7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine
[CAS# 6626-40-0]

Identification

• Classification: Organic raw materials >> Heterocyclic compound
• Name: 7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine
• Molecular Formula: C₁₃H₈Cl₂N₂O
• Molecular Weight: 279.12
• CAS Registry Number: 6626-40-0
• EC Number: 229-588-9
• SMILES: COC1=NC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)Cl

Properties

• Solubility: 0.3836 mg/L (25 °C water)
• Density: 1.5±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.705, Calc.^*
• Melting point: 162.05 °C
• Boiling Point: 434.0±40.0 °C (760 mmHg), Calc.^*, 400.21 °C
• Flash Point: 216.3±27.3 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS06;GHS07 Danger
• Risk Statements: H301-H315-H319-H335-H413
• Safety Statements: P261-P264-P264+P265-P270-P271-P273-P280-P301+P316-P302+P352-P304+P340-P305+P354+P338-P317-P319-P321-P330-P332+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Serious eye damage	Eye Dam.	1	H318
Acute toxicity	Acute Tox.	3	H301
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413

Discovery and Applications

7,10-Dichloro-2-methoxybenzo[b]-1,5-naphthyridine is a heterocyclic compound that has attracted attention for its unique structural properties and potential applications in various fields, including pharmaceuticals and materials science. The discovery of this compound is rooted in the broader exploration of naphthyridine derivatives, which have been extensively studied for their diverse biological activities and chemical reactivity.

The initial synthesis of 7,10-dichloro-2-methoxybenzo[b]-1,5-naphthyridine can be traced back to the efforts of researchers investigating the structure-activity relationship of naphthyridine compounds. The introduction of halogen and methoxy substituents was aimed at enhancing the compound's pharmacological profile while maintaining the stability and reactivity characteristic of the naphthyridine core. As a result, 7,10-dichloro-2-methoxybenzo[b]-1,5-naphthyridine was synthesized through multi-step reactions involving chlorination and methoxylation processes.

This compound's structure, featuring a fused bicyclic system and multiple chlorine and methoxy substituents, positions it as a versatile building block for further chemical modifications. Researchers have been particularly interested in exploring its potential as a scaffold for drug development due to the biological activity exhibited by related naphthyridine derivatives. These compounds have shown promise as antimicrobial, antiviral, and anticancer agents, suggesting that 7,10-dichloro-2-methoxybenzo[b]-1,5-naphthyridine may possess similar properties.

In terms of its applications, 7,10-dichloro-2-methoxybenzo[b]-1,5-naphthyridine has been investigated for use in the synthesis of novel pharmaceuticals. Its structural features allow for the introduction of various functional groups, enabling the design of compounds with tailored biological activity. For example, modifications to the naphthyridine core can lead to derivatives with enhanced selectivity against specific targets, increasing their efficacy and reducing potential side effects.

Moreover, the compound's unique properties make it suitable for applications in materials science, particularly in the development of organic electronic materials and photonic devices. Its ability to participate in various chemical reactions can be harnessed to create new materials with desirable electronic and optical properties. This aspect is particularly relevant in the context of developing materials for organic light-emitting diodes (OLEDs) and solar cells, where naphthyridine derivatives have shown promising results.

Additionally, research into the environmental and safety aspects of 7,10-dichloro-2-methoxybenzo[b]-1,5-naphthyridine is essential, given the potential hazards associated with chlorinated compounds. Understanding its toxicity and environmental impact is crucial for ensuring safe handling and application in various industries.

In summary, 7,10-dichloro-2-methoxybenzo[b]-1,5-naphthyridine represents a significant compound within the naphthyridine family, with potential applications in pharmaceuticals and materials science. Its discovery has opened avenues for further research into its biological and chemical properties, highlighting its role as a valuable building block for drug development and innovative materials.

References

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