54824-17-8

Basic information

• Product Name: Mitonafide
• Synonyms: Mitonafide;2-[2-(Dimethylamino)ethyl]-5-nitro-1H-benz[de]isoquinoline-1,3(2H)-dione;2-[2-(Dimethylamino)ethyl]-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione;M-4212【pharmaceutical】;1H-Benz[de]isoquinoline-1,3 (2H)-dione, 2-[2-(dimethylamino)ethyl]-5-nitro-;Aids070527;Aids-070527;N-(2-(Dimethylamino)ethyl)-3-nitronaphthalimide
• CAS NO: 54824-17-8
• Molecular Formula: C₁₆H₁₅N₃O₄
• Molecular Weight: 349.80
• Product Categories: Amines;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 54824-17-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 138-139 °C(Solv: ethanol (64-17-5))
• Boiling Point: 496.8°C at 760 mmHg
• Flash Point: 254.3°C
• Appearance: /
• Density: 1.384g/cm³
• Vapor Pressure: 5.22E-10mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.76±0.28(Predicted)
• CAS DataBase Reference: Mitonafide(CAS DataBase Reference)
• NIST Chemistry Reference: Mitonafide(54824-17-8)
• EPA Substance Registry System: Mitonafide(54824-17-8)

Safety Data

• Hazardous Substances Data: 54824-17-8(Hazardous Substances Data)

Usage

Uses

A Naphthalimides with potent anticancer activity.

InChI:InChI=1/C16H15N3O4/c1-17(2)6-7-18-15(20)12-5-3-4-10-8-11(19(22)23)9-13(14(10)12)16(18)21/h3-5,8-9H,6-7H2,1-2H3

Upstream product

• 81-84-5 1,8-Naphthalic anhydride 
• 3027-38-1 3-nitro-1,8-naphthalic anhydride 
• 108-00-9 N,N-dimethylethylenediamine 

Downstream Products

• 69408-81-7 amonafide 
• 868962-44-1 2-[2-(dimethylamino)ethyl]-5-{[(1Z)-(2,5-dihydroxyphenyl)methylene]amino}-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 868962-66-7 5-{[(1Z)-benzo-(3,5-bis(acetoxy)-2-[(acetoxy)methyl]-6-oxy-tetrahydro-2H-pyran-4-ylacetate)-5-ylmethylene]amino}-N-(2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinolin-1,3(2H)-dione) 
• 937261-90-0 C₃₅H₃₉N₃O₁₁ 
• 868962-59-8 5-{[(2-(2-phenoxy)-6-hydroxymethyltetrahydropyran-3,4,5-triol)-5-ylmethyl]amino}-N-(2-[2-(dimethylamino)ethyl]-1H-benzo[de]isoquinolin-1,3(2H)-dione) 
• 69409-02-5 2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5-ylacetamide 

Relevant articles and documents

Real-Time Multi-Photon Tracking and Bioimaging of Glycosylated Theranostic Prodrugs upon Specific Enzyme Triggered Release

Real-time tracking of prodrug uptake, delivery and activation in vivo represents a major challenge for prodrug development. Herein, we demonstrate the use of novel glycosylated theranostics of the cancer pharmacophore Amonafide in highly-selective, enzyma

Cytotoxic activity and DNA binding of naphthalimide derivatives with amino acid and dichloroacetamide functionalizations

A series of novel naphthalimide derivatives modified by amino acids and their dichloroacetamide derivatives at the 3-position have been synthesized. Their cytotoxic activities were preliminarily evaluated against Hela, A549 and K562 cells, which showed that the length of the side chains of the amino acids influenced the cytotoxic activities. Moreover, compound 7d showed a very good cytotoxic activity against A549 cells with an IC50 value of 4.78 μmol L-1. Furthermore, the UV-vis, fluorescence, and circular dichroism (CD) spectroscopies and thermal denaturation experiment indicated that compounds 6a, 6d and 7a, 7d, as DNA intercalators, exhibited binding affinities with calf-thymus DNA (Ct-DNA).

A novel hydrazino-substituted naphthalimide-based fluorogenic probe for tert-butoxy radicals

A novel fluorogenic probe for tert-butoxy radicals based on the hydrazino-naphthalimide system is reported. Interestingly, different regioisomers exhibited significantly different optical properties toward ROS, which suggested 4-hydrazinyl naphthalimide as a potential new platform for the in vitro and in cellulo detection of alkoxyl radicals.