA Synthetase in a similar mode to AN2690, offering a perspective on the mode of action study for antifungal activities of streptochlorin derivatives Further study is still ongoing with the aim of discovering synthetic analogs, with improved antifungal activity and clear mode of action.

Bioorganic & Medicinal Chemistry published new progress about Cyclization. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Computed Properties of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Minutolo, Filippo; Antonello, Michela; Bertini, Simone; Rapposelli, Simona; Rossello, Armando; Sheng, Shubin; Carlson, Kathryn E.; Katzenellenbogen, John A.; Macchia, Marco published the artcile< Synthesis, binding affinity, and transcriptional activity of hydroxy- and methoxy-Substituted 3,4-Diarylsalicylaldoximes on estrogen receptors α and β>, Safety of 2-Bromo-1-chloro-3-nitrobenzene, the main research area is estrogen receptor affinity diarylsalicylaldoxime structure activity.

An effective, unprecedented replacement of the prototypical phenolic ‘A-ring’ of estrogens with an oxime and a hydroxy-moiety of the salicylaldoxime derivative 3,4-diphenyl-substituted (1a) opened the way to study structure-activity relationships of a new class of estrogen receptor (ER)-ligands. Herein, we present a study of the ER binding properties and transcriptional activities of analogs of 3,4-diphenylsalicylaldoxime (1a). The introduction of p-OH and p-OMe groups on the Ph substituents of 1a, as in compounds 1b-g, results in unique structure-activity profiles. The preparation of the hetero-disubstituted compounds (1b-e) was accomplished by a sequential introduction of different 3- and 4-aryl groups, obtained by exploiting the different reactivity of the bromine vs. chlorine substituents on the precursor, 2-bromo-3-chloronitrobenzene (5), in the palladium-catalyzed cross-coupling reactions. The results of the biol. tests show that the introduction of one hydroxy group on the 3-Ph substituent of the lead compound 1a improved the binding affinity on ERβ (1c), whereas the introduction of the same group on the 4-Ph substituent of 1a gave a compound (1e) with better affinity properties on ERα. The introduction of two hydroxyl groups in the para-position of both Ph substituents of 1a, as in 1g, lowered the binding on both receptor subtypes. In transcription assays, the ERα agonist character of this class of ligands is enhanced by the presence of a p-hydroxy or p-methoxy in the ‘distal’ Ph ring, whereas substitution on the other Ph ring does not substantially modify the partial agonist character of 1a. Thus, results from the binding and transcription assays illustrate that this class of ER ligands has a distinct structure-activity profile on the two ER subtypes, being potent nearly full agonists on ERα and weak, partial antagonists on ERβ.

Bioorganic & Medicinal Chemistry published new progress about Affinity. 19128-48-4 belongs to class bromides-buliding-blocks, and the molecular formula is C6H3BrClNO2, Safety of 2-Bromo-1-chloro-3-nitrobenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Isoda, Motoyuki; Uetake, Yuta; Takimoto, Tadashi; Tsuda, Junpei; Hosoya, Takamitsu; Niwa, Takashi published the artcile< Convergent Synthesis of Fluoroalkenes Using a Dual-Reactive Unit>, Electric Literature of 576-83-0, the main research area is aryl bromide arylboronicacid palladium catalyst chemoselective reaction; fluoroalkene preparation.

For the synthesis of diverse fluoroalkenes, a dual-reactive C2-unit, (Z)-1-boryl-1-fluoro-2-tosyloxyethene, containing nucleophilic and electrophilic moieties method was developed. Consecutive palladium-catalyzed cross-coupling reactions of this unit with aryl bromides and aryl boronic acids allow for the convergent synthesis of diverse trans-1,2-diaryl-substituted fluoroethenes in a chemoselective and stereoretentive manner.

Journal of Organic Chemistry published new progress about Alkylation, chemoselective. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Electric Literature of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ding, Zichao; Ni, Tingjunhong; Xie, Fei; Hao, Yumeng; Yu, Shichong; Chai, Xiaoyun; Jin, Yongsheng; Wang, Ting; Jiang, Yuanying; Zhang, Dazhi published the artcile< Design, synthesis, and structure-activity relationship studies of novel triazole agents with strong antifungal activity against Aspergillus fumigatus>, Electric Literature of 20776-50-5, the main research area is triazole preparation SAR antifungal agent Aspergillus; Antifungal; CYP51; Molecular docking; Synthesis; Triazole.

The incidence of invasive fungal infections has dramatically increased for several decades. In order to discover novel antifungal agents with broad spectrum and anti-Aspergillus efficacy, a series of novel triazole derivatives containing 1,2,3-benzotriazin-4-one was designed and synthesized. Most of the compounds exhibited stronger in vitro antifungal activities against tested fungi than fluconazole. Moreover, 7-chloro-3-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)benzo [d][1,2,3]triazin-4(3H)-one showed comparable antifungal activity against seven pathogenic strains as voriconazole and albaconazole, especially against Aspergillus fumigatus (MIC = 0.25μg/mL), and displayed moderate antifungal activity against fluconazole-resistant strains of Candida albicans. A clear SAR study indicated that compounds with groups at the 7-position resulted in novel antifungal triazoles with more effectiveness and a broader-spectrum.

