294191-20-1

Basic information

• Product Name: Acetamide, N-(4bS,8aS)-2-(acetyloxy)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-3-phenanthrenyl-
• Synonyms: Acetamide, N-(4bS,8aS)-2-(acetyloxy)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-3-phenanthrenyl-
• CAS NO: 294191-20-1
• Molecular Formula: C24H35 N O3
• Molecular Weight: 385.54
• Mol File: 294191-20-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Acetamide, N-(4bS,8aS)-2-(acetyloxy)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-3-phenanthrenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(4bS,8aS)-2-(acetyloxy)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-3-phenanthrenyl-(294191-20-1)
• EPA Substance Registry System: Acetamide, N-(4bS,8aS)-2-(acetyloxy)-4b,5,6,7,8,8a,9,10-octahydro-4b,8,8-trimethyl-1-(1-methylethyl)-3-phenanthrenyl-(294191-20-1)

Safety Data

• Hazardous Substances Data: 294191-20-1(Hazardous Substances Data)

Upstream product

• 84104-89-2 12-nitrototara-8,11,13-trien-13-ol 
• 511-15-9 trans-totarol 
• 51905-87-4 12-aminototara-8,11,13-trien-13-ol 
• 108-24-7 acetic anhydride 

Relevant articles and documents

The synthesis and antibacterial activity of totarol derivatives. Part 2: Modifications at C-12 and O-13

Alterations of the C-12 and C-13 aromatic ring substituents of totarol (1) afforded the series of derivatives 2-14, and introduction of substituents at C-12 gave exclusively 2a-14a. The majority of these analogues were tested in vitro against the following organisms: β-lactamase-positive and high level gentamycin-resistant Enterococcus faecalis, penicillin-resistant Streptococcus pneumoniae, methicillin-resistant Staphylococcus aureus (MRSA), and multiresistant Klebsiella pneumoniae. The results were evaluated in terms of structure-activity relationship which reveals that: (a) the phenolic moiety at C-13, in general, is essential for antibacterial activity at 32 μg/mL against Gram-positive species, and (b) derivatization at C-12 has an undesirable effect on the antibacterial activity of this class of compounds, while (c) all compounds tested are ineffective against the Gram-negative Klebsiella pneumoniae. Copyright (C) 2000 Elsevier Science Ltd.