195611-54-2Relevant academic research and scientific papers
Diversity-oriented synthesis of α-aminophosphonates: A new class of potential anticancer agents
Bhattacharya, Asish K.,Raut, Dnyaneshwar S.,Rana, Kalpeshkumar C.,Polanki, Innaiah K.,Khan, Mohd Sajid,Iram, Sana
supporting information, p. 146 - 152 (2013/10/01)
A small library of structurally diverse α-aminophosphonates has been synthesized by reacting alkyl/aryl aldehydes, alkyl/aryl amines and alkyl/aryl phosphites in one-pot catalyzed by Amberlite-IR 120 resin (acidic). All the synthesized a-aminophosphonates were assayed for their in vitro cytotoxic activities against a panel of five human cancer cell lines including A-549, NCI-H23 (Lung), Colo 320DM (Colon), MG-63 (Bone marrow) and Jurkat (Blood T lymphocytes). Compound 4n having (R)-1-phenylethanamine was found to be the most active amongst all the synthesized a-aminophosphonates against all the five cancer cell lines, most prominent being against Jurkat cell line with an IC 50 value of 4 μM. Surprisingly, compound 4o having (S)-1-phenylethanamine was found to be devoid of any cytotoxicity. Our finding suggests that these chemical entities could further serve as interesting template for the design of potential anticancer agents.
The cleavage of 1-amino-2'-nitrobenzylphosphonates in a basic medium. Formation of the 3-amino-2,1-benzisoxazole derivatives
Boduszek, Bogdan,Halama, Agnieszka,Zon, Jerzy
, p. 11399 - 11410 (2007/10/03)
Treatment of 1-amino-2'-nitrobenzylphosphonic acids with aqueous sodium hydroxide caused a C-P bond cleavage, with formation of 3-amino-2,1-benzisoxazole derivatives (3). The leaving phosphorus moiety was identified here as phosphoric acid. In the case of basic hydrolysis of corresponding esters, new cyclic phosphorus compounds (derivatives of benzoxazaphosphorin-3,1,2 P(v)-one-2) were obtained. The cyclic products were formed as a result of the subsequent reaction of anthranil derivatives with leaving phosphorus fragment, presumably metaphosphate, These benzoxazaphosphorins (cormpounds 4) were converted by means of aqueous hydrochloric acid to 3-amino-2,1-benzisoxazole derivatives.
