Tag: 100-200

New isatins was written by Buu-Hoi;Guettier, Haniel. And the article was included in Bulletin de la Societe Chimique de France in 1946.Synthetic Route of C10H9NO2 The following contents are mentioned in the article:

New halogenated or nitrated compounds are prepared from homologs of isatin. The starting materials were prepared by the Sandmeyer reaction (of. C.A. 13, 1840). Thus, 9-tert-butylindophenazine, m. 230°, results from heating o-C₆H₄(NH₂)₂ with the product of the Sandmeyer reaction (apparently 5-tert-butylisatin) in AcOH and crystallizing from alc. 5-Methylisatin (I) suspended in H₂O containing a few grains of iodine and treated with a slow current of Cl several hours at a tepid temperature gives 5-methyl-7-chloroisatin, m. 180° (from alc.). I (10 g.) in 100 cc. cold H₂SO₄, treated with 6 g. KNO₃ and poured into ice, gives about 1 g. 5-methyl-7-nitroisatin, m. 202-3° after reprecipitation from aqueous NaNO₃ by HCl and recrystallization from boiling alc. Likewise, 2 g. 6-methylisatin in suspension, treated with 1 cc. Br 2 hrs., yields 5-bromo-6-methylisatin, m. about 200° (softens above 190°) after recrystallization from AcOH. 7-Methylisatin with Br gives 5-bromo-7-methylisatin, m. about 287°. Treating 5 g. 4,7-dimethylisatin (II) suspended in 500 cc. H₂O with a slow stream of Cl gives about 3 g. 4,7-dimethyl-5-chloroisatin, m. 270-1° (from AcOH). Similarly, 10 g. II treated with Br 24 hrs. gives about 7 g. 4,7-dimethyl-5-bromoisatin, m. 298°. II with KNO₃ in H₂SO₄ gives 4, 7-dimethyl-5-nitroisatin, m. 255°. A series of indophenazines was prepared by heating together in AcOH the isatin and o-C₆H₄(NH₂)₂ and recrystallizing from glacial AcOH or PhNO₂. Empirical formulas and m.p. are: C₁₅H₁₀N₃Br, m. 261°; C₁₅H₁₀N₃Cl, m. 285°; C₁₅H₁₀O₂N₄, m. 319°; C₁₆H₁₃N₃, m. 315° (sublimes above 290°); C₁₅H₁₁N₃, m. 313° (sublimes above 260°); C₁₅H₁₀N₃Br, m. 310-15°; C₁₅H₁₁N₃, m. 313°; C₁₅H₁₀N₃Br, m. 312°; C₁₆H₁₃N₃, m. 309°; C₁₅H₁₂N₃Cl, m. 319°; C₁₀H₁₂N₃Br, m. 321°; C₁₆H₁₂O₂N₄, m. above 340°. A series of isatin 3-hydrazones are prepared by treating the isatin with excess N₂H₄.H₂O in dilute alc. Empirical formulas are: C₉H₈ON₃Br, m. 246° (decomposition); C₉H₈ON₃Br, m. 256° (decomposition); C₉H₈ON₃Br, decompose 220°; C₉H₃ON₃Cl, decompose 198°. A series of isatin 3-phenylhydrazones results from adding PhNHNH₂. dropwise to a saturated alc. solution of the isatin, boiling, cooling, and crystallizing from alc. Empirical formulas: C₁₅H₁₂ON₃Br, decompose 287°; C₁₅H₁₂ON₃Br, decompose 269-70°; C₁₅H₁₂ON₃Br, 280°; C₁₅H₁₂ON₃Cl, decompose 259-60°. N-Mercuric derivatives, prepared from all the above isatins by treating them in alc. with aqueous Hg(OAc)₂ and crystallized from HOAc, m. above 350°. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Synthetic Route of C10H9NO2).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Synthetic Route of C10H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Optically active bithienyls. VIII. Synthesis of 3,3′,6,6′-tetramethyldiphenic acid was written by Gronowitz, Salo;Hansen, Gunnar. And the article was included in Arkiv foer Kemi in 1967.Formula: C10H9NO2 The following contents are mentioned in the article:

cf. CA 62: 11757d. The title compound (I) was prepared for comparison of its racemization rate with that of its bithienyl analog (II) (G. and Beselin, CA 59: 15241g). The procedure for condensation of 2,5-Me2C6H3NH2 with CCl3CHO.H2O and NH2OH.HCl (Baker, et al., CA 46: 10176h) was modified and yielded 78% 2,5-Me2C6H3NHCOCH:NOH (III), m. 153-6°. III cyclized with 86% H2SO4 yielded 76% 4,7-dimethylisatin decomposing at 270° which on oxidation with alk. H2O2 yielded 68% 3,6-dimethylanthranilic acid (IV), m. 119-20°. The diazonium salt of IV (Atkinson and Lawler: Organic Syntheses. Collective Volume 1 Wiley: New York 1941. p. 222) yielded 56% I, m. 290-306°. Three other routes to I failed but produced new compounds 2,3-Dibromo-5-nitro-p-xylene (from nitration of 2-bromo-p-xylene with fuming HNO3 and bromination at 0° of the 5-nitro derivative in concentrated H2SO4 in the presence of Ag2SO4) was reduced in 90% EtOH with Fe powder and HCl yielding 94% 5-amino-2,3-dibromo-p-xylene (V), m. 87-9° (EtOH-H2O). V diazotized at 0°, reduced with 50% H3PO2 (added dropwise at -2°), left 18 hrs. in a refrigerator, and the oil which separated taken up in C6H6 and fractionated, yielded 85% 2,3-dibromo-p-xylene (VI), b16 139-44°, m. 16-17°. Since VI with BuLi and CO2 failed to give the corresponding carboxylic acid, apparently a stable Li compound could not be formed for a synthesis of I parallel to that of II. 2-Acetamido-p-xylene nitrated, refluxed with concentrated HCl, and steam distilled yielded 10% 2-amino-3-nitro-p-xylene (VII), m. 29-32°, from the distillate and 52% 5-nitro isomer (VIII), m. 142-3°, from the residue. The structures of VII and VIII are evident from their N.M.R. spectra. VIII brominated in AcOH at 40° yielded 75% 2-amino-3-bromo-5-nitro-p-xylene (Blanksma CA 7: 1492) which was diazotized by Schoutissen’s method (CA 28: 1215), treated with KI in H2O, warmed to 45°, NaHSO3 added, and the product recrystallized from EtOH-H2O yielding 85% 3-bromo-2-iodo-5-nitro-p-xylene (IX), m. 107-8°. A biphenyl derivative could not be obtained from IX by Ullman coupling. 3,6-Dimethylphthalic anhydride (from the Diels-Alder adduct between 2,5-dimethylfuran and maleic anhydride) heated 2-3 hrs. over a free flame with concentrated NH4OH yielded 97% 3,6-dimethylphathalimide (X), m. 227-8° (MeOH-H2O). X should give IV with NaOH solution and hypobromite, but only the anhydride resulted. N.M.R. values are recorded for all compounds This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Formula: C10H9NO2).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Formula: C10H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Improved superaugmented eccentric connectivity indices – Part II: Application in development of models for prediction of hiCE and hCE1 inhibitory activities of isatins was written by Dutt, Rohit;Singh, Monika;Madan, A. K.. And the article was included in Medicinal Chemistry Research in 2012.Formula: C10H9NO2 The following contents are mentioned in the article:

Topochem. versions of all the four superaugmented eccentric connectivity indexes (denoted by: ^SAcξ₄^c, ^SAcξ₅^c, ^SAcξ₆^c, and ^SAcξ₇^c) were utilized for the development of models for prediction of hiCE and hCE1 inhibitory activities. The values of these topochem. indexes were computed for each of the 65 analogs constituting the data set using an inhouse computer program. Resulting data was analyzed and suitable models were developed after identification of the active ranges by maximization of moving average with regard to active derivatives Subsequently, two biol. activities were assigned to each analog using proposed models, which were then compared with the reported hiCE and hCE1 inhibitory activities. Statistical significance of topol. indexes/models was investigated through sensitivity, specificity, and Matthews correlation coefficient (MCC). The overall accuracy of prediction varied from a min. of 81% for a model based upon ^SAcξ₄^c to a maximum of 92% in case of a model based upon ^SAcξ₅^c with regard to hiCE inhibitory activity and from a min. of 85% for a model based upon ^SAcξ₄^c to a maximum of 94% in case of a model based upon ^SAcξ₇^c with regard to hCE1 inhibitory activity. An excellent relationship between new generation superaugmented eccentric connectivity topochem. indexes (^SAcξ₄^c, ^SAcξ₅^c, ^SAcξ₆^c, and ^SAcξ₇^c) and hiCE and hCE1 inhibitory activities can be attributed to the sensitivity of the proposed topol. indexes toward nature, number, and relative position of heteroatom. High predictability amalgamated with high potency of the active ranges offer proposed models a vast potential for providing lead structures for development of potent and selective hiCE and hCE1 inhibitors. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Formula: C10H9NO2).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Formula: C10H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Synthesis of novel 4,5-dihydropyrrolo[1,2-a]quinoxalines, spiro[dihydroindolone-pyrrolo[1,2-a]quinoxaline] derivatives and their antituberculosis and anticancer activity was written by Makane, Vitthal B.;Vamshi Krishna, Eruva;Karale, Uattam B.;Babar, Dattatraya A.;Kalari, Saradhi;Rekha, Estharla M.;Shukla, Manjulika;Kaul, Grace;Sriram, Dharmarajan;Chopra, Sidharth;Misra, Sunil;Rode, Haridas B.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2020.Synthetic Route of C10H9NO2 The following contents are mentioned in the article:

