343851-08-1

Basic information

• Product Name: N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester
• Synonyms: N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester
• CAS NO: 343851-08-1
• Molecular Weight: 479.533
• Mol File: 343851-08-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester(343851-08-1)
• EPA Substance Registry System: N-(benzyloxycarbonyl)-4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester(343851-08-1)

Safety Data

• Hazardous Substances Data: 343851-08-1(Hazardous Substances Data)

Upstream product

• 343851-01-4 N-(benzyloxycarbonyl)-4-iodo-3-methyl-L-phenylalanine methyl ester 
• 134039-54-6 1,2,3,4-Tetrahydro-5-iodo-1,3,6-trimethyl-2,4-dioxopyrimidine 
• 106-93-4 ethylene dibromide 
• 80866-75-7 3-methyl-4-nitrobenzyl alcohol 
• 343850-99-7 C₂₄H₂₈N₂O₆ 
• 220847-70-1 N-(benzyloxycarbonyl)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-L-phenylalanine methyl ester 
• 1428442-17-4 C₇H₉IN₂O₂Zn 
• 180149-35-3 4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methylbenzyl alcohol 
• 721881-92-1 C₁₉H₂₂N₂O₄ 

Downstream Products

• 343851-09-2 4-(1,3,6-trimethyl-2,4-dioxo-5-pyrimidinyl)-3-methyl-L-phenylalanine methyl ester 

Relevant articles and documents

Identification of N-acyl 4-(5-pyrimidine-2,4-dionyl)phenylalanine derivatives and their orally active prodrug esters as dual-acting alpha4-beta1 and alpha4-beta7 receptor antagonists

N-Acyl 4-(5-pyrimidine-2,4-dionyl)phenylalanine derivatives of type 4 were designed to replace the 2,6-dichlorobenzoylamine portion of compound 1 in order to identify novel compounds with improved potency against α4-integrins. Several derivatives were identified as very potent dual-acting α4-integrin, α4β1 and α4β7 antagonists. Investigation of a limited number of prodrug esters led to the discovery of the ethyl ester prodrug 42, which demonstrated good intestinal fluid stability and good permeability. Despite low solubility, 42 gave acceptable blood levels of 30 when dosed orally in non-human primates. Additionally, 42 had an overall excellent profile and was selected for clinical trials. Investigation of N-acyl 4-(5-pyrimidine-2,4-dionyl)phenylalanine derivatives led to the discovery of several very potent dual-acting α4-integrin antagonists. Ethyl ester prodrug 42 advanced to human clinical trials based on the excellent intestinal fluid stability, good permeability and superior efficacy in non-human primates.