910644-94-9

Basic information

• Product Name: C₂₄H₂₉NO₄
• Synonyms: C₂₄H₂₉NO₄
• CAS NO: 910644-94-9
• Molecular Weight: 395.499
• Mol File: 910644-94-9.mol

Chemical Properties

• CAS DataBase Reference: C₂₄H₂₉NO₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₄H₂₉NO₄(910644-94-9)
• EPA Substance Registry System: C₂₄H₂₉NO₄(910644-94-9)

Safety Data

• Hazardous Substances Data: 910644-94-9(Hazardous Substances Data)

Upstream product

• 109-49-9 5-Hexen-2-one 
• 910644-92-7 C₁₄H₁₄INO₃ 
• 910644-91-6 C₁₄H₁₄INO₃ 
• 910644-93-8 C₁₄H₁₄INO₃ 
• 620943-66-0 2-iodo-4,4,6,6-tetramethyl-cyclohex-2-en-1-one 

Relevant articles and documents

Evidence for the rapid conversion of stephacidin B into the electrophilic monomer avrainvillamide in cell culture

We report that the dimeric alkaloid stephacidin B (1) and the monomeric alkaloid avrainvillamide (2) function equivalently within experimental error to inhibit the growth of four different cultured human cancer cell lines. We also show that the proportion

SYNTHESIS OF AVRAINVILLAMIDE, STEPHACIDIN B, AND ANALOGUES THEREOF

The syntheses of the natural products, avrainvillamide and stephacidin B, are provided. The α,β-unsaturated nitrone functionality of avrainvillamide and its 3- alkylidene-3H-indole 1 -oxide core is shown to covalently and reversibly bond to heteroatom-based nucleophiles. This capability may allow these molecules to bind active site nucleophiles and may provide the basis for designing potent and selective enayme inhibitors. Both avrainvillamide and its dimer stephacidin B have been reported to exhibit antiproliferative activity, and avrainvillamide has been reported to exhibit antimicrobial activity against multi-drug resistant bacteria. Avrainvillamide has been found to target cytoskeleton-linking membrane protein (CLIMP-63) thereby preventing cells from undergoing mitosis. The invention provides syntheses of these natural products as well as analogs of these natural products and their functional cores. The compounds of the invention may be used in the treatment of diseases such as cancer, autoimmune diseases, and bacterial infection.