Tag: 200-300

dUTPs conjugated with zwitterionic Cy3 or Cy5 fluorophore analogues are effective substrates for DNA amplification and labelling by Taq polymerase was written by Zasedateleva, Olga A.;Vasiliskov, Vadim A.;Surzhikov, Sergey A.;Kuznetsova, Viktoriya E.;Shershov, Valeriy E.;Guseinov, Timur O.;Smirnov, Igor P.;Yurasov, Roman A.;Spitsyn, Maksim A.;Chudinov, Alexander V.. And the article was included in Nucleic Acids Research in 2018.Electric Literature of C13H17NO3S This article mentions the following:

To develop structural modifications of dNTPs that are compatible with Taq DNA polymerase activity, we synthesized eight dUTP derivatives conjugated with Cy3 or Cy5 dye analogs that differed in charge and charge distribution throughout the fluorophore. These dUTP derivatives and com. Cy3-and Cy5-dUTP were studied in Taq polymerase dependent polymerase chain reactions (PCRs) and in primer extension reactions using model templates containing one, two and three adjacent adenine nucleotides. The relative amounts of amplified DNA and the kinetic parameters Km and Vmax characterizing the incorporation of labeled dUMPs have been estimated using fluorescence measurements and analyzed. The dUTPs labeled with electroneutral zwitterionic analogs of Cy3 or Cy5 fluorophores were used by Taq polymerase approx. one order of magnitude more effectively than the dUTPs labeled with neg. charged analogs of Cy3 or Cy5. The nucleotidyl transferase activity of Taq polymerase was also observed and resulted in the addition of dUMPs labeled with electroneutral or pos. charged fluorophores to the 3 ends of DNA. The introduction of mutually compensating charges into fluorophores or other functional groups conjugated to dNTPs can be considered a basis for the creation of PCR-compatible modified nucleoside triphosphates. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2Electric Literature of C13H17NO3S).

1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Electric Literature of 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

Rhodium-Catalyzed Synthesis and Reactions of N-Acylphthalimides was written by Li, Guangzhe;Arisawa, Mieko;Yamaguchi, Masahiko. And the article was included in Asian Journal of Organic Chemistry in 2013.Safety of 2-(Phenylthio)isoindoline-1,3-dione This article mentions the following:

Synthesis of N-acylphthalimides using rhodium catalysts for the imidation of thioesters or acid fluorides with N-(organothio)phthalimides and its reaction with non protic organic compounds is discussed. Thioesters and N-(phosphinoyl)phthalimides were obtained from reactions with phosphinothioates, acid fluorides and N-(tetrafluoroaryl)phthalimides were obtained from reactions with substituted pentafluorobenzenes. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Safety of 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. 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). Safety 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 of differentially protected azatryptophan analogs via Pd₂(dba)₃/XPhos catalyzed Negishi coupling of N-Ts azaindole halides with zinc derivative from Fmoc-protected tert-butyl (R)-2-amino-3-iodopropanoate was written by Nimje, Roshan Y.;Vytla, Devaiah;Kuppusamy, Prakasam;Velayuthaperumal, Rajeswari;Jarugu, Lokesh Babu;Reddy, China Anki;Chikkananjaiah, Nanjundaswamy Kanikahalli;Rampulla, Richard A.;Cavallaro, Cullen L.;Li, Jianqing;Mathur, Arvind;Gupta, Anuradha;Roy, Amrita. And the article was included in Journal of Organic Chemistry in 2020.Application In Synthesis of 3-Bromo-4-chloro-7-azaindole This article mentions the following:

Unnatural amino acids play an important role in peptide based drug discovery. Herein, we report a class of differentially protected azatryptophan derivatives synthesized from N-tosyl-3-haloazaindoles (I) (Pg = protective groups: Ts (tosyl), Fmoc (9-fluorenylmethoxycarbonyl), and tert-Bu) and Fmoc-protected tert-Bu iodoalanine (II) (Fmoc = 9-fluorenylmethoxycarbonyl) via a Negishi coupling. Through ligand screening, Pd₂(dba)₃/XPhos was found to be a superior catalyst for the coupling of 1 with the zinc derivative of 2 to give tert-Bu (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)propanoate derivatives (III) (Pg = protective groups: Ts, Fmoc, and tert-Bu; Fmoc = 9-fluorenylmethoxycarbonyl) in 69-91% isolated yields. In addition, we have demonstrated that the protecting groups, namely, Ts, Fmoc, and tert-Bu, can be easily removed selectively. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-chloro-7-azaindole (cas: 1000340-39-5Application In Synthesis of 3-Bromo-4-chloro-7-azaindole).

