332104-09-3

Basic information

• Product Name: N'-(3,4,5-trimethoxybenzylidene)-1H-indole-3-carbohydrazide
• Synonyms: N'-(3,4,5-trimethoxybenzylidene)-1H-indole-3-carbohydrazide
• CAS NO: 332104-09-3
• Molecular Formula: C19H19N3O4
• Molecular Weight: 353.37186
• Mol File: 332104-09-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N'-(3,4,5-trimethoxybenzylidene)-1H-indole-3-carbohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N'-(3,4,5-trimethoxybenzylidene)-1H-indole-3-carbohydrazide(332104-09-3)
• EPA Substance Registry System: N'-(3,4,5-trimethoxybenzylidene)-1H-indole-3-carbohydrazide(332104-09-3)

Safety Data

• Hazardous Substances Data: 332104-09-3(Hazardous Substances Data)

Upstream product

• 15317-58-5 1H-indole-3-carboxylic acid hydrazide 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 942-24-5 3-methoxycarbonylindole 

Relevant articles and documents

Indole acylhydrazone compound and preparation method and application thereof in prevention and treatment of plant diseases

The invention discloses an indole acylhydrazone compound as well as a preparation method and application thereof in prevention and treatment of plant diseases. The indole acylhydrazone compound is obtained by reacting indole acylhydrazone with an ethanol solution of a corresponding aldehyde and condensing. The indole acylhydrazone compound provided by the invention shows especially excellent plantvirus resisting activity, can well inhibit the tobacco mosaic virus, and also shows broad-spectrum plant pathogenic bacteria resisting activity.

Discovery of Pimprinine Alkaloids as Novel Agents against a Plant Virus

Plant viral diseases cause tremendous decreases in crop yield and quality. Natural products have always been a valuable source for lead discovery in medicinal and agricultural chemistry. A series of pimprinine alkaloids and their derivatives were prepared and identified by nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry (HR-MS). The antiviral activities of these alkaloids against tobacco mosaic virus (TMV) were systematically investigated for the first time. Most of the compounds exhibited higher antiviral activities than ribavirin. Compounds 5l, 9h, and 10h, which had similar or higher antiviral activities than ningnanmycin (perhaps the most widely used antiviral agent at present), emerged as new antiviral pilot compounds. This systematic structure-activity-relationship research lays the foundation for simplifying the structure of these alkaloids. The ring-open products, acylhydrazones 9a-9u, were also found to possess good antiviral activities. Moreover, all the synthesized compounds displayed broad-spectrum fungicidal activities. This study provides important information for the research and development of pimprinine alkaloids as novel antiviral agents.

Design, synthesis and QSAR study of arylidene indoles as anti-platelet aggregation inhibitors

A series of novel substituted indole carbohydrazide was synthesized and evaluated for anti-platelet aggregation activity. The structures of the synthesized compounds were confirmed by spectral data and elemental analysis and were evaluated for their ability to inhibit platelet aggregation induced by adenosine diphosphate, arachidonic acid (AA) and collagen. Compounds 3e and 3b exhibited the highest activities against the platelet aggregation induced by collagen with IC50 values of 12.7 and 13.3 μM, respectively, and 2h with IC50 value of 51.88 μM and 2i with IC50 of 44.38 μM efficiently inhibited platelet aggregation induced by AA. The QSAR investigation indicated the importance of the topological, constitutional and geometrical parameters (PW3, PW4, LP1 and GATS6v) in describing the anti-platelet aggregation activity of the synthesized hydrazides. Evaluation of cytotoxic activity of the compounds against L929 cell line and three cancer cell lines revealed that none of the compounds have significant cytotoxicity. Graphical Abstract: [Figure not available: see fulltext.]