Category: 3959-07-7

Long, Solida; Loureiro, Joana B.; Carvalho, Carla; Gales, Lu Is; Saraiva, Lucilia; Pinto, Madalena M. M.; Puthongking, Ploenthip; Sousa, Emilia published the artcile< Semi-synthesis of small molecules of aminocarbazoles: tumor growth inhibition and potential impact on p53>, Recommanded Product: 4-Bromobenzylamine, the main research area is aminocarbazole derivative preparation antitumor p53 activator; alkaloids; aminocarbazoles; heptaphylline; mutant; p53; tumor.

The tumor cell growth inhibitory activity of aminocarbazole derivatives, I [R = H, OMe; R1 = H, CH2CHC(Me)2; R2 = NH(CH2)3N(Me)2, pipridin-1-yl, 4-ClC6H4NH, etc.] as well as their potential activation of p53 was reported. Compounds I was synthesized from naturally-occurring carbazoles II [R3 = H, OMe; R4 = H, CH2CHC(Me)2] with amine precursors and isolated from Clausena harmandiana, using a reductive amination protocol. Compounds I and II were evaluated for their potential effect on wild-type and mutant p53 activity using a yeast screening assay and on human tumor cell lines. Naturally-occurring carbazoles II showed the most potent growth inhibitory effects on wild-type p53-expressing cells, being heptaphylline II [R3 = H; R4 = CH2CHC(Me)2] the most promising in all the investigated cell lines. However, compound II [R3 = H; R4 = CH2CHC(Me)2] also showed growth inhibition against non-tumor cells. Conversely, semi-synthetic aminocarbazole I [R = H; R1 = CH2CHC(Me)2; R2 = 4-FC6H4NH] showed an interesting growth inhibitory activity in tumor cells expressing both wild-type and mutant p53, exhibiting low growth inhibition on non-tumor cells. The yeast assay showed a potential reactivation of mutant p53 by heptaphylline derivatives, including compound I [R = H; R1 = CH2CHC(Me)2; R2 = 4-FC6H4NH].

Molecules published new progress about Amines Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Recommanded Product: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Huang, Wanqiao; Zhang, Ruzhong; Zhang, Ruxue; Yu, Jianxin; Wang, Mang published the artcile< Radical hydrotrifluoromethylation of ynamides: a route toward β-CF3 enamides>, Synthetic Route of 3959-07-7, the main research area is aryl trifluoromethyl amine preparation; trifluoromethyl enamide preparation diastereoselective deprotection reduction reaction; ynamide chlorophenyl trifluoromethyliodane radical hydrotrifluoromethylation reaction.

Radical hydrotrifluoromethylation of ynamides RNR2CCR1 (R = Ph, 3-chlorophenyl, benzodioxol-5-yl, etc.; R1 = H, cyclopropyl, Ph, etc.; R2 = Boc, Ac, Cbz) to provide an alternative route toward (E)-β-CF3 enamides RNR2CH=C(CF3)R1 was reported. By using PhICF3Cl as the CF3 reagent and DMF as the H-donor, the reaction occurred smoothly in the presence of NaH at room temperature Further reduction of the resulting β-CF3 enamides efficiently delivered β-CF3 amines RNHCH2CH(CF3)R1. Gram-scale synthesis was conducted to demonstrate the practicability of the method.

Organic Chemistry Frontiers published new progress about Diastereoselective synthesis. 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

Nazarahari, Maryam; Azizian, Javad published the artcile< FeCl2-PPh3 as an efficient catalytic system for the acceptorless dehydrogenation of amines into imines>, Product Details of C7H8BrN, the main research area is benzylamine iron chloride triphenylphosphine catalyst diastereoselective dehydrogenative coupling; phenylmethanimine preparation.

A novel and simple catalytic system including FeCl2, PPh3 and potassium tert-butoxide were employed for the synthesis of imines from amines. In order to prove the catalytic acceptorless dehydrogenation pathway for this transformation, the liberated H2 gas was detected by NMR spectroscopy. By utilizing this protocol, a variety of arylamines were used successfully for the preparation of corresponding imines in good to excellent yields (on a 1 mmol scale, 73-91% yield for homocoupling, 71 and 91% for heterocoupling).

Chemical Papers published new progress about Aralkyl amines Role: RCT (Reactant), 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

Thorve, Pradip Ramdas; Maji, Biplab published the artcile< Aerobic primary and secondary amine oxidation cascade by a copper amine oxidase inspired catalyst>, Electric Literature of 3959-07-7, the main research area is quinazolinone preparation kinetic mechanistic study; amine aminobenzamide cascade aerobic oxidative coupling copper catalyst.

Herein, a bioinspired catalytic system for the one-pot cascade oxidation of a native primary amine and an in situ generated non-native secondary amine is reported. The catalyst consists of an o-quinone cofactor phd (1,10-phenanthroline-5,6-dione) and a copper ion and operates under ambient air conditions. Quinazolin-4(3H)-ones, which are common pharmacophores present in numerous pharmaceuticals and bioactive compounds, were synthesized in high yields. A detailed kinetic and mechanistic study elucidates the role of the catalyst in the multi-step oxidative cascade reaction.

