Category: 10543-42-7

Merchant, Jaysukhlal R. published the artcileSynthesis of sulfones with antitubercular activity, Application of Coumarin-6-sulfonyl chloride, the publication is Chemistry & Industry (London, United Kingdom) (1982), 955, database is CAplus.

6-Coumarylsulfonyl chlorides underwent Friedel-Crafts reaction with aromatic compounds to give 6-coumaryl aryl sulfones in 30-40% yield. E.g., treatment of sulfonyl chloride I (R = Cl) with PhEt for 4 h at 100° in the presence of AlCl₃ gave I (R = C₆H₄Et-p) (II). The sulfones were generally active against Mycobacterium tuberculosis.

Chemistry & Industry (London, United Kingdom) published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Application of Coumarin-6-sulfonyl chloride.

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

Mandour, A. H. published the artcileSynthesis of N-(Coumarinsulfonyl)thiohydantoin and -hydantoin derivatives, Product Details of C9H5ClO4S, the publication is Afinidad (2000), 57(489), 344-348, database is CAplus.

Acylation of glycine with 6-coumarinylsulfonyl chloride or (6-nitro-3-coumarinyl)sulfonyl chloride gave N-[(coumarinyl)sulfonyl]glycine derivatives Treatment of the latter compounds with ammonium thiocyanate and acetic anhydride afforded N-[(coumarinyl)sulfonyl]-3-thiohydantoins. The key intermediates thus prepared were 1-[(2-oxo-2H-1-benzopyran-6-yl)sulfonyl]-2-thioxo-4-imidazolidinone and 1-[(6-nitro-2-oxo-2H-1-benzopyran-3-yl)sulfonyl]-2-thioxo-4-imidazolidinone. Hydrolysis of these intermediates using aqueous chloroacetic acid gave N-[(coumarinyl)sulfonyl]hydantoins. Thus, the above (thioxo)imidazolidinones were transformed into the resp. diones, 1-[(2-oxo-2H-1-benzopyran-6-yl)sulfonyl]-2,4-imidazolidinedione and 1-[(6-nitro-2-oxo-2H-1-benzopyran-3-yl)sulfonyl]-2,4-imidazolidinedione. Condensation of N-[(coumarinyl)sulfonyl]-3-thiohydantoins and N-[(coumarinyl)sulfonyl]-3-hydantoins with (arylidene)malononitrile in piperidine gave the corresponding pyrano[2,3-d]imidazolidines. Also, the condensation of the above intermediates with aromatic aldehyde led to the formation of 5(arylidene)thiohydantoins and 5-(arylidene)hydantoins. The condensation of the latter compounds with malononitrile was also carried out.

Afinidad published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Product Details of C9H5ClO4S.

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

Rindhe, S. S. published the artcileSynthesis, antimicrobial and antioxidant activity of some oxindoles, Recommanded Product: Coumarin-6-sulfonyl chloride, the publication is Indian Journal of Pharmaceutical Sciences (2011), 73(3), 292-296, database is CAplus and MEDLINE.

The present work describes the synthesis and spectral anal. of several (3Z)-[4-[4-(arylsulfonyl)-1-piperazinyl]benzylidene]-1,3-dihydro-2H-indol-2-one derivatives The title compounds were screened in-vitro against six species of microorganisms, Staphylococcus aureus, Streptococcus pyogenes, Escherichia coli, Pseudomonas aeruginosa, Aspergillus niger and Aspergillus clavatus. Most of the compounds exhibited significant antimicrobial activity. All compounds were also screened in-vitro for the antioxidant activity using DPPH assay. Most of them have shown very significant antioxidant activity. The synthesis of the target compounds was achieved by an amidation (sulfonamidation) of 4-[4-[(2-oxo-3-indolylidene)methylene]phenyl]-1-piperazinecarboxylic acid 1,1-dimethylethyl ester with sulfonyl halides. The title compounds thus formed included 1,3-dihydro-3-[(3Z)-[4-[4-[[4-(1-methylethyl)phenyl]sulfonyl]-1-piperazinyl]phenyl]methylene]-2H-indol-2-one (I).

