Category: 3959-07-7

Jia, Xiuquan; Ma, Jiping; Xia, Fei; Gao, Mingxia; Gao, Jin; Xu, Jie published the artcile< Switching acidity on manganese oxide catalyst with acetylacetones for selectivity-tunable amines oxidation>, Recommanded Product: 4-Bromobenzylamine, the main research area is manganese oxide acetylacetone switching acidity selectivity tunable amine oxidation.

The design of metal oxide catalysts predominantly focuses on the composition or geometry engineering to enable optimized reactivity on the surface. Despite the numerous reports investigating the surface chemisorption of organic mols. on metal oxides, insights into how adsorption of organic modifiers can be exploited to optimize the catalytic properties of metal oxides are lacking. Herein, we describe the use of enolic acetylacetones to modify the surface Lewis acid properties of manganese oxide catalysts. The acetylacetone modification is stable under the reaction conditions and strongly influences the redox-acid cooperative catalysis of manganese oxides. This enables a rational control of the oxidation selectivity of structurally diverse arylmethyl amines to become switchable from nitriles to imines.

Nature Communications published new progress about Adsorption. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Recommanded Product: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Jufeng; Ambrus, Joey I.; Baker, Jennifer R.; Russell, Cecilia C.; Cossar, Peter J.; Sakoff, Jennette A.; Scarlett, Christopher J.; McCluskey, Adam published the artcile< 3,5-Bis(trifluoromethyl)phenylsulfonamides, a novel pancreatic cancer active lead. Investigation of the terminal aromatic moiety>, Reference of 3959-07-7, the main research area is pancreatic cancer anticancer agent virtual screening.

Virtual screening identified N-(6-((4-bromobenzyl)amino)hexyl)-3,5-bis(trifluoromethyl)benzenesulfonamide (1) a lead compound that bound to the S100A2-p53 binding groove. S100A2 is a Ca2+ binding protein with implications in cell signaling and is known to be upregulated in pancreatic cancer. It is a validated pancreatic cancer drug target. Lead 1, inhibited the growth of the MiaPaCa-2 pancreatic cancer cell line (GI50 = 2.97 μM). Focused compound libraries were developed to explore the SAR of this compound class with 4 libraries and 43 compounds total. Focused library (Library 1) development identified lipophillic sulfonamides as preferred for MiaPaCa-2 activity, with -CF3 and -C(CH3)3 substituents well tolerated (MiaPaCa-2 GI50 < 6 μM). Contraction of the hexylamino spacer to Et (Library 2) and Pr (Library 3) proved beneficial to activity against a broad spectrum panel of cancer cell lines: HT29 (lung), MCF-7 (breast), A2780 (ovarian), H460 (colon), A431 (skin), Du145 (prostate), BE2-C (neuroblastoma), U87 and SJ-G2 (glioblastoma) (cohort-1); and a pancreatic cancer cell line panel: MiaPaCa-2, BxPC-3, AsPC-1, Capan-2, HPAC and PANC-1 (cohort-2). With a marked preference for a Pr linker the observed GI50 values ranged from 1.4 to 30 μM against cohort-1 and 1.4-30 μM against cohort-2 cell lines. In Library 4 the terminal aromatic moiety was explored with 4-substituted analogs preferred (with activity of 48 (4-Cl) > 47 (3-Cl) > 46 (2-Cl)) against the cell lines examined The introduction of bulky aromatic moieties was well tolerated, e.g. dihydrobenzo[b][1,4]dioxine (51) returned cohort-2 GI50 values of 1.2-3.4 μM. In all instances the observed docked binding poses and binding scores were consistent with the observed cytotoxicity. This in turn supports, but does not prove, that these analogs function via S100A2-p53 binding groove inhibition.

Bioorganic & Medicinal Chemistry Letters published new progress about Amino acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Reference of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Suzaki, Yuji; Abe, Tomoko; Takei, Asami; Fukuchi, Yugo; Koizumi, Take-aki; Osakada, Kohtaro; Horie, Masaki published the artcile< Ferrocene-Containing Pseudorotaxanes in Crystals: Aromatic Interactions with Hammett Correlation>, Safety of 4-Bromobenzylamine, the main research area is ferrocene pseudorotaxane crystal structure aromatic interaction Hammett correlation; Hammett constants; aromatic interaction; crystal structure; pseudorotaxane.

