Beury-Cirou, Amelie et al. published their research in PLoS One in 2013 |CAS: 79815-20-6

The Article related to human sex hormone quorum sensing inhibition agrobacterium pseudomonas, Microbial, Algal, and Fungal Biochemistry: Other and other aspects.Name: H-Idc-OH

Beury-Cirou, Amelie; Tannieres, Melanie; Minard, Corinne; Soulere, Laurent; Rasamiravaka, Tsiry; Dodd, Robert H.; Queneau, Yves; Dessaux, Yves; Guillou, Catherine; Vandeputte, Olivier M.; Faure, Denis published an article in 2013, the title of the article was At a supra-physiological concentration, human sexual hormones act as quorum-sensing inhibitors.Name: H-Idc-OH And the article contains the following content:

N-Acylhomoserine lactone (AHL)-mediated quorum-sensing (QS) regulates virulence functions in plant and animal pathogens such as Agrobacterium tumefaciens and Pseudomonas aeruginosa. A chemolibrary of more than 3500 compounds was screened using two bacterial AHL-biosensors to identify QS-inhibitors (QSIs). The purity and structure of 15 QSIs selected through this screening were verified using HPLC MS/MS tools and their activity tested on the A. tumefaciens and P. aeruginosa bacterial models. The IC50 value of the identified QSIs ranged from 2.5 to 90 渭g/mL, values that are in the same range as those reported for the previously identified QSI 4-nitropyridine-N-oxide (IC50 24 渭g/mL). Under the tested culture conditions, most of the identified QSIs did not exhibit bacteriostatic or bactericidal activities. One third of the tested QSIs, including the plant compound hordenine and the human sexual hormone estrone, decreased the frequency of the QS-regulated horizontal transfer of the tumor-inducing (Ti) plasmid in A. tumefaciens. Hordenine, estrone as well as its structural relatives estriol and estradiol, also decreased AHL accumulation and the expression of six QS-regulated genes (lasI, lasR, lasB, rhlI, rhlR, and rhlA) in cultures of the opportunist pathogen P. aeruginosa. Moreover, the ectopic expression of the AHL-receptors RhlR and LasR of P. aeruginosa in E. coli showed that their gene-regulatory activity was affected by the QSIs. Finally, modeling of the structural interactions between the human hormones and AHL-receptors LasR of P. aeruginosa and TraR of A. tumefaciens confirmed the competitive binding capability of the human sexual hormones. This work indicates potential interferences between bacterial and eukaryotic hormonal communications. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Name: H-Idc-OH

The Article related to human sex hormone quorum sensing inhibition agrobacterium pseudomonas, Microbial, Algal, and Fungal Biochemistry: Other and other aspects.Name: H-Idc-OH

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

Holland, Mareike C. et al. published their research in Journal of Molecular Catalysis A: Chemical in 2015 |CAS: 79815-20-6

The Article related to hydrogenation stereoselective enantioselective synthesis, Heterocyclic Compounds (One Hetero Atom): Furans and other aspects.Application In Synthesis of H-Idc-OH

On January 31, 2015, Holland, Mareike C.; Meemken, Fabian; Baiker, Alfons; Gilmour, Ryan published an article.Application In Synthesis of H-Idc-OH The title of the article was Chiral imidazolidinone and proline-derived surface modifiers for the Pt-catalyzed asymmetric hydrogenation of activated ketones. And the article contained the following:

A series of imidazolidinone and proline derivatives have been synthesized and tested with regard to their suitability for a chiral modification of platinum used for an asym. hydrogenation of activated ketones. Hydrogenation of ketopantolactone (KPL), Me benzoyl-formate (MBF) and trifluoroacetophenone (TFAP) performed at low hydrogen pressures (1 and 10 bar) were selected as test reactions. With some of these synthetic modifiers, encouraging levels of enantioselectivity were achieved (up to 73.5:26.5 e.r.) without optimization of the reaction conditions. Moreover, performance enhancement of L-proline derived-modifiers, as a consequence of mol. editing with fluorine, was found to be significant (OH éˆ?F, 螖ee up to 23%) contributing to the growing interest in modulating catalyst performance by fluorine introduction. The synthesis of the target compounds was achieved using Engelhard-4759 [i.e., a dihydrocinchonidine-modified 5% platinum-on-alumina catalyst (Engelhard Corp.)] as a catalyst. Chiral modifiers included (8ä¼?9R)-cinchonan-9-ol (cinchonidine), (5S)-2,2,3-trimethyl-5-[(3,4,5-trimethoxyphenyl)methyl]-4-imidazolidinone, (3S)-1-methyl-3-(phenylmethyl)-1,4-diazaspiro[4.4]nonan-2-one, (2S)-ä¼?ä¼?diphenyl-2-pyrrolidinemethanol (proline derivative), (2S)- 2-(fluorodiphenylmethyl)pyrrolidine, (2S)-2,3-dihydro-1H-indole-2-carboxylic acid. Starting materials included activated ketones, such as dihydro-4,4-dimethyl-2,3-furandione (furan-diketone), ä¼?(oxo)benzeneacetic acid Me ester (oxo carboxylic acid ester), 2,2,2-trifluoro-1-(phenyl)ethanone (trifluoromethyl ketone). The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Application In Synthesis of H-Idc-OH

The Article related to hydrogenation stereoselective enantioselective synthesis, Heterocyclic Compounds (One Hetero Atom): Furans and other aspects.Application In Synthesis of H-Idc-OH

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

Guerrero-Rubio, Maria Alejandra et al. published their research in Microbial Biotechnology in 2019 |CAS: 79815-20-6

The Article related to gluconacetobacter betalain biotechnol production microbial system, Fermentation and Bioindustrial Chemistry: Other and other aspects.Safety of H-Idc-OH

Guerrero-Rubio, Maria Alejandra; Lopez-Llorca, Rosalia; Henarejos-Escudero, Paula; Garcia-Carmona, Francisco; Gandia-Herrero, Fernando published an article in 2019, the title of the article was Scaled-up biotechnological production of individual betalains in a microbial system.Safety of H-Idc-OH And the article contains the following content:

Summary : The recent interest in plant pigment betalains as bioactive compounds and chemopreventive agents has led to the search for a reliable and scalable process to obtain them. The cloning of the novel and efficient enzyme 4,5-DOPA-extradiol dioxygenase from Gluconacetobacter diazotrophicus in an expression vector, and the subsequent heterologous expression in Escherichia coli cultures has led to the start-up of a biotechnol. production system of individual pigments. The aim of this study was to search for the optimal conditions for the production of betalamic acid in microbial factories and the scaled-up obtention of the derived pigments. Four different betaxanthins and two betacyanins were obtained after the addition of non-transformable amines and amino acids and their condensation with the betalamic acid produced by the dioxygenase. The scaled-up obtention and purification of betalains improved the yields of the previous methodologies reaching quantities by up to 150 mg of pure compounds The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Safety of H-Idc-OH

The Article related to gluconacetobacter betalain biotechnol production microbial system, Fermentation and Bioindustrial Chemistry: Other and other aspects.Safety of H-Idc-OH

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

Miller, Michael L. et al. published their research in Molecular Cancer Therapeutics in 2016 |CAS: 79815-20-6

The Article related to antibody drug conjugate dna alkylating antitumor activity, Immunochemistry: Antibodies and Immunoglobulins and other aspects.Safety of H-Idc-OH

On August 31, 2016, Miller, Michael L.; Fishkin, Nathan E.; Li, Wei; Whiteman, Kathleen R.; Kovtun, Yelena; Reid, Emily E.; Archer, Katie E.; Maloney, Erin K.; Audette, Charlene A.; Mayo, Michele F.; Wilhelm, Alan; Modafferi, Holly A.; Singh, Rajeeva; Pinkas, Jan; Goldmacher, Victor; Lambert, John M.; Chari, Ravi V. J. published an article.Safety of H-Idc-OH The title of the article was A New Class of Antibody-Drug Conjugates with Potent DNA Alkylating Activity. And the article contained the following:

The promise of tumor-selective delivery of cytotoxic agents in the form of antibody-drug conjugates (ADC) has now been realized, evidenced by the approval of two ADCs, both of which incorporate highly cytotoxic tubulin-interacting agents, for cancer therapy. An ongoing challenge remains in identifying potent agents with alternative mechanisms of cell killing that can provide ADCs with high therapeutic indexes and favorable tolerability. Here, we describe the development of a new class of potent DNA alkylating agents that meets these objectives. Through chem. design, we changed the mechanism of action of our novel DNA crosslinking agent to a monofunctional DNA alkylator. This modification, coupled with linker optimization, generated ADCs that were well tolerated in mice and demonstrated robust antitumor activity in multiple tumor models at doses 1.5% to 3.5% of maximally tolerated levels. These properties underscore the considerable potential of these purpose-created, unique DNA-interacting conjugates for broadening the clin. application of ADC technol. Mol Cancer Ther; 15(8); 1870-8. æ¼?016 AACR. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Safety of H-Idc-OH

The Article related to antibody drug conjugate dna alkylating antitumor activity, Immunochemistry: Antibodies and Immunoglobulins and other aspects.Safety of H-Idc-OH

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

Lagrange, Alain et al. published their patent in 2012 |CAS: 52537-00-5

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

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

Lagrange, Alain et al. published their patent in 2012 |CAS: 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

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

Lee, Yesol et al. published their research in Bulletin of the Korean Chemical Society in 2020 |CAS: 79815-20-6

The Article related to zincon copper ion acidic condition linear calibration curve, Water: Analysis and other aspects.Product Details of 79815-20-6

On December 20, 2020, Lee, Yesol; Kim, Ra Yun; Eom, In-Yong published an article.Product Details of 79815-20-6 The title of the article was Accuracy Improvement When Determining Copper(II) Ions With Zincon at Acidic Condition. And the article contained the following:

2-Carboxy-2′-hydorxy-5′-sulfoformazylbenzene has been widely used to determine Cu(II) ions. In general, basic pH condition is preferred to enhance the reactivity between metal ions and zincon. But acidic condition can be applied for copper determination because Cu(II) cannot lose reactivity at acidic condition. Also, pH = 5 condition can minimize the interference from zinc which is found together with copper in many samples. However, zincon can be precipitated at acidic condition. We minimized precipitation problem by adding cyclohexanone or the use of lower buffer concentration Using this approach, accuracy was improved from -17.7 to 242.5% to -0.4% to 22.0%. A very linear calibration curve (r2 = 0.9999) was obtained for the copper concentration range of 30-2002 ng/mL. This method was successfully applied to determine copper concentration from discharged water samples. No significant interference was observed and the estimated LOD (S/N = 3) is 5.5 ng/mL. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Product Details of 79815-20-6

The Article related to zincon copper ion acidic condition linear calibration curve, Water: Analysis 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

Whalley, W. B. et al. published their research in Journal of the Chemical Society in 1951 |CAS: 65417-22-3

Methyl 2-methyl-1H-indole-3-carboxylate(cas:65417-22-3) belongs to indole. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. HPLC of Formula: 65417-22-3

Whalley, W. B. published an article in 1951, the title of the article was Organic fluoro compounds. V. ω-Trihaloacetophenones.HPLC of Formula: 65417-22-3 And the article contains the following content:

cf. C.A. 45, 9001b. 6,2,4-MeO(HO)2C6H2CO2Me (I) (2.2 g.), 0.7 g. Ac2O, and 15 mL. AcOH, saturated with BF3 and the precipitate crystallized from MeOH, give 2.2 g. Me 3-acetyl-2,4-dihydroxy-6-methoxybenzoate (II), m. 170°; II results also from 1.7 g. I, 10 mL. MeCN, 4 g. ZnCl2, and 2 g. AlCl3 in 100 mL. ether saturated with HCl at 5° and the ketimine salt hydrolyzed after 24 h. with H2O. Hydrolysis of II with KOH gives 4,2,6-MeO(HO)2C6H2Ac (III), m. 137°. 4,2,6-MeO(HO)2C6H2COCCl3 (2 g.), 0.7 g. Ac2O, and 5 mL. AcOH, saturated with BF3, give 2.2 g. 2,6-dihydroxy-4-methoxy-3-trichloroacetylacetophenone (IV), fawn, m. 115°; hydrolysis with aqueous KOH gives III; 0.5 g. IV in 7 mL. MeOH containing 1 drop 60% KOH, refluxed 5 min., gives a quant. yield of II; warmed with 2 N NaHCO3, IV gives 3-acetyl-2,4-dihydroxy-6-methoxybenzoic acid, m. 182° (decomposition). Reduction of IV with Zn in AcOH gives a quant. yield of 3,4,2,6-Ac(MeO)(HO)2C6HAc, m. 105°. I (2.2 g.), 1.5 g. Zn(CN)2, and 10 mL. HCN in 120 mL. ether, saturated with HCl, give 2 g. of the 3-formyl derivative (V); 2 g. V in 40 mL. MeOH, added (5 min.) to 20 mL. concentrated HCl and 10 mL. H2O containing 15 g. amalgamated Zn and heated 5 min., give 1.6 g. Me 2,4-dihydroxy-6-methoxy-3-methylbenzoate (VI), m. 202°, gives a violet FeCl3 reaction; hydrolysis of VI with aqueous KOH gives 2,5,1,3-Me(MeO)C6H2(OH)2, m. 124°. VI (0.75 g.) with HCN and Zn(CN)2 give 0.6 g. of the 5-formyl derivative, m. 122°, gives a brown-violet FeCl3 reaction; 2,4-dinitrophenylhydrazone, orange, m. 262-3° (decomposition). 3,5-(MeO)2C6H3OH (5 g.), 5 g. ZnCl2, 10 g. Cl3CCN, and 100 mL. ether, saturated at 5° with HCl and the products hydrolyzed after 24 h., give 3.7 g. α,α,α-trichloro-4-hydroxy-2,6-di-methoxyacetophenone (VII), pale yellow, m. 117°; with warm 2 N NaOH, VII gives a quant. yield of 4,2,6-HO(MeO)2C6H2CO2H, m. 201°; reduction of VII with Zn and HCl in MeOH gives a quant. yield of 2-ethylphloroglucinol 1,3-di-Me ether (VIII), m. 153°; 0.6 g. VII, 2 g. Zn, and 5 mL. AcOH, refluxed 30 min., give VIII; addition of 2 g. Zn (3 min.) to 0.6 g. VII in 5 mL. AcOH and heating 2 min. on the steam bath give a quant. yield of 4,2,6-HO(MeO)2C6H2Ac. 3,5-(MeO)2C6H2OH (2.5 g.) and 2 g. ZnCl2 in 50 mL. ether, saturated at room temperature with HCl, treated with 6 g. F3CCN, the product (after 4 h.) hydrolyzed (15 min.) with H2O, and the solid (1.5 g.) distilled with steam, give 0.2 g. α,α,α-trifluoro-2-hydroxy-4,6-dimethoxyacetophenone, bright yellow, m. 87° (red-brown FeCl3 reaction), and 1 g. α,α,α-trifluoro-4-hydroxy-2,6-dimethoxyacetophenone, m. 155°. 2,1,3,5-Me(MeO)C6H2(OH)2 (1.4 g.) gives 0.5 g. α,α,α-trifluoro-2,6-dihydroxy-4-methoxy-3-methylacetophenone, bright yellow, m. 145°, gives an intense violet-brown FeCl3 reaction. 2,3,1,5-Me(HO)C6H2(OMe)2 (1.1 g.) gives 0.75 g. α,α,α-trifluoro-2-hydroxy-4,6-dimethoxy-3-methylacetophenone, bright yellow, m. 100°, gives an intense green-brown FeCl3 reaction. 2-Methyl-3-trichloroacetylindole (0.5 g.) in 17 mL. MeOH containing 1 drop 60% KOH, refluxed 5 min., gives a quant. yield of Me 2-methyl-3-indolecarboxylate, m. 165°. 2,6-(HO)2C6H3Ac (2.5 g.) and 2 g. BrCH2CO2Et in 100 mL. Me2CO containing 20 g. K2CO3, refluxed 3 h., give 2.9 g. Et (2-acetyl-3-hydroxyphenoxy)acetate (IX), m. 74-5°, gives a deep crimson FeCl3 reaction; 1 g. ester, hydrolyzed (30 min.) on the steam bath with 10 mL. 2 N NaOH, the acid refluxed 80 min. with 2.5 g. AcONa and 8 g. Ac2O, and the ester hydrolyzed (1 h. on the steam bath) with 2 N NaOH, gives 0.4 g. 4-hydroxy-3-methylbenzofuran (X), m. 111°. X (2.1 g.), 4 g. ZnCl2, and 4 g. Cl3CCN in ether, saturated at 5° with HCl and the ketimine hydrolyzed with H2O, give 1.7 g. of the 2-trichloroacetyl derivative (XI), bright green, m. 159°; with EtOH containing a little 60% KOH XI yields 2-carbethoxy-4-hydroxy-3-methylbenzofuran (XII), m. 155°; 2 g. IX in 15 mL. EtOH containing EtONa (0.2 g. Na), refluxed 1 h., gives 0.2 g. XII. 2,4-(MeO)2C6H3COCF3 yields a 2,4-dinitrophenylhydrazone, orange, m. 195°; the dinitrophenylhydrazone of 6-methoxy-2-(trifluoroacetyl)benzofuran, blood-red, m. 190-1° (decomposition). The theor. implications of the bright color and the reactions of the α,α,α-trichloro-and α,α,α-trifluoropolyhydroxyacetophenones and their derivatives are discussed. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).HPLC of Formula: 65417-22-3

Methyl 2-methyl-1H-indole-3-carboxylate(cas:65417-22-3) belongs to indole. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. HPLC of Formula: 65417-22-3

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

Ikan, R. et al. published their research in Israel Journal of Chemistry in 1964 |CAS: 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

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

Zhao, He et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2002 |CAS: 52537-00-5

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

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