Molecular Formula | C5H15N2O3PS |
Molar Mass | 214.22 |
Density | 1.367±0.06 g/cm3(Predicted) |
Melting Point | 160-1610C |
Boling Point | 441.7±51.0 °C(Predicted) |
Solubility | Soluble in Water. |
Appearance | powder |
Color | White |
pKa | 1.28±0.10(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months. |
Physical and Chemical Properties | Storage Conditions: 2-8 ℃ WGK Germany:3 RTECS:TE6491000 |
Use | Cytoprotectant for the protection of kidney, bone marrow and heart by chemotherapy |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | TE6491000 |
Toxicity | cyt-mus-ipr 300 mg/kg CUSCAM 54,1080,85 |
Reference Show more | 1. [IF=10.317] Jiani Xie et al."Graphdiyne nanoradioprotector with efficient free radical scavenging ability for mitigating radiation-induced gastrointestinal tract damage."Biomaterials. 2020 Jun;244:119940 2. [IF=4.142] Zhang Hao et al."A portable personal glucose meter method for enzyme activity detection and inhibitory activity evaluation based on alkaline phosphatase-mediated reaction."Anal Bioanal Chem. 2021 Apr;413(9):2457-2466 |
amifostine monohydrate: CAS accession number [63717-27-1]. A white solid was obtained from methanol-diethyl ether, melting point 160-161 °c (decomposition). Soluble in water, but unstable, especially unstable in acidic aqueous solution, easy to remove phosphate.
The reaction of propylene diamine and ethylene oxide produces N-Hydroxyethyl propylene diamine, which reacts with hydrobromic acid to produce the dihydrobromide salt of N-(2-bromoethyl) propylene diamine, finally, the reaction with sodium thiophosphate decahydrate yields amifostine monohydrate.
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 4.668 ml | 23.34 ml | 46.681 ml |
5 mM | 0.934 ml | 4.668 ml | 9.336 ml |
10 mM | 0.467 ml | 2.334 ml | 4.668 ml |
5 mM | 0.093 ml | 0.467 ml | 0.934 ml |
developed by Bioscience Corporation of texas(BIOTX) and approved in the UK in 1994. Amifostine is a derivative of cysteine, a cytoprotectant. It is a nucleophilic thiolated prodrug that acts as an active metabolite through dephosphorylation by membrane alkaline phosphatase. Amifostine only protects normal cells and tissues, but has no protective effect on cancer cells. It can increase the relative sensitivity of tumor cells to radiotherapy and chemotherapy, and improve the tolerance of the body. It is used to relieve the nephrotoxicity of anticancer drugs and prevent the hematopoietic system, immune damage and neutropenia related infections caused by radiotherapy.
amifostine monohydrate: Mice injected intraperitoneally with LDso (mg/kg):700.
indications | this product is a normal cell protective agent, mainly used for adjuvant treatment of various cancers. The application of this product before chemotherapy for patients with lung cancer, ovarian cancer, breast cancer, nasopharyngeal cancer, bone tumors, gastrointestinal tumors, hematological tumors and other cancers can significantly reduce the kidney, bone marrow, and heart produced by chemotherapy drugs., Ear and nervous system toxicity, without reducing the efficacy of chemotherapy drugs. The application of this product before radiotherapy can significantly reduce the occurrence of oral dryness and mucositis. |
Pharmacological action and mechanism of action | Amifostine is a nucleophilic sulfur-containing prodrug, which is dephosphorylated by membrane alkaline phosphoesterase to become active Metabolite WR-1065 (free mercaptan) works. The accumulation ratio of amifostine in tumor tissues and normal tissues is about 1 ∶(50~100), which may be related to the difference of membrane alkaline phosphoesterase activity and pH value in tumor and normal tissues. Tumor tissues are mostly anaerobic metabolism, with low pH value, and membrane alkaline phosphoesterase activity is much lower than that of normal tissues. Based on different pH values, WR-1065 are more likely to be absorbed by normal tissues. Its cytoprotective effect depends on the high concentration in this normal tissue to scavenge free radicals, inactivating active cytotoxic drugs such as platinum and alkylating agents, etc. In tumor tissues, the concentration of the drug is low, so it has no protective effect on tumor tissues and does not affect the effects of radiotherapy and chemotherapy. |
uses | chemotherapeutic cytoprotective drugs and radiotherapy protective agents can selectively protect normal tissue cells while killing cancer cells during radiotherapy or chemotherapy, so that patients can receive continuous treatment. It is used to relieve the renal toxicity of anticancer drugs, prevent the hematopoietic system and immune damage caused by radiotherapy, and have a certain effect. It is also used to reduce infections related to neutropenia. cell protective agent, used for the protection of kidney, bone marrow and heart by chemotherapy |
production method | method 1: propylene diamine reacts with ethylene oxide to generate N-hydroxyethyl propylene diamine, which reacts with 40% hydrobromic acid to generate N-(2-bromoethyl) propylene dihydrobromate of diamine, and finally reacts with sodium thiophosphate 10 hydrate to obtain amifostine monohydrate. Method 2: Compound (Ⅰ) reacts with compound (Ⅱ), and the product (Ⅲ) is converted into compound (Ⅳ) and compound (V) by the action of hydrobromic acid-acetic acid, and then reacts with (Ⅵ) to obtain amifostine. |
category | toxic substances |
toxicity classification | highly toxic |
acute toxicity | abdominal cavity-rat LD50: 418 mg/kg; Oral administration-mouse LD50: 842 mg/kg |
flammability hazard characteristics | combustible; combustion produces toxic nitrogen oxides, phosphorus oxides and sulfur oxide smoke |
storage and transportation characteristics | warehouse ventilation and low temperature drying |
fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |