Category: 10543-42-7

Griffiths, V. S. published the artcileDipole-moment measurements of coumarin derivatives and their orientation at a dropping-mercury electrode, SDS of cas: 10543-42-7, the publication is Journal of the Chemical Society (1963), 4941-5, database is CAplus.

The dipole moments of coumarin and its 6-amino-, 6-acetamido-, 6-sulfamoyl-, and 6-chlorosulfonyl derivatives were determined Coumarin derivatives are adsorbed with the dipole moment parallel to the Hg surface.

Journal of the 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, SDS of cas: 10543-42-7.

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

Kang, Dongwei published the artcileDiscovery of potent HIV-1 non-nucleoside reverse transcriptase inhibitors by exploring the structure-activity relationship of solvent-exposed regions I, COA of Formula: C9H5ClO4S, the publication is Chemical Biology & Drug Design (2019), 93(4), 430-437, database is CAplus and MEDLINE.

Two novel series of human immunodeficiency virus-1 (HIV-1) non-nucleoside reverse transcriptase inhibitors (NNRTIs) bearing a thiophene[3,2-d]pyrimidine scaffold and sulfonamide linker in the right wing have been identified, which demonstrated activity against the wild-type (WT) HIV-1 strain in MT-4 cells with inhibitory concentrations ranging from micromolar to submicromolar. Especially, against the mutant strains K103N and E138K, most compounds exhibited more potent activity than against WT HIV-1. Compound 7(I) (EC₅₀ = 0.014, 0.031 μM) achieved the most potent activity against the two mutants, being more effective than that of nevirapine (NVP, EC₅₀ = 7.572, 0.190 μM) and comparable to that of etravirine (ETV, EC₅₀ = 0.004, 0.014 μM). Mol. docking experiments on the novel analogs have also suggested that the extensive network of main chain hydrogen bonds are important in the binding mode, which may provide valuable insights for further optimization.

Chemical Biology & Drug Design 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, COA of Formula: C9H5ClO4S.

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

Liu, Caiyan published the artcileNon-directed copper-catalyzed regioselective C-H sulfonylation of phenothiazines, Synthetic Route of 10543-42-7, the publication is Organic & Biomolecular Chemistry (2019), 17(20), 5009-5013, database is CAplus and MEDLINE.

A simple and general method for the synthesis of phenothiazinyl sulfones I [R = n-Bu, Ph, Bn, etc.; R¹ = cyclopropyl, 4-MeC₆H₄, 2-naphthyl, etc.; R² = H, SMe, Cl; R³ = H, Cl] was developed via copper-catalyzed regioselective C-H sulfonylation of phenothiazines with sulfonyl chlorides. The broad scope of aryl/alkyl sulfonyl chlorides was applicable to produce C3 sulfonylation products of phenothiazines in moderate to good yields. The further transformation of the sulfonylation products was successful, which afforded valuable polyheterocycles.

Organic & Biomolecular 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 C9H5ClO4S, Synthetic Route of 10543-42-7.

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

Merchant, J. R. published the artcileSubstitution in the benzopyrone series. II. Sulfonation of coumarin derivatives, Related Products of chlorides-buliding-blocks, the publication is Journal of the Indian Chemical Society (1957), 35-41, database is CAplus.