Bioorganic & Medicinal Chemistry Letters published new progress about Aspergillus. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Electric Literature of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Shaofeng; Geng, Furong; Dong, Jianyu; Liu, Long; Su, Lebin; Zhou, Yongbo published the artcile< General and practical synthesis of naphtho[2,1-d]oxazoles from naphthols and amines>, Product Details of C7H8BrN, the main research area is naphthol amine oxidative cyclization; naphthooxazole preparation.

A general and practical synthesis of naphtho[2,1-d]oxazoles from readily available naphthols and amines was developed using TEMPO as the oxygen source with outstanding functional group tolerance, especially for the construction of the naphthoxazole-related bioactive mol. PBNI and naphthoxazole-doped materials, as well as the polyaryloxazole-related ADN derivative This protocol allowed the rapid assembly of a small library of naphtho[2,1-d]oxazole skeletons (55 examples) that are difficult to be prepared by other methods. The ESR (EPR) and 18O-labeled experiments indicated that the radical adducts of TEMPO with naphthalenone radicals may serve as key intermediates.

Organic Chemistry Frontiers published new progress about Aromatic alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Product Details of C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Liedholm, Brita published the artcile< Copper(I)-induced bromine-hydrogen exchange of 2,3-dibromoanilines>, Application In Synthesis of 19128-48-4, the main research area is copper reduction dibromoaniline; aniline dibromo debromination copper; debromination dibromoaniline copper ion.

The Cu(I)-induced Br/H exchange reaction of 2,3-dibromoaniline and 5-substituted 2,3-dibromoanilines in the 2-position has been kinetically studied in aqueous HOAc-HCl medium at 90°. The dehalogenation reaction is 2nd order, 1st in both substrate and Cu+, and may be interpreted as a reductive substitution, composed of two 1-electron steps. The 2,3-dibromophenol was only qual. examined but gave similar results.

Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry published new progress about Debromination. 19128-48-4 belongs to class bromides-buliding-blocks, and the molecular formula is C6H3BrClNO2, Application In Synthesis of 19128-48-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zuo, Zhijun; Wang, Jing; Liu, Jingjing; Wang, Yaoyu; Luan, Xinjun published the artcile< Palladium-Catalyzed [2+2+1] Spiroannulation via Alkyne-Directed Remote C-H Arylation and Subsequent Arene Dearomatization>, Formula: C7H7BrO2, the main research area is alkynyl iodobenzene bromophenol palladium catalyst tandem regioselective spiroannulation; C−H activation; aryl halides; cross-coupling; dearomatization; palladacycles.

A highly chemoselective Pd0-catalyzed alkyne-directed cross-coupling of aryl iodides with bromophenols, which was subsequently followed by phenol dearomatization was reported to furnish a very attractive [2+2+1] spiroannulated products. Notably, possible homo-coupling of aryl iodides was not observed at all. Mechanistic studies indicated that a five-membered aryl/vinyl palladacycle most likely accounts for promoting the key step of biaryl cross-coupling.

Angewandte Chemie, International Edition published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 135999-16-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2, Formula: C7H7BrO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jayabharathi, Jayaraman; Sivaraj, Sekar; Thanikachalam, Venugopal; Anudeebhana, Jagathratchagan published the artcile< Multifunctional pyridine styrylphenanthroimidazoles: electron transport materials for blue FOLEDs with low efficiency roll-off and hosts for PHOLEDs with low turn-on voltage>, Electric Literature of 3893-18-3, the main research area is electron transport material organic electroluminescent device.

We have reported pyridine styrylphenanthroimidazole derivatives, SPPI-C2Py, SPPI-N1Py and SPPI-C2N1Py, as efficient electron transport materials (ETMs) for blue fluorescent OLEDs (FOLEDs) and host materials for phosphorescent organic light emitting diodes (PHOLEDs). The optical and carrier transport abilities of pyridine styrylphenanthroimidazoles have been analyzed in terms of the linkage position as well as number of pyridine fragments. Devices with SPPI-C2Py, SPPI-N1Py and SPPI-C2N1Py as ETMs exhibit a maximum current efficiency (CE) of 14.28, 9.63 and 16.93 cd A-1, power efficiency (PE) of 9.32, 4.74 and 11.23 lm W-1 and external quantum efficiency (EQE) of 7.93, 5.50 and 8.68% relative to the widely used ETM BPhen (CE – 11.69 cd A-1; PE – 5.01 lm W-1; EQE – 5.89%). The blue PHOLEDs using SPPI-C2Py, SPPI-N1Py and SPPI-C2N1Py as hosts exhibit a CE of 34.32, 30.65 and 43.23 cd A-1, PE of 32.09, 28.32 and 40.54 lm W-1 and EQE of 18.56, 16.32 and 22.43%. The red PHOLEDs using SPPI-C2N1Py as a host exhibit a maximum CE of 25.78 cd A-1, PE of 22.68 lm W-1 and EQE of 18.56%. The yellow PHOLEDs using SPPI-C2N1Py as a host exhibit a maximum CE of 70.53 cd A-1, PE of 40.86 lm W-1 and EQE of 25.89%, resp. These findings demonstrated that the new born pyridine styrylphenanthroimidazoles can be employed as potential ETMs for blue FOLEDs and hosts for blue, red and yellow PHOLEDs.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about Dipole moment. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Electric Literature of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary