646532-78-7

Basic information

• Product Name: L-Valine, N-[(phenylmethoxy)carbonyl]-, 2-[2-(1,1-dimethylethoxy)-2-oxoethyl]hydrazide
• CAS NO: 646532-78-7
• Molecular Formula: C19H29N3O5
• Molecular Weight: 379.456
• Mol File: 646532-78-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: L-Valine, N-[(phenylmethoxy)carbonyl]-, 2-[2-(1,1-dimethylethoxy)-2-oxoethyl]hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: L-Valine, N-[(phenylmethoxy)carbonyl]-, 2-[2-(1,1-dimethylethoxy)-2-oxoethyl]hydrazide(646532-78-7)
• EPA Substance Registry System: L-Valine, N-[(phenylmethoxy)carbonyl]-, 2-[2-(1,1-dimethylethoxy)-2-oxoethyl]hydrazide(646532-78-7)

Safety Data

• Hazardous Substances Data: 646532-78-7(Hazardous Substances Data)

Upstream product

• 24210-19-3 methyl (2S)-3-methyl-[(benzyloxy)carbonylamino]butanoate 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 2443-71-2 benzyl (S)-(1-hydrazineyl-3-methyl-1-oxobutan-2-yl)carbamate 

Downstream Products

• 646532-53-8 3-[N'-(2-benzyloxycarbonylamino-3-methyl-butyryl)-N-carboxymethyl-hydrazinocarbonyl]-oxirane-2-carboxylic acid ethyl ester 
• 646532-22-1 {N'-(2-benzyloxycarbonylamino-3-methyl-butyryl)-N-[3-(4-chloro-phenyl)-oxiranecarbonyl]-hydrazino}-acetic acid tert-butyl ester 
• 646532-21-0 [N'-(2-benzyloxycarbonylamino-3-methyl-butyryl)-N-(3-phenethyl-oxiranecarbonyl)-hydrazino]-acetic acid tert-butyl ester 
• 646532-20-9 3-[N'-(2-benzyloxycarbonylamino-3-methyl-butyryl)-N-tert-butoxycarbonylmethyl-hydrazinocarbonyl]-oxirane-2-carboxylic acid ethyl ester 

Relevant articles and documents

Design, synthesis, and evaluation of aza-peptide Michael acceptors as selective and potent inhibitors of caspases-2, -3, -6, -7, -8, -9, and -10

Aza-peptide Michael acceptors are a novel class of inhibitors that are potent and specific for caspases-2, -3, -6, -7, -8, -9, and -10. The second-order rate constants are in the order of 106 M-1 s-1. The aza-peptide Michael acceptor inhibitor 18t (Cbz-Asp-Glu-Val-AAsp-trans-CH=CH-CON(CH2-1-Naphth)2 is the most potent compound and it inhibits caspase-3 with a k2 value of 5620000 M-1 s-1. The inhibitor 18t is 13700, 190, 6.4, 594, 37500, and 173-fold more selective for caspase-3 over caspases-2, -6, -7, -8, -9, and -10, respectively. Aza-peptide Michael acceptors designed with caspase specific sequences are selective and do not show any cross reactivity with clan CA cysteine proteases such as papain, cathepsin B, and calpains. High-resolution crystal structures of caspase-3 and caspase-8 in complex with aza-peptide Michael acceptor inhibitors demonstrate the nucleophilic attack on C2 and provide insight into the selectivity and potency of the inhibitors with respect to the P1′ moiety.