57998-68-2

Basic information

• Product Name: DIAZIQUONE
• Synonyms: (2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadien-1,4-diyl)bis-carbamicaci;2,5-diaziridinyl-3,6-bis(carboethoxyamino)-1,4-benzoquinone;3,6-diaziridinyl-2,5-bis(carboethoxyamino)-1,4-benzoquinone;2,5-Bis(1-aziridinyl)-3,6-bis-(carbethoxyamino)-1,4-benzoquinone;4-cyclohexadiene-1,4-dicarbamicacid,2,5-bis(1-aziridinyl)-3,6-dioxo-die;aziridinylbenzoquinone;aziridinylquinone;azq
• CAS NO: 57998-68-2
• Molecular Formula: C₁₆H₂₀N₄O₆
• Molecular Weight: 149.14668
• Mol File: 57998-68-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 230° (dec)
• Boiling Point: 495.56°C (rough estimate)
• Flash Point: 237.4°C
• Appearance: /
• Density: 1.2204 (rough estimate)
• Vapor Pressure: 5.72E-09mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: DIAZIQUONE(CAS DataBase Reference)
• NIST Chemistry Reference: DIAZIQUONE(57998-68-2)
• EPA Substance Registry System: DIAZIQUONE(57998-68-2)

Safety Data

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36
• RTECS: EY8794000
• Hazardous Substances Data: 57998-68-2(Hazardous Substances Data)

Usage

Description

DIAZIQUONE is a 1,4-benzoquinone derivative with unique structural features. It is characterized by the replacement of positions 2 and 5 with aziridin-1-yl groups and positions 3 and 6 with (ethoxycarbonyl)amino groups. This distinct molecular structure endows DIAZIQUONE with specific properties and potential applications in various fields.

Uses

Used in Antineoplastic Applications:
DIAZIQUONE is utilized as an antineoplastic agent, which means it is employed in the treatment and management of neoplastic (cancerous) conditions. Its unique chemical structure allows it to interfere with essential cellular processes in cancer cells, thereby inhibiting their growth and proliferation. This makes DIAZIQUONE a valuable compound in the fight against cancer.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DIAZIQUONE is used as a key component in the development of novel therapeutic agents targeting cancer. Its specific chemical properties and antineoplastic activity make it a promising candidate for the creation of innovative drugs and treatment strategies aimed at improving patient outcomes and overcoming resistance to existing cancer therapies.
Used in Research and Development:
DIAZIQUONE also plays a significant role in research and development, particularly in the field of cancer biology and drug discovery. Its unique structure and biological activity make it an interesting subject for further investigation, potentially leading to the discovery of new mechanisms of action and the development of more effective cancer treatments.

Safety Profile

Poison by intravenous andintraperitoneal routes. Human mutation data reported.When heated to decomposition it emits toxic fumes ofNOx.

InChI:InChI=1/C16H20N4O6/c1-3-25-15(23)17-9-11(19-5-6-19)14(22)10(18-16(24)26-4-2)12(13(9)21)20-7-8-20/h3-8H2,1-2H3,(H,17,23)(H,18,24)

Upstream product

• 151-56-4 ethyleneimine 
• 33251-22-8 2,5-dichloro-3,6-bis(ethoxycarbonylamino)-1,4-benzoquinone 
• 3908-48-3 2,5-diamino-3,6-dichloro-1,4-benzoquinone 
• 24118-25-0 3,6-diamino-2,5-dichloro-1,4-hydroquinone 
• 125659-82-7 (2,5-Dichloro-3,6-dihydroxy-4-methoxycarbonylamino-phenyl)-carbamic acid methyl ester 
• 24118-24-9 2,5-dichloro-3,6-bis(methoxycarbonylamino)-1,4-benzoquinone 
• 81720-96-9 (2,5-Dichloro-4-ethoxycarbonylamino-3,6-dihydroxy-phenyl)-carbamic acid ethyl ester 
• 17619-22-6 1-ethyleneimine 

Downstream Products

• 77280-56-9 2-aziridinyl-5-(2'-hydroxyethylamino)-3,6-bis(carboethoxyamino)-1,4-benzoquinone 

Relevant articles and documents

1,4-Benzoquinones: Improved Methods of Synthesis and New Diaziridinyl Analogues

Two methods are given for the synthesis of 2,5-dichloro-3,6-bis(alkoxycarbonylamino)-1,4-benzoquinones 4, which can be subsequently reacted with aziridine to produce novel 2,5-di(1-aziridinyl)-3,6-bis(alkoxycarbonylamino)-1,4-benzoquinones 5.The first met