112901-68-5 Usage
Description
2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate is an organic compound characterized by its unique structure that incorporates an aminopropylamino group, an ethylsulfanyl group, and a phosphonic acid moiety. 2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate is typically found in a hydrated form, with three water molecules associated with it. Its chemical properties and structure make it suitable for various applications across different industries.
Uses
Used in Pharmaceutical Industry:
2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate is used as a therapeutic agent for its potential protective and radioprotective properties. It may be employed to mitigate the side effects of radiation therapy and chemotherapy, similar to the function of Amifostine, by reducing the absorbed radiation dose and protecting healthy tissues from radiation damage.
Used in Cosmetics Industry:
In the cosmetics industry, 2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate is used as a protectant in topical formulations. Its protective properties make it suitable for inclusion in products designed to shield the skin from harmful environmental factors, such as UV radiation or pollutants.
Used in Research and Development:
2-(3-Aminopropylamino)ethylsulfanylphosphonic acid trihydrate may also be utilized in research settings, particularly in the development of new drugs and therapies. Its unique structure could be harnessed to create novel drug delivery systems, similar to the applications of Gallotannin, to improve the bioavailability and therapeutic outcomes of various treatments.
Biochem/physiol Actions
Radioprotective agent. Selectively protects normal tissues from the damaging effects of anti-neoplastic radiation therapy. Selectivity is due to preferential uptake by normal tissues and subsequent metabolic activation to 2-(3-aminopropyl)aminoethanethiol.
Synthesis
1). In the 50L stainless steel reactor, add 13.6kg of pure water, 19.2mol (7.6kg) of sodium thiophosphate dodecahydrate, add N-(2-bromoethyl)-1,3-propanediamine bisulfite under stirring Hydrobromide salt 19.8mol (6.8kg, 3% excess), 11.0kg DMSO was added slowly while maintaining the reaction temperature not to exceed 25°C. After the dropwise addition of DMSO, the reaction solution was monitored with silver nitrate solution until no black precipitate was precipitated, and the reaction was completed. Centrifugal filtration to obtain 6.1 kg of crude amifostine trihydrate.2). In the 50L stainless steel crystallization kettle, add 22.0kg of pure water, add 6.1kg of the crude 3-aminopropylamine ethyl thiophosphoric acid prepared in the previous step, dissolve at room temperature, add 95.0g of activated carbon, and stir at room temperature for 15 minutes , filter, add methanol 8.7kg to the mother liquor, cool down to 0 ℃ through cooling water, maintain 18 hours, centrifugal filter, obtain 4.8kg of 3-aminopropylamine ethyl thiophosphoric acid without crystal water once recrystallization.3). Add 20.0kg of pure water to the 50L stainless steel crystallization kettle, add 4.8kg of 3-aminopropylamine ethyl thiophosphoric acid without crystal water obtained by the first recrystallization, stir and dissolve at room temperature, add 75.0g of activated carbon , stirred at room temperature for 15 minutes, filtered, added 3.2kg of ethanol to the mother liquor, cooled to 0°C through cooling water, maintained for 18 hours, centrifugally filtered, and vacuum dried at 30°C to obtain 3.6kg of amifostine trihydrate.
Check Digit Verification of cas no
The CAS Registry Mumber 112901-68-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,2,9,0 and 1 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 112901-68:
(8*1)+(7*1)+(6*2)+(5*9)+(4*0)+(3*1)+(2*6)+(1*8)=95
95 % 10 = 5
So 112901-68-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H15N2O3PS.3H2O/c6-2-1-3-7-4-5-12-11(8,9)10;;;/h7H,1-6H2,(H2,8,9,10);3*1H2
112901-68-5Relevant articles and documents
PROCESS FOR THE PREPARATION OF (ω -AMINOALKYLAMINO)ALKYL HALIDES AND CONVERSION TO AMIFOSTINE
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Page/Page column 15-16, (2008/06/13)
The present invention relates to processes for the preparation of (ω- aminoalkylainino)alkyl halides, their conversion to S-ω-(ω-aminoalkylamino)alkyl phosphothioates, and purification of the crystalline products of the reaction. The preparation process for the (ω-aminoalkylamino)alkyl halides comprises contacting an appropriate alcohol with a brominating agent in the presence of a sulfone solvent under temperature and pressure conditions suitable to effect salt formation without subsequent premature precipitation. The process is especially useful for converting (ω-aminoalkylamino)ethyl alcohol to amifostine.
NOVEL DIHYDRATE FORM OF AMIFOSTINE AND PROCESS FOR ITS PREPARATION
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Page/Page column 16; 17; 18, (2008/06/13)
The present invention relates to a novel dihydrate form of Amifostine of formula (I) and process for its preparation.
