Category: 52537-00-5

On March 20, 2019, Kozikowski, Alan P.; Shen, Sida; Pardo, Marta; Tavares, Mauricio T.; Szarics, Dora; Benoy, Veronick; Zimprich, Chad A.; Kutil, Zsofia; Zhang, Guiping; Barinka, Cyril; Robers, Matthew B.; Van Den Bosch, Ludo; Eubanks, James H.; Jope, Richard S. published an article.Application of 52537-00-5 The title of the article was Brain Penetrable Histone Deacetylase 6 Inhibitor SW-100 Ameliorates Memory and Learning Impairments in a Mouse Model of Fragile X Syndrome. And the article contained the following:

Disease-modifying therapies are needed for Fragile X Syndrome (FXS), as at present there are no effective treatments or cures. Herein, we report on a tetrahydroquinoline-based selective histone deacetylase 6 (HDAC6) inhibitor SW-100, its pharmacol. and ADMET properties, and its ability to improve upon memory performance in a mouse model of FXS, Fmr1-/- mice. This small mol. demonstrates good brain penetrance, low-nanomolar potency for the inhibition of HDAC6 (IC50 = 2.3 nM), with at least a thousand-fold selectivity over all other class I, II, and IV HDAC isoforms. Moreover, through its inhibition of the α-tubulin deacetylase domain of HDAC6 (CD2), in cells SW-100 upregulates α-tubulin acetylation with no effect on histone acetylation and selectively restores the impaired acetylated α-tubulin levels in the hippocampus of Fmr1-/- mice. Lastly, SW-100 ameliorates several memory and learning impairments in Fmr1-/- mice, thus modeling the intellectual deficiencies associated with FXS, and hence providing a strong rationale for pursuing HDAC6-based therapies for the treatment of this rare disease. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application of 52537-00-5

The Article related to phenylhydroxamate permeability ames neg acetylated memory and learning impairments, ames negative, phenylhydroxamate, acetylated α-tubulin, memory and learning impairments, permeability and other aspects.Application of 52537-00-5

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

Cui, Xin; Huang, Wei; Wu, Lipeng published an article in 2021, the title of the article was Zirconium-hydride-catalyzed transfer hydrogenation of quinolines and indoles with ammonia borane.Computed Properties of 52537-00-5 And the article contains the following content:

Applied zirconium-hydride complex as the catalyst, the transfer hydrogenation of quinoline and indole derivatives with ammonia borane as a proton and hydride source was achieved. Up to 94% yield of the corresponding hydrogenated products were obtained with tolerance of various functional groups. Preliminary mechanistic studies revealed a concerted N-H and B-H activation reaction pathway. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

The Article related to quinoline ammonia borane zirconium hydride catalyst regioselective transfer hydrogenation, tetrahydroquinoline preparation, indole ammonia borane zirconium hydride catalyst regioselective transfer hydrogenation, indoline preparation and other aspects.Computed Properties of 52537-00-5

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

On January 3, 2022, Shaaban, Saad; Merten, Christian; Waldmann, Herbert published an article.Electric Literature of 52537-00-5 The title of the article was Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles. And the article contained the following:

Axially chiral atropisomeric compounds are widely applied in asym. catalysis and medicinal chem. In particular, axially chiral indole- and indoline-based frameworks have been recognized as important heterobiaryl classes because they are the core units of bioactive natural alkaloids, chiral ligands and bioactive compounds Among them, the synthesis of C7-substituted indole biaryls and the analogous indoline derivatives is particularly challenging, and methods for their efficient synthesis are in high demand. Transition-metal catalysis is considered one of the most efficient methods to construct atropisomers. Here, authors report the enantioselective synthesis of C7-indolino- and C7-indolo biaryl atropisomers by means of C-H functionalisation catalyzed by chiral RhJasCp complexes. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Electric Literature of 52537-00-5

The Article related to indolino indolo biaryl atropisomer preparation enantioselective, methoxyindolinecarboxamide indolobenzamide diazonaphthoquinone coupling rhodium, c−h functionalisation, atropisomers, chiral cpx complexes, indoles, indolines, rhodium and other aspects.Electric Literature of 52537-00-5

