2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate

Base Information

• Chemical Name: 2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate
• CAS No.: 112901-68-5
• Molecular Formula: C₅H₁₅N₂O₃PS*H₂O
• Molecular Weight: 232.241
• Hs Code.: 2930909165
• Mol file: 112901-68-5.mol

Synonyms:Anifostine trihydrate;Ethanethiol,2-[(3-aminopropyl)amino]-, dihydrogen phosphate (ester), trihydrate (9CI);

Chemical Property of 2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate

Chemical Property:

• Vapor Pressure: 4.9E-09mmHg at 25°C
• Boiling Point: 441.7 °C at 760 mmHg
• PKA: pKa1 <2.0; pKa2 4.2; pKa3 9.0; pKa4 11.7(at 25℃)
• Flash Point: 220.9 °C
• PSA: 158.38000
• Density: 1.367g/cm3
• LogP: 0.64900
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

Amifostine trihydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Description: Amifostine is a broad-spectrum cytoprotective agent, once used as a military anti-radiation agent, and now used as a protective drug for radiotherapy and chemotherapy. It has significantly effective in reducing the side effects of anticancer drugs such as cyclophosphamide, ciplatin, doxorubicin, and anti-HIV drugs such as 3-azido-3-deoxythymidine, without affecting the efficacy of anticancer or anti-HIV drugs curative effect. At present, the commercially available amifostine products include freeze-dried powder injection（ETHYOL ）produced by American Life Sciences Co., Ltd. It is only available as a lyophilized powder for injection, but is thermally unstable.
• Uses: Protectant (topical); radioprotector. Amifostine may provide renal protection during PRRT using somatostatin analogs by mitigating radiation damage and reducing the absorbed kidney radiation dose. Amifostine remediates the degenerative effects of radiation on the mineralization capacity of the murine mandible.

Technology Process of 2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate

There total 9 articles about 2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.2%

dibromohydrate du N-(bromoethyl-2)diamino-1,3 propane (23545-42-8) → S-(2-(3-aminopropylamino)ethyl)phosphorothioic acid dihydrate (112901-68-5)

Guidance literature:

With trichlorothiophosphine; sodium hydroxide; water; at 5 - 40 ℃; for 10 - 15h; Product distribution / selectivity;

Reference yield:

amifostine trihydrate (112901-68-5) → amifostine monohydrate (112901-68-5)

Guidance literature:

With ion exchange resin; pyrographite; In methanol; water; at -2 - 35 ℃;

Reference yield:

dibromohydrate du N-(bromoethyl-2)diamino-1,3 propane (23545-42-8) → amifostine monohydrate (63717-27-1,112901-68-5)

Guidance literature:

With water; trisodium thiophosphate; N,N-dimethyl-formamide; at 15 ℃; for 1.5h;

upstream raw materials:

amifostine monohydrate

dibromohydrate du N-(bromoethyl-2)diamino-1,3 propane

Refernces

• 1、 -. "NOVEL DIHYDRATE FORM OF AMIFOSTINE AND PROCESS FOR ITS PREPARATION". Page/Page column 16; 17; 18. . Retrieved 2008/06/13.