Single crystals of pseudorotaxanes, [(FcCH2NH2CH2Ar)(DB24C8)][PF6] (DB24C8 = dibenzo[24]crown-8, Fc = Fe(C5H4)(C5H5), Ar = -C6H3-3,4-Cl2, -C6H3-3,4-F2, -C6H4-4-F, -C6H4-4-Cl, -C6H4-4-Br, -C6H3-3-F-4-Me, -C6H4-4-I) and [(FcCH2NH2CH2C6H4-4-Me)(DB24C8)][Ni(dmit)2] (dmit = 1,3-dithiole-2,4,5-dithiolate), were obtained from solutions containing DB24C8 and ferrocenylmethyl(arylmethyl)ammonium. X-ray crystallog. analyses of the pseudorotaxanes revealed that the aryl ring of the axle moiety and the catechol ring of the macrocyclic component were at close centroid distances and parallel or tilted orientation. The structures with parallel aromatic rings showed correlation of the distances between the centroids to Hammett substituent constants of the aryl groups.

Molecules published new progress about Aromatic compounds Role: PRP (Properties) (interaction). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Safety of 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Qin; Li, Jin; Tu, Xianjun; Liu, Hongbo; Shu, Miao; Si, Rui; Ferguson, Calum T. J.; Zhang, Kai. A. I.; Li, Run published the artcile< Single Atomically Anchored Cobalt on Carbon Quantum Dots as Efficient Photocatalysts for Visible Light-Promoted Oxidation Reactions>, Product Details of C7H8BrN, the main research area is single atom cobalt carbon quantum dot photocatalyst coupling amine.

Generation of efficient light-induced charge separation inside the photocatalyst is an essential factor for a high catalytic efficiency. The usual immobilization of metal or metal oxide particles on semiconductor photocatalysts offers an uncontrolled assembly of active sites during the reaction. The introduction of single metal atoms on photocatalysts can lead to extremely high at. utilization and precise active sites. However, this approach is limited because of the lack of suitable photosensitizers for single atom immobilization. Here, we have designed photocatalytic carbon quantum dots with anchoring sites for single cobalt atoms in a defined Co-N4 structure via facile pyrolysis of vitamin B12. Carbon dots functioned as both light-harvesting antenna and support for the cobalt atom with high atom loadings up to 3.27 wt %. This new photocatalytic material demonstrated enhanced visible light absorption, efficient charge separation, and reduced electrochem. impedance, while single Co atoms acted as the active site with strong oxidative ability. As a result, the photocatalysts showed excellent visible light-promoted photocatalytic efficiency with oxygen evolution rates up to 168μmol h-1 g-1 via water oxidation, imine formation with high conversion (∼90%) and selectivity (>99%), and complete photodegradation of organic dyes.

Chemistry of Materials published new progress about Aromatic amines Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Product Details of C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Guo, Wei-Wei; Zhang, Chi; Ye, Ji-Jie; Liu, Zi-Kun; Chen, Kai; Wu, Chuan-De published the artcile< Suspending Ion Electrocatalysts in Charged Metal-Organic Frameworks to Improve the Conductivity and Selectivity in Electroorganic Synthesis>, Recommanded Product: 4-Bromobenzylamine, the main research area is suspended ion electrochem oxidation catalyst metal organic framework dehydrogenation; conductivity; electrocatalysis; electroselectivity; metal-organic frameworks; suspended ion catalysts.

Electroorg. synthesis is an environmentally friendly alternative to traditional synthetic methods; however, the application of this strategy is heavily hindered by low product selectivity. Metal-organic frameworks (MOFs) exhibit high selectivity in numerous catalytic reactions; however, poor conductivity heavily limits the application of MOFs in electroorg. synthesis. To realize the electrocatalytic application of MOFs in selective electroorg. synthesis, a practically applicable strategy by suspending ion electrocatalysts in charged MOFs is herein reported. This approach could markedly improve the product selectivity in electroorg. synthesis. In the electrocatalytic oxidative self-coupling of benzylamine experiments, the imine product selectivity is markedly improved from 61.3 to 94.9 %, when the MOF-based electrocatalyst is used instead of the corresponding homogeneous electrocatalyst under the identical conditions. Therefore, this work opens a new route to improve the product selectivity in electroorg. synthesis.

Chemistry – An Asian Journal published new progress about Adsorption. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Recommanded Product: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Pinyi; Jia, Xiuwen; Ma, Xiaoli; Ma, Wenbo; Sheng, Yilin; Zhao, Jingwei; Zhao, Fei published the artcile< A Catalyst-Free Cascade Reaction for the Selective Assembly of 3-Hydroxyisoindolinones on Water>, Related Products of 3959-07-7, the main research area is hydroxyisoindolinone green preparation; alkynylbenzoic acid nitrogen nucleophile cascade.

A catalyst- and additive-free cascade reaction between 2-alkynylbenzoic acids and nitrogen-containing nucleophiles for the selective assembly of 3-hydroxyisoindolinones I [R1 = H, 4-Me, 6-F, etc.; R2 = H, n-Bu, Ph, etc.; R3 = n-Bu, Ph, Bn, etc.] under water was developed. This protocol featured readily available starting materials, an environmentally benign solvent, simple operation, extraordinarily broad substrate scope, good functional group tolerance, excellent selectivity, good to excellent yields, high atom- and step-economy, and high bond-forming efficiency, thus provided a convenient and highly efficient access to 3-hydroxyisoindolinones I.

Asian Journal of Organic Chemistry published new progress about Alkynes, aryl Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Related Products of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pal, Ritesh; Chakraborty, Jeet; Mukhopadhyay, Titas Kumar; Kanungo, Ajay; Saha, Rimita; Chakraborty, Amit; Patra, Dipendu; Datta, Ayan; Dutta, Sanjay published the artcile< Substituent effect of benzyl moiety in nitroquinoxaline small molecules upon DNA binding: Cumulative destacking of DNA nucleobases leading to histone eviction>, Name: 4-Bromobenzylamine, the main research area is nitroquinoxaline preparation antitumor hydrophobicity SAR DNA binding destacking; Entropically favored; Hydrogen bond disruption; Hydrophobic interaction; In-vitro nucleosome disassembly; Mammalian cell cytotoxicity; Nucleobase destacking.

Cooperative disruption of Watson-Crick hydrogen bonds, as well as base-destacking, was shown to be triggered by a quinoxaline-based small mol. consisting of an N,N-dimethylaminopropyl tether, and a para-substituted benzyl moiety. This events led to superstructure formation and DNA condensation as evident from biophys. experiments and classical mol. dynamics simulations. The DNA superstructure formation by mono-quinoxaline derivatives I [R = 1-piperidyl, [3-(dimethylamino)propylamino]; R1 = benzyl, 2-thienylmethyl, (4-iodophenyl)methyl, etc.] was highly entropically favored and predominantly driven by hydrophobic interactions. Furthermore, oversupercoiling of DNA and base-destacking cumulatively induced histone eviction from in-vitro assembled nucleosomes at lower micromolar concentrations implicating biol. relevance. The DNA structural modulation and histone eviction capacity of the benzyl para-substituents were in the order: -I > -CF3> -Br > -Me > -OMe > -OH, which was largely guided by the polarity of benzyl para-substituent and the resulting mol. topol. The most hydrophobic derivative I [R = [3-(dimethylamino)propylamino], R1 = (4-iodophenyl)methyl] with para-iodo benzyl moiety caused maximal disruption of base pairing and generation of superstructures. Both these events gradually diminished as the polarity of the benzyl para-substituent increases. On the other hand, quinoxaline derivatives I having heterocyclic ring instead of benzyl ring, or in the absence of N,N-dimethylamino head-group, was incapable of inducing any DNA structural change and histone eviction. Further, the quinoxaline compounds I displayed potent anticancer activities against different cancer cell lines which directly correlates with the hydrophobic effects of the benzyl para-substituents. Overall, the study provided new insights into the mechanistic approach of DNA structural modulation driven histone eviction guided by the hydrophobicity of synthesized compounds leading to cellular cytotoxicity towards cancer cells.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Name: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lin, Lucy; Turner, Lewis D.; Silhar, Peter; Pellett, Sabine; Johnson, Eric A.; Janda, Kim D. published the artcile< Identification of 3-hydroxy-1,2-dimethylpyridine-4(1H)-thione as a metal-binding motif for the inhibition of botulinum neurotoxin A>, Recommanded Product: 4-Bromobenzylamine, the main research area is hydroxy dimethylpyridine dione botulinum neurotoxin inhibitor.

