500782-85-4

Basic information

• Product Name: D-Leucine, N-[[(2S)-4-[[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]-3-oxo- 2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester
• CAS NO: 500782-85-4
• Molecular Formula: C43H47N5O4
• Molecular Weight: 697.877
• Mol File: 500782-85-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: D-Leucine, N-[[(2S)-4-[[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]-3-oxo- 2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: D-Leucine, N-[[(2S)-4-[[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]-3-oxo- 2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester(500782-85-4)
• EPA Substance Registry System: D-Leucine, N-[[(2S)-4-[[5-methyl-1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]-3-oxo- 2-(phenylmethyl)-1-piperazinyl]carbonyl]-, methyl ester(500782-85-4)

Safety Data

• Hazardous Substances Data: 500782-85-4(Hazardous Substances Data)

Upstream product

• 500782-83-2 C₃₅H₃₄N₄O 
• 362510-93-8 D-leucine methyl ester isocyanate 
• 29636-87-1 4⁽⁵⁾-methyl-5⁽⁴⁾-hydroxymethylimidazole 
• 102579-45-3 Z-Phe-glycinal dimethyl acetal 
• 106147-84-6 4-Hydroxymethyl-5-methyl-1-(triphenylmethyl)imidazole 
• 5845-53-4 (R)-leucine methyl ester hydrochloride 
• 1161-13-3 N-Cbz-L-Phe 
• 500782-82-1 C₄₃H₃₈N₄O₃ 
• 500782-67-2 C₁₉H₁₈N₂O₃ 

Downstream Products

• 501010-09-9 C₂₄H₃₃N₅O₄ 

Relevant articles and documents

Synthesis and evaluation of potent, highly-selective, 3-aryl-piperazinone inhibitors of protein geranylgeranyltransferase-I

A series of compounds based on the carboxyl-terminal CAAL sequence of PGGTase-I substrates was designed and synthesized. Using piperazin-2-one as a semi-rigid scaffold, we have introduced critical pharmacophores in a well-defined arrangement to mimic the CAAL sequence. High potency and exceptional selectivity were obtained for inhibition of PGGTase-I with structures such as 45 and 70. Potency of this series of GGTIs was dependent on the presence of an l-leucine residue with a free carboxyl terminus, as well as an S configuration of the 3-aryl group. The selectivity was significantly enhanced by 5-methyl substitution on the imidazole ring and fluorine substitution on the 3-aryl group. Modification of the 6-position of the piperazinone scaffold was found to be unfavorable. Compounds 44 and 69, the corresponding methyl esters of 45 and 70, were found to selectively block processing of Rap1A by PGGTase-I in whole cells with IC50 values of 0.4 M and 0.7 M respectively. The Royal Society of Chemistry 2006.