Catalysis Science & Technology published new progress about Benzamides Role: RCT (Reactant), RACT (Reactant or Reagent) (amino). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Electric Literature of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhou, Jun; Ma, Xiaoming; Wang, Yuexin; Li, Xia; Lang, Xianjun published the artcile< Visible light-initiated aerobic oxidation of amines to imines over TiO2 microspheres with TEMPO+PF6->, COA of Formula: C7H8BrN, the main research area is amine preparation photochem; imine aerobic oxidation; titanium dioxide microsphere tetramethylpiperidine oxoammonium hexafluorophosphate cooperative photocatalysis.

Semiconductor photocatalysis holds great promise to drive vital chem. reactions utilizing sunlight. Amongst semiconductors, TiO2-related materials are one of the most viable to achieve enhanced photocatalytic performances because of their intrinsic merits. Here TiO2 microspheres assembled from nanocrystals with a distinct hierarchical architecture and a high sp. surface area were fabricated using a simple template-free solvothermal process. Assembling amines on TiO2 microspheres initiated by visible light can lead to a surface complex that captures visible light for further oxidation of amines. Moreover, the selective oxidation of amines could be boosted by fully exploring the surface polarity of TiO2 microspheres with more polar 2,2,6,6-tetramethylpiperidine-1-oxoammonium hexafluorophosphate (TEMPO+PF6-) instead of (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) as the redox mediator. As such, cooperative photocatalysis with TEMPO+PF6- was framed over TiO2 microspheres to initiate the efficient and selective aerobic oxidation of benzyl amines into imines. Significantly, the activity of TEMPO+PF6- surpassed that of TEMPO in aiding the visible light-initiated selective oxidation of amines over TiO2 microspheres, reaching more than about 3 times in some cases. This work suggests that the surface properties of a semiconductor could be maneuvered to enable coupling with a suitable redox mediator to ameliorate selective organic conversions in an unprecedented manner.

Sustainable Energy & Fuels published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, COA of Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zeng, Dishu; Yang, Tianbao; Tang, Niu; Deng, Wei; Xiang, Jiannan; Yin, Shuang-Feng; Kambe, Nobuaki; Qiu, Renhua published the artcile< UV-Light-Induced Dehydrogenative N-Acylation of Amines with 2-Nitrobenzaldehydes To Give 2-Aminobenzamides>, Quality Control of 3959-07-7, the main research area is aminobenzamide green preparation; amine ortho nitrobenzaldehyde visible light induced dehydrogenative acylation; quinazolinone preparation; beta keto carboxylic acid aminobenzamide cyclization.

Green and efficient method for the synthesis of aminobenzamides ArC(O)NHR [Ar = 2-H2NPh, 2-H2N-4-MeC6H4, 2-H2N-4-ClC6H4, etc.; R = Ph, Cy, n-Bu, etc.] via UV-light-induced dehydrogenative N-acylation of amines with o-nitrobenzaldehydes was reported. The reaction was also readily achieved on a gram scale. The utility of the 2-aminobenzamide building block in organic synthesis was shown by their use in the preparation of quinazolinone derivatives The method was applied to amino acid derivatives as the amine component, which smoothly gave N-(2-aminobenzoyl)acetate derivatives at room temperature Finally, a plausible mechanism was proposed.

Synthesis published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Quality Control of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Jing; Zheng, Chunming; Li, Bryan; Hawkins, Joel M.; Scott, Susannah L. published the artcile< Efficient, continuous N-Boc deprotection of amines using solid acid catalysts>, Name: 4-Bromobenzylamine, the main research area is amine preparation; tert butyloxycarbonyl amine deprotection solid acid catalyst.

The use of simple solid Bronsted acid catalysts to achieve continuous N-Boc deprotection of amines, e.g., tert-Bu 2-oxopiperidine-1-carboxylate without addnl. workup steps has been described. Using THF as the solvent, H-BEA zeolite affords high yields of a variety of aromatic and aliphatic amines, e.g., 2-piperidinone often in residence times of less than a minute at 140°C. The same catalyst/solvent combination is ineffective in batch conditions, due to the much lower temperature of refluxing THF. Boc-protected p-chloroaniline was deprotected with a throughput of 18 mmol p-chloroaniline per h per gcat, sustained over 9 h. The active sites of the zeolite do not appear to be directly associated with the Al framework substitution in the micropores, since partially ion-exchanged Na/H-BEA shows activity similar to H-BEA. The strong Bronsted acid sites (framework [Si(OH)Al]), are likely poisoned by the amine product. Moderate Bronsted acid sites associated with silanol defects near Al on or near the external surface (and not susceptible to Na+-exchange) are presumably the active sites, since they are not poisoned even by more basic aliphatic amines.