A facile strategy was developed for the synthesis of biol. important 4,5-dihydropyrrolo[1,2-a]quinoxalines I (R = H, F; R¹ = 4-Me, 2-Br, 4-Cl; R² = H, Cl, Me) and spiro derivatives II (R³ = H, Me, Bn; R⁴ = H, Me; R⁵ = H, Me, Cl, F, I, OCF₃; R⁶ = H, Me) by treating 2-(1H-pyrrol-1-yl)anilines 4-R-2-(1H-pyrrol-1-yl)C₆H₃NH₂ such as with imidazo[1,2-a]pyridine-3-carbaldehydes III or isatins IV, using amidosulfonic acid (NH₃SO₃) as a solid catalyst in water at room temperature The protocol has been extended to electrophile ninhydrin. The catalyst could be recycled for six times without the loss of activity. The compounds I, II, V were evaluated for their antituberculosis, antibacterial, and anticancer activities. It is worth noting that compounds I (R = H, R¹ = 2-Br, R² = Cl, Me) demonstrated a min. inhibitory concentration value of 6.25μM against Mycobacterium tuberculosis H37Rv, whereas compounds I (R = H, R¹ = 2-Br, R² = Cl; R = F, R¹ = 2-Br, R² = H), II (R = H, R³ = H, R⁴ = H, R⁵ = I, OCF₃, R⁶ = H; R = H, R³ = Bn, R⁴ = H, R⁵ = H, R⁶ = H) showed a remarkable inhibition of A549, DU145, HeLa, HepG2, MCF-7, and B16-F10 cell lines, resp. Staphylococcus aureus was inhibited by compounds II (R = H, R³ = H, R⁴ = H, R⁵ = Cl, I, OCF₃, R⁶ = H; R = H, F, R³ = H, R⁴ = Me, R⁵ = H, R⁶ = Me) at 32μg/mL. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Synthetic Route of C10H9NO2).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Synthetic Route of C10H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Further Studies on Triazinoindoles as Potential Novel Multitarget-Directed Anti-Alzheimer’s Agents was written by Patel, Dushyant V.;Patel, Nirav R.;Kanhed, Ashish M.;Teli, Divya M.;Patel, Kishan B.;Gandhi, Pallav M.;Patel, Sagar P.;Chaudhary, Bharat N.;Shah, Dharti B.;Prajapati, Navnit K.;Patel, Kirti V.;Yadav, Mange Ram. And the article was included in ACS Chemical Neuroscience in 2020.Computed Properties of C10H9NO2 The following contents are mentioned in the article:

The inadequate clin. efficacy of the present anti-Alzheimer’s disease (AD) drugs and their low impact on the progression of Alzheimer’s disease in patients have revised the research focus from single targets to multitarget-directed ligands. A novel series of substituted triazinoindole derivatives were obtained by introducing various substituents on the indole ring for the development of multitarget-directed ligands as anti-AD agents. The exptl. data indicated that some of these compounds exhibited significant anti-AD properties. Among them, 8-(piperidin-1-yl)-N-(6-(pyrrolidin-1-yl)hexyl)-5H-[1,2,4]triazino[5,6-b]indol-3-amine (60), the most potent cholinesterase inhibitor (AChE, IC₅₀ value of 0.32μM; BuChE, IC₅₀ value of 0.21μM), was also found to possess significant self-mediated Aβ_1-42 aggregation inhibitory activity (54% at 25μM concentration). Addnl., compound 60 showed strong antioxidant activity. In the PAMPA assay, compound 60 exhibited blood-brain barrier penetrating ability. An acute toxicity study in rats demonstrated no sign of toxicity at doses up to 2000 mg/kg. Furthermore, compound 60 significantly restored the cognitive deficits in the scopolamine-induced mice model and Aβ_1-42-induced rat model. In the in silico ADMET prediction studies, the compound satisfied all the parameters of CNS acting drugs. These results highlighted the potential of compound 60 to be a promising multitarget-directed ligand for the development of potential anti-AD drugs. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Computed Properties of C10H9NO2).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Computed Properties of C10H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Conformational behavior of medium-sized rings. Part 10. Dithiosalicylides and trithiosalicylides was written by Guise, G. Bruce;Ollis, W. David;Peacock, Judith A.;Stephanatou, Julia Stephanidou;Stoddart, J. Fraser. And the article was included in Journal of the Chemical Society in 1982.Application of 15540-90-6 The following contents are mentioned in the article:

