5504-68-7

Basic information

• Product Name: 10-Methyl-7H-benzimidazo[2,1-a]benz[de]isoquinolin-7-one
• Synonyms: 10-Methyl-7H-benzimidazo[2,1-a]benz[de]isoquinolin-7-one
• CAS NO: 5504-68-7
• Molecular Formula: C19H12N2O
• Molecular Weight: 284.33
• Mol File: 5504-68-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 190-191 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 426.81°C (rough estimate)
• Flash Point: 326.2°C
• Appearance: /
• Density: 1.1865 (rough estimate)
• Vapor Pressure: 4.31E-15mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• PKA: 2.30±0.20(Predicted)
• CAS DataBase Reference: 10-Methyl-7H-benzimidazo[2,1-a]benz[de]isoquinolin-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: 10-Methyl-7H-benzimidazo[2,1-a]benz[de]isoquinolin-7-one(5504-68-7)
• EPA Substance Registry System: 10-Methyl-7H-benzimidazo[2,1-a]benz[de]isoquinolin-7-one(5504-68-7)

Safety Data

• Hazardous Substances Data: 5504-68-7(Hazardous Substances Data)

Usage

Molecular structure

10-Methyl-7H-benzimidazo[2,1-a]benz[de]isoquinolin-7-one has a complex molecular structure with heterocyclic elements, including benzimidazole, benzofuran, and isoquinoline rings.

Derivative

This compound is a derivative of benzimidazo[2,1-a]benz[de]isoquinoline, meaning it is a modified version of the parent compound with a distinct functional group or structural change.

Classification

Methacycline is a tetracycline antibiotic, which is a group of broad-spectrum antibiotics known for their ability to inhibit protein synthesis in bacteria.

Antimicrobial activity

It has a broad spectrum of antimicrobial activity, meaning it is effective against both gram-positive and gram-negative bacteria, as well as atypical pathogens.

Medical use

Methacycline is used in medicine for the treatment of various bacterial infections, including respiratory, skin, and urinary tract infections.

Mechanism of action

The antibiotic works by binding to the 30S ribosomal subunit in bacteria, which inhibits protein synthesis and ultimately leads to bacterial cell death.

Structural similarity

Methacycline is structurally similar to tetracycline, another member of the tetracycline antibiotic family, sharing a common chemical structure and mechanism of action.

InChI:InChI=1/C19H12N2O/c1-11-8-9-15-16(10-11)21-18(20-15)13-6-2-4-12-5-3-7-14(17(12)13)19(21)22/h2-10H,1H3

Upstream product

• 81-84-5 1,8-Naphthalic anhydride 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 109469-94-5 2-(5-methyl-2-nitro-phenyl)-benz[de]isoquinoline-1,3-dione 
• 578-46-1 5-methyl-2-nitroaniline 

Relevant articles and documents

Benzimidazole derivatives: Synthesis, physical properties, and n-type semiconducting properties

A series of new benzimidazole derivatives were synthesized by the solid-state condensation and direct sublimation (SSC-DS) method and their physical properties were investigated. The reaction yields and product stability were significantly affected by the identity of the diamine and anhydride substituents. On the other hand, the substituents of the benzimidazole ring allowed fine tuning of the emission maxima, fluorescence quantum yields, and redox potentials. The HOMO-LUMO levels were estimated by cyclic voltammetry in film on indium tin oxide (ITO) and compared with values obtained by other methods. The described benzimidazoles showed high crystallinity, which is attributed to a high planarity and interactions between carbon and heteroatoms. These compounds showed n-type semiconducting behavior in organic field-effect transistors (OFETs). Optimized devices for fluorinated NTCBI (naphthalene tetracarboxylic bisbenzimidazole) showed respectable electron mobilities of ～10-2cm2V-1s-1.