Month: February 2023

Promiscuous indolyl vinyl isonitrile synthases in the biogenesis and diversification of hapalindole-type alkaloids was written by Ittiamornkul, Kuljira;Zhu, Qin;Gkotsi, Danai S.;Smith, Duncan R. M.;Hillwig, Matthew L.;Nightingale, Nicole;Goss, Rebecca J. M.;Liu, Xinyu. And the article was included in Chemical Science in 2015.Related Products of 827-01-0 This article mentions the following:

The hapalindole-type alkaloids naturally show striking late stage diversification of what was believed to be a conserved intermediate, cis-indolyl vinyl isonitrile I. Here we demonstrate enzymically, as well as through applying a synthetic biol. approach, that the pathway generating I (itself, a potent natural broad-spectrum antibiotic) is also dramatically flexible. We harness this to enable early stage diversification of the natural product and generation of a wide range of halo-analogs of I. This approach allows the preparatively useful generation of a series of antibiotics with increased lipophilicity over that of the parent antibiotic. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Related Products of 827-01-0).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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.Related Products of 827-01-0

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 and spectral properties of new water-soluble fluorescent label squarylium indocyanine dyes was written by Song, Bo;Zhang, Qian;Peng, Xiao-Jun;Ma, Wen-Hui;Wang, Bing-Shuai;Fu, Xin-Mei. And the article was included in Gaodeng Xuexiao Huaxue Xuebao in 2008.Reference of 146368-07-2 This article mentions the following:

Six water-soluble squarylium indocyanine dyes were synthesized and their structures were confirmed by ¹H NMR and MS spectroscopy. The absorption and emission spectra of these dyes in water, methanol, ethanol, DMF, DMSO were studied. The spectra of these dyes exhibit a neg. solvatochromism. The photo stability of these dyes in water was investigated as well. It is demonstrated that the electron-withdrawing group on N-position of cyanine dyes improves the photo stability as compared with the dyes with electron-donating group which decreases the photo stability obviously. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2Reference of 146368-07-2).

1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2) 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 146368-07-2

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

Hydrochloric Acid-Promoted Intermolecular 1,2-Thiofunctionalization of Aromatic Alkenes was written by Li, Xiaomeng;Guo, Yunlong;Shen, Zengming. And the article was included in Journal of Organic Chemistry in 2018.Formula: C14H9NO2S This article mentions the following:

An efficient method for making 1,2-thiofunctionalized products via the difunctionalization of aromatic alkenes was developed. In this method, cheap and readily available hydrochloric acid was used to promote 1,2-thiofunctionalization of aryl alkenes with N-arylsulfenylphthalimide and different types of nucleophiles. Importantly, extension of nucleophiles can reach aryl ethers, indoles, and carboxylic acids with good reactivity. This practical and convenient method has broad substrate scope and high yields under metal-free and mild conditions. Furthermore, we achieved conversion and application for making sulfoxide and sulfone by oxidation In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Formula: C14H9NO2S).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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.Formula: C14H9NO2S

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

Visible-Light-Promoted Indole C-3 Formylation Using Eosin Y as a Photoredox Catalyst was written by Zhao, Yin;Li, Hongfang;Yin, Shan;Wu, Yandan;Ni, Guanghui. And the article was included in Synlett in 2022.Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde This article mentions the following:

A visible-light-mediated C-3 formylation of indole catalyzed by eosin Y has been developed using tetramethylethylenediamine as a carbon source and air as an oxidant. This protocol shows high tolerance to a large quantity of functional groups under mild conditions and provides 3-formylated indoles with good yields. This method is a highly attractive alternative to the approach of traditional formylation. In the experiment, the researchers used many compounds, for example, 1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde).

