135473-59-5

Basic information

• Product Name: Phosphonic acid, [amino(4-fluorophenyl)methyl]-, diethyl ester
• CAS NO: 135473-59-5
• Molecular Formula: C11H17FNO3P
• Molecular Weight: 261.233
• Mol File: 135473-59-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [amino(4-fluorophenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [amino(4-fluorophenyl)methyl]-, diethyl ester(135473-59-5)
• EPA Substance Registry System: Phosphonic acid, [amino(4-fluorophenyl)methyl]-, diethyl ester(135473-59-5)

Safety Data

• Hazardous Substances Data: 135473-59-5(Hazardous Substances Data)

Upstream product

• 135473-48-2 O,O-diethyl-N-benzylamino-4-fluorophenylmethylphosphonate 
• 459-57-4 4-fluorobenzaldehyde 
• 762-04-9 phosphonic acid diethyl ester 
• 456-22-4 4-Fluorobenzoic acid 
• 19957-18-7 diethyl 4-fluorobenzoylphosphonate 
• 403-43-0 4-fluorobenzoyl chloride 
• 67907-60-2 N-(4-fluorophenylmethylene)-benzylamine 
• 612808-09-0 N,N'-bis(4-fluorobenzylidene)-1-(4-fluorophenyl)methanediamine 
• 909722-64-1 diethyl N-(4-fluorophenylmethylene)-1-amino (4-fluorophenyl)ethylphosphonate 
• 762-04-9 Diethyl phosphonate 

Downstream Products

• 1347739-92-7 O,O-diethyl [2-(4,6-dimethoxypyrimidin-2-yloxy)phenoxyamino](4-fluorophenyl)methylphosphonate 
• 1396320-39-0 O,O'-diethyl α-(thiazolo[5,4-b]pyridin-2-ylamino)(4-fluorophenyl)methylphosphonate 
• 1416892-87-9 O,O'-diethyl ((benzothiazole-2-yl)amino)(4-fluorophenyl)methylphosphonate 
• 1533457-15-6 diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(4-fluorophenyl)methylphosphonate 
• 929049-06-9 diethyl α-(phenylsulfonylamino)-4-fluorobenzylphosphonate 
• 1621069-78-0 O,O′-diethyl (4-fluorophenyl)(2-(1-hydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yloxy)propanamido)methylphosphonate 
• 1621069-67-7 O,O′-diethyl (4-fluorophenyl)(2-(1-hydroxy-9, 10-dioxo-9,10-dihydroanthracen-2-yloxy)acetamido)methylphosphonate 
• 1454615-02-1 C₃₂H₄₄FN₂O₄PS 
• 1260249-31-7 C₂₆H₃₁FN₃O₈P 
• 1260249-40-8 C₂₅H₂₉FN₃O₈P 
• 1218951-11-1 O,O-diethyl N-[2-(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yloxy)benzoxyl]-1-amino-1-(4-fluorophenyl)methyl phosphonate 
• 125553-06-2 α-amino-(4'-fluorophenyl-)methanephosphonic acid 

Relevant articles and documents

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.

Synthesis of derivatives of artesunate α-aminophosphonate and their antimicrobial activities

Thirteen α-aminophosphonate derivatives with artesunate were synthesized by introducing bioactive α-aminophosphonate combination with artesunate in this work. The reaction were easily carried out at normal pressure, low temperature and without any catalys

Coumarin-containing aminophosphonates bridged with chiral side chain: Synthesis and influence of chirality on cytotoxicity and DNA binding

A series of novel coumarin-containing α-Aminophosphonates with two chiral centers were synthesized and a single-crystal structure of compound 8g (8g', (R)-diethyl ((S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanamido)(2- bromophenyl)methylphosphonate) was