Day: February 10, 2023

Synthesis of water-soluble, ring-substituted squaraine dyes and their evaluation as fluorescent probes and labels was written by Tatarets, Anatoliy L.;Fedyunyayeva, Irina A.;Dyubko, Tatyana S.;Povrozin, Yevgeniy A.;Doroshenko, Andrey O.;Terpetschnig, Ewald A.;Patsenker, Leonid D.. And the article was included in Analytica Chimica Acta in 2006.Reference of 146368-07-2 This article mentions the following:

A series of ring-substituted squaraines absorbing and emitting in the red and NIR spectral region was synthesized and their spectral and photophys. properties (quantum yields, fluorescence lifetimes) and photostabilities were measured and compared to Cy5, a commonly used fluorescent label. The absorption maxima in aqueous media were between 628 and 667 nm and the emission maxima are between 642 and 685 nm. Squaraine dyes exhibit high extinction coefficients (163,000-265,000 M^-1 cm^-1) and lower quantum yields (2-7%) in aqueous buffer but high quantum yields (up to 45%) and long fluorescence lifetimes (up to 3.3 ns) in presence of BSA. Dicyanomethylene- and thio-substituted squaraines exhibit an addnl. absorption around 400 nm with extinction coefficients between 21,500 and 44,500 M^-1 cm^-1. These dyes are excitable not only with red but also with blue diode lasers or light emitting diodes. Due to the favorable spectral and photophys. properties these dyes can be used as fluorescent probes and labels for intensity- and fluorescence lifetime-based biomedical applications. 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 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.Reference of 146368-07-2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Iodine-catalyzed C3-formylation of indoles via C-N bond cleavage of tertiary amines under aerobic conditions was written by Lu, Lin;Xiong, Qiheng;Guo, Shengmei;He, Tianqiang;Xu, Feng;Gong, Jiuhan;Zhu, Zheng;Cai, Hu. And the article was included in Tetrahedron in 2015.Category: indole-building-block This article mentions the following:

A novel route was developed for the C3-formation of indoles using iodine as the catalyst. This transformation involves the cleavage of the C-N bond of tertiary amines by the Cross-Dehydrogenative Coupling reaction (CDC), and is well tolerated by a range of 1H-indoles under aerobic conditions. Moreover, this method can be applied to gram-scale synthesis. 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, 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.Category: indole-building-block

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽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 benzo[d]oxazol-2(3H)-one derivatives as a new class of TNIK inhibitors for the treatment of colorectal cancer was written by Luo, Xinling;Yang, Ruicheng;Li, Yueshan;Zhang, Liting;Yang, Shengyong;Li, Linli. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2022.Reference of 754214-56-7 This article mentions the following:

Colorectal cancer (CRC) is one of the most commonly diagnosed cancer types and Traf2- and Nck-interacting kinase (TNIK) has been thought as a potential target for CRC treatment. Herein we report the discovery and structure-activity relationship (SAR) of benzo[d]oxazol-2(3H)-one derivatives as a new class of TNIK inhibitors. The most potent compound 8g showed an IC₅₀ value of 0.050 渭M against TNIK. It effectively suppressed proliferation and migration of colorectal cancer cells. Western blot anal. indicated that 8g could inhibit aberrant transcription activation of Wnt signaling. Collectively, this study provides a potential lead compound for subsequent drug discovery targeting TNIK. In the experiment, the researchers used many compounds, for example, 7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7Reference of 754214-56-7).

