Tag: 100-200

An efficient method for multicomponent synthesis of spiro[4H-pyran-oxindole] derivatives catalyzed by magnesium perchlorate was written by Wu, Chunlei;Shen, Runpu;Chen, Jianhui;Hu, Chunqi. And the article was included in Bulletin of the Korean Chemical Society in 2013.Synthetic Route of C8H4N2O4 This article mentions the following:

A simple and efficient method for the synthesis of spiro[4H-pyran-oxindole] derivatives by means of three-component reaction between isatins, malononitrile or Et cyanoacetate, and 1,3-dicarbonyl compounds in the presence of catalytic amount of magnesium perchlorate in 50% aqueous ethanol medium has been described. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Synthetic Route of C8H4N2O4).

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Synthetic Route of C8H4N2O4

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 unexpected rearrangement of 4-alkylaminoindoles was written by Ley, Steven V.;Porter, Roderick A.. And the article was included in Journal of the Chemical Society, Chemical Communications in 1982.Computed Properties of C9H10N2 This article mentions the following:

The aminoindoles I (R = Me, CH₂Ph, CH₂CO₂Et, R¹ = H) rearranged on refluxing in PhMe containing 4-MeC₆H₄SO₃H for 23, 21, and 44 h, resp., to give the indoles I (R = H, R¹ = Me, CH₂Ph, CH₂CO₂Et) in 75, 90, and 77% yield, resp. The mechanism involves initial ring opening to give a diamino aldehyde intermediates which recyclizes to give the thermodynamically preferred 1-alkyl-4-aminoindoles. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-indol-4-amine (cas: 85696-95-3Computed Properties of C9H10N2).

1-Methyl-1H-indol-4-amine (cas: 85696-95-3) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Computed Properties of C9H10N2

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

Bioproduction of ethanol by Saccharomyces cerevisiae-20 exposed to 6-nitroindole was written by Kumari, Seema;Sharma, B. B.. And the article was included in Journal Chemtracks in 2019.Safety of 6-Nitro-1H-indole This article mentions the following:

The efficacy of 6-nitroindole on bioprodn. of ethanol by Saccharomyces cerevisiae-20 has been assessed. It has been found that the mutagen under trial, i.e., 6-nitroindole at 7.0 x 10-5 M molar concentration enhances the bioprodn. of ethanol by Saccharomyces cerevisiae-20 to an extent of 12.517% higher in comparison to control fermentor flask, i.e, 6.95 mL/100 in 55 h of optimum incubation period, 20% (w/v) molasses solution 4.8 pH and 30°C temperature alongwith other nutritional ingredients required by the yeast. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Safety of 6-Nitro-1H-indole).

6-Nitro-1H-indole (cas: 4769-96-4) 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. 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.Safety of 6-Nitro-1H-indole

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

MCM-41-accelerated PWA catalysis of Friedel-Crafts reaction of indoles and isatins was written by Xing, Liuzhuang;Hui, YongHai;Yang, Jinghui;Xing, Xuejian;Hou, Yadong;Wu, Yang;Fan, Kui;Wang, Wei. And the article was included in Journal of Chemistry in 2018.COA of Formula: C8H6N2O2 This article mentions the following:

Ordered mesoporous siliceous material has been identified as one of the key elements of the catalysis concept. Herein, an efficient Friedel-Crafts reaction of indoles with isatins catalyzed by PWA/MCM-41, to obtain di(indolyl)indolin-2-one derivatives I (R¹ = H, 2-Me, 5-F, etc.; R² = H, 5-Me, 7-F, etc.) with high yield is reported. Moreover, the catalysts were characterized by XRD and SEM/EDS, the EDS spectrum indicated that the catalyst used in this reaction also contains tungsten, and the proposed mechanism for the synthesis of 3,3-di(indolyl)indolin-2-ones was also discussed. Finally, the catalyst can be reused repeatedly for several times without obvious loss of activity. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4COA of Formula: C8H6N2O2).

6-Nitro-1H-indole (cas: 4769-96-4) 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.COA of Formula: C8H6N2O2

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, in vitro thymidine phosphorylase activity and molecular docking study of thiadiazole bearing isatin analogs was written by Ullah, Hayat;Liaqat, Anjum;Khan, Qudrat Ullah;Taha, Muhammad;Khan, Fahad;Rahim, Fazal;Uddin, Imad;Rehman, Zia Ur. And the article was included in Chemical Papers in 2022.Reference of 150560-58-0 This article mentions the following:

A series of seventeen analogs I (R = 2-nitrophenyl, 2,4-dichlorophenyl, 2-hydrophenyl, etc.; R¹ = H, i-Pr; R² = H, i-Pr, n-Bu, pentyl) were synthesized and characterized through different spectroscopic techniques such as ¹H, ¹³CNMR, HR-EI-MS and was evaluated for in vitro thymidine phosphorylase inhibition. All compounds showed excellent to good thymidine phosphorylase activity having IC₅₀ value ranging between 4.10 ± 0.20 and 54.60 ±1.40μM when compared with standard drug 7-deazaxanthine (IC₅₀ = 38.68 ± 1.12μM). Among the series, compounds I (R = 2-nitrophenyl, R¹ = R² = H) (IC₅₀ = 8.30 ± 0.30μM), I (R = 2,4-dichlorophenyl, R¹ = H, R² = n-Bu) (IC₅₀ = 6.30 ± 0.10μM), I (R = 2,4-dichlorophenyl, R¹ = H, R² = pentyl) (IC₅₀ = 8.40 ± 0.30μM) and I (R = 2-hydrophenyl, R¹ = i-Pr, R² = H) (IC₅₀ = 4.10 ± 0.20μM) were found more potent. Potent compounds were further subjected to mol. docking study to identify their interactions with the active site of amino acid. Structure activity relationship was done for all analogs mostly based on substitution pattern on Ph and isatin rings. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Reference of 150560-58-0).

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Reference of 150560-58-0

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 indole derivatives as diabetics II inhibitors and enzymatic kinetics study of α-glucosidase and α-amylase along with their in-silico study was written by Taha, Muhammad;Alrashedy, Ahlam Sayer;Almandil, Noor Barak;Iqbal, Naveed;Anouar, El Hassane;Nawaz, Muhammad;Uddin, Nizam;Chigurupati, Sridevi;Wadood, Abdul;Rahim, Fazal;Das, Suprava;Venugopal, Vijayan;Nawaz, Faisal;Khan, Khalid Mohammed. And the article was included in International Journal of Biological Macromolecules in 2021.Formula: C10H8FNO2 This article mentions the following:

In this study, we have investigated a series of indole-based compounds for their inhibitory study against pancreatic α-amylase and intestinal α-glucosidase activity. Inhibitors of carbohydrate degrading enzymes appear to have an essential role as antidiabetic drugs. All analogus exhibited good to moderate α-amylase (IC₅₀ = 3.80 to 47.50 μM), and α-glucosidase inhibitory interactions (IC₅₀ = 3.10-52.20 μM) in comparison with standard acarbose (IC₅₀ = 12.28 μM and 11.29 μM). The analogs 4, 11, 12, 15, 14 and 17 had good activity potential both for enzymes inhibitory interactions. Structure activity relationships were deliberated to propose the influence of substituents on the inhibitory potential of analogs. Docking studies revealed the interaction of more potential analogs and enzyme active site. Further, we studied their kinetic study of most active compounds showed that compounds 15, 14, 12, 17 and 11 are competitive for α-amylase and non- competitive for α-glucosidase. In the experiment, the researchers used many compounds, for example, Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7Formula: C10H8FNO2).

Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Formula: C10H8FNO2

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

Luminescent Platinum(II) Complexes with Bidentate Diacetylide Ligands: Structures, Photophysical Properties and Application Studies was written by Luo, Zaoli;Liu, Yungen;Tong, Ka-Chung;Chang, Xiao-Yong;To, Wai-Pong;Che, Chi-Ming. And the article was included in Chemistry – An Asian Journal in 2021.Computed Properties of C8H6N2O2 This article mentions the following:

A series of platinum(II) m-terphenyl 2,2”-diacetylide complexes supported by diimines (2,2′-bipyridines, 1,10-phenanthroline, 2,2′-bipyrimidine) or bis-N-heterocyclic carbenes 3-RIm(CH₂)_nImR-3′ (R = Bu, Me; n = 1-3) ligands have been prepared The diacetylide ligands adopt a cis coordination mode featuring non-planar terphenyl moieties as revealed by X-ray crystallog. analyses. The electrochem., photophys. and photochem. properties of these platinum(II) complexes have been investigated. These platinum(II) diimine complexes show broad emission with peak maxima from 566 nm to 706 nm, with two of them having emission quantum yields >60% and lifetimes <2μs in solutions at room temperature, whereas the platinum(II) diacetylide complexes having bis-N-heterocyclic carbene instead of diimine ligand display photoluminescence with quantum yields of up to 28% in solutions and excited state lifetimes of up to 62μs at room temperature Application studies revealed that one of the complexes can catalyze photoinduced aerobic dehydrogenation of alcs. and alkenes, and a relatively non-toxic water-soluble Pt(II) complex displays anti-angiogenic activity. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Computed Properties of C8H6N2O2).

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Computed Properties of C8H6N2O2

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

Green synthesis of new pyrrolidine-fused spirooxindoles via three-component domino reaction in EtOH/H₂O was written by Wang, Yong-Chao;Wang, Jun-Liang;Burgess, Kevin S.;Zhang, Jiang-Wei;Zheng, Qiu-Mei;Pu, Ya-Dan;Yan, Li-Jun;Chen, Xue-Bing. And the article was included in RSC Advances in 2018.Name: 5,6-Difluoroindoline-2,3-dione This article mentions the following:

An efficient, green and sustainable approach for the synthesis of novel polycyclic pyrrolidine-fused spirooxindole compounds such as I [R¹ = H, Me; R² = H, Ph; R³ = H, Me; R⁴ = H, 5-Me, 6-Cl, etc.] and II [X = CH₂, S] was developed. The synthesis included a one-pot, three-component, domino reaction of (E)-3-(2-nitrovinyl)-indoles, isatins and chiral polycyclic α-amino acids under catalyst-free conditions at room temperature in EtOH-H₂O. The salient features of this methodol. were eco-friendliness, high yields and the ease of preparation of target compounds I without the involvement of toxic solvents and column chromatog. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0Name: 5,6-Difluoroindoline-2,3-dione).

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. 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). Name: 5,6-Difluoroindoline-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

Discovery of Indolone Acetamides as Novel SV2A Ligands with Improved Potency Toward Seizure Suppression was written by Frycia, Anne;Starck, Jean-Philippe;Jadot, Sophie;Lallemand, Benedicte;Leclercq, Karine;Lo Brutto, Patrick;Matagne, Alain;Verbois, Valerie;Mercier, Joel;Kenda, Benoit. And the article was included in ChemMedChem in 2010.Synthetic Route of C11H11NO2 This article mentions the following:

Capitalizing on the proven clin. efficacy of levetiracetam (I) as an antiepileptic drug, a drug discovery program led to the identification of a new generation of SV2A ligands with equal or better tolerability profiles than levetiracetam, and improved potency toward seizure suppression in animal models. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Synthetic Route of C11H11NO2).

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. 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 C11H11NO2

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

Efficient synthesis of novel spiro[indoline-3,5′-pyrano-[2,3-d]pyrimidin]-2-one derivatives and antitumor activity evaluation was written by Li, Zhenhua;Huang, Guoqing;Rong, Dayou;Cao, Yingyan;Hu, Ronghui. And the article was included in Heterocycles in 2022.Synthetic Route of C8H4N2O4 This article mentions the following:

An efficient method for synthesis of the spiro[indoline-3,5′-pyrano[2,3-d]pyrimidin]-2-one derivatives I [R¹ = H, 7-Me, 5-Cl, etc.; R² = H, Me; R³ = CN, C(O)Me, CO₂Et; R⁴ = Me, Ph] from 2′-amino-2-oxospiro[indoline-3,4;-pyran]-3′-carbonitriles using bis(trichloromethyl) carbonate (BTC) and triphenylphosphine oxide (TPPO) was developed. A series of target compounds I with broad substrate scope were synthesized in moderate to good yields. Some of the compounds I were evaluated for antitumor activities against four cancer cell lines A549, HepG-2, MCF-7 and HeLa using 5-FU and cisplatin as reference and showed good antitumor activity when compared with the standard drugs. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Synthetic Route of C8H4N2O4).

7-Nitroindoline-2,3-dione (cas: 112656-95-8) 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. 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 C8H4N2O4

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