146136-56-3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 762-04-9 phosphonic acid diethyl ester 
• 79-07-2 Chloroacetamide 
• 110470-34-3 diethyl [1-amine(4-methoxyphenyl)methyl]phosphonate 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 146136-65-4 [[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetylamino]-(4-methoxy-phenyl)-methyl]-phosphonic acid diethyl ester 
• 146136-72-3 N-({[(Diethoxy-phosphoryl)-(4-methoxy-phenyl)-methyl]-carbamoyl}-methyl)-phthalamic acid 
• 146330-16-7 [(2-Amino-acetylamino)-(4-methoxy-phenyl)-methyl]-phosphonic acid diethyl ester 
• 146136-76-7 4-methoxy-α-(N-phthaloylglycylamino)benzylphosphonic acid 

Relevant academic research and scientific papers

Design, synthesis of novel celastrol derivatives and study on their antitumor growth through HIF-1α pathway

Four series of hypoxia-inducible factor-1 alpha (HIF-1α) functioning derivatives stemming from modifications to the C-29 carboxyl group of celastrol were designed and synthesized, and their anticancer activities were evaluated. To address the structure and activity relationship of each derivative, extensive structural changes were made. HRE luciferase reporter assay demonstrated that 12 modified compounds showed superior HIF-1α inhibitory activity. Among them, compound C6 exhibited the best features: firstly, the strongest HIF-1α inhibitory activity (IC50 = 0.05 μM, 5-fold higher than that of celastrol); secondly, lower cytotoxicity (22-fold lower, C6-16.85 μM vs celastrol-0.76 μM). Thus, the safety factor of C6 was about 112 times higher than that of celastrol. Western blot assay indicated that C6 may inhibit the expression of HIF-1α protein in cells. Additionally, C6 hindered tumor cell cloning, migration and induced cell apoptosis. It is worth mentioning that in the mouse tumor xenograft model, C6 (10 mg/kg) displayed good antitumor activity in vivo, showing a better inhibition rate (74.03%) than the reference compound 5-fluorouracil (inhibition rate, 59.58%). However, the celastrol treatment group experienced collective death after four doses of the drug. Moreover, C6 minimally affected the mouse weight, indicating that its application in vivo has little toxic effect. H&E staining experiments show that it could also exacerbate the degree of tumor cell damage. The results of water solubility experiment show that the solubility of C6 is increased by 1.36 times than that of celastrol. In conclusion, C6 is a promising antitumor agent through HIF-1α pathway.

Design and synthesis of C-19 isosteviol derivatives as potent and highly selective antiproliferative agents

Six series of novel isosteviol derivatives; modified in the C-19 position; were synthesized; and their antiproliferative activity was evaluated against three human cancer cell lines (HCT-116; BEL-7402; HepG2) and the human L02 normal cell line in vitro. M

Studies on organophosphorus compounds; LXIII. A new and facile synthetic route to protected phosphonodipeptides: A backbone for the formation of oligophosphonopeptides

A modified three-component condensation of 2-haloalkanamides, benzaldehydes and dialkyl phosphites leading to α-(2-haloacylamino)-substituted dialkyl benzylphosphonates 1 is described. Compounds 1 upon reaction with phthalimide and potassium carbonate und