ClSO₃H (2 moles) added gradually with cooling to coumarin, and the mixture heated 2 hrs. at 100°, cooled, and poured over crushed ice gave a mixture of the 6-SO₃H (I) and 6-SO₂Cl (m. 119-20°) compounds; S-benzylisothiuronium (II) derivative of I, m. 212-14°. The following compounds were treated similarly, the figures after each referring to moles ClSO₃H, temperature, and hrs. of heating, resp., and the products of sulfonation being given last: coumarin, 6, 130-40°, 3, the 3,6-di-SO₃H (III) (II derivative, m. 194-6°) and 3,6-di-SO₂Cl (m. 173-5°) compounds (amide, m. above 270°; anilide, m. 218-20°); 6-nitrocoumarin, 10, 130-40°, 4, the 3-SO₃H (IV) (II derivative, m. 230-2°) and 3-SO₂Cl (m. 204-5°) compounds (amide, m. above 290°; anilide, m. 130°); 7-hydroxy-4-methylcoumarin (V), 4, 100°, 2, the 6-SO₃H (VI) (II derivative, m. 180-2°) and 6-SO₂Cl (VII) (m. 178-80°) compounds (amide, m. above 290°; anilide, m. 245-7°); V, 4, 130-40°, 4, the 6,8-di-SO₃H compound; V, 8, 140°, 4, the 3,6,8-tri-SO₃H compound; 7-hydroxy-3,6-dibromo-4-methylcoumarin, 10, 100°, 2, the 8-SO₃H compound (VIII) (II derivative, m. 205-6°); 7-hydroxy-3,8-dibromo-4-methylcoumarin, 7.5, 100°, 2, the 6-SO₃H [II derivative, m. 238° (decomposition)] and 6-SO₂Cl (IX) [m. 210° (decomposition)] compounds (anilide, m. 210-12°); 7-methoxy-4-methylcoumarin (X), 4.3, 100°, 2, the 6-SO₃H (XI) [m. 175° (decomposition); II derivative, m. 250°] and 6-SO₂Cl (XII) (m. 203-4°) compounds (amide, m. above 310°; anilide, m. 209-10°); X, 8, 60°, 3 (in dry CHCl₃), the 3,6-di-SO₃H (XIII) [II derivative, m. 244° (decomposition)] and 3,6-di-SO₂Cl (m. 230-2°) compounds (anilide, m. 245-7°); X, excess ClSO₃H, 130-40°, a demethylated trisulfonic acid; 7-methoxy-3-bromo-4-methylcoumarin, 4, 100°, 2, the 6-SO₃H [II derivative, m. 280° (decomposition)] and 6-SO₂Cl (XIV) (m. 227-9°) compounds (anilide, m. 236-8°); 7-hydroxy-6-carbomethoxy-4-methylcoumarin, 1, 60°, 2 (in dry CHCl₃); 7-hydroxy-6-carboxy-4-methyl-8-coumarin sulfonic acid (XV) (II derivative, m. 209-11°) + unchanged substance; 7-hydroxy-6-carboxy-4-methylcoumarin, 4, 100°, 2, the 3,8-di-SO₃H compound (XVI). The position of the SO₃H group in I and III was proved by oxidation of the Na salt with alk. permanganate to give, in each case, 5-sulfosalicylic acid (II derivative, m. 194-6°). The same treatment of IV gave 5-nitrosalicylic acid, m. 227-8°. Bromination of VI (Na salt) with 1 mole Br in HOAc gave the 3,6,8-tri-Br compound, m. 250-2°, as did also bromination of VIII. VII (1 g. in 10 cc. glacial HOAc) treated hot with 11 cc. 10% Br in HOAc and left 6 hrs. at room temperature gave IX. XII brominated likewise yielded XIV. The Na salt of XI heated 15 min. with 2 moles Br in HOAc and poured into H₂O gave the 3,6-di-Br compound, m. 240° (from HOAc), as did XIII (di-Na salt) when treated with 3 moles Br. Oxidation of XI with alk. permanganate gave 2,4,5-HO(MeO)(HO₃S)C₆H₂ CO₂H (XVII) [II derivative, m. 228-30° (decomposition)], which upon bromination of its Na salt yielded the 5-Br compound, m. 251-2°. The structure of 5,2,4-HO₃S(HO)₂C₆H₂CO₂H (II derivative, m. 201-2°) obtained by Senhöfer and Brünner [Chem. Zentr. 1, 566(1879)] by sulfonating β-resorcylic acid was confirmed by its methylation to XVII. Bromination of XV and XVI gave in each case the 3,8-di-Br compound, m. 284-6° (decomposition).

Journal of the Indian 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, Related Products of chlorides-buliding-blocks.

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

Abdeen, Sanofar published the artcileTargeting the HSP60/10 chaperonin systems of Trypanosoma brucei as a strategy for treating African sleeping sickness, SDS of cas: 10543-42-7, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(21), 5247-5253, database is CAplus and MEDLINE.