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

On November 27, 2014, Armer, Richard; Bingham, Matilda; Morrison, Angus; Carswell, Emma; Elustondo, Fred; Walker, Rolf; Guisot, Nicolas; Lucas, Catherine published a patent.Related Products of 52537-00-5 The title of the patent was Preparation of pyrazolo[3,4-d]pyrimidine derivatives useful as inhibitors of Bruton’s tyrosine kinase. And the patent contained the following:

This invention relates to novel compounds [I; A1-A5 = N or CRa and any two CRa on adjacent A groups form an addnl. (un)substituted nonaromatic carbocyclic or heterocyclic ring; D = (un)substituted C1-6 alkylene optionally containing 1, 2 or 3 N, O, or S atoms; or D = (un)saturated and (un)substituted carbocyclic or heterocyclic moiety optionally substituted with NRb; E = C(:Y)C(R2):C(R4)(R3), SO2 C(R2):C(R4)(R3), cyano, COCH2X, (oxiran-2-yl)(CH2)o, or (oxiran-2-yl)(CH2)oCO; Y = O or NRb; X = Cl, F, Br, or iodo; o = 0-2; Ra = H, halo, C1-6 alkyl, C1-6 haloalkyl, OH, SH, C1-6 alkoxy, C2-6 alkenyl, C2-6 alkynyl, C3-8 cycloalkyl, C3-8 cycloalkenyl, NRbRc, cyano, acyl, etc.; Rb, Rc = H, C1-4 alkyl, C1-4 haloalkyl, C1-4 acyl, C3-7 cycloalkyl, or C3-7 halocycloalkyl; R1 = each (un)substituted NH2 or each (un)saturated carbocyclic or heterocyclic moiety; R2, R3, R4 = H, halo , ORb, cyano, -NRbRc, -CH2NRbRc, CO2Rb, C(O)Rbb, C(O)NRbRc, etc.; R5 = H, halo, ORb, C1-6 alkoxy, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C3-8 cycloalkyl, C3-8 heterocycloalkyl, C3-8 cycloalkenyl, C3-8 heterocycloalkenyl, NRbRc, -CO2Rb, C(O)Rb, or C(O)NRbRc; L1 = a bond, O, or each (un)substituted O(CH2)m, NH, or (CH2)m; m = 1, 2, 3, or 4]. These compounds are Bruton’s tyrosine kinase (BTK) inhibitors and have better activity and better solubility over known compounds, reduced side effects compared to known therapies, convenient pharmacokinetic profile, and a suitable duration of action following dosing. They are useful for treating conditions treatable by the inhibition of Bruton’s tyrosine kinase, for example cancer, lymphoma, leukemia, immunol. diseases, autoimmune diseases, and inflammatory disorders. Thus, Mitsunobu reaction of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine with and tert-Bu (3S)-3-hydroxypiperidine-1-carboxylate using Ph3P and DIAD in THF at <5° for 30 min and at room temperature overnight gave tert-Bu 3-(4-amino-3-iodopyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate which underwent Suzuki coupling with 4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]morpholine in the presence of potassium carbonate and tetrakis(triphenylphosphine)palladium in aqueous dioxane at 100° for 60 min under microwave irradiation to give tert-Bu 3-[(1S)-4-amino-3-[4-(morpholinomethyl)phenyl]pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate (II; R = tert-butoxycarbonyl). Deprotection of II (R = tert-butoxycarbonyl) with 4 M HCl/dioxane solution for 4 h gave II.HCl (R = H) which underwent acylation with acryloyl chloride in the presence of Et3N at room temperature for 2 h to give II (R = acryloyl). II (R = acryloyl) showed IC50 of 0.1-15 nM against Bruton's tyrosine kinase. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Related Products of 52537-00-5

The Article related to pyrazolopyrimidine preparation inhibitor bruton tyrosine kinase, cancer lymphoma leukemia immunol disease treatment pyrazolopyrimidine preparation, autoimmune disease inflammatory disorder treatment pyrazolopyrimidine preparation and other aspects.Related Products of 52537-00-5

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

On September 2, 2016, Lian, Xiao-Lei; Meng, Jing; Han, Zhi-Yong published an article.COA of Formula: C8H8ClN The title of the article was Ru(II)/Organo Relay Catalytic Three-Component Reaction of 3-Diazooxindoles, Amines, and Nitroalkene: Formal Synthesis of (-)-Psychotrimine. And the article contained the following:

A highly enantioselective carbenoid-associated N-H functionalization/Michael addition cascade reaction is developed by virtue of Ru(II)/chiral organo bifunctional catalyst relay catalysis. In this way, a variety of optically pure 3-amino-3-alkyloxindoles, I (R1 = H, 5-MeO, 5-Me, 5-Cl, 5-F, 6-Br, 7-Br, R2R3N = indolin-1-yl, 6-chloroindolin-1-yl, N-benzylphenylamino, etc.) can be easily achieved. Moreover, on the basis of this metal/organo relay catalytic three-component protocol, key intermediate II, for the formal synthesis of (-)-psychotrimine, could be obtained in six steps with 25% overall yield. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).COA of Formula: C8H8ClN

The Article related to relay catalytic three component reaction diazooxindole amine nitroalkene ruthenium, enantioselective synthesis psychotrimine, stereoselective michael addition cascade ruthenium chiral organo bifunctional catalyst and other aspects.COA of Formula: C8H8ClN

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

Zhang, Wenzheng; Xu, Guangyang; Qiu, Lin; Sun, Jiangtao published an article in 2018, the title of the article was Gold-catalyzed C5-alkylation of indolines and sequential oxidative aromatization: access to C5-functionalized indoles.Recommanded Product: 52537-00-5 And the article contains the following content:

A novel protocol for the synthesis of C5-alkylated indole derivatives I (R = C(O)OCH3, naphthalen-2-yl, thiophen-2-yl, etc.; R1 = CH3, CH2C6H5, pyrimidin-2-yl, etc.; R2 = H, 3-CH3, 2-CH3; R3 = 4-CN, 6-Cl, 7-CH3O, etc.) via a gold-catalyzed reaction of indolines II with diazo compounds RC(=N2)C(O)OCH3 and subsequent oxidative aromatization has been developed. C-H bond functionalization selectively occurs at the C5-position of indolines III without a directing group. The exptl. operation is simple and the whole process can be manipulated in one-pot. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Recommanded Product: 52537-00-5

The Article related to alkyl indoline preparation regioselective, diazo compound indoline alkylation gold catalyst, indole alkyl preparation regioselective, indoline diazo compound alkylation gold catalyst oxidative aromatization and other aspects.Recommanded Product: 52537-00-5

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

On April 7, 1998, Arnold, Lee D. published a patent.HPLC of Formula: 52537-00-5 The title of the patent was Preparation of 4-heterocyclylquinazolines as anticancer agents.. And the patent contained the following:

Title compounds [I; Z = specified (substituted) N-heterocyclyl; R1 = CF3, halo, NO2, OH, amino, cyano, alkyl, alkoxy, alkoxycarbonyl, alkanoyloxy, alkanoylamino, CO2H, PhO, PhCO2, carbamoyl, hydroxyalkyl, alkylthio, anilino, pyrrolidinyl, etc.; m = 0-3], were prepared as neoplasm inhibitors (no data). Thus, 6-chloroindoline, 4-chloro-6,7-ethylenedioxyquinazoline, and pyridine were refluxed in iPrOH to give 4-(6-chloro-2,3-dihydroindol-1-yl)-7,8-dihydro[1,4]dioxino[2,3-g]quinazoline. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).HPLC of Formula: 52537-00-5

The Article related to heterocyclylquinazoline preparation anticancer, quinazoline heterocyclyl preparation anticancer, hyperproliferative disorder treatment heterocyclylquinazoline, indolylquinazoline preparation anticancer and other aspects.HPLC of Formula: 52537-00-5

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

On August 31, 1995, Arnold, Lee D. published a patent.Electric Literature of 52537-00-5 The title of the patent was Preparation of 4-(heterocyclyl)quinazoline-derivative anticancer agents. And the patent contained the following:

The title compds [I; R1 = (un)substituted alkyl, halogen, NO2, OH, NH2, alkoxy, heterocyclo, PhO, etc.; Z = (un)substituted heterocyclo; m = 0-3], useful for the treatment of abnormal proliferation due to cancer (no data), psoriasis (no data), benign prostatic hypertrophy (no data), etc. (no data), are prepared Thus, 6-chloroindoline was reacted with 4-chloro-6,7-(ethylenedioxy)quinazoline and pyridine, producing 4-(6-chloro-2,3-dihydroindol-1-yl)-7,8-dihydro[1,4]dioxino[2,3-g]quinazoline, m.p. 209-211°. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Electric Literature of 52537-00-5

The Article related to anticancer agent preparation heterocyclylquinazoline, psoriasis treatment preparation heterocyclylquinazoline, benign prostatic hypertrophy treatment preparation heterocyclylquinazoline, cell proliferation abnormal prevention preparation heterocyclylquinazoline, quinazoline heterocyclyl and other aspects.Electric Literature of 52537-00-5

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

On September 21, 2016, Ji, Pengfei; Manna, Kuntal; Lin, Zekai; Urban, Ania; Greene, Francis X.; Lan, Guangxu; Lin, Wenbin published an article.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the article was Single-Site Cobalt Catalysts at New Zr8(μ2-O)8(μ2-OH)4 Metal-Organic Framework Nodes for Highly Active Hydrogenation of Alkenes, Imines, Carbonyls, and Heterocycles. And the article contained the following:

Zirconium and hafnium metal-organic frameworks (MOF) were prepared from a tetrakis(carboxybiphenyl)methane and ZrCl4 or HfCl4; the framework contains two types of secondary building units (SBUs): cubic M8(μ2-O)8(μ2-OH)4 and octahedral M6(μ3-O)4(μ3-OH)4. While the M6-SBU is isostructural with the 12-connected octahedral SBUs of UiO-type MOFs, the M8-SBU is composed of eight MIV ions in a cubic fashion linked by eight μ2-oxo and four μ2-OH groups. Metalation of the Zr-MTBC MOF with CoCl2 followed by treatment with NaBEt3H yielded a highly active and reusable solid Zr-MOF-cobalt hydride catalyst for the hydrogenation of alkenes, imines, carbonyls, and heterocycles. The Zr-MOF-cobalt hydride catalyst tolerated a range of functional groups and was a highly active catalyst for the hydrogenation of alkenes, including tri- and tetra-substituted alkenes, with TON > 8000 for the hydrogenation of 2,3-dimethyl-2-butene. Structural and spectroscopic studies indicate that the site isolation of and open environments around the cobalt-hydride catalytic species at the cubic zirconium SBU sites of the MOF are responsible for the high catalytic activity in the hydrogenation of a wide range of challenging substrates. The structures of the zirconium and hafnium MOF and of the cobalt chloride complex of the zirconium MOF were determined by X-ray crystallog. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole

The Article related to zirconium hafnium tetrakiscarboxybiphenylmethane metal organic framework preparation hydrogenation catalyst, structure secondary building unit zirconium hafnium tetrakiscarboxybiphenylmethane mof, cobalt zirconium mof complex preparation chemoselective hydrogenation catalyst and other aspects.Application In Synthesis of 6-Chloro-2,3-dihydro-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

On April 20, 2017, Lin, Wenbin; Manna, Kuntal; Ji, Pengfei published a patent.Category: indole-building-block The title of the patent was Stabilization of active metal catalysts at metal-organic framework nodes for highly efficient organic transformations. And the patent contained the following:

Metal-organic framework (MOFs) compositions based on post not synthetic metalation of secondary building unit (SBU) terminal or bridging OH or OH2 groups with metal precursors or other post-synthetic manipulations are described. The MOFs provide a versatile family of recyclable and reusable single-site solid catalysts for catalyzing a variety of asym. organic transformations, including the regioselective borylation and silylation of benzyiic C-H bonds, the hydrogenation of aikenes, imines, carbonyls, nitroarenes, and heterocycles, hydroboration, hydrophosphination, and cyclization reactions. The solid catalysts can also be integrated into a flow reactor or a supercritical fluid reactor. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Category: indole-building-block

The Article related to zirconium cobalt benzenebisphenylcarboxylato terphenyldicarboxylato methanetetrakisbiphenylcarboxylato trimesato biphenyldicarboxyiato complex preparation, catalyst zirconium cobalt benzenebisphenylcarboxylato trimesato biphenyldicarboxyiato complex and other aspects.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