33973-22-7

Basic information

• Product Name: Phosphonic acid, (1-phenyl-3-butenyl)-, diethyl ester
• CAS NO: 33973-22-7
• Molecular Formula: C14H21O3P
• Molecular Weight: 268.293
• Mol File: 33973-22-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, (1-phenyl-3-butenyl)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, (1-phenyl-3-butenyl)-, diethyl ester(33973-22-7)
• EPA Substance Registry System: Phosphonic acid, (1-phenyl-3-butenyl)-, diethyl ester(33973-22-7)

Safety Data

• Hazardous Substances Data: 33973-22-7(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 
• 106-95-6 allyl bromide 

Downstream Products

• 108298-19-7 (1-Methylthio-1-phenyl-3-butenyl)phosphonsaeure-diethylester 
• 253345-83-4 (2-oxiranyl-1-phenyl-ethyl)-phosphonic acid diethyl ester 
• 7749-92-0 diethyl 2-formyl-1-phenylethylphosphonate 
• 884489-17-2 diethyl [3-(N-hydroxyacetamido)-1-(phenyl)propyl]phosphonate 
• 884489-14-9 (3-benzyloxyamino-1-phenyl-propyl)-phosphonic acid diethyl ester 
• 852326-96-6 [3-(acetyl-benzyloxy-amino)-1-phenyl-propyl]-phosphonic acid diethyl ester 
• 884489-13-8 diethyl 3-(benzyloxy)imino-1-phenylpropylphosphonate 
• 852326-95-5 [3-(benzyloxy-formyl-amino)-1-phenyl-propyl]-phosphonic acid diethyl ester 
• 942631-67-6 (E)-diethyl 3-(benzyloxy)imino-1-phenylpropylphosphonate 
• 108298-21-1 (1-Phenyl-1,3-butadienyl)phosphonsaeure-diethylester 

Relevant articles and documents

Antimalarial and structural studies of pyridine-containing inhibitors of 1-deoxyxylulose-5-phosphate reductoisomerase

1-Deoxy-d-xylulose-5-phosphate reductoisomerase (DXR) in the nonmevalonate isoprene biosynthesis pathway is a target for developing antimalarial drugs. Fosmidomycin, a potent DXR inhibitor, showed safety as well as efficacy against Plasmodium falciparum malaria in clinical trials. On the basis of our previous quantitative structure-activity relationship (QSAR) and crystallographic studies, several novel pyridine-containing fosmidomycin derivatives were designed, synthesized, and found to be highly potent inhibitors of P. falciparum DXR (PfDXR) having Ki values of 1.9-13 nM, with the best one being ～11× more active than fosmidomycin. These compounds also potently block the proliferation of multidrug resistant P. falciparum with EC 50 values as low as 170 nM. A 2.3 A? crystal structure of PfDXR in complex with one of the inhibitors is reported, showing that the flexible loop of the protein undergoes conformational changes upon ligand binding and a hydrogen bond and favorable hydrophobic interactions between the pyridine group and the PfDXR account for the enhanced activity.