Trypanosoma brucei are protozoan parasites that cause African sleeping sickness in humans (also known as Human African Trypanosomiasis-HAT). Without treatment, T. brucei infections are fatal. There is an urgent need for new therapeutic strategies as current drugs are toxic, have complex treatment regimens, and are becoming less effective owing to rising antibiotic resistance in parasites. The authors hypothesize that targeting the HSP60/10 chaperonin systems in T. brucei is a viable anti-trypanosomal strategy as parasites rely on these stress response elements for their development and survival. The authors recently discovered several hundred inhibitors of the prototypical HSP60/10 chaperonin system from Escherichia coli, termed GroEL/ES. One of the most potent GroEL/ES inhibitors the authors discovered was compound (I). While examining the PubChem database, the authors found that a related analog, 4-methyl-N-(4-(5-((4-methylphenyl)sulfonamido)benzo[d]oxazol-2-yl)phenyl)benzenesulfonamide (2e-p), exhibited cytotoxicity to Leishmania major promastigotes, which are trypanosomatids highly related to Trypanosoma brucei. Through initial counter-screening, the authors found that compounds (I) and 2e-p were also cytotoxic to Trypanosoma brucei parasites (EC₅₀ = 7.9 and 3.1 μM, resp.). These encouraging initial results prompted the authors to develop a library of inhibitor analogs and examine their anti-parasitic potential in vitro. Of the 49 new chaperonin inhibitors developed, 39% exhibit greater cytotoxicity to T. brucei parasites than parent compound (I). While many analogs exhibit moderate cytotoxicity to human liver and kidney cells, the authors identified mol. substructures to pursue for further medicinal chem. optimization to increase the therapeutic windows of this novel class of chaperonin-targeting anti-parasitic candidates. An intriguing finding from this study is that suramin, the first-line drug for treating early stage T. brucei infections, is also a potent inhibitor of GroEL/ES and HSP60/10 chaperonin systems.

Bioorganic & Medicinal Chemistry 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, SDS of cas: 10543-42-7.

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

Rode, Milind A. published the artcileSynthesis and biological activities of some indoline derivatives, Category: chlorides-buliding-blocks, the publication is Journal of the Serbian Chemical Society (2009), 74(12), 1377-1387, database is CAplus.

The reaction of indoline with a substituted benzoyl chloride in the presence of K₂CO₃ in THF gave 1-aroyl-2,3-dihydro-1H-indole I. The latter was subjected to chlorosulfonation in position 5. Condensation of the latter with aromatic amines led 1-aroyl-2,3-dihydro-1H-indole-5-sulfonamides. Similarly, 5-nitroindoline was treated with a substituted benzoyl chloride to obtain the nitro compound II, which was reduced using stannous chloride and reacted further with aromatic sulfonyl chloride to obtain the N-[1-aroyl-2,3-dihydro-1H-indol-5-yl]sulfonamides. These compounds were tested for antibacterial, tuberculostatic, and antifungal activity. Some of them showed very good activity against some gram-pos. and gram neg. bacteria, fungal strains, and also Mycobacterium tuberculosis. All of the synthesized compounds were subjected to antioxidant activity testing using the in vitro DPPH assay, and most of them showed very good activity.

Journal of the Serbian 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, Category: chlorides-buliding-blocks.

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

Millet, Antoine published the artcileDiscovery and Optimization of N-(4-(3-Aminophenyl)thiazol-2-yl)acetamide as a Novel Scaffold Active against Sensitive and Resistant Cancer Cells, COA of Formula: C9H5ClO4S, the publication is Journal of Medicinal Chemistry (2016), 59(18), 8276-8292, database is CAplus and MEDLINE.

