53719-89-4

Basic information

• Product Name: Acetamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-chloro-
• CAS NO: 53719-89-4
• Molecular Formula: C10H16Cl2N2O2
• Molecular Weight: 267.155
• Mol File: 53719-89-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Acetamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-chloro-(53719-89-4)
• EPA Substance Registry System: Acetamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-chloro-(53719-89-4)

Safety Data

• Hazardous Substances Data: 53719-89-4(Hazardous Substances Data)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 

Downstream Products

• 160884-80-0 (4aR,11aR,15aR,19aR)-8-(Toluene-4-sulfonyl)-octadecahydro-5,8,11,16,19-pentaaza-dibenzo[a,g]cyclopentadecene-6,10,17-trione 

Relevant articles and documents

Design, synthesis and biological evaluation of ambenonium derivatives as AChE inhibitors

Ambenonium (1), an old AChE inhibitor, is endowed with an outstanding affinity and a peculiar mechanism of action that, taken together, make it a very promising pharmacological tool for the treatment of Alzheimer's disease (AD). Unfortunately, the bisquaternary structure of 1 prevents its passage through the blood brain barrier. In a search of centrally active ambenonium derivatives, we planned to synthesize tertiary amines of 1, such as 2 and 3. In addition, to add new insights into the binding mechanism of the inhibitor, we designed constrained analogues of ambenonium by incorporating the diamine functions into cyclic moieties (4-12). The biological evaluation of the new compounds has been assessed in vitro against human AChE and BChE. All tertiary amine derivatives resulted more than 1000-fold less potent than 1 and, unlike prototype, did not show any selectivity between the two enzymes. This result, because of recent findings concerning the role of BChE in AD, makes our compounds, endowed with a well-balanced profile of AChE/BChE inhibition, valuable candidates for further development. To better clarify the interactions that account for the high affinity of 1, docking simulations and molecular dynamics studies on the AChE-1 complex were also carried out.

Toward the rational design of superoxide dismutase mimics: Mechanistic studies for the elucidation of substituent effects on the catalytic activity of macrocyclic manganese(II) complexes

Two new isomeric bis(trans-fused cyclohexano) substituted 1,4,7,10,13-pentaazacyclopentadecane ligands and their Mn(II) complexes, 3 and 4, have been synthesized, and their activity as superoxide dismutase (SOD) catalysts has been studied. Complex 3 is an