Day: January 4, 2023

External oxidant-free and selective thiofunctionalization of alkenes enabled by photoredox-neutral catalysis was written by Liang, Rong-Bin;Zhu, Can-Ming;Song, Pei-Qi;Zhao, Lei-Min;Tong, Qing-Xiao;Zhong, Jian-Ji. And the article was included in Organic Chemistry Frontiers in 2022.COA of Formula: C14H9NO2S This article mentions the following:

A simple photoredox-neutral approach is reported for the three-component thiohydroxylation, thioalkoxylation and thioamination of vinylarenes ArC(R)=CH₂ (Ar = Ph, 3-bromophenyl, 2H-1,3-benzodioxol-5-yl, etc.; R = H, Me, Ph, thien-2-yl, etc.) towards valuable vicinal S,O- and S,N-disubstituted mols. N-Phenyl-sulfenyl phthalimides I (R¹ = Ph, 2-chlorophenyl, naphthalen-2-yl, etc.), a commonly used sulfur electrophile, were demonstrated to act as a thiyl radical precursor and play a crucial role in this reaction. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4COA of Formula: C14H9NO2S).

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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.COA of 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

Synthesis of substituted isatins was written by Klein, Larry L.;Tufano, Michael D.. And the article was included in Tetrahedron Letters in 2013.Reference of 150560-58-0 This article mentions the following:

Isatins are valuable intermediates for heterocyclic chem. Most of the common methods for their production are less than adequate when the number and lipophilicity of substituents on the targeted isatin are increased. An an alternative method for preparation of isatins, e.g., I, were developed. 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.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 nitrogen-containing heterocyclic compounds was written by de Stevens, George;Dughi, Marylou;Lukaszewski, Halina;Blatter, Herbert. And the article was included in Oesterreichische Chemiker-Zeitung in 1962.HPLC of Formula: 90271-86-6 This article mentions the following:

A new heterocyclic compound, 1,2,4,5-tetrahydro-3-methyl-1,3-benzodiazepine (I, R = H₂), pKa < 2, was synthesized from o-aminophenylacetic acid methylamide (II) and formaldehyde through I (R = O). Condensation of II with BzH in boiling diethylene glycol dimethyl ether produced only 3-benzylideneoxindole; however, a quant. yield of o-MeNHCOCH₂C₆H₄N:CHPh, λ 260 mμ (ε 15.760), and 320 mμ (ε 6450), was obtained by carrying out the condensation at 95°. New tetracyclic indoles were synthesized from 1-carbethoxymethyl-1,2,3,4-tetrahydro-β-carboline (III, R = EtO), which reacted with MeNH₂ to give a good yield of III (R = NHMe) (IV). IV condensed with formaldehyde in boiling ethanol gave 68% 3-methylaza-1,2,3,4,6,7,12,12boctahydro-2-oxoindolo[2,3-a]pyridocoline (V, R = Me). Condensation of IV with appropriate benzaldehyde gave V (R = Ph, p-ClC₆H₄, 3,4,5-(MeO)₃C₆H₂, and p-MeOC₆H₄). Reduction of the cyclic amides with LiAlH₄ resulted in loss of carbonyl group. Reduction of IV with LiAlH₄ gave the corresponding amino alcohol (VI), which with HCHO gave VII. Replacement of formaldehyde with benzaldehyde did not produce the expected oxazine but the dimeric compound (VIII). Condensation of indole-3-carboxaldehyde with nitropropane in presence of (NH₄)₂HPO₄, AcOH, and Ac₂O resulted in 3-cyanoindole, 60%, m. 178°. This method was extended to other aromatic aldehydes to give: 5-bromo-3-cyanoindole, 41%; 3-cyano-7-azaindole, 40%; p-dimethylaminobenzonitrile, 77%; p-chlorobenzonitrile, 50%; 3,4,5-trimethoxybenzonitrile, 74%; p-isopropylbenzonitrile, 30%. 20 references. In the experiment, the researchers used many compounds, for example, 5-Bromo-3-cyanoindole (cas: 90271-86-6HPLC of Formula: 90271-86-6).

5-Bromo-3-cyanoindole (cas: 90271-86-6) 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 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: 90271-86-6

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

A General Strategy Toward Aromatic 1,2-Ambiphilic Synthons: Palladium-Catalyzed ortho-Halogenation of PyDipSi-Arenes was written by Dudnik, Alexander S.;Chernyak, Natalia;Huang, Chunhui;Gevorgyan, Vladimir. And the article was included in Angewandte Chemie, International Edition in 2010.Name: 5-Bromo-2,3-dimethyl-1H-indole This article mentions the following:

1,2-Amphiphilic aromatic and heteroaromatic synthons were prepared by conversion of haloarenes to aryl(2-pyridinyl)diisopropylsilanes, halogenating these on the aromatic ring, and replacement of the pyridinyldiisopropylsilyl group. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Name: 5-Bromo-2,3-dimethyl-1H-indole).

