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Amifostine

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Identification
Molecular formula
C5H15Cl2NO2PS
CAS number
20537-88-6
IUPAC name
N,N-bis(2-chloroethyl)-2-thioxo-1,3,2lambda5-dioxaphosphepan-2-amine
State
State

At room temperature, Amifostine is in a solid state, typically as a powder, before it is processed further for medical applications.

Melting point (Celsius)
82.00
Melting point (Kelvin)
355.15
Boiling point (Celsius)
372.20
Boiling point (Kelvin)
645.35
General information
Molecular weight
261.64g/mol
Molar mass
261.6440g/mol
Density
1.3100g/cm3
Appearence

Amifostine appears as a white crystalline powder. It is typically found in solid form, and it is used in medical settings where it might be reconstituted for intravenous or injection purposes. In pure form, it is odorless.

Comment on solubility

Solubility of N,N-bis(2-chloroethyl)-2-thioxo-1,3,2λ5-dioxaphosphepan-2-amine

The solubility of N,N-bis(2-chloroethyl)-2-thioxo-1,3,2λ5-dioxaphosphepan-2-amine is an interesting aspect to explore. While specific solubility data for this compound may be limited, a few general trends in similar chemical structures can provide insight:

  • Polarity: The presence of chlorine atoms on the ethyl groups typically enhances polarity, leading to increased solubility in polar solvents.
  • Functional Groups Influence: The thioxo group and the phosphonate structure often suggest that the compound may dissolve in polar aprotic solvents.
  • Temperature Effects: As with many chemical substances, solubility may increase with temperature, allowing more of the compound to dissolve in a given solvent.

It is crucial to note that the specific solvent used can greatly affect solubility. Potential solvents to consider include:

  1. Dimethyl sulfoxide (DMSO)
  2. Acetone
  3. Water, albeit potentially in low concentrations

In general terms, it can be predicted that this compound might have a moderate solubility profile, especially in solvents that can stabilize the polar characteristics imparted by the chlorine and phosphonate functionalities. However, empirical testing would be necessary to confirm these solubility characteristics.

Interesting facts

Interesting Facts about N,N-bis(2-chloroethyl)-2-thioxo-1,3,2λ5-dioxaphosphepan-2-amine

N,N-bis(2-chloroethyl)-2-thioxo-1,3,2λ5-dioxaphosphepan-2-amine is an intriguing compound that showcases the fascinating interplay between chemistry and biological applications. Here are some key points that highlight its significance:

  • Anticancer Potential: This compound has been studied for its potential use in anticancer therapies, particularly due to the presence of the chlorinated ethyl groups which may enable it to interact with biological macromolecules.
  • Structural Diversity: The unique structural framework of this compound, characterized by a dioxaphosphepane ring, contributes to its unique reactivity and pharmacological properties.
  • Phosphorus Chemistry: As a phosphorus-containing compound, it exhibits properties that are of particular interest in organophosphorus chemistry, making it a candidate for various applications in agriculture and medicine.
  • Mechanism of Action: Preliminary studies suggest that the compound may operate through mechanisms that involve the formation of DNA cross-links, which can inhibit cancer cell proliferation.
  • Research Opportunities: Ongoing research aims to explore its efficacy and safety, as well as to develop derivatives with enhanced therapeutic profiles.

In summary, N,N-bis(2-chloroethyl)-2-thioxo-1,3,2λ5-dioxaphosphepan-2-amine is more than just a chemical entity; it represents a convergence of chemical innovation and medical science. As researchers continue to unlock the potential of such compounds, it underscores the importance of interdisciplinary approaches in advancing our understanding of chemistry and its applications.

Synonyms
14395-92-7
2-Phenazineamine, N,5-bis(4-chlorophenyl)-3-(cyclohexylimino)-3,5-dihydro-
2-(Bis(2-chloroethyl)amino)tetrahydro-1,3,2-dioxaphosphepane 2-sulfide
1,3,2-DIOXAPHOSPHEPANE, TETRAHYDRO-2-(BIS(2-CHLOROETHYL)AMINO)-, 2-SULFIDE
2-Phenazineamine, N,5-bis(4-chlorophenyl)-3-(cyclohexylimino)-3,5-dihydro-(9CI)
Phenazine, 3-(p-chloroanilino)-10-(p-chlorophenyl)-2-(cyclohexylimino)-2,10-dihydro-(6CI,8CI)
DTXSID60932176
2-[Bis(2-chloroethyl)amino]-1,3,2lambda~5~-dioxaphosphepane-2-thione
Phenazine, 3-(p-chloroanilino)-10-(p-chlorophenyl)-2-(cyclohexylimino)-2,10-dihydro-