1015697-68-3

Basic information

• Product Name: (Z)-5-(4-ethoxy-3-nitrostyryl)-1,2,3-trimethoxybenzene
• Synonyms: (Z)-5-(4-ethoxy-3-nitrostyryl)-1,2,3-trimethoxybenzene
• CAS NO: 1015697-68-3
• Molecular Weight: 359.379
• Mol File: 1015697-68-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (Z)-5-(4-ethoxy-3-nitrostyryl)-1,2,3-trimethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-5-(4-ethoxy-3-nitrostyryl)-1,2,3-trimethoxybenzene(1015697-68-3)
• EPA Substance Registry System: (Z)-5-(4-ethoxy-3-nitrostyryl)-1,2,3-trimethoxybenzene(1015697-68-3)

Safety Data

• Hazardous Substances Data: 1015697-68-3(Hazardous Substances Data)

Upstream product

• 74-96-4 ethyl bromide 
• 3011-34-5 4-hydroxy-3-nitrobenzaldehyde 
• 61240-20-8 triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide 
• 109-72-8 n-butyllithium 
• 132390-61-5 4-ethoxy-3-nitrobenzaldehyde 
• 111623-28-0 C₂₈H₂₇O₃P 

Downstream Products

• 1015697-60-5 (Z)-1-(3,4,5-trimethoxy)phenyl-2-(3'-amino-4'-ethoxy)phenylethylene 
• 1221157-03-4 2-ethoxy-5-(3,4,5-trimethoxyphenethyl)benzenamine 
• 1221157-04-5 2-amino-N-(2-ethoxy-5-(3,4,5-trimethoxyphenethyl)phenyl)acetamide 
• 1334740-34-9 3,4,5-trimethoxyphenyl-3'-amino-4'-ethoxydiphenylethane-Fmoc-glycineamide 

Relevant articles and documents

Design, synthesis and anti-proliferative effects in tumor cells of new combretastatin A-4 analogs

Abstract A total of 11 novel combretastatin A-4 (CA-4) analogs were designed, synthesized, and evaluated for the anti-proliferative effects in tumor cells. The compounds represent four structural classes: (i) hydrogenated derivatives, (ii) ethoxyl derivatives, (iii) amino derivatives and (iv) pro-drugs. Biological evaluations demonstrate that multiple structural features control the biological potency. Three of the compounds, sit-1, sit-2 and sit-3, have potent anti-proliferative activity against multiple cancer cell lines. Their pro-drugs were synthesized to increase water solubility. Structure-activity relationship study and Surflex-Docking were studied in this paper. These results will be useful for the design of new CA-4 analogs that are structurally related to the SAR study.

PREPARATION AND THE USE OF ETHOXY COMBRETASTATINS AND THEIR PRODRUGS

The invention disclosed a total synthesis process of novel ethoxy combretastatins and their prodrugs. Combretastatins are chemically modified by ethoxy substituted on the 4′-position of their B aryl ring and are converted to be their soluble prodrugs of phosphate or their inner salt of phosphorylcholine by modifying the hydroxyl on the 3′-position of their B aryl ring. Similarly, 3′-amino combretastatin is 4′-ethoxy chemically modified and further side chain of amino acid can be introduced to the amino to form soluble prodrug of amino acidamide. The structure of the said compound is showed as formula (I). Ethoxy combretastatins possess potent tubulin polymerization inhibitory activity and can be used for the treatment of inhibiting tumor or neovascular.