3-Bromo-4-chloro-7-azaindole (cas: 1000340-39-5) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Application In Synthesis of 3-Bromo-4-chloro-7-azaindole

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

Copper-promoted direct amidation of isoindolinone scaffolds by sodium persulfate was written by Lai, Huifang;Xu, Jiexin;Lin, Jin;Zha, Daijun. And the article was included in Organic & Biomolecular Chemistry in 2021.Category: indole-building-block This article mentions the following:

Isoindolinones are ubiquitous structural motifs in natural products and pharmaceuticals. Establishing an efficient method for structural modification of isoindolinones could significantly facilitate new drug development. Herein, authors describe copper-promoted direct amidation of isoindolinone scaffolds mediated by sodium persulfate. The method exhibits mild reaction conditions and high site-selectivity, and enables the structural modification of the drug indobufen ester with various amides with yields of 49 to 98%. It is also gram-scalable. Addnl., the reaction mechanism appears to involve a radical and a carbocationic pathway. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Category: indole-building-block).

2-Phenylisoindolin-1-one (cas: 5388-42-1) 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.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

Rapid One-Pot Access to Unique 3,4-Dihydrothiopyrano[3,4-b]indol-1(9H)-imines via Bi(OTf)₃-Catalysed Tandem Friedel-Crafts Alkylation/Thia-Michael Addition was written by Dethe, Dattatraya H.;Boda, Vijay Kumar;Mandal, Anupam. And the article was included in European Journal of Organic Chemistry in 2018.Name: 4-Bromoindole-3-acetic Acid This article mentions the following:

A highly efficient and atom economical one-pot annulation strategy for tetrahydrothiopyrano[3,4-b]indoles, e.g., I, is presented. This protocol involves a Bi(OTf)₃ catalyzed tandem Friedel-Crafts alkylation and intramol. thia-Michael addition reactions to furnish target mols. in an efficient manner. The method works effectively on substrates with unprotected indoles and also it is successfully employed to make tetrahydrothiepino[3,4-b]indoles. The scaffolds synthesized are diverse and first of the kind. The reaction is practically simple with broad substrate scope and vast functional group compatibility. In the experiment, the researchers used many compounds, for example, 4-Bromoindole-3-acetic Acid (cas: 89245-41-0Name: 4-Bromoindole-3-acetic Acid).

4-Bromoindole-3-acetic Acid (cas: 89245-41-0) 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. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Name: 4-Bromoindole-3-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

A comparative study on cisplatin analogs containing 7-azaindole (7AIH) and its seven halogeno-derivatives: Vibrational spectra, DFT calculations and in vitro antiproliferative activity. Crystal and molecular structure of cis-[PtCl₂(4Br7AIH)₂]·DMF was written by Dysz, Karolina;Szmigiel-Bakalarz, Ksenia;Nentwig, Markus;Oeckler, Oliver;Malik-Gajewska, Magdalena;Turlej, Eliza;Michalska, Danuta;Morzyk-Ociepa, Barbara. And the article was included in Polyhedron in 2019.Safety of 3-Bromo-4-chloro-7-azaindole This article mentions the following:

Eight platinum(II) complexes of the general formula cis-[PtCl₂(L)₂] containing 7-azaindole (L = 7AIH) and its halogeno-derivatives: L = 3-chloro-7-azaindole (3Cl7AIH); 3-bromo-7-azaindole (3Br7AIH); 4-chloro-7-azaindole (4Cl7AIH); 4-bromo-7-azaindole (4Br7AIH); 5-bromo-7-azaindole (5Br7AIH); 3-bromo-4-chloro-7-azaindole (3Br4Cl7AIH) and 5-bromo-3-chloro-7-azaindole (5Br3Cl7AIH) were prepared Two complexes, cis-[PtCl₂(3Br4Cl7AIH)₂] (2) and cis-[PtCl₂(4Br7AIH)₂]·DMF, are reported for the first time. Crystal structure of the latter compound has been determined with x-ray diffraction anal. (space group P4₃, with a = 14.775(2), c = 41.640(8) Å, V = 9090(3) ų and Z = 16). For all of these complexes, formation of the cis isomers in the solid state was confirmed by exptl. vibrational (IR and Raman) spectroscopy combined with DFT calculations A complete assignment of the IR and Raman spectra was made on the basis of the calculated potential energy distribution (PED). Stability of complex (2) in DMSO solution was investigated by FT-IR (ATR) spectroscopy. The in vitro antiproliferative activity of cis-[PtCl₂(3Br4Cl7AIH)₂], cis-[PtCl₂(3Cl7AIH)₂] and cis-[PtCl₂(3Br7AIH)₂] was evaluated on selected human cancer cell lines and towards normal mouse fibroblast cell line (BALB/3T3). All complexes are more toxic than cisplatin against Es-2 (ovarian cancer), LNCaP (prostate adenocarcinoma) and MCF7 (breast cancer). Moreover, complex (2) is significantly more active than the other complexes on A549 (lung carcinoma, IC₅₀ = 3.9 μM). However, the three investigated Pt(II) complexes with 7-azaindoles have revealed higher cytotoxicity against a normal cell line (BALB/3T3), in comparison to cisplatin. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-chloro-7-azaindole (cas: 1000340-39-5Safety of 3-Bromo-4-chloro-7-azaindole).

3-Bromo-4-chloro-7-azaindole (cas: 1000340-39-5) 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 3-Bromo-4-chloro-7-azaindole

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

Mechanistic, crystallographic, and computational studies on the catalytic, enantioselective sulfenofunctionalization of alkenes was written by Denmark, Scott E.;Hartmann, Eduard;Kornfilt, David J. P.;Wang, Hao. And the article was included in Nature Chemistry in 2014.Product Details of 14204-27-4 This article mentions the following:

The stereocontrolled introduction of vicinal heteroat. substituents into organic mols. is one of the most powerful ways of adding value and function. Although many methods exist for the introduction of oxygen- and nitrogen-containing substituents, the number of stereocontrolled methods for the introduction of sulfur-containing substituents pales by comparison. Previous reports from our laboratories have described sulfenofunctionalizations of alkenes that construct carbon-sulfur bonds vicinal to carbon-oxygen, carbon-nitrogen or carbon-carbon bonds with high levels of diastereospecificity and enantioselectivity. This process is enabled by the concept of Lewis-base activation of Lewis acids, which provides activation of Group 16 electrophiles. To provide a foundation for the expansion of substrate scope and improved selectivities, we have undertaken a comprehensive study of the catalytically active species. Insights gleaned from kinetic, crystallog. and computational methods have led to the introduction of a new family of sulfenylating agents that provide significantly enhanced selectivities. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Product Details of 14204-27-4).

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

Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode was written by Lombardi, Lorenzo;Bellini, Daniele;Bottoni, Andrea;Calvaresi, Matteo;Monari, Magda;Kovtun, Alessandro;Palermo, Vincenzo;Melucci, Manuela;Bandini, Marco. And the article was included in Chemistry – A European Journal in 2020.Product Details of 4583-55-5 This article mentions the following:

The site-selective allylative and allenylative dearomatization of indoles with alcs. was performed under carbocatalytic regime in the presence of graphene oxide (GO, 10 wt % loading) as the promoter. Metal-free conditions, absence of stoichiometric additive, environmentally friendly conditions (H₂O/CH₃CN, 55 C, 6 h), broad substrate scope (33 examples, yield up to 92%) and excellent site- and stereoselectivity characterize the present methodol. Moreover, a covalent activation model exerted by GO functionalities was corroborated by spectroscopic, exptl. and computational evidences. Recovering and regeneration of the GO catalyst through simple acidic treatment was also documented. In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Product Details of 4583-55-5).

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. 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.Product Details of 4583-55-5

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 short and efficient synthesis of isoindolin-1-ones was written by Tsuritani, Takayuki;Kii, Satoshi;Akao, Atsushi;Sato, Kimihiko;Nonoyama, Nobuaki;Mase, Toshiaki;Yasuda, Nobuyoshi. And the article was included in Synlett in 2006.Reference of 5388-42-1 This article mentions the following:

A short and efficient synthesis of isoindolin-1-ones is reported. Base-induced cyclization of ortho-(hydroxymethyl)benzamides, which were easily prepared from the corresponding phthalides and amines, led predominantly to N-alkylation in good yield. The reaction proceeded under mild conditions and bromine and nitrile substituents were tolerated. The selectivity is explained by HASB theory. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Reference of 5388-42-1).

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Reference of 5388-42-1

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

Synthetic studies on 2,4-benzothiazepin-5(1H)-one and 2,4-benzodiazepin-1-one derivatives was written by Fujita, Hiroshi;Sato, Yasunobu. And the article was included in Chemical & Pharmaceutical Bulletin in 1975.Name: 2-Phenylisoindolin-1-one This article mentions the following:

2,4-Benzothiazepin-5(1H)-ones were usually the predominant products in reactions of o-chloromethylbenzoyl chloride with 1,3-disubstituted thioureas; but with methyl, benzyl or allyl substituted thioureas, 2,4-benzodiazepin-1-ones were obtained together with 2,4-benzothiazepin-5(1H)-ones. These structures were elucidated from NMR spectra. The nature of the base and solvent as well as thiourea substituents affected the course of the reactions affording 2,4-benzothiazepin-5(1H)-ones or 2,4-benzodiazepin-1-ones. Several 2,4-benzothiazepin-5(1H)-ones and 2,4-benzodiazepin-1-ones possessed weak pharmacological activities, such as coronary vasodilating and local anesthetic activity. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Name: 2-Phenylisoindolin-1-one).

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Name: 2-Phenylisoindolin-1-one

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