101798-10-1

Basic information

• Product Name: Benzamide, N,N'-(2-hydroxy-1,3-propanediyl)bis-
• CAS NO: 101798-10-1
• Molecular Formula: C17H18N2O3
• Molecular Weight: 298.342
• Mol File: 101798-10-1.mol

Chemical Properties

• CAS DataBase Reference: Benzamide, N,N'-(2-hydroxy-1,3-propanediyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N,N'-(2-hydroxy-1,3-propanediyl)bis-(101798-10-1)
• EPA Substance Registry System: Benzamide, N,N'-(2-hydroxy-1,3-propanediyl)bis-(101798-10-1)

Safety Data

• Hazardous Substances Data: 101798-10-1(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 616-29-5 1,3-Diamino-2-hydroxypropane 
• 93-97-0 benzoic acid anhydride 

Downstream Products

• 114284-41-2 N-(2-Phenyl-4,5-dihydro-oxazol-5-ylmethyl)-benzamide 

Relevant articles and documents

Monovalent mannose-based DC-SIGN antagonists: Targeting the hydrophobic groove of the receptor

Dendritic cell-specific, intercellular adhesion molecule-3-grabbing non-integrin (DC-SIGN) is a C-type lectin expressed specifically on dendritic cells. It is a primary site for recognition and binding of various pathogens and thus a promising therapeutic target for inhibition of pathogen entry and subsequent prevention of immune defense cell infection. We report the design and synthesis of d-mannose-based DC-SIGN antagonists bearing diaryl substituted 1,3-diaminopropanol or glycerol moieties incorporated to target the hydrophobic groove of the receptor. The designed glycomimetics were evaluated by in vitro assay of the isolated DC-SIGN extracellular domain for their ability to compete with HIV-1 gp120 for binding to the DC-SIGN carbohydrate recognition domain. Compounds 14d and 14e, that display IC50 values of 40 μM and 50 μM, are among the most potent monovalent DC-SIGN antagonists reported. The antagonistic effect of all the synthesized compounds was further evaluated by a one-point in vitro assay that measures DC adhesion. Compounds 14d, 14e, 18d and 18e were shown to act as functional antagonists of DC-SIGN-mediated DC adhesion. The binding mode of 14d was also studied by molecular docking and molecular dynamics simulation, which revealed flexibility of 14d in the binding site and provides a basis for further optimization.

Synthesis and distribution of tritiated N,N'-dibenzoyl-1,3-diaminopropan-2-ol

Tritiated N,N'-dibenzoyl-1,3-diaminopropan-2-ol, a compound mimicking a diacylglycerol moiety used as a lipid drug carrier was prepared from N,N'-dibenzoyl-1,3-diaminopropan-2-ol by isotopic exchange in the presence of rhodium chloride. Preliminary prepar