4589-37-1

Basic information

• Product Name: 5-hydroxybenzo[g]isoquinoline-6,9,10(2H)-trione
• CAS NO: 4589-37-1
• Molecular Formula: C₁₃H₇NO₄
• Molecular Weight: 241.199
• Mol File: 4589-37-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 389.4°C at 760 mmHg
• Flash Point: 189.3°C
• Density: 1.61g/cm³
• Vapor Pressure: 1.13E-07mmHg at 25°C
• Refractive Index: 1.738
• CAS DataBase Reference: 5-hydroxybenzo[g]isoquinoline-6,9,10(2H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxybenzo[g]isoquinoline-6,9,10(2H)-trione(4589-37-1)
• EPA Substance Registry System: 5-hydroxybenzo[g]isoquinoline-6,9,10(2H)-trione(4589-37-1)

Safety Data

• Hazardous Substances Data: 4589-37-1(Hazardous Substances Data)

Usage

Chemical compound

5-hydroxybenzo[g]isoquinoline-6,9,10(2H)-trione
Belongs to isoquinoline-6,9,10(2H)-trione family
Derivative of isoquinoline

Molecular structure

benzo ring fused to an isoquinoline ring, hydroxy group at the 5th position, carbonyl groups at the 6th, 9th, and 10th positions
Studied for potential pharmaceutical properties
Potential applications in medicinal chemistry and drug development
Biological activities include anti-inflammatory, analgesic, and antitumor effects
Further research needed to explore full range of potential uses and properties.

Upstream product

• 4664-08-8 cinchomeronic anhydride 
• 150-78-7 1,4-dimethoxybezene 
• 123-31-9 hydroquinone 

Downstream Products

• 144510-94-1 6,9-bis<<2-ethyl>amino>benzoisoquinoline-5,10-dione 
• 144510-96-3 6,9-bis{[2-(amino)ethyl]amino}benzo[g]isoquinoline-5,10-dione 

Relevant articles and documents

6, 9-bis[(2-aminoethyl)amino]benzo[g]isoquinoline-5, 10-dione dimaleate and synthesis technology thereof

The invention discloses a synthesis technology of 6, 9-bis[(2-aminoethyl)amino]benzo[g]isoquinoline-5, 10-dione dimaleate and relates to the technical field of antineoplastic drug synthesis. The synthesis technology comprises that 3, 4-pyridinedicarboxylic anhydride and hydroquinone undergo a reaction in the presence of a catalyst to produce a first intermediate, the first intermediate and N-t-butoxycarbonylethylenediamine undergo a reaction to produce a second intermediate, the second intermediate is subjected to deprotection, and the product and maleic acid undergo a salt forming reaction to produce a product. The prepared product has purity greater than 99.5% and known single impurity and unknown single impurity contents less than 0.1%. The important intermediate of the synthesis technology has stable properties and is convenient for storage. The synthesis technology allows mild reaction conditions, has simple processes, realizes a low cost and is suitable for industrial production. The invention also provides pixantrone dimaleate. The pixantrone dimaleate can be processed to form a freeze-dried powder injection for treating human aggressive non-Hodgkin's lymphoma with easy recurrence and high treatment difficulty.

Synthesis of Azaanthraquinones: Homolytic Substitution of Pyridines

Synthesis of specific di- and tri-hydroxyazaanthraquinones by Friedel-Crafts procedures is limited by orientational ambiguity and by the lack of reactivity of pyridine derivatives in electrophilic acylation processes; however, suitable pyridines have been made to undergo radical benzoylation and benzylation at unsubstituted positions 2, 4 and 6.In particular, derivatives of pyridine-3-carbonitrile have been benzoylated at positions 2 and 4.Ring closure by intramolecular Houben-Hoesch reaction has then led to specifically substituted 1- and 2-azaanthraquinones and thence to the antibiotic bostrycoidin (1).