Triethylenephosphoramide

Identification

Molecular formula

C₁₂H₁₂N₄O₂

CAS number

55-48-1

IUPAC name

2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone

State

At room temperature, 2,3,5-Tris(aziridin-1-yl)-1,4-benzoquinone is in a solid state, often characterized by its crystalline form.

Melting point (Celsius)

160.50

Melting point (Kelvin)

433.65

Boiling point (Celsius)

249.80

Boiling point (Kelvin)

522.95

General information

Molecular weight

204.26g/mol

Molar mass

204.2550g/mol

Density

1.3580g/cm³

Appearence

2,3,5-Tris(aziridin-1-yl)-1,4-benzoquinone, also known by its common name Triethylenephosphoramide, is typically a solid at room temperature. It can appear as yellow or orange crystalline powder.

Comment on solubility

Solubility of 2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone (C₁₂H₁₂N₄O₂)

The solubility of 2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone can be quite nuanced, influenced by its unique structure. Here are some key points to consider:

Solvent Interaction: This compound may demonstrate variable solubility in different solvents, particularly organic solvents such as ethanol or dichloromethane.
Polar vs. Non-Polar: Solubility tends to be higher in non-polar solvents due to the presence of aromatic and aliphatic structures.
Hydrophilicity: The aziridine groups can provide some polar characteristics, potentially allowing for limited solubility in polar solvents.
Temperature Effects: An increase in temperature generally leads to increased solubility. This trend might be observed with 2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone.

In conclusion, while precise solubility data for this compound may be scarce, researching its behavior in different solvation environments can yield important insights for practical applications, especially in pharmacology and materials science. As the saying goes, "Like dissolves like," emphasizing the importance of matching solvent properties with solute characteristics for maximizing solubility.

Interesting facts

Exploring 2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone

2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone is a fascinating compound that exhibits a number of intriguing characteristics, particularly in the realms of organic chemistry and medicinal applications.

Chemical Structure and Reactivity

This compound belongs to the class of quinones, which are known for their unique cyclic structure and versatile reactivity. It features a highly reactive benzoquinone moiety that can participate in various chemical reactions such as:

Electrophilic addition: The electron-deficient nature of quinones makes them prime targets for nucleophiles.
Cycloadditions: Its aziridine substituents can engage in cycloaddition reactions, which are useful in the synthesis of complex molecules.

Biological Significance

One of the most exciting aspects of this compound is its potential biological activity. Numerous quinone derivatives are known for their:

Antitumor properties: The ability of quinones to induce oxidative stress in cancer cells makes them a focus of cancer research.
Antimicrobial effects: Some studies suggest that compounds like this may possess the ability to inhibit bacterial growth.

As a result, compounds of this type are being studied for their potential therapeutic applications in chemotherapy and as antibacterial agents.

Challenges and Considerations

However, working with 2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone is not without its challenges:

The compound’s high reactivity may lead to stability issues during storage and usage.
Understanding its complete mechanism of action in biological systems requires extensive research.

In Conclusion

Overall, 2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone represents a rich field for exploration in synthetic and medicinal chemistry. Its unique structure, coupled with its potential biological applications, makes it a compound of great interest to scientists and researchers alike. As we continue to uncover the mysteries of such compounds, we pave the way for new therapeutic approaches in medicine.

Synonyms

TRIAZIQUONE

Trenimon

Triaziquon

Trisethyleneiminoquinone

68-76-8

Triaziquinone

Oncoredox

Oncovedex

Prenimon

Treninon

Triazichon

Riker 601

Bayer 3231

Triethyleneiminobenzoquinone

TEIB

Triethyleneaminobenzoquinone

Triazicuona

Triaziquinonum

Triaziquonum

Triethyleniminobenzoquinone

Tris(1-aziridinyl)-p-benzoquinone

Triazoquinone

Trenimone

Tris(ethyleneimino)benzoquinone

Trisaethyleniminobenzochinon

Tris(aziridinyl)-p-benzoquinone

NSC-29215

BAY 3231

Triazichon [German]

Tris(aziridinyl)-para-benzoquinone

p-Benzoquinone, tris(1-aziridinyl)-

Triaziquone [INN:BAN]

2,3,5-Tris(ethylenimino)benzoquinone

A 163

2,3,5-Ethylenimine-1,4-benzoquinone

Triaziquonum [INN-Latin]

Triazicuona [INN-Spanish]

2,3,5-Tris(1-aziridino)-p-benzoquinone

2,3,5-Tris(ethylenimino)-p-benzoquinone

2,3,5-Triethyleneimino-1,4-benzoquinone

2,3,5-Tris(aziridino)-1,4-benzoquinone

2,3,5-Trisethyleneiminobenzoquinone

2,3,5-Tris(ethylenimino)-1,4-benzoquinone

CCRIS 1288

2,3,5-Triethyleneimino-p-benzoquinone

HSDB 7306

2,3,5-Tris(1-aziridinyl)-p-benzoquinone

2,3,5-Tri-(1-aziridinyl)-p-benzoquinone

10257 R.P.

EINECS 200-692-6

Trisaethyleniminobenzochinon [German]

UNII-F3D5D9P25I

2,3,5-Tris(ethyleneimino)-1,4-benzoquinone

NSC 29215

2,3,5-Tris(1-aziridinyl)-2,5-cyclohexadiene-1,4-dione

RIKER-601

Triaziquone (INN)

2,5-Cyclohexadiene-1,4-dione, 2,3,5-tris(1-aziridinyl)-

BRN 0238057

BAYER-3231

F3D5D9P25I

2,3,5-Tris-ethyleniminoquinone-(1,4)

CHEBI:27090

AI3-51086

1,1',1''-(3,6-Dioxo-1,4-cyclohexadiene-1,2,4-triyl)trisaziridine

2,3,5-Tris(aziridinyl)-1,4-benzoquinone

p-Benzoquinone, 2,3,5-tris(1-aziridinyl)-

NSC29215

TRIAZIQUONE [MI]

2,3,5-tris(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione

TRIAZIQUONE [INN]

TRIAZIQUONE [HSDB]

Aziridine, 1,1',1''-(3,6-dioxo-1,4-cyclohexadiene-1,2,4-triyl)tris-

TRIAZIQUONE [WHO-DD]

2,3,5-Tri(1-aziridinyl)-p-benzoquinone

DTXSID1021370

2,3,5-tris(aziridin-1-yl)-1,4-benzoquinone

4-20-00-00031 (Beilstein Handbook Reference)

BAY-3231

Triazichon (German)

2,3,5-Tris(ethyleneimino)benzoquinone

2,3,5-tri(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione

Triaziquonum (INN-Latin)

Triazicuona (INN-Spanish)

Oncovedex; Prenimon; Riker 601; TEIB; Trenimon

TRIS(AZIRIDINYL)-PARA-BENZOQUINONE [IARC]

tris(trenimom)

TRIS(AZIRIDINYL)-PARA-BENZOQUINONE (IARC)

2,3,5-Tris(ethyleneimine)benzoquinone

tris(1-aziridinyl)p-benzoquinone

SCHEMBL8303

2,3, 5-Tris(ethyleneimi

CHEMBL313302

DTXCID801370

L01AC02

2,5-Tris(ethylenimino)benzoquinone

2,5-Ethylenimine-1,4-benzoquinone

2,5-Triethyleneimino-p-benzoquinone

2,5-Tris(ethyleneimino)benzoquinone

1,1',1''-(3,6-dioxo-1,4-cyclohexadiene-1,2,4-triyl)tris aziridine

AKOS040754247

10257RP

2,5-Tri(1-aziridinyl)-p-benzoquinone

2,5-Triethyleneimino-1,4-benzoquinone

2,5-Tris(1-aziridino)-p-benzoquinone

2,5-Tris(ethylenimino)-p-benzoquinone

DB13304

2,3, 5-Triethyleneimino-p-benzoquinone

2,5-Tris(aziridino)-1,4-benzoquinone

2,5-Tris(aziridinyl)-1,4-benzoquinone

DA-60032

p-Benzoquinone,3,5-tris(1-aziridinyl)-

2,5-Tris(ethylenimino)-1,4-benzoquinone

2,3, 5-Tris(1-aziridino)-p-benzoquinone

2,4-dione, 2,3,5-tris(1-aziridinyl)-

HY-105740

2,3, 5-Tris(aziridinyl)-1,4-benzoquinone

2,3,5-Tri(1-aziridinyl)benzo-1,4-quinone

CS-0026561

NS00036689

C19542

D07254

2,3,5-Tri(1-aziridinyl)benzo-1,4-quinone #

2,3,5-TRIS(1-AZIRIDINE)-P-BENZOQUINONE

2,3,5-TRIS(AZIRIDINE)-1,4-BENZOQUINONE

Q1323947

2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl-

2,5-Tris(1-aziridinyl)-2,5-cyclohexadiene-1,4-dione

WLN: L6V DVJ B- AT3NTJ& C- AT3NTJ& E- AT3NTJ

1,1''-(3,6-Dioxo-1,4-cyclohexadiene-1,2,4-triyl)trisaziridine

1,1',1''-(3,6-Dioxo-1,4-cyclohexadiene-1,2, 4-triyl)trisaziridine

Aziridine,1',1''-(3,6-dioxo-1,4-cyclohexadiene-1,2,4-triyl)tris-

200-692-6