1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4) 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 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: 1,4-Dimethyl-1H-indole-3-carbaldehyde

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

Sulfuration reaction of glycine tert-butyl ester derivatives by phase transfer catalysis was written by Lu, Xieqin;Dong, Xiaoyang;Dai, Zhenya;You, Qidong. And the article was included in Hebei Yiyao in 2012.Quality Control of 2-(Phenylthio)isoindoline-1,3-dione This article mentions the following:

Sulfuration of glycine tert-Bu ester derivatives by phase transfer catalysis was tried to provide. The best condition was using TEBA as catalyst, 50% KOH as alk. and THF as solvent. α-Sulfuration reaction by phase transfer catalysis was successfully made, and ee in asymmetry could up to 70%. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Quality Control of 2-(Phenylthio)isoindoline-1,3-dione).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Quality Control of 2-(Phenylthio)isoindoline-1,3-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 antioxidant activity of 3-[4-(2,5-dimethylamino-1H-pyrrol-1-yl-phenyl)][1,3,4]-oxadiazino[6,5-b]substituted indole was written by Padma, Bairy;Gadea, Sammaiah. And the article was included in International Journal of Research in Pharmacy and Chemistry in 2020.Reference of 112656-95-8 This article mentions the following:

Fifteen new 3-[4-(2,5-di-Me amino-1H pyrrol-1-yl-phenyl)][1,3,4]-oxadiazino [6,5-b] substituted indoles I (R = 6-Cl, 8-Br, 6-F, etc.) have been synthesized. The chem. structures of the products I were confirmed by ¹HNMR, IR and mass spectral data. The compounds I were screened for antioxidant activity by standard DPPH assay method. IC₅₀ values of these compounds I were determined Compounds I (R = 8-F, 8-C(O)₂H, 8-C(O)₂Et) potent antioxidant and remaining compounds showed significant antioxidant activity. Ascorbic acid was taken as standard drug. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Reference of 112656-95-8).

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

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

Comparative Study of Novel Fluorescent Cyanine Nucleotides: Hybridization Analysis of Labeled PCR Products Using a Biochip was written by Shershov, V. E.;Lapa, S. A.;Kuznetsova, V. E.;Spitsyn, M. A.;Guseinov, T. O.;Polyakov, S. A.;Stomahin, A. A.;Zasedatelev, A. S.;Chudinov, A. V.. And the article was included in Journal of Fluorescence in 2017.COA of Formula: C13H17NO3S This article mentions the following:

This study investigated the synthesis and substrate properties of Cy5-labeled dUTP derivatives with different substituents, linkers between the dye unit and pyrimidine heterocycle and fluorophore charges. Fluorescently labeled nucleoside triphosphates were studied as substrates using multiplex PCR with Taq and Vent (exo-) DNA polymerases, the typical representatives of the A and B polymerase families. The efficiency of nucleotide incorporation during PCR was assessed with a multi-parameter hybridization anal. using a diagnostic DNA microarray. The hybridization anal. indirectly estimates the incorporation efficiency of dye-labeled nucleotides in multiplex PCR. Our results demonstrated higher efficiencies of substrates with elec. neutral dyes than electropos. and electroneg. Cy5 residues. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2COA of Formula: C13H17NO3S).

1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.COA of Formula: C13H17NO3S

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 monofluorinated C₄-building blocks based on methallyl chloride was written by Haufe, Guenter;Wessel, Ulrich;Schulze, Klaus;Alvernhe, Gerard. And the article was included in Journal of Fluorine Chemistry in 1995.HPLC of Formula: 14204-27-4 This article mentions the following:

Halofluorination of methallyl chloride using N-halosuccinimides in combination with triethylamine trishydrofluoride (Et₃N·3HF) gave in each case more than 98% of the Markovnikov products and <2% of the regioisomers in good yield. The formal addition of methanesulfenyl fluoride with the combination of dimethyl(methylthio)sulfonium fluoroborate (DMTSF) and Et₃N·3HF gave a 94:6 mixture of both regioisomers. Only small phenylsulfenyl fluorination of methallyl chloride has been observed when treated with N-phenylthiophthalimide (NPTP) and Olah’s reagent. With benzenesulfenyl chloride, 1,3-dichloro-2-methyl-2-(phenylthio)propane is formed which on treatment with Olah’s reagent at 0 °C or with Et₃N·3HF at 60 °C rearranges to 1,2-dichloro-2-methyl-3-(phenylthio)propane. Treatment of 1,3-dichloro-2-methyl-2-(phenylthio)propane with silver fluoride in methylene chloride at -30 °C gave 1-chloro-2-fluoro-2-methyl-3-(phenylthio)propane which was also obtained by reaction of 1-bromo-3-chloro-2-fluoro-2-methylpropane with thiophenolate. Chlorofluorination of methallylphenylthio ether using NCS/Et₃N·3HF failed, while corresponding reactions with NBS or NIS and Et₃N·3HF gave mainly the bromo- or iodo-fluorides with Markovnikov orientation in 61% or 35% yields. Related halofluorinations of methallylphenyl ether gave the halo fluorides in good yield. All attempts to obtain chromans or thiochromans bearing a 3-fluorine substituent by cyclization of these halofluorinated ethers or thio ethers failed using different Lewis acids. However, the benzyl protected o-allylphenol which was bromofluorinated with NBS/Et₃N·3HF in good yield gave on catalytic hydrogenation over Pd/C the 3-fluoro-2H-chroman in nearly quant. yield. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4HPLC of Formula: 14204-27-4).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.HPLC of Formula: 14204-27-4

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

N-Thiolated β-lactam antibacterials: Effects of the N-organothio substituent on anti-MRSA activity was written by Heldreth, Bart;Long, Timothy E.;Jang, Seyoung;Reddy, G. Suresh Kumar;Turos, Edward;Dickey, Sonja;Lim, Daniel V.. And the article was included in Bioorganic & Medicinal Chemistry in 2006.Recommanded Product: 2-(Phenylthio)isoindoline-1,3-dione This article mentions the following:

A study on the structure-activity profiles of N-thiolated β-lactams 1 is reported which demonstrates the importance of the N-organothio moiety on antibacterial activity. Our results indicate that elongation of the N-alkylthio residue beyond two carbons, or extensive branching within the organothio substituent, diminishes antibacterial effects. Of the derivatives the authors examined, the N-sec-butylthio β-lactam derivative 5 g possesses the strongest growth inhibitory activity against methicillin-resistant Staphylococcus aureus strains. Sulfur oxidation state is important, as the N-sulfenyl and N-sulfinyl groups provide for the best antibacterial activity, while lactams bearing the N-sulfonyl or N-sulfonic acid functionalities have much weaker or no anti-MRSA properties. Stereochem. within the organothio chain does not seem to be a significant factor, although for N-sec-butylthio β-lactams, the 3R,4S-lactams (I, II) are more active than the 3S,4R-stereoisomers (III, IV) in agar diffusion experiments The N-methylthio lactams are the most sensitive to the presence of glutathione, followed by N-ethylthio and N-sec-butylthio lactams, which indicates that bioactivity and perhaps bacterial selectivity of the lactams may be related to the amount of organothiols in the bacterial cell. These results support the empirical model for the mechanism of action of the compounds in which the lactam transverses the bacterial membrane to deliver the organothio moiety to its cellular target. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Recommanded Product: 2-(Phenylthio)isoindoline-1,3-dione).

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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.Recommanded Product: 2-(Phenylthio)isoindoline-1,3-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

Selective reduction of carbonyl groups in the presence of low-valent titanium reagents was written by Lin, Wei;Hu, Ming-Hua;Feng, Xian;Fu, Lei;Cao, Cheng-Pao;Huang, Zhi-Bin;Shi, Da-Qing. And the article was included in Tetrahedron Letters in 2014.Reference of 774-47-0 This article mentions the following:

The chemoselective reduction of several structurally diverse compounds containing carbonyl groups was achieved in the presence of low-valent Ti reagents. This novel synthetic method provides easy access to highly selective reduction of carbonyl groups, and possesses several advantages including one-step procedure, convenient manipulation, good to excellent yields, and short reaction times. In the experiment, the researchers used many compounds, for example, 5,6-Difluoroindoline-2,3-dione (cas: 774-47-0Reference of 774-47-0).

5,6-Difluoroindoline-2,3-dione (cas: 774-47-0) 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. 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.Reference of 774-47-0

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