61146-25-6

Basic information

• Product Name: Phosphonic acid, [(2-hydroxyphenyl)[(phenylmethyl)amino]methyl]-
• CAS NO: 61146-25-6
• Molecular Formula: C14H16NO4P
• Molecular Weight: 293.259
• Mol File: 61146-25-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [(2-hydroxyphenyl)[(phenylmethyl)amino]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [(2-hydroxyphenyl)[(phenylmethyl)amino]methyl]-(61146-25-6)
• EPA Substance Registry System: Phosphonic acid, [(2-hydroxyphenyl)[(phenylmethyl)amino]methyl]-(61146-25-6)

Safety Data

• Hazardous Substances Data: 61146-25-6(Hazardous Substances Data)

Upstream product

• 90-02-8 salicylaldehyde 
• 886-08-8 N-(benzyl)salicylaldimine 
• 61146-35-8 [Benzylamino-(2-hydroxy-phenyl)-methyl]-phosphonic acid diethyl ester 

Relevant articles and documents

Phosphatase inhibitors. III. Benzylaminophosphonic acids as potent inhibitors of human prostatic acid phosphatase

Further investigation of the structural requirements of a series of benzylphosphonic acid inhibitors of human prostatic acid phosphatase has led to the highly potent series of α-aminobenzylphosphonic acids. The α-benzylaminobenzylphosphonic acid, with an IC50 = 4 nM, exhibited a 3500-fold improvement in potency over the carbon analogue, α-phenylethyl. The enhanced potency may be due to a combination of four favorable interactions including those with the phosphate binding region, the presence the hydrophobic moieties of the benzylamino and phenylphosphonic acid, and a rigid conformer produced by an internal salt bridge between the phosphonate and the α-amino group. Replacement of the phosphonic acid moiety with a phosphinic or carboxylic acid as well as deletion of the benzyl substitution on the α-amino group led to great reductions in potency.