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Name: 5-Bromo-2,3-dimethyl-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

Chemometric and molecular modeling study of 1H-indole-3-acetic acid derivatives with auxin activity was written by Kiralj, Rudolf;Ferreira, Marcia M. C.. And the article was included in Croatica Chemica Acta in 2005.Recommanded Product: 2-(5-Chloro-1H-indol-3-yl)acetic acid This article mentions the following:

Quant. Structure-Activity Relationship (QSAR) study on 22 1H-indole-3-acetic acid derivatives with auxin activity was performed by Principal Component Anal. (PCA), Hierarchical Cluster Anal. (HCA), Partial Least Squares Regression (PLS) and Multiple Linear Regression (MLR). Mol. geometry of the auxins was optimized at MMFF94 and ab initio B3LYP 6-31G** levels. Modeling of complexes of some auxin mols. with the auxin binding protein 1 (ABP1) was also carried out. Parsimonius PLS and MLR models for prediction of optimal and half-optimal auxin concentrations for Avena L. Sativa coleoptile elongation were obtained with 15 auxins in the training set. HCA and PCA on data for the half-optimal concentration exhibit auxin clustering with respect to substituent type and position, biol. activity, and the size of the active site pockets of ABP1. Mol. graphics of ABP1 – NAA derivative complexes and of the coordination spheres around NAA (1-naphthalenic acid) hydrogen atoms in the ABP1 – NAA complex agrees well with the chemometrics/QSAR results. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Recommanded Product: 2-(5-Chloro-1H-indol-3-yl)acetic acid).

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Recommanded Product: 2-(5-Chloro-1H-indol-3-yl)acetic acid

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’-[(5-Chloro-1H-indol-3-yl)methylene]-3,4,5-trihydroxybenzohydrazide was written by Khaledi, Hamid;Mohd Ali, Hapipah;Ng, Seik Weng. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2009.Computed Properties of C9H6ClNO This article mentions the following:

The two aromatic parts of the title compound, C₁₆H₁₃ClN₃O₄, are connected through a conjugated -CH=N-NH-C(O)- fragment, giving an almost planar mol. (r.m.s. deviation 0.08 Å). In the crystal structure, adjacent mols. are linked by N-H···O and O-H···O hydrogen bonds into a three-dimensional network. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Computed Properties of C9H6ClNO).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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.Computed Properties of C9H6ClNO

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

eCF309: a potent, selective and cell-permeable mTOR inhibitor was written by Fraser, Craig;Carragher, Neil O.;Unciti-Broceta, Asier. And the article was included in MedChemComm in 2016.Recommanded Product: 7-Azaindole-5-boronic Acid Pinacol Ester This article mentions the following:

Kinase inhibitors capable of blocking the phosphorylation of protein substrates with high selectivity are essential to probe and elucidate the etiol. role of such mols. and their signalling pathways. By addressing these biochem. questions in disease relevant cell-based and in vivo models, strong pharmacol. evidence can be generated towards validating or disproving a target hypothesis. Pharmacol. studies can also provide fundamental information to identify appropriate biomarkers and rational drug combination strategies and thereby facilitate clin. translation. However, due to the high number of kinases encoded by the human genome (>500) and their highly conserved catalytic domains, the development of such an elite class of inhibitors-a.k.a. high-quality chem. probes-represents a major challenge. Through a ligand-based inhibitor design, focused library synthesis and phenotypic screening to prioritize compounds with potent cell activity, we recently identified a cell cycle inhibitor with micromolar potency that inhibits mTOR kinase activity. Following a rapid lead optimization campaign, we report the development of eCF309, an mTOR inhibitor displaying low nanomolar potency both in vitro and in cells and an excellent selectivity profile (S-score (35%) = 0.01 at 10 μM). In the experiment, the researchers used many compounds, for example, 7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7Recommanded Product: 7-Azaindole-5-boronic Acid Pinacol Ester).

7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Recommanded Product: 7-Azaindole-5-boronic Acid Pinacol Ester

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

Auxin-binding site in wheat shoots: interactions between indol-3-ylacetic acid and its halogenated derivatives was written by Zazimalova, Eva;Kutacek, M.. And the article was included in Biologia Plantarum in 1985.Product Details of 1912-45-4 This article mentions the following:

The specificity of IAA-binding site from wheat shoots was investigated in an attempt to confirm its receptor function. Several monofluoro-, monochloro-, dichloro-, and monobromo-substituted indol-3-ylacetic acids were allowed to displace ¹⁴C-IAA from the binding site. Displacement abilities of these halogenated IAAs were closely related to their activities in wheat coleoptile straight growth biotest. This finding indirectly confirms the physiol. significance of this binding site. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Product Details of 1912-45-4).

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. 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). Product Details of 1912-45-4

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

Derivatization of a rigid meso-substituted heptamethine cyanine dye was written by Shershov, Valeriy E.;Kuznetsova, Viktoriya E.;Miftakhov, Rinat A.;Lapa, Sergey A.;Stomahin, Andrey A.;Timofeev, Edward N.;Grechishnikova, Irina V.;Zasedatelev, Alexander S.;Chudinov, Alexander V.. And the article was included in Mendeleev Communications in 2021.Product Details of 146368-07-2 This article mentions the following:

A novel electroneutral rigid meso-sulfophenyloxy substituted heptamethine dye was synthesized in six steps. Selective derivatization of one sulfonamide group with octanedioic acid introduced the carboxy end group attached through the hexamethylene linker, which provided the dye solubility in water. Absorbance of the dye in the near IR region makes it promising for covalent labeling of biomols. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2Product Details 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, 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.Product Details 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

Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO₃ was written by Lu, Lin;Luo, Chenguang;Peng, Hui;Jiang, Huanfeng;Lei, Ming;Yin, Biaolin. And the article was included in Organic Letters in 2019.Computed Properties of C11H11NO This article mentions the following:

A variety of structurally novel polycyclic sulfonyl indolines were synthesized via FeCl₂-catalyzed or UV-driven intramol. formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methylpropiolamides with NaHSO₃ in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step. In the experiment, the researchers used many compounds, for example, 1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4Computed Properties of C11H11NO).

1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. 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.Computed Properties of C11H11NO

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