Category: 15540-90-6

Methyleneketenes and methylenecarbenes. V. Condensation of ketones with isopropylidene malonate catalyzed by titanium tetrachloride and synthesis of a dibenzofuran was written by Baxter, Gary J.;Brown, Roger F. C.. And the article was included in Australian Journal of Chemistry in 1975.Reference of 15540-90-6 The following contents are mentioned in the article:

The TiCl4-pyridine-THF reagent of Lehnert will effect direct condensation of some aromatic ketones RCOR1(R = Ph, o-tolyl, 2,5-dimethyl-3-furyl; R1 = Me, Ph, Co2Me, piperidinocarbonyl; RR1 = 2,2′-biphenylylene) with isopropylidene malonate (Meldrum’s acid) to give I. The synthetic value of this reaction is explored in a synthesis of 7-methoxy-9-methyldibenzofuran-3-ol involving pyrolysis of I (R = 2,5-dimethyl-3-furyl), formylation of II with Cl2CHOMe and SnCl4, conversion of III to the 6-MeO analog. condensation with isopropylidene malonate, and pyrolysis of the product. A 1,9-dimethyldibenzofuran related to strepsilin could not be obtained in the same way. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Reference of 15540-90-6).

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 was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Reference 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

Malonodiamidines. III. Synthesis and condensation reactions of 1,2,3,4,6,7-hexahydro-7-imino-1,4-dimethyl-5H-1,4-diazepin-5-one was written by Meyer, Horst. And the article was included in Liebigs Annalen der Chemie in 1981.SDS of cas: 15540-90-6 The following contents are mentioned in the article:

[EtOC(:NH)]₂CH₂ reacted with MeNHCH₂CH₂NH₂ to give 2,2′-methylenebis(imidazoline), whereas with MeNHCH₂CH₂NHMe the diazepines I (X = NH, O) were obtained, depending on the amount of H₂O in the reaction. I (X = O) underwent cyclocondensations with mono- and diketones to give II (RR¹ = N:CMeCH:CMe, NHCR²:CR³CHR⁴; R² = Ph, C₆H₄NO₂-3; R³ = CO₂Et, H; R⁴ = Me, Ph) and III (R⁵ = H, 8-Me, 8-Br, R⁶ = H; R⁵ = 8-Me, 9-Cl, 7-Cl, R⁶ = Me). This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6SDS of cas: 15540-90-6).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. 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: 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

Ninhydrin as a building block in scaffold-linked chromophoric dyad construction was written by Margetic, Davor;Mann, David A.;Warrener, Ronald N.. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2014.Reference of 15540-90-6 The following contents are mentioned in the article:

The reaction of ninhydrin with ester-activated cyclobutene epoxide (CE) containing the fused 1,4-dimethoxynaphthalene (DMN) chromophore, gave adducts formed by 1,3-dipolar cycloaddition at the central (C₂)-CO (major) and the outer (C_1,3)-CO (minor) positions. Conversion of the minor adduct to quinoxalines (QIN) by reaction with o-phenylenediamines at the α-dione moiety, albeit in poor yield, led to spiro-DMN-1,4σ-QIN dyad in which the plane of the chromophore was orthogonally oriented yet angled to the plane of the DMN chromophore. Reaction of ninhydrin with o-phenylenediamines yielded the corresponding 11-oxoindeno[1,2-b]quinoxalines which were coupled with CE-BLOCKs to form spiro adducts by reaction at the carbonyl site, the product from CE-1 was identical with that formed above. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Reference of 15540-90-6).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Reference 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

An Antimalarial alkaloid from hydrangea. XV. Synthesis of 5-, 6-, 7-, and 8-derivatives with no identical substituents was written by Ablondi, Frank;Gordon, Samuel;Morton, John II;Williams, J. H.. And the article was included in Journal of Organic Chemistry in 1952.Application In Synthesis of 4,7-Dimethylindoline-2,3-dione The following contents are mentioned in the article:

