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WR 2721 (Amifostine)

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Identification
Molecular formula
C5H16N2O3PS
CAS number
20537-88-6
IUPAC name
2-(3-aminopropylamino)ethylsulfanylphosphonic acid
State
State

At room temperature, WR 2721, or Amifostine, is in a solid state. Its crystalline powder form makes it suitable for a variety of uses, particularly in pharmaceutical preparations for therapeutic applications. It is known for its stability under room conditions, but precautions should be taken to store it appropriately to prevent degradation.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
214.21g/mol
Molar mass
214.2140g/mol
Density
2.1045g/cm3
Appearence

WR 2721, also known as Amifostine, appears as a white crystalline powder. Its crystalline nature is due to the strong lattice arrangement typical in such solid substances. It is often supplied in a powder form that may have agglomerated particles but dissolves well in aqueous solutions for medical applications.

Comment on solubility

Solubility of 2-(3-aminopropylamino)ethylsulfanylphosphonic acid

The solubility of 2-(3-aminopropylamino)ethylsulfanylphosphonic acid, with the chemical formula C5H16N2O3PS, is an intriguing topic due to its unique structural features. This compound contains a sulfonic acid group, which significantly influences its solubility characteristics.

Here are some key points regarding its solubility:

  • Polar Nature: The presence of a phosphonic acid group enhances the polarity of the molecule, suggesting that it is likely to be soluble in polar solvents.
  • Amines Influence: The amino groups present in the structure can interact with water molecules through hydrogen bonding, further improving solubility in aqueous solutions.
  • pH Dependency: The solubility could vary with pH levels. In acidic conditions, the phosphonic acid group may remain protonated, influencing the overall solubility in a given solvent.
  • Potential Applications: Its solubility characteristics indicate potential utility in biological systems where phosphate-containing compounds are involved.

To summarise, the solubility of 2-(3-aminopropylamino)ethylsulfanylphosphonic acid is likely favorable in polar solvents, influenced by its structural components that contribute to hydrogen bonding and ionic interactions. Understanding these solubility properties is essential for further application in biochemical fields.

Interesting facts

Interesting Facts About 2-(3-Aminopropylamino)ethylsulfanylphosphonic Acid

This unique compound belongs to the category of phosphonic acids, which are of great interest due to their diverse applications in both chemistry and biology. Here are some noteworthy aspects:

  • Biological Importance: Phosphonic acids are often involved in biochemical processes within living organisms. This compound, with its amino groups, can interact with various biological molecules, potentially influencing metabolic pathways.
  • Potential Therapeutic Uses: Due to its structural features, there is ongoing research to explore the therapeutic applications of this compound in medicinal chemistry, particularly for diseases that involve amino acid metabolism.
  • Versatile Reactivity: The presence of both amino and phosphonic acid functional groups allows for a variety of chemical reactions, making it useful in organic synthesis and potentially in the creation of new materials.
  • Environmental Significance: Compounds like this one may play a role in agricultural chemistries, such as herbicides or fertilizers, by improving nutrient uptake in plants.
  • Synthetic Pathways: The synthesis of 2-(3-aminopropylamino)ethylsulfanylphosphonic acid involves complex chemical reactions, demonstrating the advanced techniques utilized in modern organic and inorganic chemistry.

As the study of phosphonic acids continues to evolve, the insights gained into compounds like 2-(3-aminopropylamino)ethylsulfanylphosphonic acid may lead to significant breakthroughs in various scientific fields, including pharmacology and environmental science. To quote a renowned chemist, “Understanding the nuances of chemical compounds is the key to unlocking the potential of new inventions.”

Synonyms
amifostine
20537-88-6
Ethiofos
Gammaphos
Ethyol
Sapep
Apaetp
Aminopropylaminoethyl thiophosphate
Ethiofos Anhydrous
Amifostine Anhydrous
YM-08310
Amifostina
NSC-296961
WR 2721
2-(3-Aminopropylamino)ethyl thiophosphate
WR-2721
AU-95722
Amifostine [USAN:INN:BAN]
NSC 296961
Ethanethiol, 2-[(3-aminopropyl)amino]-, 1-(dihydrogen phosphate)
UNII-ILA426L95O
NSC296961
Amifostinum
BRN 2088122
CCRIS 9316
2-(3-aminopropylamino)ethylsulfanylphosphonic acid
Amifostine (Hydrate)
S-(2-(3-Aminopropylamino)ethyl) phosphorothioate
DTXSID8022585
HSDB 7560
AMIFOSTINE [MI]
AMIFOSTINE [INN]
AMIFOSTINE [JAN]
AMIFOSTINE [HSDB]
WR2721
S-(2-((3-Aminopropyl)amino)ethyl) dihydrogen phosphorothioate
NSC-758236
S,2-(3-Aminopropylamino)ethyl-phosphorothioic acid
S-2-(3-Aminopropylamino)ethyl phosphorothioic acid
AMIFOSTINE [WHO-DD]
WR-2721 TRIHYDRATE
({2-[(3-aminopropyl)amino]ethyl}sulfanyl)phosphonic acid
CHEBI:2636
DTXCID602585
ILA426L95O
S-omega-(3-Aminopropylamino)ethyl dihydrogen phosphorothioate
2-((3-Aminopropyl)amino)-ethanethiol, dihydrogen phosphate ester
S 8744
Acide ((amino-3 propylamino)-2 ethyl)-S-phosphorothioique [French]
Ethanethiol, 2-((3-aminopropyl)amino)-, dihydrogen phosphate (ester)
S-(2-((3-aminopropyl)amino)ethyl) O,O-dihydrogen phosphorothioate
WR 2721C
Acide ((amino-3 propylamino)-2 ethyl)-S-phosphorothioique
NCGC00015073-02
Phosphorothioic acid, S-(2-(3-aminopropylamino)ethyl) ester
S-{2-[(3-aminopropyl)amino]ethyl} dihydrogen thiophosphate
2-((3-Aminopropyl)amino)-ethanethiol, dihydrogen phosphate ester (9CI)
AMIFOSTINE [USAN]
ETHYOL (TN)
AMIFOSTINE [VANDF]
AMIFOSTINE (MART.)
AMIFOSTINE [MART.]
phosphorothioic acid S-(2-((3-aminopropyl)amino)ethyl) ester
AMIFOSTINE (USP-RS)
AMIFOSTINE [USP-RS]
2-((3-AMINOPROPYL)AMINO)ETHANETHIOL 1-(DIHYDROGEN PHOSPHATE)
AMIFOSTINE [ORANGE BOOK]
Amifostine Ethiofos
AMIFOSTINE (USP MONOGRAPH)
AMIFOSTINE [USP MONOGRAPH]
AMIFOSTINE TRIHYDRATE [MI]
CAS-20537-88-6
AMIFOSTINE TRIHYDRATE [WHO-DD]
S-[2-(3-Aminopropylamino)ethyl] phosphorothioate
SR-01000075680
2-(3-Aminopropyl)aminoethyl phosphorothioate
((2-((3-aminopropyl)amino)ethyl)sulfanyl)phosphonic acid
S-(2-((3-Aminopropyl)amino)ethyl) dihydrogen thiophosphate
Cytofos
Gammafos
YM 08310
S-[2-[(3-Aminopropyl)amino]ethyl] dihydrogen phosphorothioate
Ethanethiol, 2-((3-aminopropyl)amino)-, 1-(dihydrogen phosphate)
2-((3-Aminopropyl)amino)ethanethiol Dihydrogen Phosphate Ester Trihydrate
2-[(3-Aminopropyl)amino]ethanethiol Dihydrogen Phosphate Ester Trihydrate
Amifostine,(S)
MFCD00233058
Ethyol;WR2721
Spectrum_000332
Phosphorothioic acid S-
SpecPlus_000647
Spectrum5_001920
Lopac-A-5922
NCIMech_000622
CHEMBL1006
Lopac0_000029
SCHEMBL18464
KBioSS_000812
MLS000028473
BIDD:GT0059
DivK1c_006743
2-[(3-aminopropyl)amino]ethanethiol dihydrogen phosphate
S-(N-(3-Aminopropyl)-2-aminoethyl)thiophosphoric Acid
KBio1_001687
KBio2_000812
KBio2_003380
KBio2_005948
V03AF05
GLXC-20059
HMS2090I03
HMS3260E19
HMS3713C06
Pharmakon1600-01503081
BCP08957
HY-B0639
Phosphorothioic acid, S-[2-[(3-aminopropyl)amino]ethyl] ester
Tox21_110077
Tox21_500029
CCG-35734
NSC758236
AKOS015895196
Tox21_110077_1
AC-1126
DB01143
FA17353
FA45620
LP00029
SDCCGSBI-0050018.P005
SMP2_000335
NCGC00015073-01
NCGC00015073-03
NCGC00015073-04
NCGC00015073-05
NCGC00015073-15
NCGC00093549-01
NCGC00093549-02
NCGC00260714-01
AS-13020
Ethanethiol, dihydrogen phosphate (ester)
NCI60_002485
SMR000058413
Ethanethiol, dihydrogen phosphate- (ester)
SBI-0050018.P003
EU-0100029
NS00005651
A 5922
C06819
AB00053311-04
AB00053311-05
AB00053311_06
EN300-2008949
Aminopropylaminoethylthiophosphoric Acid Trihydrate
Q251698
{S-[2-(3-Aminopropylamino)ethyl]} phosphorothioate
SR-01000075680-1
SR-01000075680-3
SR-01000075680-5
2-(3-Aminopropyl)aminoethyl phosphorothioate; WR2721
BRD-K73947551-001-01-0
BRD-K73947551-001-04-4
Z1269145833
2-(3-aminopropylamino)ethylsulfanylphosphonic acid,trihydrate
Phosphorothioic acid, S-[2-[(3-aminopropyl)amino]ethyl]ester
S-2-(3-aminopropylamino)ethyl O,O-dihydrogen phosphorothioate
S-2-(3-Aminopropylamino)ethylphosphorothioic Acid Trihydrate
{S-[2-[(3-Aminopropyl)amino]ethyl]} dihydrogen phosphorothioate
S-(N-(3-Aminopropyl)-2-aminoethyl)thiophosphoric Acid Trihydrate
Ethanethiol, {S-[(3-aminopropyl)amino]-,} dihydrogen phosphate- (ester)
2-[(3-Aminopropyl)-amino]ethanethiol dihydrogen phosphate trihydrate;Ethiofos trihydrate
2-[(3-Aminopropyl)-amino]ethanethiol dihydrogen phosphate anhydrous;Phosphorothioic acid S-[2-[(3-aminopropyl)amino]ethyl]ester;Ethi ofos
806-322-5