Tag: 100-200

Effect of hydrogen bonding and solvation of 5-substituted indole carboxldehydes in methanol-benzene was written by Heda, L. C.;Sharma, Rashmi;Chaudhari, Pramod B.. And the article was included in Research Journal of Chemical Sciences in 2011.Name: 5-Chloroindole-3-carboxaldehyde This article mentions the following:

Effect of hydrogen bonding of 5-substituted indole carboxaldehyde was studied by viscometric measurement. The viscosity of the system increases with the increase in concentration The Trend Change Point (TCP) values were determined by intersection of two straight lines, which are dependent on the composition of solvent mixtures The study confirms that the nature of synthesized compounds forms clusters in methanol-benzene mixture The viscometric data were analyzed in terms of Einstein, Vand, Moulik and Jones-Dole equations. These known equations were successfully applied to explain the results of viscosity measurements and the viscometric parameters show that the behavior of compound changes in alc.-benzene. The formation of cluster depends on the methanol concentration The observed methanol concentration effect on the formation of clusters interferences in formation of hydrogen bonding of methanol with mol. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Name: 5-Chloroindole-3-carboxaldehyde).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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.Name: 5-Chloroindole-3-carboxaldehyde

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

Indole-3-carbaldehyde semicarbazone derivatives: Synthesis, characterization, and antibacterial activities was written by Carrasco, Fernando;Hernandez, Wilfredo;Chupayo, Oscar;Alvarez, Celedonio M.;Oramas-Royo, Sandra;Spodine, Evgenia;Tamariz-Angeles, Carmen;Olivera-Gonzales, Percy;Davalos, Juan Z.. And the article was included in Journal of Chemistry in 2020.Category: indole-building-block This article mentions the following:

Four indole-3-carbaldehyde semicarbazone derivatives, I (R = H, R¹ = Br, Cl, OMe; R = NO₂, R¹ = H) were synthesized and characterized by ESI-MS and spectroscopic (FT-IR, ¹H NMR, and ¹³C NMR) techniques. The two-dimensional NMR (in acetone-d₆) spectral data revealed that the mols. I (R = H, R¹ = Br, Cl) (II) in solution are in the cis E isomeric form. This evidence is supported by DFT calculations at the B3LYP/6-311++G(d,p) level of theory where it was shown that the corresponding most stable conformers of the synthesized compounds have a cis E geometrical configuration, in both the gas and liquid (acetone and DMSO) phases. The in vitro antibacterial activity of I was determined against Gram-pos. (Staphylococcus aureus and Bacillus subtilis) and Gram-neg. (Pseudomonas aeruginosa and Escherichia coli) bacteria. Among all the tested semicarbazones, II exhibited similar inhibitory activities against Staphylococcus aureus (MIC = 100 and 150μg/mL, resp.) and Bacillus subtilis (MIC = 100 and 150μg/mL, resp.). On the other hand, I (R = H, R¹ = OMe; R = NO₂, R¹ = H) were relatively less active against the tested bacterial strains compared with II and tetracycline. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Category: indole-building-block).

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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Category: indole-building-block

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

Investigating the promiscuity of the chloramphenicol nitroreductase from Haemophilus influenzae towards the reduction of 4-nitrobenzene derivatives was written by Green, Keith D.;Fosso, Marina Y.;Mayhoub, Abdelrahman S.;Garneau-Tsodikova, Sylvie. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2019.Recommanded Product: 4769-96-4 This article mentions the following:

Chloramphenicol nitroreductase (CNR), a drug-modifying enzyme from Haemophilus influenzae, has been shown to be responsible for the conversion of the nitro group into an amine in the antibiotic chloramphenicol (CAM). Since CAM structurally bears a 4-nitrobenzene moiety, we explored the substrate promiscuity of CNR by investigating its nitroredn. of 4-nitrobenzyl derivatives We tested twenty compounds containing a nitrobenzene core, two nitropyridines, one compound with a vinylogous nitro group, and two aliphatic nitro compounds In addition, we also synthesized twenty-eight 4-nitrobenzyl derivatives with ether, ester, and thioether substituents and assessed the relative activity of CNR in their presence. We found several of these compounds to be modified by CNR, with the enzyme activity ranging from 1 to 150% when compared to CAM. This data provides insights into two areas: (i) chemoenzymic reduction of select compounds to avoid harsh chems. and heavy metals routinely used in reductions of nitro groups and (ii) functional groups that would aid CAM in overcoming the activity of this enzyme. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Recommanded Product: 4769-96-4).