Botulinum neurotoxin serotype A (BoNT/A) is an important therapeutic target owing to its extremely potent nature, but also has potential use as a biowarfare agent. Currently, no therapeutic exists to reverse the long-lasting paralysis caused by BoNT/A. Herein, we describe the identification of 3-hydroxy-1,2-dimethylpyridine-4(1H)-thione (3,4-HOPTO) as a metal binding warhead for the inhibition of BoNT/A1. An initial screen of 96 metal binding fragments identified three derivatives containing the 3,4-HOPTO scaffold to inhibit the BoNT/A1 light chain (LC) at >95% at 1 mM. Addnl. screening of a 3,4-HOPTO sub-library identified structure-activity relationships (SARs) between N-substituted 3,4-HOPTO derivatives and the BoNT/A1 LC. Subsequent synthesis was conducted to improve on inhibitory potency – achieving low μM biochem. IC50 values. Representative compounds were evaluated in a cellular-based assay and showed promising μM activity.

RSC Medicinal Chemistry published new progress about Enzyme inhibitors (botulinum neurotoxin type A). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Recommanded Product: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Huiqiong; Feng, Huangdi; Zhang, Jingxian; Van der Eycken, Erik V.; Huang, Liliang published the artcile< Synthetic Access to Secondary Propargylamines via a Copper-Catalyzed Oxidative Deamination/Alkynylation Cascade>, HPLC of Formula: 3959-07-7, the main research area is amine alkyne deaminative coupling alkynylation copper; secondary propargylamine preparation; copper deaminative coupling alkynylation catalyst.

A selective cascade reaction of primary amines and alkynes for the synthesis of the corresponding secondary propargylamines is described. This protocol proceeds with a CuBr2/TBHP system through a process of oxidative deamination of primary amines to imine and alkynylation, featuring a wide scope of substrates with good functional-group tolerance and operational simplicity. Addnl., the use of two different primary amines could also work smoothly using this protocol.

Journal of Organic Chemistry published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, HPLC of Formula: 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Brown, Hilary M.; Doppalapudi, Karan R.; Fedick, Patrick W. published the artcile< Accelerated synthesis of energetic precursor cage compounds using confined volume systems>, Category: bromides-buliding-blocks, the main research area is glyoxal benzylamine hexabenzylhexaazaisowurtzitane microdroplet.

Confined volume systems, such as microdroplets, Leidenfrost droplets, or thin films, can accelerate chem. reactions. Acceleration occurs due to the evaporation of solvent, the increase in reactant concentration, and the higher surface-to-volume ratios amongst other phenomena. Performing reactions in confined volume systems derived from mass spectrometry ionization sources or Leidenfrost droplets allows for reaction conditions to be changed quickly for rapid screening in a time efficient and cost-saving manner. Compared to solution phase reactions, confined volume systems also reduce waste by screening reaction conditions in smaller volumes prior to scaling. Herein, the condensation of glyoxal with benzylamine (BA) to form hexabenzylhexaazaisowurtzitane (HBIW), an intermediate to the highly desired energetic compound 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20), was explored. Five confined volume systems were compared to evaluate which technique was ideal for forming this complex cage structure. Substituted amines were also explored as BA replacements to screen alternative cage structure intermediates and evaluate how these accelerated techniques could apply to novel reactions, discover alternative reagents to form the cage compound, and improve synthetic routes for the preparation of CL-20. Ultimately, reaction acceleration is ideal for predicting the success of novel reactions prior to scaling up and determining if the expected products form, all while saving time and reducing costs. Acceleration factors and conversion ratios for each reaction were assessed by comparing the amount of product formed to the traditional bulk solution phase synthesis.

Scientific Reports published new progress about Acceleration. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary