155474-43-4

Basic information

• Product Name: 7-(1-azidirinyl)-2,3-dihydro-1-acetoxy-5,8-dihydroxy-6,9-dimethyl-1H-pyrrolo(1,2-a)indole
• Synonyms: 7-(1-azidirinyl)-2,3-dihydro-1-acetoxy-5,8-dihydroxy-6,9-dimethyl-1H-pyrrolo(1,2-a)indole
• CAS NO: 155474-43-4
• Molecular Formula: C17H20N2O4
• Molecular Weight: 316.3517
• Mol File: 155474-43-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 574.3±50.0 °C(Predicted)
• Appearance: /
• Density: 1.50±0.1 g/cm3(Predicted)
• PKA: 10.61±0.40(Predicted)
• CAS DataBase Reference: 7-(1-azidirinyl)-2,3-dihydro-1-acetoxy-5,8-dihydroxy-6,9-dimethyl-1H-pyrrolo(1,2-a)indole(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(1-azidirinyl)-2,3-dihydro-1-acetoxy-5,8-dihydroxy-6,9-dimethyl-1H-pyrrolo(1,2-a)indole(155474-43-4)
• EPA Substance Registry System: 7-(1-azidirinyl)-2,3-dihydro-1-acetoxy-5,8-dihydroxy-6,9-dimethyl-1H-pyrrolo(1,2-a)indole(155474-43-4)

Safety Data

• Hazardous Substances Data: 155474-43-4(Hazardous Substances Data)

Upstream product

• 155474-40-1 7-Methoxy-6,9-dimethyl-8-nitro-2,3-dihydro-pyrrolo[1,2-a]indol-1-one 
• 155474-38-7 methyl 2,3-dihydro-7-methoxy-6,9-dimethyl-1-oxo-1H-pyrrolo<1,2-a>indole-2-carboxylate 
• 155474-39-8 2,3-dihydro-7-methoxy-6,9-dimethyl-1H-pyrrolo<1,2-a>indol-1-one 
• 120386-54-1 3-(acetyloxy)-2,3-dihydro-7-methoxy-6,9-dimethyl-1H-pyrrolo<1,2-a>indole-5,8-dione 
• 120386-42-7 2,3,5,8-tetrahydro-1-hydroxy-7-methoxy-6,9-dimethyl-1H-pyrrolo<1,2-a>indole-5,8-dione 
• 155474-45-6 7-(1-aziridinyl)-2,3-dihydro-1-acetoxy-6,9-dimethyl-1H-pyrrolo<1,2-a>indole-5,8-dione 

Relevant articles and documents

A Comparison of the Cytotoxic and Physical Properties of Aziridinyl Quinone Derivatives Based on the Pyrrolobenzimidazole and Pyrroloindole Ring Systems

The cytotoxicity and physical properties of the pyrrolobenzimidazole (PBI) and pyrroloindole (PI) aziridinyl quinones were compared in order to assess the influence of the benzimidazole ring on antitumor activity and DNA reductive alkylation.Our studies show that the PI system possesses none of the cytotoxicity of the PBI systems.Unlike the PBIs, the PI system does not reductively alkylate DNA.Apparently, the benzimidazole ring favors reductive alkylation due to its electron deficient character compared to indole.In addition, the benzimidazole ringmay provide the hydrogen bonding interactions required for the interaction with DNA.Our findings resulted in the elucidation of a PBI pharmacophore.Inspection of the literature revealed another drug sharing the PBI pharmacophore, 5-(1-aziridinyl)-3-(hydroxymethyl)-2-(3-hydroxy-1-propenyl)-1-methyl-1H-indole-4,7-dione (EO9), which remarkably has cytotoxic properties similar to those of the PBIs.