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Recommanded Product: 4769-96-4

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

Synthesis and biological evaluation of phenyl-amino-pyrimidine and indole/oxindole conjugates as potential BCR-ABL inhibitors was written by Rahim, Abdul;Syed, Riyaz;Poornachandra, Y.;Malik, M. Shaheer;Reddy, Ch. Venkata Ramana;Alvala, Mallika;Boppana, Kiran;Sridhar, B.;Amanchy, Ramars;Kamal, Ahmed. And the article was included in Medicinal Chemistry Research in 2019.HPLC of Formula: 827-01-0 This article mentions the following:

Indole/isatin conjugated phenyl-amino-pyrimidine derivatives have been synthesized, characterized and evaluated in vitro for their potential as BCR-ABL inhibitors. Among the series, all derivatives (7a-7o) were found to be more cytotoxic than standard Imatinib against K-562 cell line. Compound 7l(I) was the most active in the series with almost two folds more potency than imitanib (IC₅₀ 0.65 μM). In vitro enzymic studies with recombinant ABL kinase enzyme exhibited promising inhibition in the range of 30-71 μM for most of these novel conjugates. In addition, modeling and other computational studies have been carried out to draw insight into the BCR-ABL protein interactions with the target mols. and drug like properties of the conjugates, resp. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0HPLC of Formula: 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. 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). HPLC of Formula: 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

Discovery of Indoline-2-carboxamide Derivatives as a New Class of Brain-Penetrant Inhibitors of Trypanosoma brucei was written by Cleghorn, Laura A. T.;Albrecht, Sebastien;Stojanovski, Laste;Simeons, Frederick R. J.;Norval, Suzanne;Kime, Robert;Collie, Iain T.;De Rycker, Manu;Campbell, Lorna;Hallyburton, Irene;Frearson, Julie A.;Wyatt, Paul G.;Read, Kevin D.;Gilbert, Ian H.. And the article was included in Journal of Medicinal Chemistry in 2015.Synthetic Route of C10H8FNO2 This article mentions the following:

There is an urgent need for new, brain penetrant small mols. that target the central nervous system second stage of human African trypanosomiasis (HAT). We report that a series of novel indoline-2-carboxamides have been identified as inhibitors of Trypanosoma brucei from screening of a focused protease library against Trypanosoma brucei brucei in culture. We describe the optimization and characterization of this series. Potent antiproliferative activity was observed The series demonstrated excellent pharmacokinetic properties, full cures in a stage 1 mouse model of HAT, and a partial cure in a stage 2 mouse model of HAT. Lack of tolerability prevented delivery of a fully curative regimen in the stage 2 mouse model and thus further progress of this series. In the experiment, the researchers used many compounds, for example, Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7Synthetic Route of C10H8FNO2).

Methyl 5-fluoro-1H-indole-2-carboxylate (cas: 167631-84-7) 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.Synthetic Route of 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

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

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

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

Diastereo- and Enantioselective Synthesis of Borylated 3-Hydroxyoxindoles by Addition of gem-Diborylalkanes to Isatins was written by Zhou, Yuan;Xiong, Tong;Zhou, Li-Yan;Li, Hong-Yan;Xiao, You-Cai;Chen, Fen-Er. And the article was included in Organic Letters in 2022.Recommanded Product: 5-Isopropylindoline-2,3-dione This article mentions the following:

The catalytic asym. synthesis of borylated 3-hydroxyoxindoles by addition of gem-diborylalkanes to isatins is disclosed. Chiral 3-hydroxyoxindoles bearing two contiguous stereogenic centers were produced in up to >20:1 dr and 99% ee. The synthetic utility of the corresponding products is presented through several transformations of the boryl moiety. This report provides an efficient strategy to incorporate a boryl functional group toward the synthesis of 3-hydroxyoxindoles. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Recommanded Product: 5-Isopropylindoline-2,3-dione).

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) 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. 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.Recommanded Product: 5-Isopropylindoline-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

Selectivity, Speciation, and Substrate Control in the Gold-Catalyzed Coupling of Indoles and Alkynes was written by Epton, Ryan G.;Unsworth, William P.;Lynam, Jason M.. And the article was included in Organometallics in 2022.Safety of 6-Nitro-1H-indole This article mentions the following:

A convenient and mild protocol for the Au-catalyzed intermol. coupling of substituted indoles with carbonyl-functionalized alkynes to give vinyl indoles is reported. This reaction affords 3-substituted indoles in high yield, and in contrast to the analogous reactions with simple alkynes which give bisindolemethanes, only a single indole is added to the alkyne. The protocol is robust and tolerates substitution at a range of positions of the indole and the use of ester-, amide- and ketone-substituted alkynes. The use of 3-substituted indoles as substrates results in the introduction of the vinyl substituent at the 2-position of the ring. A combined exptl. and computational mechanistic study revealed that the Au catalyst has a greater affinity to the indole than the alkyne, despite the C-C bond formation step proceeding through an η²(π)-alkyne complex, which helps to explain the Stark differences between the intra- and intermol. variants of the reaction. Also the addition of a 2nd indole to the carbonyl-containing vinyl indole products is both kinetically and thermodynamically less favored than in the case of more simple alkynes, providing an explanation for the observed selectivity. Finally, a highly unusual Au-promoted alkyne dimerization reaction to form a substituted Au pyrylium salt was identified and studied. 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 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.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