5672-71-9

Basic information

• Product Name: 2-[4-(4-chlorophenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl]-N-methylacetamide
• Synonyms: Chol-8-en-24-al, 3-(acetyloxy)-4,4,14-trimethyl-, (3β,5α)-
• CAS NO: 5672-71-9
• Molecular Formula: C₁₃H₁₄ClN₃O₃
• Molecular Weight: 295.7216
• Mol File: 5672-71-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 139-142 °C
• Boiling Point: 506.2±50.0 °C(Predicted)
• Density: 1.323g/cm³
• Refractive Index: 1.562
• CAS DataBase Reference: 2-[4-(4-chlorophenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl]-N-methylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[4-(4-chlorophenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl]-N-methylacetamide(5672-71-9)
• EPA Substance Registry System: 2-[4-(4-chlorophenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl]-N-methylacetamide(5672-71-9)

Safety Data

• Hazardous Substances Data: 5672-71-9(Hazardous Substances Data)

Upstream product

• 10085-27-5 lanosterol-24,25-epoxide-3-O-acetate 
• 63976-67-0 24(R,S)-3β-acetoxy-24,25-dihydroxy-5α-lanost-8-ene 
• 3407-31-6 (24S)-lanosterol epoxide 3-O-acetate 
• 78765-03-4 (10S,13R,14R,17R)-17-((R)-6-hydroxy-6-methyl-5-oxoheptan-2-yl)-4,4,10,13,14-pentamethyl-2,3,4,5,6,7,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate 
• 79-63-0 tirucallol 
• 2671-68-3 O-acetyl-lanosterol 

Downstream Products

• 73196-96-0 27-norlanost-8-en-3β-ol 

Relevant articles and documents

Synthesis of rationally designed mechanism-bsed inactivators of the (S)-adenosyl-L-methionine: Δ(24(25))-sterol methyl transferase

A series of 26,27-cyclopropylidine side chain modified sterols were prepared for the first time from the known aldehydes by Wittig olefination with the ylide from cyclopropyltriphenylphosphonium bromide in butyllithium. Two novel by-products were detected; sterols with nine carbon side chains which lack the terminal isopropyl group and with double bonds in positions 23,24 or 24,25. The structures of the compounds were confirmed by a combination of chromatographic (GLC and HPLC) and spectral (IR, 1H, 13C-NMR) methods.

Synthesis of Lanostane-Type Triterpenoid N-Glycosides and Their Cytotoxicity against Human Cancer Cell Lines

Seventeen lanostane-type triterpenoid derivatives (2 – 18), including 11N-glycosides (8 – 18), were synthesized from the natural triterpenoid, lanosterol (1), and were evaluated for their cytotoxicity against the human cancer cell lines, HL-60, A549, and MKN45, as well as the normal human lung cells, WI-38. Among them, N-β-d-2-acetamido-2-deoxyglucoside (10) showed cytotoxicity against HL-60, A549, MKN45, and WI-38 cells (IC50 0.0078 – 2.8 μm). However, N-β-d-galactoside (12) showed cytotoxicity against HL-60 and MKN45 cells (IC50 0.0021 – 4.0 μm), but not the normal WI-38 cells. Furthermore, Western blot analysis suggested that 12 induces apoptosis by activation of caspases-3, 8, and 9. These results will be useful for the synthesis of other tetracyclic triterpenoids or steroid N-glycosides to increase their cytotoxicity and apoptosis-inducing activities.

Synthesis and bioactivities of steroid derivatives as antifungal agents

A series of lanosterol and cholesterol derivatives with modified side chain structures, which might interfere with sterol C24-methyltransferase in the ergosterol biosynthesis as substrate analogs, have been synthesized. The in vitro bioassay studies have shown that some of these compounds, in particular with C24-amino- and thio-functionalities, possess potent antifungal activities. in vivo. Bioassays have also been carried out for the leading compounds.