7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7) 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.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 754214-56-7

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Copper-Catalyzed Successive C-C bond formations on Indoles or Pyrrole: A Convergent Synthesis of Symmetric and Unsymmetric Hydroxyl Substituted N-H Carbazoles was written by Qiao, Yu;Wu, Xin-Xing;Zhao, Yupeng;Sun, Yongqing;Li, Baoguo;Chen, Shufeng. And the article was included in Advanced Synthesis & Catalysis in 2018.Computed Properties of C8H6N2O2 This article mentions the following:

A copper-catalyzed successive C-C bond formations on indoles and pyrrole approach for the direct synthesis of hydroxyl substituted N-H carbazoles is described. The current process represents an atom-economical method for the preparation of both sym. and unsym. densely substituted and hydroxyl containing N-H carbazoles from easily accessible starting materials without the need for expensive metals and harsh reaction conditions. 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, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Computed Properties of C8H6N2O2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Design, synthesis, and biological evaluation of novel trifluoromethyl indoles as potent HIV-1 NNRTIs with an improved drug resistance profile was written by Jiang, Hai-Xia;Zhuang, Dao-Min;Huang, Ying;Cao, Xing-Xin;Yao, Jian-Hua;Li, Jing-Yun;Wang, Jian-Yong;Zhang, Chen;Jiang, Biao. And the article was included in Organic & Biomolecular Chemistry in 2014.HPLC of Formula: 210345-56-5 This article mentions the following:

A novel series of trifluoromethyl indole derivatives have been designed, synthesized and evaluated for anti-HIV-1 activities in MT-2 cells. The hydrophobic constant, acute toxicity, carcinogenicity and mutagenicity were predicted. Trifluoromethyl indoles (I) and (II) showed extremely promising activities against WT HIV-1 with IC₅₀ values at the low nanomolar level, similar to efavirenz, better than nevirapine, and also possessed higher potency towards the drug-resistant mutant strain Y181C than nevirapine. Preliminary SAR and docking studies of detailed binding mode provided some insights for discovery of more potent NNRTIs. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5HPLC of Formula: 210345-56-5).

Methyl 5-bromo-1H-indole-2-carboxylate (cas: 210345-56-5) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.HPLC of Formula: 210345-56-5

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Pyrazolopyrimide library screening in glioma cells discovers highly potent antiproliferative leads that target the PI3K/mTOR pathway was written by Valero, Teresa;Baillache, Daniel J.;Fraser, Craig;Myers, Samuel H.;Unciti-Broceta, Asier. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Recommanded Product: 7-Azaindole-5-boronic Acid Pinacol Ester This article mentions the following:

The search for novel targeted inhibitors active on glioblastoma multiforme is crucial to develop new treatments for this unmet clin. need. Herein, we report the results from a screening campaign against glioma cell lines using a proprietary library of 100 structurally-related pyrazolopyrimidines. Data anal. identified a family of compounds featuring a 2-amino-1,3-benzoxazole moiety (eCF309 to eCF334) for their antiproliferative properties in the nM range. These results were validated in patient-derived glioma cells. Available kinase inhibition profile pointed to blockade of the PI3K/mTOR pathway as being responsible for the potent activity of the hits. Combination studies demonstrated synergistic activity by inhibiting both PI3Ks and mTOR with selective inhibitors. Based on the structure activity relationships identified in this study, five new derivatives were synthesized and tested, which exhibited potent activity against glioma cells but not superior to the dual PI3K/mTOR inhibitor and lead compound of the screening eCF324. 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. 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.Recommanded Product: 7-Azaindole-5-boronic Acid Pinacol Ester

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Photoactive electron donor-acceptor complex platform for Ni-mediated C(sp³)-C(sp²) bond formation was written by Kammer, Lisa Marie;Badir, Shorouk O.;Hu, Ren-Ming;Molander, Gary A.. And the article was included in Chemical Science in 2021.Recommanded Product: 14204-27-4 This article mentions the following:

A dual photochem./nickel-mediated decarboxylative strategy for the assembly of C(sp₃)-C(sp₂) linkages was disclosed. Under light irradiation at 390 nm, com. available and inexpensive Hantzsch ester (HE) functions as a potent organic photoreductant to deliver catalytically active Ni(0) species through single-electron transfer (SET) manifolds. As part of its dual role, the Hantzsch ester effects a decarboxylative-based radical generation through electron donor-acceptor (EDA) complex activation. This homogeneous, net-reductive platform bypasses the need for exogenous photocatalysts, stoichiometric metal reductants, and additives. Under this cross-electrophile paradigm, the coupling of diverse C(sp₃)-centered radical architectures (including primary, secondary, stabilized benzylic, 伪-oxy, and 伪-amino systems) with (hetero)aryl bromides was accomplished. The protocol proceeded under mild reaction conditions in the presence of sensitive functional groups and pharmaceutically relevant cores. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Recommanded Product: 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Recommanded Product: 14204-27-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽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 a new near-IR fluorescent reagent and study on its in-situ dimer’s interaction with DNA was written by Zheng, Hong;Li, Dong-Hui;Wu, Min;Chen, Qiu-Ying;Xu, Jin-Gou. And the article was included in Gaodeng Xuexiao Huaxue Xuebao in 1999.Reference of 146368-07-2 This article mentions the following:

A new anionic Near-IR fluorescent cyanine dye was synthesized and its absorption and fluorescence spectra in water and in the solution of cationic surfactant-hexadecyltrimethyl-ammonium bromide (CTAB) were studied. The results showed that the maximum excitation wavelength and emission wavelength were 765 nm and 795 nm in water, resp. In the presence of low concentration of CTAB, the dye formed ionic associate with CTAB was made higher to form the pre-micellar aggregation, the fluorescence intensity decreased dramatically because of forming a low-fluorescent in-situ dimeric dye. When the concentration of CTAB was above the critical micelle concentration (cmc), the dimeric dye dissociated, and the fluorescence intensity of Near-IR cyanine was restored, and the maximum emission wavelength was bathochromated from 795 nm to 812 nm. The possibility of using low-fluorescent in-situ dimeric dye as a Near-IR region fluorescent probe for DNA was also studied. 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. 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 146368-07-2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Electron transfer from guanosine to the lowest triplet excited state of 4-nitroindole through hydrogen-bonded complex was written by Ye, Zhao;Du, Yong;Pan, Xinghang;Zheng, Xuming;Xue, Jiadan. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2021.Product Details of 4769-96-4 This article mentions the following:

The photochem. reaction of 4-nitroindole and guanosine was studied with the transient absorption spectroscopy as guanine is an effective hole trap during the charge transfer in DNA, and 4-nitroindole is a universal base. Excitation of 4-nitroindole generates the lowest triplet excited state 4-nitroindole (³HN-NO₂) within 10 ns in the quantum yield 0.41. ³HN-NO₂ has increased basicity compared to its ground state. Consequently, its nitro group exhibits the hydrogen bond accepting ability. ³HN-NO₂ can interact with guanosine (G) to form the hydrogen-bonded ³HN-NO₂…G complex with the rate constant k = (8.7 卤 0.3)x10⁹ M^-1路s^-1. The hydrogen-bonded complex is identified based on the blue shift evolvement of the absorption maximum of ³HN-NO₂ in alc. solutions The reduction potential of ³HN-NO₂ is Ered(³HN-NO₂) = 1.23 V vs. SCE. The electron transfer occurs in the ³HN-NO₂…G complex and generates G+bul and HN-NO₂-鈥?followed by the proton transfer from N₁ and N₂ of G producing radicals HN-NO₂H鈥? G(N₁-H)鈥?and G(N₂-H)鈥? In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Product Details of 4769-96-4).

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Product Details of 4769-96-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Diverse ring opening of thietanes and other cyclic sulfides: an electrophilic aryne activation approach was written by Zheng, Tianyu;Tan, Jiajing;Fan, Rong;Su, Shuaisong;Liu, Binbin;Tan, Chen;Xu, Kun. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2018.Recommanded Product: 6-Nitro-1H-indole This article mentions the following:

An electrophilic aryne-activated ring opening protocol of one or two heteroatom containing saturated sulfur heterocycles was reported. This three-component transformation proceeded under mild reaction conditions and displayed exceptional generality of nucleophiles (C, O, S, N and F centered nucleophiles), giving structurally diverse thioethers in good yields. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Recommanded Product: 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. 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). Recommanded Product: 6-Nitro-1H-indole

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles