20537-88-6
Product Name:
Amifostine
Formula:
C5H15N2O3PS
Synonyms:
2-(3-Aminopropyl)aminoethyl phosphorothioate;Amifostine trihydrate;WR2721
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CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid |
|---|---|
| Color/Form | White crystalline powder |
| Solubility | 1000 mg/mL |
| LogP | -1.9 |
| Stability/Shelf Life | Bulk: A small sample stored in a small container at 60 °C showed about 14% decomposition in 24 hours. A small sample stored in a large container at 60 °C for 30 days appeared to be stable. The stability of the compound is dependent on the temperature and the relative amount of moisture present (HPLC and TLC). The compound should be stored under refrigeration in tightly closed containers. Solution: A 5% aqueous solution showed about 1% decomposition after 24 hours at room temperature (TLC). |
| Collision Cross Section | 146.9 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards] |
| Other Experimental Properties | White solid from methanol/ether. Mp 160-161 °C (dec). /Monohydrate/ |
COMPUTED DESCRIPTORS
| Molecular Weight | 214.23 g/mol |
|---|---|
| XLogP3 | -4.5 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 7 |
| Exact Mass | 214.05410052 g/mol |
| Monoisotopic Mass | 214.05410052 g/mol |
| Topological Polar Surface Area | 121 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 152 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Amifostine is an organic thiophosphate that is the S-phospho derivative of 2-[(3-aminopropyl)amino]ethanethiol. A prodrug for the free thiol, WR-1065, which is used as a cytoprotectant in cancer chemotherapy and radiotherapy. It has a role as a prodrug, a radiation protective agent and an antioxidant. It is a diamine and an organic thiophosphate. It is functionally related to a cysteamine.