The trithiosalicylides I [R = Me, R¹-R³ = H (II); R = R² = R³ = H, R¹ = Me; R = R¹ = R³ = H, R² = Me (III); R-R² = H, R³ = Me] were prepared and shown to exist in solution as ring inverting enantiomeric helical conformations with trans thio ester linkages. The free energies of activation for these conformational changes are ∼10 kcal/mol higher than for the same process in analogous trisalicylides. The crystal structures and solid state conformations of II and III were determined by x-ray anal. The dithiosalicylides IV [R = Me, R¹-R³ = H; R = R¹ = R³ = H, R² = Me; R = H, Me, CHMe₂ (V), R¹ = R² = H, R³ = Me] were also prepared and their conformations studied. The temp dependent ¹H NMR spectrum of V is interpreted in terms of ring inversion between enantiomeric boat conformations. The ΔG^⧧ value of 24.6 kcal/mol for this conformation change, as compared with that of 17-7 kcal/mol for di-o-thymotide, suggests that cis thio ester linkages are subject to more resonance stabilization than cis ester linkages. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Application of 15540-90-6).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Application of 15540-90-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Selective Inhibition of Carboxylesterases by Isatins, Indole-2,3-diones was written by Hyatt, Janice L.;Moak, Teri;Hatfield, M. Jason;Tsurkan, Lyudmila;Edwards, Carol C.;Wierdl, Monika;Danks, Mary K.;Wadkins, Randy M.;Potter, Philip M.. And the article was included in Journal of Medicinal Chemistry in 2007.Formula: C10H9NO2 The following contents are mentioned in the article:

Carboxylesterases (CE) are ubiquitous enzymes thought to be responsible for the metabolism and detoxification of xenobiotics. Numerous clin. used drugs including Demerol, lidocaine, capecitabine, and CPT-11 are hydrolyzed by these enzymes. Hence, the identification and application of selective CE inhibitors may prove useful in modulating the metabolism of esterified drugs in vivo. Having recently identified benzil (diphenylethane-1,2-dione) as a potent selective inhibitor of CEs, we sought to evaluate the inhibitory activity of related 1,2-diones toward these enzymes. Biochem. assays and kinetic studies demonstrated that isatins (indole-2,3-diones), containing hydrophobic groups attached at a variety of positions within these mols., could act as potent, specific CE inhibitors. Interestingly, the inhibitory potency of the isatin compounds was related to their hydrophobicity, such that compounds with clogP values of <1.25 were ineffective at enzyme inhibition. Conversely, analogs demonstrating clogP values >5 routinely yielded K_i values in the nM range. Furthermore, excellent 3D QSAR correlates were obtained for 2 human CEs, hCE1 and hiCE. While the isatin analogs were generally less effective at CE inhibition than the benzils, the former may represent valid lead compounds for the development of inhibitors for use in modulating drug metabolism in vivo. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Formula: C10H9NO2).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Formula: C10H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Identification of the First Highly Subtype-Selective Inhibitor of Human GABA Transporter GAT3 was written by Damgaard, Maria;Al-Khawaja, Anas;Vogensen, Stine B.;Jurik, Andreas;Sijm, Maarten;Lie, Maria E. K.;Baek, Mathias I.;Rosenthal, Emil;Jensen, Anders A.;Ecker, Gerhard F.;Froelund, Bente;Wellendorph, Petrine;Clausen, Rasmus P.. And the article was included in ACS Chemical Neuroscience in 2015.Electric Literature of C10H9NO2 The following contents are mentioned in the article:

