52559-36-1

Basic information

• Product Name: 6-bromo-1H-benzo[de]isoquinoline-1,3(2H)-dione
• Synonyms: 6-Bromo-1H-benz[de]isoquinoline-1,3(2H)-dione;6-Bromo-1H-benzo[de]isoquinoline-1,3(2H)-dione;1H-Benz[de]isoquinoline-1,3(2H)-dione, 6-bromo-（WS204345）;2-(adamantan-1-yl)-2-((tert-butoxycarbonyl)amino)acetic acid
• CAS NO: 52559-36-1
• Molecular Formula: C₁₂H₆BrNO₂
• Molecular Weight: 276.0855
• Mol File: 52559-36-1.mol
• Article Data: 20

Chemical Properties

• Melting Point: 296-297 °C
• Boiling Point: 506.8°C at 760 mmHg
• Flash Point: 260.3°C
• Density: 1.749g/cm³
• Vapor Pressure: 2.15E-10mmHg at 25°C
• Refractive Index: 1.729
• PKA: 8.69±0.20(Predicted)
• CAS DataBase Reference: 6-bromo-1H-benzo[de]isoquinoline-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-1H-benzo[de]isoquinoline-1,3(2H)-dione(52559-36-1)
• EPA Substance Registry System: 6-bromo-1H-benzo[de]isoquinoline-1,3(2H)-dione(52559-36-1)

Safety Data

• Hazardous Substances Data: 52559-36-1(Hazardous Substances Data)

Upstream product

• 81-83-4 1,8-Naphthalimide 
• 81-84-5 1,8-Naphthalic anhydride 
• 83-32-9 acenaphthene 
• 81-86-7 4-bromo-1,8-naphthalenedicarboxylic anhydride 

Downstream Products

• 1193092-32-8 6-bromo-2-(2-ethylhexyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 84216-52-4 6-bromo-2-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione 
• 56148-88-0 2-(2-ethylhexyl)-6,7-dimethoxy-1H-benz(de)isoquinoline-1,3(2H)-dione 
• 4116-90-9 4-bromo-N-methyl-1,8-naphthalimide 
• 1592595-50-0 4-((6-bromo-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)methyl)benzoic acid 

Relevant articles and documents

Using room temperature phosphorescence of gold(I) complexes for pahs sensing

The synthesis of two new phosphane-gold(I)–napthalimide complexes has been performed and characterized. The compounds present luminescent properties with denoted room temperature phosphorescence (RTP) induced by the proximity of the gold(I) heavy atom that favors intersystem crossing and triplet state population. The emissive properties of the compounds together with the planarity of their chromophore were used to investigate their potential as hosts in the molecular recognition of different polycyclic aromatic hydrocarbons (PAHs). Naphthalene, anthracene, phenan-threne, and pyrene were chosen to evaluate how the size and electronic properties can affect the host:guest interactions. Stronger affinity has been detected through emission titrations for the PAHs with extended aromaticity (anthracene and pyrene) and the results have been supported by DFT calculation studies.

Synthesis, in vitro evaluation and DNA interaction studies of N-allyl naphthalimide analogues as anticancer agents

A novel series of 2-allyl-6-substituted-benzo[de]isoquinoline-1,3-diones has been synthesized and evaluated against 60 human tumor cell lines for their in vitro antitumor activities. Compound 6b proved to be the most active member at a single dose concentration of 10 μM and broad spectrum of antitumor activity with GI50, TGI and LC50 values of 84.2 nM, 27.6 μM and 89.3 μM respectively at five dose concentration levels. The DNA binding properties of this compound has been investigated by a UV-Vis and fluorescence spectrophotometer as well as thermal denaturation experiments. Molecular docking studies of compound 6b have also supported the corresponding biological data.

Design, Synthesis and Antimicrobial Evaluation of Novel Benzimidazole-incorporated Naphthalimide Derivatives as Salmonella typhimurium DNA Intercalators, and Combination Researches

Objective: A series of novel benzimidazole-incorporated naphthalimide derivatives were designed and prepared in an effort to overcome the increasing antibiotic resistance. Methods: The target novel benzimidazole-incorporated naphthalimide derivatives were synthesized from commercial 4-bromo-1,8-naphthalic anhydride and o-phenylene diamine by aminolysis, N-alkylation and so on. The antimicrobial activity of the synthesized compounds was evaluated in vitro by a two-fold serial dilution technique. The interaction of compound 10g with Salmonella typhimuri-um DNA was studied using UV-vis spectroscopic methods. Results: Compound 10g bearing a 2,4-dichlorobenzyl moiety exhibited the best antimicrobial activities in this series relatively; especially, it exhibited comparable activity against Salmonella typhi-murium in comparison with the reference drug Norfloxacin (MIC = 4 μg/mL). Further research showed that compound 10g could effectively intercalate into the Salmonella typhimurium DNA to form the 10g–DNA complex, which might correlate with the inhibitory activity. Molecular docking results demonstrated that naphthalimide compound 10g could interact with base-pairs of DNA hex-amer duplex by π–π stacking. Additionally, the combination of the strong active compound with clinical drugs exhibited better antimicrobial efficiency with less dosage and broader antimicrobial spectrum than the separate use of them alone. Notably, these combined systems were more sensitive to Fluconazole-insensitive M. ruber. Conclusion: This work provides a promising starting point to optimize the structures of benzimidaz-ole-incorporated naphthalimide derivatives as potent antimicrobial agents.

A novel naphthalimide-porphyrin derivative, composition for detecting mercury ion comprising the same and method for detecting mercury ion using the same

The present invention provides a novel naphthalimide-porphyrin compound, a composition for detecting mercury ion comprising the same, and a method for detecting mercury ion using the same. A naphthalimide-porphyrin compound, the composition for detecting