Category: 52537-00-5

On December 6, 2012, Lagrange, Alain; Mignon, Marie published a patent.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Hair dye composition comprising a (hydroxy)indoline coupler in a medium rich in fatty substances. And the patent contained the following:

The present invention relates to a composition for dyeing keratin fibers, such as hair, comprising: a fatty substance, a surfactant; an oxidation base, one or more indoline couplers (I, R1 = e.g., H, C1-10 alkyl, C2-10 alkenyl; R2 = OH, halo, C1-10 alkyl, C3-10 alkenyl; R2 being connected to a heterocycle via a C-C bond, a carboxyl or alkoxycarbonyl and n = 0-4; R3 = halo, C1-10 alkyl, C3-10 alkenyl, OH, C1-8 alkylthio, amino, and p = 0-3, and also salts, optical and geometrical isomers and tautomers, and hydrates thereof), and a basifying agent;and the fatty substance content at 25% by weight The present invention also relates to a process of using this composition in the presence of a chem. oxidizing agent, and to multicompartment devices suitable for the implementation of the invention. Thus, a formulation contained 2,3-diaminodihydropyrazolopyrazolone dimethosulfonate (oxidation base) 2×10-2 and 1-methylindolin-4-ol (coupler) 2×10-2 mol in addition to other cosmetic ingredients. 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 hair dye hydroxyindoline coupler fatty substance, Essential Oils and Cosmetics: Hair Preparations 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

On December 7, 2012, Lagrange, Alain; Mignon, Marie published a patent.Electric Literature of 52537-00-5 The title of the patent was Hair dye composition comprising an indoline coupler in a medium rich in fatty substances. And the patent contained the following:

The present invention relates to a composition for dyeing keratin fibers, such as hair, comprising: a fatty substance, a surfactant; an oxidation base, one or more indoline couplers (I, R1 = e.g., H, C1-10 alkyl or alkenyl; R2 = halo, C1-10 alkyl or alkenyl, and 2 radicals R2 borne by adjacent carbon atoms forming a 5-8 membered ring; and n = 0-4; R3,R4 = H, halo halo, C1-10 alkyl or alkenyl, or C1-8 alkoxy); and the fatty substance content at 25% by weight The present invention also relates to a process of using this composition in the presence of a chem. oxidizing agent, and to multicompartment devices suitable for the implementation of the invention. Thus, a formulation containing 4-(3-aminopyrazolo[1,5-a]pyridin-2-yl)-1,1-dimethylpiperazin-1-ium chloride hydrochloride provides a raise in 螖Elab color much more important on 90% white hair and therefore a much better staining in the root than that obtained using a comparative composition 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 hair dye indoline coupler fatty substance, Essential Oils and Cosmetics: Hair Preparations and other aspects.Electric Literature of 52537-00-5

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

Ikan, R.; Hoffmann, E.; Bergmann, E. D.; Galun, A. published an article in 1964, the title of the article was Synthesis of 5- and 6-haloindoles from indoline.Computed Properties of 52537-00-5 And the article contains the following content:

cf. Terent’ev, et al., CA 54, 10991c. A mixture of 240 g. indoline and 2 1. concentrated H2SO4 stirred 1 hr. below 0° with a mixture of 90 ml. HNO3 and 2 h H2SO4 gave 95% 6-nitroindoline, m. 66-7° (BuOH); NAc derivative (I) m. 156-7°. I (250 g.) suspended in 600 ml. isoPrOH and hydrogenated over 10% Pd-C at 70°/80 lb./in.2 gave 85% 6-amino-1-acetyfindole (II), m. 181°. II (500 g.) suspended in a mixture of 760 ml. H2O and 760 ml. concentrated HCl and diazotized at 0-5° by a solution of 208 g. NaNO2 in 420 H2O, gave on stirring 1 hr. at 0-5° with a solution of 580 g. NaBF4 in 1 1. H2O a diazonium salt, which, filtered and washed successively with aqueous NaBF4 solution, cold EtOH, and Et2O and then dried, was extracted with iso-PrOH to give 55% 6-fluoro-1-acetylindole (III), b1 180°, b0.5 165°, m. 79-80°. III refluxed 1 hr. with 10 parts concentrated HCl gave quant. 6-fluoroindoline (IV), b0.3 70-2°, n29D 1.5533, also obtained directly by adding 1.5 moles NaOH/mole II to the iso-PrOH extract of the decomposition product of the diazonium fluoborate, and subsequent distillation A mixture of 7 1. xylene, 470 g. chloranil, and 194 g. IV refluxed 5 hrs. gave 60% 6-fluoroindole (V), m. 74.5-5.5°. IV (50 g.) dehydrogenated by 20-min. treatment at 180-200° with 3 g. 10% Pd-C gave 35% V. Dropwise addition of 170 ml. fuming HNO3 to 220 g. indoline in 3 1. Ac2O at 10-12° gave 350 g. orange solid when the product was poured on ice. After removing the small amount of dinitroacetylindoline by refluxing the product with 10 parts concentrated HCl 1 hr. and then filtering off the more acidic dinitroindole which precipitated, the filtrate was made alk. to aqueous NaOH solution and the precipitate refluxed 3 hrs. with Ac2O to give 73% 5-nitro-1-acetylindoline, m. 175-6° (AcOH), which hydrogenated over 10% Pd-C at 70° gave 85% the 5-amino analog (VI), m. 185-6° (aqueous EtOH). VI, diazotized and subjected to a Schiemann reaction, gave 55% 5-fluoro-1-acetylindoline, b8 170°, m. 110-11°, which was deacetylated quant. to 5-fluoroindoline, b15 116-18°, n24D 1.5559, and converted into 5-fluoroindole, m. 45-6°, by the above method. II (176 g.) was suspended in a mixture of 250 ml. H2O and 250 ml. concentrated HCl and diazotized at 0° with a solution of 70 g. NaNO2 in 150 ml. H2O, and the resulting diazonium solution added slowly at 0° to a Cu2Cl2. solution prepared from 310 g. CuSO4.5H2O and 81 g. NaCl in 1 1. H2O, 66 g. NaHSO3 and 44 g. NaOH in 0.5 1. H2O, and 500 ml. concentrated HCl, and the mixture heated to 45° slowly, stirred 2 hrs., cooled to 0°, and filtered gave 56% 6-chloro-1-acetylindoline, m. 127-8°, 85 g. of which refluxed 1 hr. with 850 ml. concentrated HCl gave 6-chloroindoline-HCl, m. 210°; the free base (VII) b28 156-8°, n29D 1.5984. Dehydrogenated with chloranil VII gave 60% 6-chloroindole, m. 89-90°. Similarly, 5-amino-1-acetylindoline gave 60%, the 5-chloro analog, m. 115-16° (EtOH), which was deacetylated to 94% 5-chloroindoline, b20 132-5°, n24D 1.5996, and in turn dehydrogenated to 62% 5-chloroindole, m. 69-70°, by chloranil. Ultraviolet data for these compounds were given. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

6-Chloro-2,3-dihydro-1H-indole(cas:52537-00-5) belongs to indole. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 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 November 4, 2002, Zhao, He; Thurkauf, Andrew; He, Xiaoshu; Hodgetts, Kevin; Zhang, Xiaoyan; Rachwal, Stanislaw; Kover, Renata X.; Hutchison, Alan; Peterson, John; Kieltyka, Andrzej; Brodbeck, Robbin; Primus, Renee; Wasley, Jan W. F. published an article.Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole The title of the article was Indoline and piperazine containing derivatives as a novel class of mixed D2/D4 receptor antagonists. Part 1: Identification and structure-activity relationships. And the article contained the following:

Optimization of the lead compound 2-[-4-(4-chlorobenzyl)piperazin-1-yl]-1-(2,3-dihydroindol-1-yl)ethanone by systematic structure-activity relation (SAR) studies leads to two potent compounds 2-[-4-(4-chlorobenzyl)piperazin-1-yl]-1-(2-methyl-2,3-dihydroindol-1-yl)ethanone and 2-[-4-(4-chlorobenzyl)piperazin-1-yl]-1-(2-methy-2,3-dihydroindol-1-yl)ethanone. Synthesis and structure-activity relationship as mixed D2/D4 receptor antagonists are reported. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole

The Article related to dopamine receptor antagonist indoline piperazine derivative preparation sar, Pharmacology: Structure-Activity and other aspects.Recommanded Product: 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 January 12, 2017, Bremer, Paul T.; Adler, Michael; Phung, Cecilia H.; Singh, Ajay K.; Janda, Kim D. published an article.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the article was Newly Designed Quinolinol Inhibitors Mitigate the Effects of Botulinum Neurotoxin A in Enzymatic, Cell-Based, and ex Vivo Assays. And the article contained the following:

Botulinum neurotoxin A (BoNT/A) is one of the most deadly toxins, and is the etiol. agent of the potentially fatal condition, botulism. Herein, the authors investigated 8-hydroxyquinoline (quinolin-8-ol) as a potential inhibitor scaffold for preventing the deadly neurochem. effects of the toxin. Quinolinols are known chelators that can disrupt the BoNT/A metalloprotease zinc-containing active site, thus impeding its proteolysis of the endogenous protein substrate, synaptosomal-associated protein 25 (SNAP-25). Using this information, the structure-activity relationship (SAR) of the quinolinol-5-sulfonamide scaffold was explored through preparation of a crude sulfonamide library, and evaluating the library in a BoNT/A LC enzymic assay. Potency optimization of the sulfonamide hit compounds was undertaken as informed by docking studies, granting a lead compound with a submicromolar Ki. These quinolinol analogs demonstrated inhibitory activity in a cell-based model for SNAP-25 cleavage and an ex vivo assay for BoNT/A-mediated muscle paralysis. 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 quinolinol sulfonamide preparation botulinum neurotoxin inhibitor botulism, Pharmacology: Structure-Activity 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 July 9, 2020, Gaisina, Irina N.; Peet, Norton P.; Wong, Letitia; Schafer, Adam M.; Cheng, Han; Anantpadma, Manu; Davey, Robert A.; Thatcher, Gregory R. J.; Rong, Lijun published an article.Formula: C8H8ClN The title of the article was Discovery and Structural Optimization of 4-(Aminomethyl)benzamides as Potent Entry Inhibitors of Ebola and Marburg Virus Infections. And the article contained the following:

The recent Ebola epidemics in West Africa underscore the great need for effective and practical therapies for future Ebola virus outbreaks. We have discovered a new series of remarkably potent small mol. inhibitors of Ebola virus entry. These 4-(aminomethyl)benzamide-based inhibitors are also effective against Marburg virus. Synthetic routes to these compounds allowed for the preparation of a wide variety of structures, including a conformationally restrained subset of indolines (compounds 41-50). Compounds 20, 23, 32, 33, and 35 are superior inhibitors of Ebola (Mayinga) and Marburg (Angola) infectious viruses. Representative compounds (20, 32, and 35) have shown good metabolic stability in plasma and liver microsomes (rat and human), and 32 did not inhibit CYP3A4 nor CYP2C9. These 4-(aminomethyl)benzamides are suitable for further optimization as inhibitors of filovirus entry, with the potential to be developed as therapeutic agents for the treatment and control of Ebola virus infections. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Formula: C8H8ClN

The Article related to aminomethyl benzamide derivative preparation ebola marburg virus infection, Pharmacology: Structure-Activity and other aspects.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

On August 27, 2015, Chessari, Gianni; Buck, Ildiko M.; Day, James E. H.; Day, Philip J.; Iqbal, Aman; Johnson, Christopher N.; Lewis, Edward J.; Martins, Vanessa; Miller, Darcey; Reader, Michael; Rees, David C.; Rich, Sharna J.; Tamanini, Emiliano; Vitorino, Marc; Ward, George A.; Williams, Pamela A.; Williams, Glyn; Wilsher, Nicola E.; Woolford, Alison J.-A. published an article.Recommanded Product: 52537-00-5 The title of the article was Fragment-Based Drug Discovery Targeting Inhibitor of Apoptosis Proteins: Discovery of a Non-Alanine Lead Series with Dual Activity Against cIAP1 and XIAP. And the article contained the following:

Inhibitor of apoptosis proteins (IAPs) are important regulators of apoptosis and pro-survival signaling pathways whose deregulation is often associated with tumor genesis and tumor growth. IAPs have been proposed as targets for anticancer therapy, and a number of peptidomimetic IAP antagonists have entered clin. trials. Using the fragment-based screening approach, the authors identified nonpeptidic fragments binding with millimolar affinities to both cellular inhibitor of apoptosis protein 1 (cIAP1) and X-linked inhibitor of apoptosis protein (XIAP). Structure-based hit optimization together with an anal. of protein-ligand electrostatic potential complementarity allowed us to significantly increase binding affinity of the starting hits. Subsequent optimization gave a potent nonalanine IAP antagonist I structurally distinct from all IAP antagonists previously reported. The lead compound had activity in cell-based assays and in a mouse xenograft efficacy model and represents a highly promising start point for further optimization. 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 inhibitor apoptosis protein antitumor neoplasm, Pharmacology: Structure-Activity 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 January 7, 2019, Nakamura, Hidemitsu; Hirabayashi, Kei; Miyakawa, Takuya; Kikuzato, Ko; Hu, Wenqian; Xu, Yuqun; Jiang, Kai; Takahashi, Ikuo; Niiyama, Ruri; Dohmae, Naoshi; Tanokura, Masaru; Asami, Tadao published an article.Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole The title of the article was Triazole Ureas Covalently Bind to Strigolactone Receptor and Antagonize Strigolactone Responses. And the article contained the following:

Strigolactones, a class of plant hormones with multiple functions, mediate plant-plant and plant-microorganism communications in the rhizosphere. In this study, we developed potent strigolactone antagonists, which covalently bind to the strigolactone receptor D14, by preparing an array of triazole urea compounds Using yeast two-hybrid and rice-tillering assays, we identified a triazole urea compound KK094 as a potent inhibitor of strigolactone receptors. Liquid chromatog.-tandem mass spectrometry anal. and X-ray crystallog. revealed that KK094 was hydrolyzed by D14, and that a reaction product of this degradation covalently binds to the Ser residue of the catalytic triad of D14. Furthermore, we identified two triazole urea compounds KK052 and KK073, whose effects on D14-D53/D14-SLR1 complex formation were opposite due to the absence (KK052) or presence (KK073) of a trifluoromethyl group on their Ph ring. These results demonstrate that triazole urea compounds are potentially powerful tools for agricultural application and may be useful for the elucidation of the complicated mechanism underlying strigolactone perception. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole

The Article related to oryza tillering triazole urea strigolactone signaling, covalent antagonist, crystal structure, strigolactone, triazole urea, Agrochemical Bioregulators: Plant and other aspects.Recommanded Product: 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 October 24, 1997, Bromidge, Steven M.; Duckworth, Malcolm; Forbes, Ian T.; Ham, Peter; King, Frank D.; Thewlis, Kevin M.; Blaney, Frank E.; Naylor, Christopher B.; Blackburn, Thomas P.; Kennett, Guy A.; Wood, Martyn D.; Clarke, Stephen E. published an article.Computed Properties of 52537-00-5 The title of the article was 6-Chloro-5-methyl-1-[[2-[(2-methyl-3- pyridyl)oxy]-5-pyridyl]carbamoyl]indoline (SB-242084): The First Selective and Brain Penetrant 5-HT2C Receptor Antagonist. And the article contained the following:

The synthesis and biol. activity of a number of substituted 1-(3-pyridylcarbamoyl)indolines is reported. These compounds are potent and selective 5-HT2C/2B receptor antagonists and illustrate the use of 5,6-disubstitution as a replacement for a fused 5-membered ring in this context. Unfortunately, some compounds were also found to be very potent inhibitors of a number of human cytochrome P 450 enzymes which precluded their development as potential anxiolytic agents. Elaboration of the left hand side pyridyl ring abolished the inhibitory activity, leading to bipyridylethers such as SB-242084 which is the first reported brain penetrant, 5-HT2C receptor antagonist with selectivity over both the 5-HT2A and 5-HT2B receptor subtypes. Furthermore, SB-242084 was found to exert marked anxiolytic-like responses in rat models, confirming that these responses are mediated by 5-HT2C receptor blockade. 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 pyridylcarbamoyl indoline preparation structure 5ht2c antagonist, sb242084 serotoninergic s2c receptor antagonist, Pharmacology: Structure-Activity 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 December 15, 2006, Larsen, Scott D.; Hester, Matthew R.; Ruble, J. Craig; Kamilar, Gregg M.; Romero, Donna L.; Wakefield, Brian; Melchior, Earline P.; Sweeney, Michael T.; Marotti, Keith R. published an article.Computed Properties of 52537-00-5 The title of the article was Discovery and initial development of a novel class of antibacterials: Inhibitors of Staphylococcus aureus transcription/translation. And the article contained the following:

The novel bacterial transcription/translation (TT) inhibitor 1 was identified through a combination of high throughput screening and exploratory medicinal chem. Initial optimization of the anthranilic acid moiety and sulfonamide amine diversity was accomplished via 1- and two-dimensional solution phase libraries, resulting in an improvement in the MIC of the lead from 64 to 8 μg/mL (compound 4l). Subsequent modification of the central aromatic ring and further refinement of the sulfonamide amines required the development of a solid phase route on Wang resin. The resulting libraries generated a number of potent antibacterials with MICs of ≤1 μg/mL (e.g., 10b, 12, and 13). During the course of this work, it became apparent that the antibacterial activity of the series is not fully correlated with TT inhibition, suggesting that at least one addnl. mechanism of action is operative. 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 antibacterial staphylococcus aureus anthranilic acid derivative sar preparation, Pharmacology: Structure-Activity 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