Cancer is the second cause of deaths worldwide and is forecast to affect more that 22 million people in 2020. Despite dramatic improvement in its care over the last two decades, the treatment of resistant forms of cancer is still an unmet challenge. Thus, innovative and efficient treatments are still needed. In this context, the authors report herein the synthesis and evaluation of a new class of bioactive mols. belonging to the N-(4-(3-aminophenyl)thiazol-2-yl)acetamide family. Structure-activity relationships could be driven and resulted in the discovery of lead compound I.. The latter display high in vitro potency against both sensitive and resistant cancer cell lines on three models: melanoma, pancreatic cancer, and chronic myeloid leukemia (CML). I leads to cell death by concomitant induction of apoptosis and autophagy, shows good pharmacokinetic properties, and demonstrates a significant reduction of tumor growth in vivo on A375 xenograft model in mice.

Journal of 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 C9H5ClO4S, COA of Formula: C9H5ClO4S.

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

Bendale, Pravin published the artcileSecond Generation Tetrahydroquinoline-Based Protein Farnesyltransferase Inhibitors as Antimalarials, Quality Control of 10543-42-7, the publication is Journal of Medicinal Chemistry (2007), 50(19), 4585-4605, database is CAplus and MEDLINE.

Substituted tetrahydroquinolines (THQs) have been previously identified as inhibitors of mammalian protein farnesyltransferase (PFT). Previously it was shown that blocking PFT in the malaria parasite led to cell death and that THQ-based inhibitors are the most potent among several structural classes of PFT inhibitors (PFTIs). THQ-based PFTIs, e.g., I, were synthesized and several compounds were discovered that inhibit the malarial enzyme in the sub- to low-nanomolar range and that block the growth of the parasite (P. falciparum) in the low-nanomolar range. This body of structure-activity data can be rationalized in most cases by consideration of the X-ray structure of one of the THQs bound to mammalian PFT together with a homol. structural model of the malarial enzyme. The results of this study provide the basis for selection of antimalarial PFTIs for further evaluation in preclin. drug discovery assays.

Journal of 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 C9H5ClO4S, Quality Control of 10543-42-7.

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

Li, Ridong published the artcileDiscovery and structure-activity relationship of novel 4-hydroxy-thiazolidine-2-thione derivatives as tumor cell specific pyruvate kinase M2 activators, Product Details of C9H5ClO4S, the publication is European Journal of Medicinal Chemistry (2018), 48-65, database is CAplus and MEDLINE.

Pyruvate kinase M2 isoform (PKM2) is a crucial protein responsible for aerobic glycolysis of cancer cells. Activation of PKM2 may alter aberrant metabolism in cancer cells. In this study, we discovered a 4-hydroxy-thiazolidine-2-thione compound 2 as a novel PKM2 activator from a random screening of an inhouse compound library. Then a series of novel 4-hydroxy-thiazolidine-2-thione derivatives were designed and synthesized for screening as potent PKM2 activators. Among these, some compounds showed higher PKM2 activation activity than lead compound 2 and also exhibited significant anti-proliferative activities on human cancer cell lines at nanomolar concentration The compound 5w was identified as the most potent antitumor agent, which showed excellent anti-proliferative effects with IC₅₀ values from 0.46 μM to 0.81 μM against H1299, HCT116, Hela and PC3 cell lines. 5w also showed less cytotoxicity in non-tumor cell line HELF compared with cancer cells. In addition, Preliminary pharmacol. studies revealed that 5w arrests the cell cycle at the G2/M phase in HCT116 cell line. The best PKM2 activation by compound 5t was rationalized through docking studies.

European Journal of 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 C9H5ClO4S, Product Details of C9H5ClO4S.

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

Al-Kindy, S. M. Z. published the artcileCoumarin-6-sulfonyl chloride: a novel label in fluorometry and phosphorimetry. Part 2. Chromatographic applications, Computed Properties of 10543-42-7, the publication is Analytica Chimica Acta (1989), 227(1), 155-63, database is CAplus.

Coumarin-6-sulfonyl chloride is suitable for precolumn labeling in the ion-pair chromatog. of amino acids. Amino acid mixtures can also be separated, after derivatization, by thin-layer chromatog. using phosphorimetric detection at 77 K. Both approaches allow nanogram amounts of analytes to be determined

Analytica Chimica Acta 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