Reaction Chemistry & Engineering published new progress about Amines 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, Name: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Minjian; Jiang, Huimin; Yang, Zhuo; Liu, Xue; Sun, Hanyu; Hao, Mengyao; Hu, Jinping; Chen, Xiaoguang; Jin, Jing; Wang, Xiaojian published the artcile< Design, synthesis, and biological evaluation of pyrrolopyrimidine derivatives as novel Bruton's tyrosine kinase (BTK) inhibitors>, COA of Formula: C7H8BrN, the main research area is pyrrolopyrimidine preparation Brutons tyrosine kinase mol docking antitumor activity; B-Cell lymphomas; BTK inhibitor; Kinase selectivity.

Here, four key regions where inhibitors bind to BTK were identified by analyzing the existing crystal structures of BTK complexes. Then, a scaffold-based mol. design work flow was established by integrating fragment-growing method, deep learning-based framework XGraphBoost and mol. docking, leading to four compounds that showed potency against BTK. Optimization of compounds I and II led to the discovery of the potent BTK inhibitor compound III by using in vitro potency and pharmacokinetic (PK) studies to prioritize the compounds Compound III exhibited great BTK inhibition activity (IC50 = 0.7 nM) along with high oral absorption. Moreover, compound III demonstrated excellent kinase selectivity, especially over EGFR kinase, and low toxicity. In a TMD8 xenograft model, compound III significantly inhibited tumor growth (TGI = 104%) at a dosage of 50 mg/kg, indicating its potential as a novel therapeutic option for B-cell lymphomas.

European Journal of Medicinal Chemistry published new progress about Amides Role: PAC (Pharmacological Activity), PKT (Pharmacokinetics), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, COA of Formula: C7H8BrN.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Huang, Xiubing; Lu, Guilong; Zhang, Kaiyue; Liu, Jijia; Zhang, Hean; Guo, Zhengwei; Tao, Jinzhang published the artcile< Selective synthesis of imines by direct oxidative coupling of amines on Cu-doped CeO2 catalysts>, Application In Synthesis of 3959-07-7, the main research area is imine preparation coupling amine copper doped cerium oxide catalyst.

The study and development of CeO2 nanocrystals containing transition-metal species are of crucial importance for understanding the effect of transition-metal species on their catalytic activity. CeO2 nanocrystals containing only 0.61% Cu were demonstrated as an effective catalyst for imine synthesis from amines at 110° using NHPI as radical initiator and air as oxidant. Especially, Cu-doped CeO2 nanocrystals after thermal treatment at 300° for 2 h show high conversion (97.8%) and high selectivity (98.6%) for the synthesis of N-benzylidene benzylamine from benzylamine, as well as acceptable yield for the synthesis of several other kinds of imines from amines. The Cu-doped CeO2 nanocrystals also exhibited excellent cycling stability for at least four cycles with only a slightly decreased yield. The high catalytic activity of Cu-doped CeO2 can be ascribed to the highly dispersed Cu species and abundant oxygen vacancies on their surfaces which activated the NHPI and O2 and promoted the adsorption/conversion of amine.

Applied Surface Science published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Application In Synthesis of 3959-07-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Du, Shaoqing; Hu, Xueping; Shao, Xusheng; Qian, Xuhong published the artcile< Novel trifluoromethyl sydnone derivatives: Design, synthesis and fungicidal activity>, Recommanded Product: 4-Bromobenzylamine, the main research area is trifuoromethyl sydnone derivative preparation antifungal; Antifungal; Mesoionic; Sydnone; Trifluoromethyl.

In this study, a series of noval sydnone mesoionic derivatives I (R1 = H, Ph, 3-trifluoromethylphenyl, 3,5-dichlorophenyl; R2 = 3-trifluoromethylphenyl, tetrahydrofuran-2-yl, cylcopropyl, etc.) by active substructure splicing were designed and synthesized. All compounds were characterized using 1H and 13C NMR spectroscopy. Among them, trifluoromethyl compound I (R1 = R2 = 3-trifluoromethylphenyl) showed good bioactivity against Pseudoperonospora cubensis (EC50 = 49 mg L-1) in vivo, the activity was similar to that of the control Kresoxim-Me (EC50 = 44 mg L-1). However, the target of these compounds should not only be tyrosinase, and the mode of action needs to be further studied. In addition, the structure-activity relationship indicated that the trifluoromethyl group was more beneficial for antifungal activity. This is the first report that fluorine-containing N(3)-benzyl sydnone compounds have good fungicidal activity. These results will provide a basis for the development of sydnone mesoionic as new lead fungicidal agents.

Bioorganic & Medicinal Chemistry Letters published new progress about Agrochemical fungicides. 3959-07-7 belongs to class bromides-buliding-blocks, and the molecular formula is C7H8BrN, Recommanded Product: 4-Bromobenzylamine.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary