Category: 939-99-1

Chen, Tiffany Q. published the artcileA Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides, Application of 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is Angewandte Chemie, International Edition (2019), 58(41), 14584-14588, database is CAplus and MEDLINE.

Here, we demonstrate that a metallaphotoredox-catalyzed cross-electrophile coupling mechanism provides a unified method for the α-arylation of diverse activated alkyl chlorides, including α-chloroketones, α-chloroesters, α-chloroamides, α-chlorocarboxylic acids, and benzylic chlorides. This strategy, which is effective for a wide variety of aryl bromide coupling partners, is predicated upon a halogen atom abstraction/nickel radical-capture mechanism that is generically successful across an extensive range of carbonyl substrates. The construction and use of arylacetic acid products have further enabled two-step protocols for the delivery of valuable building blocks for medicinal chem., such as aryldifluoromethyl and diarylmethane motifs.

Angewandte Chemie, International Edition published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Application of 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xiao, Jing published the artcilePhosphonic acid mediated practical dehalogenation and benzylation with benzyl halides, Related Products of chlorides-buliding-blocks, the publication is RSC Advances (2019), 9(39), 22343-22347, database is CAplus and MEDLINE.

For the first time, by using H₃PO₃/I₂ system, various benzyl chlorides and bromides RCH₂X (R = C₆H₅, 4-O₂NC₆H₄, 1-naphthyl, etc.; X = Cl, Br) were dehalogenated successfully. In the presence of H₃PO₃, benzyl halides underwent electrophilic substitution reactions with electron-rich arenes, leading to a broad range of diarylmethanes RCH₂R¹ (R¹ = C₆H₅, 2,4,6-(CH₃)₃C₆H₂, 4-CH₃OC₆H₄, etc.) in good yields. These transformations feature green, cheap reducing reagents and metal-free conditions.

RSC Advances published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C14H26O2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wang, Shuai published the artcileDiscovery of new [1,2,4] Triazolo[1,5-a]Pyrimidine derivatives that Kill gastric cancer cells via the mitochondria pathway, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is European Journal of Medicinal Chemistry (2020), 112630, database is CAplus and MEDLINE.

A novel series of [1,2,4]triazolo[1,5-a]pyrimidine-based compoundsI [R¹ = benzyl, 4-fluorobenzyl, 4-chlorobenzyl, etc.; R² = Me, Et, Ph; R³ = H, Me] and II [R⁴ = Ph, (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl), (4-(3-(5-bromo-2-pyridyl)prop-2-enoyl)phenyl), etc.] were synthesized and tested their anti-proliferation efficacy against gastric cancer cell line MGC-803. Among them, compounds II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl), (4-(3-(5-bromo-2-pyridyl)prop-2-enoyl)phenyl)] inhibited gastric cancer cells at micromolar level. Compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] caused G2/M arrest and induced mitochondria-dependent apoptosis in MGC-803 and SGC-7901. However, inhibiting apoptosis pathway cannot prevent the inhibitory activity of compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] against gastric cancer cell. To our surprising, ROS level was increased by compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] and elevation of ROS could be rescued by NAC. In accordance with that, NAC absolutely prevented the anti-proliferation efficacy of compound 4o. We further found that autophagy inhibitor CQ rather than 3-MA partially reversed inhibitory activity of compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] in MGC-803 cells. Taken together, compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] exhibited its anti-proliferative activity via increasing ROS level and inducing autophagy, thus leading to apoptosis of gastric cancer cells. Therefore, compound II [R⁴ = (4-(3-(6-bromo-2-pyridyl)prop-2-enoyl)phenyl)] may support further development of lead compounds for gastric cancer therapy via mitochondria pathway.

European Journal of Medicinal Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C6H12F3NO5S, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Guerra, Walter D. published the artcileDesign, Synthesis, and in vitro Evaluation of Tubulin-Targeting Dibenzothiazines with Antiproliferative Activity as a Novel Heterocycle Building Block, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is ChemMedChem (2021), 16(19), 3003-3016, database is CAplus and MEDLINE.

A series of free NH and N-substituted dibenzonthiazines I [R¹ = H, F, CF₃, Ph; R² = H, 9-F, 7-Ph, etc.; R³ = H, Me, Bn, etc.] with potential anti-tumor activity from N-aryl-benzenesulfonamides was prepared A biol. test of synthesized compounds was performed in vitro measuring their antiproliferative activity against a panel of six human solid tumor cell lines and its tubulin inhibitory activity. Compounds I [R¹ = R² = H; R³ = SO₂C₆H₅, 4-MeC₆H₄SO₂] showed as the best compounds with promising values of activity (overall range of 2-5.4μM).

ChemMedChem published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Akgul, Ozlem published the artcileSultam based Carbonic Anhydrase VII inhibitors for the management of neuropathic pain, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is European Journal of Medicinal Chemistry (2022), 113956, database is CAplus and MEDLINE.

We report a series of compounds 1-17 derived from the antiepileptic drug Sulthiame (SLT) from which both the benzenesulfonamide and the sultam moiety were retained. All compounds were tested in vitro for their inhibition activity against the human (h) Carbonic Anhydrase (CA; EC 4.2.1.1) I, II, VII, IX and XII isoforms. Among the series, derivatives 1 and 11 showed great enhancement of both inhibition potency and selectivity towards the hCA VII isoform, when compared to the reference SLT drug. The binding mode of 11 within the hCA VII active site was deciphered by means of X-ray crystallog. and revealed the sultam moiety being exposed to the rim of the active site. In vivo experiments on a model of neuropathic pain induced by oxaliplatin clearly showed 11 being an effective pain relieving agent and therefore worth of further exploitation towards the validation of the hCA VII as new target for the management of neuropathies.

European Journal of Medicinal Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Safety of 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Pan, Nianjuan published the artcileNovel pyrimidine derivatives bearing a 1,3,4-thiadiazole skeleton: design, synthesis, and antifungal activity, HPLC of Formula: 939-99-1, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2022), 922813, database is CAplus and MEDLINE.

In this study, twenty novel pyrimidine derivatives bearing a 1,3,4-thiadiazole skeleton were designed and synthesized. Then their antifungal activity against Botrytis cinereal (B. cinereal), Botryosphaeria dothidea (B. dothidea), and Phomopsis sp. were determined using the poison plate technique. Biol. test results showed that I revealed lower EC₅₀ values (25.9 and 50.8μg/mL) on Phompsis sp. than those of pyrimethanil (32.1 and 62.8μg/mL).

Frontiers in Chemistry (Lausanne, Switzerland) published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, HPLC of Formula: 939-99-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Li, Er-dong published the artcile2,4-Disubstituted quinazolines targeting breast cancer cells via EGFR-PI3K, Name: 1-(Chloromethyl)-4-(trifluoromethyl)benzene, the publication is European Journal of Medicinal Chemistry (2019), 36-47, database is CAplus and MEDLINE.

A series of novel 2,4-disubstituted quinazolines I [R = hexyl, cyclopentyl, Ph, etc.] were synthesized and evaluated for their anti-tumor activity against five human cancer cells (MDA-MB-231, MCF-7, PC-3, HGC-27 and MGC-803) using MTT assay. Among them, compound I [R = 4-F₃CC₆H₄] showed the most potent cytotoxicity against breast cancer cells. Compound I [R = 4-F₃CC₆H₄] also significantly inhibited the colony formation and migration of MDA-MB-231 and MCF-7 cells. Meanwhile, compound I [R = 4-F₃CC₆H₄] induced cell cycle arrest at G1 phase and cell apoptosis, as well as increased accumulation of intracellular ROS. Furthermore, compound I [R = 4-F₃CC₆H₄] exerted antitumor effects in-vitro via decreasing the expression of anti-apoptotic protein Bcl-2 and increasing the pro-apoptotic protein Bax and p53. Mechanistically, compound I [R = 4-F₃CC₆H₄] markedly decreased p-EGFR and p-PI3K expression, which revealed that compound I [R = 4-F₃CC₆H₄] targeted breast cancer cells via interfering with EGFR-PI3K signaling pathway. Mol. docking suggested that compound I [R = 4-F₃CC₆H₄] could indeed bind into the active pocket of EGFR. All the findings suggest that compound I [R = 4-F₃CC₆H₄] might be a valuable lead compound for antitumor agents targeting breast cancer cells.

European Journal of Medicinal Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Name: 1-(Chloromethyl)-4-(trifluoromethyl)benzene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wang, Shuai published the artcileSynthesis, structure-activity relationship studies and biological characterization of new [1,2,4]triazolo[1,5-a]pyrimidine-based LSD1/KDM1A inhibitors, Formula: C8H6ClF3, the publication is European Journal of Medicinal Chemistry (2019), 388-401, database is CAplus and MEDLINE.