Indian Journal of Pharmaceutical Sciences published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Recommanded Product: Coumarin-6-sulfonyl chloride.

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

Liang, Shuaishuai published the artcileCopper-Catalyzed Vicinal Chloro-thiolation of Alkynes with Sulfonyl Chlorides, Recommanded Product: Coumarin-6-sulfonyl chloride, the publication is Organic Letters (2018), 20(22), 7024-7028, database is CAplus and MEDLINE.

In the presence of CuCl, terminal and internal aryl and alkyl alkynes such as RCCH (R = 4-MeC₆H₄, Ph, 4-BuC₆H₄, 4-PhC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-F₃CC₆H₄, 4-NCC₆H₄, 4-O₂NC₆H₄, 4-MeO₂CC₆H₄, 3-pyridinyl, PhCH₂, PhOCH₂, PhCH₂NMeCH₂, 1,3-dioxo-2-isoindolylmethyl, BrCH₂, ClCH₂CH₂CH₂) underwent regioselective and diastereoselective chlorothiolation with sulfonyl chlorides such as phenylsulfonyl chloride mediated by Ph₃P in DMF to yield (E)-chloroalkenyl thioethers such as (E)-RC(SPh):CHCl. The mechanism of the reaction was studied; evidence was obtained for thiyl radical intermediates, while DFT calculations of the intermediate chloroalkenyl copper complexes rationalized the observed regioselectivity.

Organic Letters published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Recommanded Product: Coumarin-6-sulfonyl chloride.

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

Zeid, I. F. published the artcileReactions with coumarin. VII, Safety of Coumarin-6-sulfonyl chloride, the publication is Afinidad (2003), 60(504), 215-219, database is CAplus.

Coumarin-6-sulfonamides I (n = 1, X = NH; n = 2, X = O, S) were synthesized by reactions of coumarin-6-sulfonyl chloride with semicarbazide, thiosemicarbazide and guanidine, resp.. The subsequent treatment of I with di-Et malonate, acetylacetone, and Et acetoacetate gave the corresponding pyrimidine derivatives, e.g. II (X = O, S) from the reaction with di-Et malonate.

Afinidad published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C8H11BO2, Safety of Coumarin-6-sulfonyl chloride.

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

Zeid, I. F. published the artcileReactions with coumarin. VIII, Formula: C9H5ClO4S, the publication is Afinidad (2003), 60(505), 295-299, database is CAplus.

A series of thiadiazole and selenadiazole derivatives was synthesized via oxidative cyclization of some semicarbazone derivatives of the types I. The later compounds were formed via reaction of coumarin-6-sulfonyl chloride 1 with m-, p-aminoacetophenone and/or o- and p-hydroxyacetophenone to give coumarin-6-sulfonamides II or the esters. Condensation of II and the esters with semicarbazide hydrochloride afforded the semicarbazones of type I. Oxidative cyclization of I with thionyl chloride led to the formation of the thiadiazole derivatives III. On the other hand, oxidative cyclization of I with selenium dioxide led to the formation of the corresponding selenadiazole derivatives

Afinidad published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C3H5BN2O2, Formula: C9H5ClO4S.

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

Doebelin, Christelle published the artcileDiscovery and Optimization of a Series of Sulfonamide Inverse Agonists for the Retinoic Acid Receptor-Related Orphan Receptor-a, Quality Control of 10543-42-7, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2019), 15(6), 676-684, database is CAplus and MEDLINE.

Background: Despite a massive industry endeavor to develop RORalpha-modulators for autoimmune disorders, there has been no indication of efforts to target the close family member RORa for similar indications. This may be due to the misconception that RORa is redundant to RORalpha, or the inherent difficulty in cultivating tractable starting points for RORa. RORa-selective modulators would be useful tools to interrogate the biol. of this understudied orphan nuclear receptor. Objective: The goal of this research effort was to identify and optimize synthetic ligands for RORa starting from the known LXR agonist T0901317. Methods: Fourty-five analogs of the sulfonamide lead (1) were synthesized and evaluated for their ability to suppress the transcriptional activity of RORa, RORalpha, and LXRa in cell-based assays. Analogs were characterized by 1H-NMR, 13C-NMR, and LC-MS anal. The pharmacokinetic profile of the most selective RORa inverse agonist was evaluated in rats with i.p. (i.p.) and per oral (p.o.)dosing. Results: Structure-activity relationship studies led to potent dual RORa/RORalpha inverse agonists as well as RORa-selective inverse agonists (20, 28). LXR activity could be reduced by removing the sulfonamide nitrogen substituent. Attempts to improve the potency of these selective leads by varying substitution patterns throughout the mol. proved challenging.

