86499-31-2

Basic information

• Product Name: Propanedioic acid, (acetylamino)[2-(2-nitrophenyl)ethyl]-, diethyl ester
• CAS NO: 86499-31-2
• Molecular Formula: C17H22N2O7
• Molecular Weight: 366.371
• Mol File: 86499-31-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (acetylamino)[2-(2-nitrophenyl)ethyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (acetylamino)[2-(2-nitrophenyl)ethyl]-, diethyl ester(86499-31-2)
• EPA Substance Registry System: Propanedioic acid, (acetylamino)[2-(2-nitrophenyl)ethyl]-, diethyl ester(86499-31-2)

Safety Data

• Hazardous Substances Data: 86499-31-2(Hazardous Substances Data)

Upstream product

• 16793-89-8 (2-bromoethyl)-2-nitrobenzene 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 

Downstream Products

• 168965-67-1 2-[2-(3-tert-Butoxycarbonylamino-4-hydroxy-butyl)-phenylamino]-3-methyl-butyric acid methyl ester 
• 86499-90-3 ethyl 2-<(tert-butoxycarbonyl)amino>-4-(2-nitrophenyl)butanoate 
• 153235-12-2 2-<(tert-butoxycarbonyl)amino>-4-(2-nitrophenyl)butan-1-ol 
• 86499-33-4 ethyl 2-amino-4-(2-nitrophenyl)butyrate 
• 168965-66-0 2-<(tert-butoxycarbonyl)amino>-4-(2-aminophenyl)butan-1-ol 
• 105260-07-9 2-amino-4-(2-nitrophenyl)butyric acid 

Relevant articles and documents

Synthesis, conformation, and biological activity of teleocidin mimics, benzolactams. A clarification of the conformational flexibility problem in structure-activity studies of teleocidins

Tumor-promoter teleocidins and their active congeners (indolactams) are known to exist in an equilibrium between at least two conformational states in solution, the twist and sofa form, due to cis-trans isomerization of the amide bond and the steric effects of substituents on the nine-membered lactam ring. Benzolactam-Vs, in which the indole ring of indolactams is replaced with a benzene ring, were designed and synthesized in an attempt to reproduce the active conformation of teleocidins. Among these benzolactams, eight-membered lactams (benzolactam-V8) can only exist in the twist form, and 9- and 10-membered lactams (benzolactam-V9 and -V10) exist exclusively in the sofa form in solution. The stronger biological activity of benzolactam-V-8-310 than that of indolactam-V (IL-V) and the inactivity of benzolactam-V-9-310 for differentiation inducing activity of HL-60 clearly indicated that the twist form is close to the active conformation of teleocidins.