ETHIOFOS

NSC - 296961

SMILE String: S(P(=O)(O)O)CCNCCCN

Chemical Name: 2-[(3-Aminopropyl)amino]ethanethiol,dihydrogen phosphate(ester)

Other Names: Amifostine (USAN/INN); Gammaphos; WR-2721; Ethyol®

CAS Registry Number: 20537-88-6

Molecular Formula: C5H15N2O3PS       M.W.: 214.2

Approximate Solubility:              (mg/mL)
Water                     approximately 450
95% Ethanol                          < 0.01
Chloroform                           < 0.01
Toluene                              < 0.01

Stability:

 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).

High Performance Liquid Chromatography:

 Column: C18 Reverse Phase, 300 mm x 4 mm i.d.

 Mobile Phase: H2O

 Flow Rate: 1.0 mL /min

 Detection: UV at 200 nm

 Sample Preparation: Immediately prior to injection each sampling was dissolved in 0.10 mL of water

Retention Volume: 4.0 mL (NSC-296961)

Toxicity Data:
 Rat(ip): LD50: 418 mg/kg
 Radiobiologiya, 16,249,(1976)

 Rat(im): LD50: 396 mg/kg
 Radiobiologiya, 16,249,(1976)

 Mouse(po): LD50: 842 mg/kg
 Radiobiologiya, 20,746,(1980)

 Mouse(ip): LD50: 321 mg/kg
 NCI Screening Program Data Summary

 Mouse(iv): LD50: 557 mg/kg
 National Technical Information Service, PB81- 199580

 Mouse (im): LD50: 514 mg/kg
 Radiobiologiya, 16,249,(1976)

 Dog(iv): LD Lo: 279 mg/kg
 Toxicologic Pathology, 13,58,(1985)