Medicinal Chemistry (Sharjah, United Arab Emirates) published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Quality Control of 10543-42-7.

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

Aminarshad, Farzaneh published the artcileDesign, solvent-free synthesis and antibacterial activity evaluation of new coumarin sulfonamides, Computed Properties of 10543-42-7, the publication is Journal of the Iranian Chemical Society (2022), 19(2), 547-562, database is CAplus.

A simple cost-effective and green method was presented for the synthesis of coumarin bis sulfonamides I (R = 3-chlorophenyl, 4-methylphenyl, 2,4-dimethylphenyl, etc.), II (R¹ = 4-methoxyphenyl, 4-methylphenyl, 2-methoxyphenyl) and III (R² = 2,4-dimethylphenyl, 2-chlorophenyl). Seventeen novel coumarin sulfonamides I, II, III and IV were synthesized in good to high yield and purity in six steps starting from 2-amino thiazole, aniline, and 4-methoxy aniline. All of the reactions have been done under green conditions without using any hazardous solvent. Also, the anti-bacterial properties of the synthesized sulfonamides I, II, III and IV were investigated using two strains of Staphylococcus (gram-pos.) and Escherichia coli (gram-neg.) bacteria.

Journal of the Iranian Chemical Society published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Computed Properties of 10543-42-7.

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

Baladi, Tom published the artcileSulfonylguanidine Derivatives as Potential Antimelanoma Agents, Recommanded Product: Coumarin-6-sulfonyl chloride, the publication is ChemMedChem (2020), 15(13), 1113-1117, database is CAplus and MEDLINE.

Sulfonylguanidines are interesting bioactive compounds with a broad range of applications in the treatment of different pathologies. 2-Aminobenzazole-based structures are well employed in the development of new anticancer drugs. Two series of novel N-benzazol-2-yl-N’-sulfonyl guanidine derivatives were synthesized with the sulfonylguanidine in either an extra- or intracyclic frame. They were evaluated for their antiproliferative activity against malignant melanoma tumor cells, thus allowing structure-activity relationships to be defined. Addnl., NCI-60 screening was performed for the best analog to study its efficiency against a panel of other cancer cell lines. The stability profile of this promising compound was then validated. During the synthetic process, an unexpected new deamidination of the sulfonylguanidine towards sulfonamide function was also identified.

ChemMedChem published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Recommanded Product: Coumarin-6-sulfonyl chloride.

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

Zhang, Zhimin published the artcileDiscovery of novel coumarin derivatives as potent and orally bioavailable BRD4 inhibitors based on scaffold hopping, COA of Formula: C9H5ClO4S, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2019), 34(1), 808-817, database is CAplus and MEDLINE.

The bromodomain and extra-terminal (BET) bromodomains, particularly BRD4, have been identified as promising therapeutic targets in the treatment of many human disorders such as cancer, inflammation, obesity, and cardiovascular disease. Recently, the discovery of novel BRD4 inhibitors has garnered substantial interest. Starting from scaffold hopping of the reported compound dihydroquinazolinone (PFI-1), a series of coumarin derivatives were designed and synthesized as a new chemotype of BRD4 inhibitors. Interestingly, the representative compounds exhibited potent BRD4 binding affinity and cell proliferation inhibitory activity, and especially displayed a favorable PK profile with high oral bioavailability (F = 49.38%) and metabolic stability (T_1/2 = 4.2 h), meaningfully making it as a promising lead compound for further drug development.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C28H41N7O4, COA of Formula: C9H5ClO4S.

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