Category: 254749-11-6

Eidam, Oliv published the artcileFragment-guided design of subnanomolar β-lactamase inhibitors active in vivo, Application of 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, the publication is Proceedings of the National Academy of Sciences of the United States of America (2012), 109(43), 17448-17453, S17448/1-S17448/39, database is CAplus and MEDLINE.

Fragment-based design was used to guide derivatization of a lead series of β-lactamase inhibitors that had heretofore resisted optimization for in vivo activity. X-ray structures of fragments overlaid with the lead suggested new, unanticipated functionality and points of attachment. Synthesis of three derivatives improved affinity over 20-fold and improved efficacy in cell culture. Crystal structures were consistent with the fragment-based design, enabling further optimization to a K_i of 50 pM, a 500-fold improvement that required the synthesis of only six derivatives One of these, compound 5, was tested in mice. Whereas cefotaxime alone failed to cure mice infected with β-lactamase-expressing Escherichia coli, 65% were cleared of infection when treated with a cefotaxime:5 combination. Fragment complexes offer a path around design hurdles, even for advanced mols.; the series described here may provide leads to overcome β-lactamase-based resistance, a key clin. challenge.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Application of 2-Chloro-4-cyanobenzene-1-sulfonyl chloride.

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

Skerratt, Sarah E. published the artcileIdentification of false positives in “HTS hits to lead”: The application of Bayesian models in HTS triage to rapidly deliver a series of selective TRPV4 antagonists, Related Products of chlorides-buliding-blocks, the publication is MedChemComm (2013), 4(1), 244-251, database is CAplus.

Herein, we describe the discovery and optimization of a series of potent and selective TRPV4 antagonists. The application of a variety of computational techniques (including Bayesian modeling) at the HTS triage stage enabled the early deprioritisation of likely frequent hitters. The use of methods to pos. prioritise compounds for follow-up screening allowed the rapid identification of a number of interesting TRPV4 antagonist series. The hit-to-lead efforts in one such series, the hydroxypiperidines, will be described.

MedChemComm published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C10H14O, Related Products of chlorides-buliding-blocks.

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

Pero, Joseph E. published the artcileDesign and Optimization of Sulfone Pyrrolidine Sulfonamide Antagonists of Transient Receptor Potential Vanilloid-4 with in Vivo Activity in a Pulmonary Edema Model, Product Details of C7H3Cl2NO2S, the publication is Journal of Medicinal Chemistry (2018), 61(24), 11209-11220, database is CAplus and MEDLINE.

Pulmonary edema is a common ailment of heart failure patients and has remained an unmet medical need due to dose-limiting side effects associated with current treatments. Preclin. studies in rodents have suggested that inhibition of transient receptor potential vanilloid-4 (TRPV4) cation channels may offer an alternative-and potentially superior-therapy. Efforts directed toward small-mol. antagonists of the TRPV4 receptor have led to the discovery of a novel sulfone pyrrolidine sulfonamide chemotype exemplified by lead compound 6. Design elements toward the optimization of TRPV4 activity, selectivity, and pharmacokinetic properties are described. Activity of leading exemplars 19 and 27 in an in vivo model suggestive of therapeutic potential is highlighted herein.

Journal of Medicinal Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Product Details of C7H3Cl2NO2S.

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

Du, Huang-Chi published the artcileSynthesis of 5-substituted tetrazoles via DNA-conjugated nitrile, Synthetic Route of 254749-11-6, the publication is Organic & Biomolecular Chemistry (2020), 18(45), 9221-9226, database is CAplus and MEDLINE.

A zinc bromide-catalyzed synthesis of 5-substituted tetrazoles via DNA-conjugated nitriles using sodium azide has been developed. The protocol offered moderate to excellent yields of tetrazoles with a broad range of substrates, including a variety of functionalized aromatic, heterocyclic, and aliphatic nitriles. In addition, the electronic effect within the substrate scope was evaluated. DNA fidelity was assessed by ligation efficiency and amplifiability anal. The ability to generate tetrazoles expands the diversity of heterocycles in the preparation of DNA-encoded chem. libraries.

Organic & Biomolecular Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Synthetic Route of 254749-11-6.

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

Yu, Jianxin published the artcileDiscovery of 2-Alkyl-1-arylsulfonylprolinamides as 11β-Hydroxysteroid Dehydrogenase Type 1 Inhibitors, Recommanded Product: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, the publication is ACS Medicinal Chemistry Letters (2012), 3(10), 793-798, database is CAplus and MEDLINE.

On the basis of scaffold hopping, a novel series of 2-alkyl-1-arylsulfonylprolinamides was discovered as 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD-1) inhibitors. A representative compound 4ek (I), obtained through SAR and structure optimization studies, demonstrates excellent in vitro potency against 11β-HSD-1 and dose-dependent in vivo inhibition of 11β-HSD-1 in a prednisone/prednisolone transformation biomarker study in mice.

ACS Medicinal Chemistry Letters published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C10H9IO4, Recommanded Product: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride.

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

Dalvi, Prashant B. published the artcileRhodium-Catalyzed Regioselective Synthesis of Isocoumarins through Benzothiadiazine-Fused Frameworks, Formula: C7H3Cl2NO2S, the publication is Organic Letters (2016), 18(15), 3706-3709, database is CAplus and MEDLINE.