To study the effect of substituents in the C₆H₆ ring on the antimalarial activity and chemotherapeutic index of the DL-form of the hydrangea alkaloid, a series of derivatives with 2 identical substituents in the benzene ring are synthesized by converting, according to Marvel and Hiers (C.A. 20, 193), the appropriate R₂C₆H₃NH₂ into the R₂C₆H₃NHCOCH:NOH (I) (Table F) which, on ring closure with 86% H₂SO₄, give the corresponding isatins (II) (Table G). Oxidation of II with alk. peroxide gives the disubstituted o-H₂NC₆H₄CO₂H (III) (Table H) which, on fusion with HCONH₂ (see preceding abstract), give the corresponding disubstituted 4(3H)-qainazolones (IV) (Table I). Condensation of 1-carbethoxy-2-(3-bromoacetonyl)-3-methoxypiperidine with the appropriate IV gives the disubstituted 3-[2-oxo-3-(1-carbethoxy-3-methoxy-2-piperidyl)propyl]-4(3H)-quinazolones (V) which, hydrolyzed with 6 N HCl, give the corresponding 3-[2-oxo-3 – (3-methoxy-2-piperidyl)propyl]-4(3H)-quinazolones (VI). Demethylation of VI then gives the corresponding 3-hydroxy-2-piperidyl derivatives (VII) (VIa, R = H). The IV, V, VI, and VII are listed in Table I. Cyclization of 55 g. 3,4-Me.₂C₆H₃NHCOCH:NOH with 292 cc. 96% H₂SO₄ and 29 cc. H₂O, solution of the isatin mixture in 1.2 l. H₂O and 310 cc. 10% NaOH, dropwise addition of 12 N HCl to the filtered solution until turbid, and then addition of 4-cc. portions of acid and separation of the precipitate after each addition give 12.6 g. crude 4,5-dimethylisatin. The 4th addition gives no precipitate and strong acidification of the mother liquor gives 23.3 g. 5,6-dimethylisatin. Treating 21.5 g. 4-chloroisatin 4 h. at 50° in 440 cc. AcOH with 20 cc. SO₂Cl₂ and a crystal of iodine gives 60% 4,5-dichloroisatin. In the same way 6-chloroisatin gives 5,6-dichloroisatin. Adding 16.2 g. NaNO₂ in small portions to 25 g. 3,5,2-Me₂(H₂N)C₆H₂NO₂ in 70 cc. 6 N HCl at 0-5° with stirring and adding the diazonium solution to 35.6 g. NaCN and 34.5 g. NiCl₂.H₂O in 230 cc. H₂O with warming on a steam bath 45 min. give 79% 3,5,2-Me₂(NC)C₆H₂NO₂, m. 125-8° which (18.7 g.), heated with 50 cc. 80% H₂SO₄ 5 h. on a steam bath and poured onto ice, gives 52% 4,6,2-Me₂(O₂N)C₆H₂CONH₂; Table F. Disubstituted α-isonitrosoacetanilides (I); Reaction time, Yield, M.p.,;R₂, (min.), %, °C.; 3,4-Di-Me, 2, 84, 179-80^a; 2,5-Di-Me, 5, 33, 151-3; 2,4-Di-Me, 8, 55, 158-9; 2,3-Di-Me, 3, 64, 131-2; 2,5-Di-Cl, 15, 22, 166-8; 3,5-Di-Br, 15, 11, 197-200; 3,4-(CH₂)_4^–, 120, 87, 147-50; (a) Decomposition Table G., Disubstituted isatins (II); Yield, M.p., R₂, Color, %, °C.; 4,5-Di-Me, red, 25, 225-6; 4,7-Di-Me, orange, 75, 260-4; 5,6-Di-Me, red, 46, 214-15; 5,7-Di-Me, orange, 91, 228-31; 6,7-Di-Me, orange, 57, 230-2; 4,5-Di-Cl, red, 60, 243-5; 4,7-Di-Cl, 99, 239-41; 5,6-Di-Cl, orange-red, 68, 264-8^a; 4,6-Di-Br, orange, 88, 254-6; 4,5-(CH₂)_4^–, orange, 32, 188-90^a; 5,6-(CH₂)_4^–, orange, 17, 176-85^a; (a) Decomposition; Table H. Disubstituted anthranilic acids; Yield, M.p.a,; R₂, %, °C.; 5,6-Di-Me, 65, 140-1; 4,6-Di-Me, 91, 160-1; 3,6-Di-Me, 58, 111-13; 4,5-Di-Me, 81, 213-14; 3,5-Di-Me, 65, 188-9; 3,4-Di-Me, 69, 184-6; 5,6-Di-Cl, 59, 165-7; 3,6-Di-Cl, 59, 148-50; 4,5-Di-Cl, 99, 208; 3,5-Di-Cl, 39, 230-1; 4,6-Di-Br, 73, 170-1; 5,6-(CH₂)_4^–, 62, 114; 4,5-(CH₂)_4^–, 86, 171-3; (a) Decomposition (VIII), m. 169-71°. Reduction of 12.9 g. VIII in 100 cc. Methyl Cellosolve 20 min. with 1 g. Pd-charcoal at 2-3 atm. H gives 91% 4,6,2-Me₂(H₂N)C₆H₂CONH₂, m. 160-1°. Adding 25 cc. SO₂Cl₂, over a period of 15 min. to 20 g. o-H₂NC₆H₄CO₂H in 500 cc. AcOH at 40°, stirring the mixture 2 h., and extracting the precipitate with 15% HCl on a steam bath give 39% 3,5,2-Cl₂(H₂N)C₆H₂CO₂H, m.230-1°. This study involved multiple reactions and reactants, such as 4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6Application In Synthesis of 4,7-Dimethylindoline-2,3-dione).

4,7-Dimethylindoline-2,3-dione (cas: 15540-90-6) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application In Synthesis of 4,7-Dimethylindoline-2,3-dione

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

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

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

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

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

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