Tag: 100-200

On December 31, 2019, Xu, Shi-Ming; Wei, Liang; Shen, Chong; Xiao, Lu; Tao, Hai-Yan; Wang, Chun-Jiang published an article.Application of 883526-76-9 The title of the article was Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction. And the article contained the following:

An expedient and stereodivergent assembly of tetrahydro-γ-carbolines I [R = Ph, 4-ClC6H4, 2-furanyl, etc.; R1 = H, Me, Bn, etc.; R2 = H, 4-Me, 5-Cl, etc.] with remarkably high levels of stereoselective control in an efficient cascade process from aldimine esters and indolyl allylic carbonates via a synergistic Cu/Ir catalyst system was reported. Control experiments-guided optimization of synergistic catalysts and mechanistic investigations reveal that a stereodivergent allylation reaction and a subsequent highly stereoselective iso-Pictet-Spengler cyclization were the key elements to success. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Application of 883526-76-9

The Article related to tetrahydro gamma carboline enantioselective preparation, aldemine ester indolyl allylic carbonate tandem allylation pictet spengler, Heterocyclic Compounds (More Than One Hetero Atom): Fused-Ring Systems With Two Or More Hetero Atoms, No More Than One Hetero Atom Per Ring and other aspects.Application of 883526-76-9

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 February 21, 2005, Ori, Mayuko; Toda, Narihiro; Takami, Kazuko; Tago, Keiko; Kogen, Hiroshi published an article.Recommanded Product: 79815-20-6 The title of the article was Stereospecific synthesis of 2,2,3-trisubstituted tetrahydroquinolines: application to the total syntheses of benzastatin E and natural virantmycin. And the article contained the following:

An efficient methodol. for the synthesis of 2,2,3-trisubstituted tetrahydroquinolines has been developed, which involves the triphenylphosphine-CCl4-mediated stereospecific rearrangement of α,α-disubstituted indoline-2-methanols (I) to 2,2,3-trisubstituted tetrahydroquinolines. The rearrangement precursors I are readily prepared by the diastereoselective Grignard addition to 2-acylindolines. The total syntheses of (+)-benzastatin E (II) and natural virantmycin (III) were accomplished utilizing this methodol. This rearrangement reaction might afford some chem. precedent for the biogenetic pathway of the benzastatin family. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Recommanded Product: 79815-20-6

The Article related to benzastatin e preparation, virantmycin preparation, tetrahydroquinoline preparation rearrangement indolinemethanol, indoline methanol preparation grignard addition acylindoline and other aspects.Recommanded Product: 79815-20-6

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

Zheng, Rimei; Xu, Aimin; Huang, Jiawu; Zhang, Zhijing; Yin, Xinru; Zhang, Tianyuan; Hu, Wenhao; Qian, Yu published an article in , the title of the article was A Rh(II)-catalyzed highly stereoselective [3 + 2] annulation of vinyl diazoacetates with indole-2-carbaldehyde for the synthesis of indolyl dihydrofurans.Product Details of 883526-76-9 And the article contains the following content:

A highly stereoselective Rh2(Oct)4catalyzed [3 + 2] cycloaddition of vinyl diazoacetates 2,6-(Me)2C6H3OC(O)C(=N2)CH=CHAr (Ar = Ph, 2-naphthyl, 2-methylphenyl, etc.) with indolyl aldehydes I (R = Me, Bn; R1 = 5-Cl, 3-Me, 5-Me, etc.) has been developed. This protocol provides an efficient access to both cis and trans indolyl dihydrofurans (4R,5R/4R,5S)-II with high yields and diastereoselectivities under mild conditions without or with Lewis acid as additive, resp. Moreover, these generated functionalized dihydrofurans exhibit potent antiproliferation activity in three different cancer cell lines. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Product Details of 883526-76-9

The Article related to indolyl dihydrofuran preparation diastereoselective chemoselective, vinyl diazoacetate indole carbaldehyde cycloaddition rhodium catalyst, carbonyl ylide, indolyl dihydrofurans, vinyl metal carbene and other aspects.Product Details of 883526-76-9

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 May 1, 2020, Sakamuri, Sukumar; Liu, Dingguo; Eltepu, Laxman; Liu, Bin; Reboton, Lisa Jo; Preston, Ryan; Bradshaw, Curt W. published an article.Product Details of 79815-20-6 The title of the article was Identification of a Tricyclic PIII Chiral Auxiliary for Solid-Supported Synthesis of Stereopure Phosphorothioate-Containing Oligonucleotides. And the article contained the following:

Since the recognition of oligonucleotides as a therapeutic modality, significant work has been devoted to improving therapeutic properties, including nuclease stability. Phosphorothioate (PS) modifications of phosphodiesters are one of the most explored chem. modification and integral to currently approved oligonucleotide therapeutics, including antisense oligonucleotides (ASOs) and short interfering RNAs (siRNAs). Insertion of sulfur into the phosphate bridge in an n-mer leads to 2n isomeric mixtures of PSs, with different nuclease stability and protein-binding properties. Efforts to create stereopure PS-containing oligonucleotides has spurred interest in identifying new synthetic methods. Herein, work on a novel and practical tricyclic PIII chiral auxiliary and its application in solid-supported synthesis of stereopure PS-containing oligonucleotides is reported. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Product Details of 79815-20-6

The Article related to phosphodiester phosphorothioate antisense oligonucleotide chiral auxiliary nuclease stability, chiral auxiliaries, oligonucleotides, phosphorothioates, solid-supported synthesis, synthesis design and other aspects.Product Details of 79815-20-6

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

On December 2, 1999, Mavunkel, Babu J.; Liu, David Y.; Schreiner, George F.; Lewicki, John A.; Perumattam, John J. published a patent.Reference of 6-Chloro-1H-indole-5-carboxylic acid The title of the patent was Heterocyclic compounds and methods to treat cardiac failure and other disorders. And the patent contained the following:

Compounds I and II [Z1, Z2 = CR4, N; R4 = H, alkyl, aryl, each of said alkyl or aryl optionally including one or more heteroatoms selected from O, S and N and optionally substituted by one or more of halo, OR, SR, NR2, RCO, CO2R, CONR2, O2CR, NROCR and R = H, alkyl, CN, oxo, etc.; R1 = Q and X1 = CO or an isostere; m = 0, 1; Y = alkyl, aryl, arylalkyl; YY = alkylene bridge; n = 0, 2; Z3 = CH, N; X2 = CH, CH2 or an isostere; Ar = one or two Ph moieties directly coupled to X2 optionally substituted by halo, nitro, alkyl, etc.; R2 = H, alkyl, aryl; R3 = H, halo, NO2, alkyl, alkenyl, etc.], selective inhibitors of p38α kinase, were prepared E.g., 4-benzylpiperidinylindole-5-carboxamide was prepared The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Reference of 6-Chloro-1H-indole-5-carboxylic acid

The Article related to heterocyclic compound preparation p38 kinase inhibitor, benzimidazole preparation p38 kinase inhibitor, benzotriazole preparation p38 kinase inhibitor, indole preparation p38 kinase inhibitor and other aspects.Reference of 6-Chloro-1H-indole-5-carboxylic 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

On August 31, 2006, Metzner, L.; Neubert, K.; Brandsch, M. published an article.Reference of H-Idc-OH The title of the article was Substrate specificity of the amino acid transporter PAT1. And the article contained the following:

The proton coupled amino acid transporter PAT1 expressed in intestine, brain, and other organs accepts L- and D-proline, glycine, and L-alanine but also pharmaceutically active amino acid derivatives such as 3-amino-1-propanesulfonic acid, L-azetidine-2-carboxylic acid, and cis-4-hydroxy-D-proline as substrates. We systematically analyzed the structural requirements for PAT1 substrates by testing 87 amino acids, proline homologs, indoles, and derivatives Affinity data and effects on membrane potential were determined using Caco-2 cells. For aliphatic amino acids, a blocked carboxyl group, the distance between amino and carboxyl group, and the position of the hydroxyl group are affinity limiting factors. Methylation of the amino group enhances substrate affinity. Hetero atoms in the proline template are well tolerated. Aromatic α-amino acids display low affinity. PAT1 interacts strongly with heterocyclic aromatic acids containing an indole scaffold. The structural requirements of PAT1 substrates elucidated in this study will be useful for the development of prodrugs. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Reference of H-Idc-OH

The Article related to amino acid transport pat1 transporter intestine epithelium, carboxyl hydroxyl amino imino group amino acid structure transport, prodrug drug transport metabolism amino group methylation pat1 and other aspects.Reference of H-Idc-OH

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

Nonappa; Ahonen, Kari; Lahtinen, Manu; Kolehmainen, Erkki published an article in 2011, the title of the article was Cyclic dipeptides: catalyst/promoter-free, rapid and environmentally benign cyclization of free amino acids.Quality Control of H-Idc-OH And the article contains the following content:

With growing public concern over global warming and the amount of greenhouse gases, it is important to reduce the amount of chems. and eliminate waste, to obtain better results in a simple, selective, safe, and environmentally benign fashion compared to conventional tedious chem. synthesis. Herein, the authors disclose an environmentally benign, rapid, catalyst/promoter/coupling reagent-free cyclization procedure of free amino acids to furnish exclusively cyclic dipeptides (2,5-diketopiperazines, DKPs) in excellent or even quant. yields, along with their solid state self-assembling properties. This process is extremely simple and highly efficient with little or no traditional synthetic skills and without any chromatog. purification Synthesis of structurally diverse DKPs has been achieved with a dramatic decrease in the reaction time, the amount/number of solvents used, a significant increase in the yield and nearly complete elimination of waste. As a result, this is an excellent example for the environmentally benign, clean and green chem. concept. The most exciting outcome of this investigation is an unusual case of chiral self-recognition encountered upon the cyclization of rac-pipecolic acid, which resulted in the formation of the meso-product exclusively. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Quality Control of H-Idc-OH

The Article related to cyclic dipeptide diketopiperazine preparation amino acid catalyst free cyclization, crystal structure diketopiperazine cyclic dipeptide, pipecolic acid cyclization chiral self recognition and other aspects.Quality Control of H-Idc-OH

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 May 20, 2010, Shipps, Gerald W., Jr.; Cheng, Cliff C.; Huang, Xiaohua; Achab, Abdelghani Abe; Orth, Peter; Voigt, Johannes H.; Soucy, Kyle Ann published a patent.Reference of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Preparation of aryldihydrotriazolopyrimidinone derivatives and analogs for use as fatty acid binding protein (FABP) inhibitors. And the patent contained the following:

Title compounds I [G = CR6; X = S, O, NH, etc.; or when X is CR7 or N, then X and G or X and ring Y together form a cycloalkyl or heterocyclyl ring containing 1 to 3 heteroatoms selected from N, O, or S; ring Y = (un)substituted aryl, heteroaryl, heterocyclyl, or cycloalkyl; Z = H, (un)substituted alkyl, cycloalkyl, aryl, etc.; R1 = H, alkyl, haloalkyl, haloalkoxy, etc.; each R2 independently = halo, CN, (un)substituted alkyl, etc.; R6 = absent, H, halo, (un)substituted alkyl, etc.; R7 = H, OH, (un)substituted alkoxy, or alkyl; R9 = H, halo, (un)substituted alkyl, etc.; R10 = H, halo, C(O)OH, C(O)NH2, etc.; m = 1 or 2; n = 0 to 4; with provisions], and their pharmaceutically acceptable salts, are prepared and disclosed as fatty acid binding protein (FABP) inhibitors. Thus, e.g., II was prepared by cyclization of 3-phenyl-1H-1,2,4-triazol-5-amine with Et 4-chloro-3-oxobutanoate followed by esterification with 3-chloro-2-methylphenol. I were evaluated in temperature dependence fluorescence (TdF) assays for FABP4, e.g., II demonstrated an Kd value of >0.001 to 0.5 μM. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Reference of 6-Chloro-2,3-dihydro-1H-indole

The Article related to triazolopyrimidinone aryldihydro derivative preparation fatty acid binding protein inhibitor, aryldihydrotriazolopyrimidinone analog preparation fatty acid binding protein fabp inhibitor and other aspects.Reference 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 September 10, 2010, Kaizawa, Hiroyuki; Sugita, Mari; Azami, Hidenori; Seo, Ryushi; Nomura, Takaho; Yamamoto, Satoshi; Yamamoto, Hirofumi; Tsuchiya, Kazuyuki; Kubota, Hideki; Kamijo, Kazunori published a patent.HPLC of Formula: 52537-00-5 The title of the patent was Preparation of quinoxaline compounds as PDE9 inhibitors. And the patent contained the following:

Title compounds I [one A1 and A2 is N, the other is CR6 or N; one of R1 and R2 is H, halo, (un)substituted alkyl, etc., the other is -CONRaRb; R3 = (un)substituted alkyl, cycloalkyl, cycloalkenyl, etc.; R4, R5 = H or alkyl; R6 = H or alkyl; Ra, Rb = H, (un)substituted alkyl, cycloalkyl, etc.] or salts thereof were prepared For example, reaction of 3-chloro-2-hydrazino-7-methylquinoxaline-6-carboxylic acid Me ester with 3-chloro-4-hydroxybenzaldehyde in the presence of Cu(OAc)2 followed by hydrolysis and EDCI-mediated amidation with 1-pyridin-4-yl-1,2,3,4-tetrahydroisoquinoline afforded compound II. In PDE9 inhibition assays, IC50 of II was 2.3 nM. Compounds I are claimed useful for the treatment of urine collection disorder, urination disorder, etc. 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 quinoxaline preparation pde9 inhibitor, urine collection disorder treatment quinoxaline preparation pde9 inhibition, urination disorder treatment quinoxaline preparation pde9 inhibition 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 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