An unprecedented two-step, one-pot synthesis of benzimidazothiadiazine 5,5-dioxides is presented. Reaction condition based regioselectivity has been achieved where fused benzimidazo[1,2-b][1,2,4]thiadiazines are exclusively formed under thermal conditions, whereas benzimidazo[2,1-c][1,2,4]thiadiazines were created only under microwave irradiation The salient features of this protocol include a regioselective sulfonylation of 2-aminobenzimidazole with o-halo sulfonyl chlorides followed by N-C bond formation. The acid forms of these fused regioisomers have been used to introduce novel guanidine-containing isocoumarin frameworks.

Organic Letters published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Formula: C7H3Cl2NO2S.

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

Giampietro, Letizia published the artcileSynthesis, structure-activity relationships and molecular docking studies of phenyldiazenyl sulfonamides as aromatase inhibitors, Application In Synthesis of 254749-11-6, the publication is European Journal of Medicinal Chemistry (2021), 113737, database is CAplus and MEDLINE.

In this respect, a series of phenyldiazenyl sulfonamides (E)-RS(O)₂NHC₆H₄N=NC₆H₅ (R = Me, Ph, 5-chlorothiophen-2-yl, etc.) and (E)-I was designed, synthesized and tested. Compounds (E)-RS(O)₂NHC₆H₄N=NC₆H₅ (R = 4-cyanophenyl, 2,4-dimethoxyphenyl (II)), and (E)-I (R = 2,4-dimethoxyphenyl) showed an aromatase inhibition in the micromolar range and were evaluated in vitro on the human breast cancer cell line MCF7 by MTT assay, cytotoxicity assay (LDH release), cell cycle anal. and apoptosis, revealing a dose-dependent inhibition profile. In particular, (II) displayed the best reduction in terms of metabolic activity and an anti-proliferative effect on MCF7 cells, being blocked in the G1/S phase checkpoint. Moreover, computational studies were carried out to better understand at a mol. level of detail the rationale behind the effective binding to the active site of aromatase of the more active inhibitor (II). The obtained results allow to consider this compound as an interesting lead for the development of a new class of non-steroidal aromatase inhibitors.

European Journal of Medicinal Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Application In Synthesis of 254749-11-6.

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

Maccallini, Cristina published the artcileNew azolyl-derivatives as multitargeting agents against breast cancer and fungal infections: synthesis, biological evaluation and docking study, Name: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2021), 36(1), 1631-1644, database is CAplus and MEDLINE.

Nonsteroidal aromatase inhibitors (NSAIs) are well-established drugs for the therapy of breast cancer. However, they display some serious side effects, and their efficacy can be compromised by the development of chemoresistance. Previously, we have reported different indazole-based carbamates and piperidine-sulfonamides as potent aromatase inhibitors. Starting from the most promising compounds, here we have synthesized new indazole and triazole derivatives and evaluated their biol. activity as potential dual agents, targeting both the aromatase and the inducible nitric oxide synthase, being this last dysregulated in breast cancer. Furthermore, selected compounds were evaluated as antiproliferative and cytotoxic agents in the MCF-7 cell line. Moreover, considering the therapeutic diversity of azole-based compounds, all the synthesized compounds were also evaluated as antifungals on different Candida strains. A docking study, as well as mol. dynamics simulation, were carried out to shed light on the binding mode of the most interesting compound into the different target enzymes catalytic sites.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Name: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride.

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

Qiu, Lin published the artcileSynthesis and in vitro evaluation of new TRPV4 ligands and biodistribution study of an ¹¹C-labeled radiotracer in rodents, Related Products of chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(22), 127573, database is CAplus and MEDLINE.

Nine new compounds targeting the transient receptor potential vanilloid-4 (TRPV4) were synthesized and their biol. activities toward TRPV4 were determined using freshly isolated mouse skin macrophages through live cell Ca²⁺ imaging assay. Three compounds 4b, 4c, and 4i exhibited higher percentages of in vitro activation of TRPV4 as 48.1%, 59.3% and 33.5%, which are comparable to 56.4% activation response of the reported TRPV4 agonist GSK1016790A (3). The compound 4i was chosen for ¹¹C-radiosynthesis using its phenol precursor 4g to reacted with [¹¹C]methyl iodide. The radiosynthesis was achieved with good radiochem. yield (16 ± 5%), high chem. and radiochem. purity (>95%), and high molar activity (16-21 GBq/μmol, decay corrected to the end of bombardment, EOB n ≥ 4). Furthermore, the initial ex vivo biodistribution study in rats showed that [¹¹C]4i had higher uptake in kidney, liver and small intestine compared to other tissues with rapid washout.

Bioorganic & Medicinal Chemistry Letters published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Related Products of chlorides-buliding-blocks.

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

Hamann, Lawrence G. published the artcileBenzodiazepine-based selective inhibitors of mitochondrial F₁F₀ ATP hydrolase, Recommanded Product: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(4), 1031-1034, database is CAplus and MEDLINE.

A series of benzodiazepine-based inhibitors of mitochondrial F₁F₀ ATP hydrolase were prepared and evaluated for their ability to selectively inhibit the enzyme in the forward direction. Compounds from this series showed excellent potency and selectivity for ATP hydrolase vs. ATP synthase, suggesting a potentially beneficial profile useful for the treatment of ischemic heart disease. The most potent member of the group of compounds thus tested was 4-[[4-(1,1-dimethylethyl)phenyl]sulfonyl]-2,3,4,5-tetrahydro-1-(1H-imidazol-4-ylmethyl)-2-(2-phenylethyl)-1H-1,4-benzodiazepine (I). I also inhibited cytochrome P 450 isoform CYP2C9. The structure of I was further modified to diminish this undesired side effect.

Bioorganic & Medicinal Chemistry Letters published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Recommanded Product: 2-Chloro-4-cyanobenzene-1-sulfonyl chloride.

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