Screening a library of small-mol. compounds using a cell line expressing human GABA transporter 3 (hGAT3) in a [³H]GABA uptake assay identified isatin derivatives as a new class of hGAT3 inhibitors. A subsequent structure-activity relationship (SAR) study led to the identification of hGAT3-selective inhibitors (i.e., compounds 20 and 34) that were superior to the reference hGAT3 inhibitor, (S)-SNAP-5114, in terms of potency (low micromolar IC₅₀ values) and selectivity (>30-fold selective for hGAT3 over hGAT1/hGAT2/hBGT1). Further pharmacol. characterization of compound 20 (5-(thiophen-2-yl)indoline-2,3-dione) revealed a noncompetitive mode of inhibition at hGAT3. This suggests that this compound class, which has no structural resemblance to GABA, has a binding site different from the substrate, GABA. This was supported by a mol. modeling study that suggested a unique binding site that matched the observed selectivity, inhibition kinetics, and SAR of the compound series. These compounds are the most potent GAT3 inhibitors reported to date that provide selectivity for GAT3 over other GABA transporter subtypes. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Electric Literature of C10H9NO2).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Electric Literature of C10H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Synthesis and Structure-Activity Relationship Studies of Small Molecule Disruptors of EWS-FLI1 Interactions in Ewing’s Sarcoma was written by Tosso, Perrer N.;Kong, Yali;Scher, Lauren;Cummins, Ryan;Schneider, Jeffrey;Rahim, Said;Holman, K. Travis;Toretsky, Jeffrey;Wang, Kan;Uren, Aykut;Brown, Milton L.. And the article was included in Journal of Medicinal Chemistry in 2014.Application of 15540-90-6 The following contents are mentioned in the article:

EWS-FLI1 is an oncogenic fusion protein implicated in the development of Ewing’s sarcoma family tumors (ESFT). Using the previously reported lead compound I, the authors designed and synthesized a focused library of analogs. The functional inhibition of the analogs was measured by an EWS-FLI1/NR0B1 reporter luciferase assay and a paired cell screening approach measuring effects on growth inhibition for human cells containing EWS-FLI1 (TC32 and TC71) and control PANC1 cell lines devoid of the oncoprotein. The data revealed that substitution of electron donating groups at the para-position on the Ph ring was the most favorable for inhibition of EWS-FLI1 by analogs of I. Compound II was the most active inhibitor with GI₅₀ = 0.26±0.1 μM. Further, a correlation of growth inhibition (EWS-FLI1 expressing TC32 cells) and the luciferase reporter activity was established (R² = 0.84). Finally, the authors designed and synthesized a biotinylated analog and determined the binding affinity for recombinant EWS-FLI1 (K_d = 4.8±2.6 μM). This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Application of 15540-90-6).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Application of 15540-90-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Discovery of a Novel and Selective Indoleamine 2,3-Dioxygenase (IDO-1) Inhibitor 3-(5-Fluoro-1H-indol-3-yl)pyrrolidine-2,5-dione (EOS200271/PF-06840003) and Its Characterization as a Potential Clinical Candidate was written by Crosignani, Stefano;Bingham, Patrick;Bottemanne, Pauline;Cannelle, Helene;Cauwenberghs, Sandra;Cordonnier, Marie;Dalvie, Deepak;Deroose, Frederik;Feng, Jun Li;Gomes, Bruno;Greasley, Samantha;Kaiser, Stephen E.;Kraus, Manfred;Negrerie, Michel;Maegley, Karen;Miller, Nichol;Murray, Brion W.;Schneider, Manfred;Soloweij, James;Stewart, Albert E.;Tumang, Joseph;Torti, Vince R.;Van Den Eynde, Benoit;Wythes, Martin. And the article was included in Journal of Medicinal Chemistry in 2017.SDS of cas: 1000343-16-7 The following contents are mentioned in the article:

Tumors use tryptophan-catabolizing enzymes such as indoleamine 2,3-dioxygenase (IDO-1) to induce an immunosuppressive environment. IDO-1 is induced in response to inflammatory stimuli and promotes immune tolerance through effector T-cell anergy and enhanced Treg function. As such, IDO-1 is a nexus for the induction of a key immunosuppressive mechanism and represents an important immunotherapeutic target in oncol. Starting from HTS hit I, IDO-1 inhibitor II has been developed. The structure-activity relationship around II is described and rationalized using the x-ray crystal structure of II bound to human IDO-1, which shows that II, differently from most of the IDO-1 inhibitors described so far, does not bind to the heme iron atom and has a novel binding mode. Clin. candidate II shows good potency in an IDO-1 human whole blood assay and also shows a very favorable ADME profile leading to favorable predicted human pharmacokinetic properties, including a predicted half-life of 16-19 h. This study involved multiple reactions and reactants, such as 5-Fluoro-6-methyl-1H-indole (cas: 1000343-16-7SDS of cas: 1000343-16-7).

5-Fluoro-6-methyl-1H-indole (cas: 1000343-16-7) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). SDS of cas: 1000343-16-7

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles