112515-43-2

Basic information

• Product Name: topsentin
• Synonyms: topsentin;(6-Hydroxy-1H-indol-3-yl)[4-(1H-indol-3-yl)-1H-imidazol-2-yl]methanone;3-[[5-(1H-Indole-3-yl)-1H-imidazole-2-yl]carbonyl]-1H-indole-6-ol;4-(1H-Indol-3-yl)-2-[(6-hydroxy-1H-indol-3-yl)carbonyl]-1H-imidazole;Topsentin B-1;Topsentine B-1
• CAS NO: 112515-43-2
• Molecular Formula: C20H14 N4 O2
• Molecular Weight: 342.3508
• Mol File: 112515-43-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: >250 °C
• Boiling Point: 789.6°Cat760mmHg
• Flash Point: 431.3°C
• Appearance: /
• Density: 1.503g/cm³
• Vapor Pressure: 6.95E-26mmHg at 25°C
• Refractive Index: 1.825
• PKA: 9.48±0.40(Predicted)
• CAS DataBase Reference: topsentin(CAS DataBase Reference)
• NIST Chemistry Reference: topsentin(112515-43-2)
• EPA Substance Registry System: topsentin(112515-43-2)

Safety Data

• Hazardous Substances Data: 112515-43-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H14N4O2/c25-11-5-6-13-15(9-22-17(13)7-11)19(26)20-23-10-18(24-20)14-8-21-16-4-2-1-3-12(14)16/h1-10,21-22,25H,(H,23,24)

Upstream product

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Relevant articles and documents

Discovery of Topsentin Alkaloids and Their Derivatives as Novel Antiviral and Anti-phytopathogenic Fungus Agents

Topsentin alkaloids and their derivatives were designed, synthesized, and characterized on the basis of NMR and mass spectroscopy. The antiviral activities against tobacco mosaic virus (TMV) and anti-phytopathogenic fungus activities of these alkaloids were evaluated for the first time. Alkaloids 1c, 1e, 2b, and 2d displayed significantly higher antiviral activities against TMV than Ribavirin, emerging as new lead compounds for anti-TMV research. Further fungicidal activity tests against 14 kinds of phytopathogenic fungi revealed that these alkaloids displayed broad-spectrum fungicidal activities. Topsentin derivative 2d with 4-5 mg/kg EC50 values against Sclerotinia sclerotiorum (Lib.), Rhizoctonia solani (Kuhn), and Botrytis cinerea (Pers.) emerged as a new lead compound for fungicidal research. Current studies provide support for the application of topsentin alkaloids as novel agrochemicals.

Total synthesis of topsentin, antiviral and antitumor bis(indolyl)imidazole

Topsentin (1), which was isolated from marine sponges and has antiviral and antitumor activities, was synthesized via a cross coupling reaction in the presence of palladium catalyst at the 5-position and an acylation at the 2-position of imidazole ring.

USE FOR TOPSENTIN COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME

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