The design, synthesis and biochem. characterization of [1,2,4]triazolo[1,5-a]pyrimidine derivatives I [R¹ = H, [(2-bromophenyl)methyl]sulfanyl, prop-2-en-1-ylsulfanyl, [(1H-1,3-benzodiazol-2-ylmethyl)sulfanyl], etc.; R² = H, Me, (CH₂)₄CH₃; R³ = Me, Et, C₆H₅; R², R³ = -(CH₂)₃-; R⁴ = H, C₆H₅, [4-(4-methylpiperazin-1-yl)phenyl], etc.] as new LSD1 inhibitors have been reported. Of these compounds, compound I [R¹ = (1H-1,3-benzodiazol-2-ylsulfanyl)methyl; R² = H; R³ = Me; R⁴ = [4-(4-methylpiperazin-1-yl)phenyl]] (II) inhibited LSD1 in a reversible manner (IC₅₀ = 1.72 μM) and showed selectivity to LSD1 over MAO-A/B. Besides, compound II displayed FAD-competitive binding to LSD1. Interestingly, compound II did not inhibit horseradish peroxidase (HRP) and quench H₂O₂, thus excluding the possibility that LSD1 inhibition by compound II was due to the HRP inhibition and consumption of H₂O₂. In LSD1 overexpressed A549 cells, compound II concentration-dependently induced accumulation of H3K4me1/me2 and H3K9me2 and showed cellular target engagement to LSD1. Addnl., compound II significantly inhibited migration of A549 cells in a concentration-dependent manner, further western blot anal. showed that compound II increased expression levels of epithelial cell markers E-Cadherin and Claudin-1, down-regulated mesenchymal cell marker N-Cadherin and the upstream transcription factors Snail and Slug. Docking studies were also performed to rationalize the potency of compound II toward LSD1. To conclude, the [1,2,4]triazolo[1,5-a]pyrimidine I could serve as a promising scaffold for the development of new LSD1 inhibitors.

European Journal of Medicinal Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C17H18N3NaO3S, Formula: C8H6ClF3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Li, Yangyang published the artcileModular access to substituted cyclohexanes with kinetic stereocontrol, HPLC of Formula: 939-99-1, the publication is Science (Washington, DC, United States) (2022), 376(6594), 749-753, database is CAplus and MEDLINE.

Substituted six-membered cyclic hydrocarbons are common constituents of biol. active compounds Although methods for the synthesis of thermodynamically favored, disubstituted cyclohexanes are well established, a reliable and modular protocol for the synthesis of their stereoisomers is still elusive. Herein, the authors report a general strategy for the modular synthesis of disubstituted cyclohexanes with excellent kinetic stereocontrol from readily accessible substituted methylenecyclohexanes by the implementation of chain-walking catalysis. Mechanistically, the initial introduction of a sterically demanding B ester group adjacent to the cyclohexane is key to guiding the stereochem. outcome. The synthetic potential of this methodol. was highlighted in late-stage modification of complex bioactive mols. and in comparison with current cross-coupling techniques.

Science (Washington, DC, United States) published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, HPLC of Formula: 939-99-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yan, Yu-Hang published the artcileStructure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors, Category: chlorides-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2022), 113965, database is CAplus and MEDLINE.

X-ray structure-guided optimization of 1H-imidazole-2-carboxylic acid (ICA) derivatives, I [R¹ = cyclopropyl, 4-pyridylmethyl, 2-(1-methyltetrazol-5-yl)sulfanylethyl, etc.; R² = R³ = Me, cyclopropyl, Ph, etc.] was reported by considering how to engage with the active-site flexible loops and improve penetration into Gram-neg. bacteria. Structure-activity relationship studies revealed the importance of appropriate substituents at ICA 1-position to achieve potent inhibition to class B1 MBLs, particularly the Verona Integron-encoded MBLs (VIMs), mainly by involving ingenious interactions with the flexible active site loops as observed by crystallog. analyses. Of the tested ICA inhibitors, I [R¹ = 4-pyridylmethyl, R² = R³ = H] displayed potent synergistic antibacterial activity with meropenem against engineered Escherichia coli strains and even intractable clin. isolated Pseudomonas aeruginosa producing VIM-2 MBL. The morphol. and internal structural changes of bacterial cells after treatment further demonstrated that I [R¹ = 4-pyridylmethyl, R² = R³ = H] crossed the outer membrane and reversed the activity of meropenem. Moreover, I [R¹ = 4-pyridylmethyl, R² = R³ = H] showed good pharmacokinetic and safety profile in vivo, which could be a potential candidate for combating VIM-mediated Gram-neg. carbapenem resistance.

European Journal of Medicinal Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C3H6O2, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics