• The Fischer indole synthesis is a chemical reaction that produces the aromatic heterocycle indole from a (substituted) phenylhydrazine and an aldehyde or ketone under acidic conditions. (wikipedia.org)
  • Via a palladium-catalyzed reaction, the Fischer indole synthesis can be effected by cross-coupling aryl bromides and hydrazones. (wikipedia.org)
  • This result supports the previously proposed intermediacy as hydrazone intermediates in the classical Fischer indole synthesis. (wikipedia.org)
  • Bartoli indole synthesis Japp-Klingemann indole synthesis Leimgruber-Batcho indole synthesis Larock indole synthesis Madelung synthesis Reissert synthesis Gassman synthesis Nenitzescu synthesis Fischer, E. (wikipedia.org)
  • S. Wagaw, Yang, B. H. , and Buchwald, S. L. " A Palladium-Catalyzed Method for the Preparation of Indoles via the Fischer Indole Synthesis " , J. Am. Chem. (mit.edu)
  • The N-aryl benzophenone hydrazones are converted to indole products via an in situ hydrolysis/Fischer cyclization protocol, A procedure that extends this methodology to the synthesis of N-alkylindoles via the intermediacy of N-aryl-N-alkyl benzophenone hydrazones is described. (mit.edu)
  • It can be synthesized through a Fischer indole synthesis which was developed by Emil Fischer. (foodcomex.org)
  • It can be synthesized through a Fischer indole synthesis which was developed by Emil Fischer.In a 1994 report released by five top cigarette companies, skatole was listed as one of the 599 additives to cigarettes. (foodcomex.org)
  • It is also used for the catalyses of the Fischer indole synthesis and Friedal Crafts acylation reactions. (chemicaldistr.com)
  • Spectrum™ Chemical Phenylhydrazine Hydrochloride, Crystal, Reagent , also known as Hydrazinobenzene, is used to prepare indoles by way of the Fischer Indole Synthesis. (fishersci.com)
  • Typical CF-MAOS applications include catalysed styrene synthesis, catalysed Suzuki−Miyaura coupling, Fischer indole synthesis, Claisen rearrangement and many others. (seametreycambodia.org)
  • The reaction was discovered in 1883 by Emil Fischer. (wikipedia.org)
  • En av de eldste og mest pålitelige metoder for å syntetisere substituerte indoler er Fischer indolsyntese som ble utviklet i 1883 av Emil Fischer . (wikipedia.org)
  • These are aromatic heterocyclic compounds that contain an indole moiety substituted at the 3-position with a methyl group. (foodcomex.org)
  • This cell line has little or no cross reactivity with 2,4-dichlorophenoxyacetic acid (2,4-D) and structurally related indole compounds (including amino-acid conjugates). (psu.edu)
  • This methodology provides a means for the preparation of a structurally diverse set of indoles from simple, (usually) commercially available precursors. (mit.edu)
  • In the current study, twenty-five indole-carbohydrazide derivatives linked to different aryl substitutions were rationally designed and synthesized. (researchgate.net)
  • Isotopic labelling studies show that the aryl nitrogen (N1) of the starting phenylhydrazine is incorporated into the resulting indole. (wikipedia.org)
  • Deltakelsen av et enslig elektronpar av nitrogen i den aromatiske ringen medfører at indol ikke er en base , og det oppfører seg ikke som et usammensatt amin . (wikipedia.org)
  • Hybridomas were produced by fusion of NS 1 myeloma cells with spleen cells from BALB/cj mice immunized with IAA conjugated to rat serum albumin via the indole nitrogen. (psu.edu)
  • The resulting diimine forms a cyclic aminoacetal (or aminal), which under acid catalysis eliminates NH3, resulting in the energetically favorable aromatic indole. (wikipedia.org)
  • This account provides an overview of our laboratory's studies of an unusual variant of the Fischer indolization reaction. (thieme-connect.de)
  • We describe the discovery of the so-called 'interrupted Fischer indolization' and the development of the reaction from a methodological standpoint. (thieme-connect.de)
  • Additionally, the Pd-catalyzed preparation of diaryl benzophenone hydrazones, followed by a hydrolysis/Fischer cyclization protocol, affords N-arylindole products in good yields. (mit.edu)
  • 2003. Evaluation of chronic dietary exposure to indole-3-carbinol and absorption-enhanced 3,3'-diindolylmethane in sprague-dawley rats. . (oregonstate.edu)
  • Created by Christian Tellechea, a detailed user guide can be found here:\\[0.4cm] \small{\url{www.tex.ac.uk/ctan/macros/generic/chemfig/chemfig_doc_en.pdf}} \end{block} \begin{block}{The \texttt{mhchem} package} The \texttt{mhchem} package provides simple commands for typesetting chemical molecular formulae and equations. (overleaf.com)
  • 14. Transplacental exposure to indole-3-carbinol induces sex-specific expression of CYP1A1 and CYP1B1 in the liver of Fischer 344 neonatal rats. (nih.gov)
  • Evaluation of chronic dietary exposure to indole-3-carbinol and absorption-enhanced 3,3'-diindolylmethane in sprague-dawley rats. (nih.gov)
  • 10. Enhancement of colon carcinogenesis by the combination of indole-3 carbinol and synbiotics in hemin-fed rats. (nih.gov)
  • 18. Chemoprevention of spontaneous endometrial cancer in female Donryu rats by dietary indole-3-carbinol. (nih.gov)
  • 2004. Short-Term Bioassay of Indole-3-Carbinol (CAS No. 700-06-1) in F344/N Rats and B6C3F1 Mice (Gavage Studies). (nih.gov)
  • 1. Inhibition of DNA adduct formation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and 2-amino-3-methylimidazo[4,5-f]quinoline by dietary indole-3-carbinol in female rats. (nih.gov)
  • 2. Chemopreventive properties of indole-3-carbinol (I3C): inhibition of DNA adduct formation of the dietary carcinogen, 2-amino-1-methyl-6-phenylimidazo [4,5-b]pyridine (PhIP), in female F344 rats. (nih.gov)
  • 5. Indole-3-carbinol as a chemopreventive agent in 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) carcinogenesis: inhibition of PhIP-DNA adduct formation, acceleration of PhIP metabolism, and induction of cytochrome P450 in female F344 rats. (nih.gov)
  • 2006. Tumors from rats given 1,2-dimethylhydrazine plus chlorophyllin or indole-3-carbinol contain transcriptional changes in beta-catenin that are independent of beta-catenin mutation status. . (oregonstate.edu)
  • 8. Protection by chlorophyllin and indole-3-carbinol against 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP)-induced DNA adducts and colonic aberrant crypts in the F344 rat. (nih.gov)
  • 3,n-fused ( n = 4-7) tricyclic indoles are pervasive motifs, embedded in a variety of biologically active molecules and natural products. (encyclopedia.pub)
  • Representative examples of biologically active molecules containing tricyclic indole cores. (encyclopedia.pub)
  • In 1999, Söderberg and co-workers [ 20 ] successfully developed a practical method for synthesizing 3,4-fused tricyclic indole skeletons via two consecutive palladium-catalyzed reactions, using an intramolecular Heck reaction followed by reductive N -heteroannulation. (encyclopedia.pub)
  • N -[2-(5-hydroxy-1H-indol-3-yl)ethyl]-2-oxopiperidine-3-carboxamide (HIOC) is a potent activator of the TrkB receptor in mammalian neurons and of interest because of its potential therapeutic uses. (nih.gov)
  • This synthetic indole is known synonymously as 3-[2-(diethylamino)ethyl]-indole, or T-9. (stainblue.com)
  • 17. Reversible Toxic Effects of the Dietary Supplement Indole-3-Carbinol in an Immune Compromised Rodent Model: Intestine as the Main Target. (nih.gov)
  • 19. Long term dietary indole-3-carbinol inhibits diethylnitrosamine-initiated hepatocarcinogenesis in the infant mouse model. (nih.gov)
  • 15. Inhibition of DNA adduct formation of 2-amino-1-methyl-6- phenylimidazo[4,5-b]pyridine (PhIP) by dietary indole-3-carbinol (I3C) in the mammary gland, colon, and liver of the female F-344 rat. (nih.gov)
  • 8. Indole-3-carbinol selectively uncouples expression and activity of estrogen receptor subtypes in human breast cancer cells. (nih.gov)
  • Nevertheless, an N -protected indole can undergo organometallic substitution at the C2 position. (japsonline.com)
  • The compound belongs to the indole family and has a methyl substituent in position 3 of the indole ring. (foodcomex.org)
  • Skatole or 3-methylindole is a mildly toxic white crystalline organic compound belonging to the indole family. (foodcomex.org)
  • 11. The disposition and metabolism of 2-amino-3-methylimidazo-[4,5-f]quinoline in the F344 rat at high versus low doses of indole-3-carbinol. (nih.gov)
  • 14. Protection by green tea, black tea, and indole-3-carbinol against 2-amino-3-methylimidazo[4,5-f]quinoline-induced DNA adducts and colonic aberrant crypts in the F344 rat. (nih.gov)
  • 114. "Olefin Metathesis in Confinement: Towards Covalent Organic Framework Scaffolds for Increased Macrocyclization Selectivity" Sebastian T. Emmerling, Felix Ziegler, Felix R. Fischer, Dr. Roland Schloch, Prof. Matthias Bauer, Prof. Bernd Plietker, Prof. Michael R. Buchmeiser, Prof. Bettina V. Lotsch, Chem. (plietker-group.de)
  • Among the numerous indole alkaloids, 3,n-fused ( n = 4-7) tricyclic indoles have attracted much attention for their typical biological activities and synthetic challenges in recent years [ 7 ] [ 8 ] . (encyclopedia.pub)
  • 15. Dose-dependent inhibition of tobacco smoke carcinogen-induced lung tumorigenesis in A/J mice by indole-3-carbinol. (nih.gov)
  • 2. Differential modulation of dibenzo[def,p]chrysene transplacental carcinogenesis: maternal diets rich in indole-3-carbinol versus sulforaphane. (nih.gov)
  • 12. Inhibition of 2-amino-3-methylimidazo[4,5-f]quinoline-DNA adducts by indole-3-carbinol: dose-response studies in the rat colon. (nih.gov)
  • 2-(4-Aminophenyl)-1H-indole (4k) showed a potent inhibitory activity at 15.6 μg/ml against Bacillus subtilis ATCC 6633 and Salmonella typhi ATCC 19430. (japsonline.com)
  • 2-(3-Nitrophenyl)-1H-indole (4j) at 15.6 μg/ml displayed a potent antibacterial activity only against S. typhi ATCC 19430. (japsonline.com)