162705-07-9

Basic information

• Product Name: (Z)-2-Methoxy-5-(3,4,5-Trimethoxystyryl)Aniline
• Synonyms: (Z)-2-Methoxy-5-(3,4,5-Trimethoxystyryl)Aniline;2-Methoxy-5-[(1Z)-2-(3,4,5-TriMethoxyphenyl)Ethenyl]-BenzenaMine;(Z)-1-(3'-amino-4'-methoxyphenyl)-2-(3'',4'',5''-trimethoxyphenyl)ethene;AVE-8063;2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]aniline
• CAS NO: 162705-07-9
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.36364
• Mol File: 162705-07-9.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 496.377 °C at 760 mmHg
• Flash Point: 271.603 °C
• Appearance: /
• Density: 1.164g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.17±0.10(Predicted)
• CAS DataBase Reference: (Z)-2-Methoxy-5-(3,4,5-Trimethoxystyryl)Aniline(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-Methoxy-5-(3,4,5-Trimethoxystyryl)Aniline(162705-07-9)
• EPA Substance Registry System: (Z)-2-Methoxy-5-(3,4,5-Trimethoxystyryl)Aniline(162705-07-9)

Safety Data

• Hazardous Substances Data: 162705-07-9(Hazardous Substances Data)

Usage

General Description

(Z)-2-Methoxy-5-(3,4,5-Trimethoxystyryl)Aniline is a chemical compound that belongs to the class of anilines. It is characterized by a benzene ring with a methoxy group and a styryl group attached to it. The (Z)- designation indicates the configuration of the double bond in the styryl group. (Z)-2-Methoxy-5-(3,4,5-Trimethoxystyryl)Aniline has potential applications in the field of organic electronics and material science, as it can be used as a building block for the synthesis of organic semiconductors and dyes. Additionally, it may have potential biological activity and could be of interest in pharmaceutical research. Further studies are needed to fully understand the properties and potential uses of this chemical compound.

InChI:InChI=1/C18H21NO4/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h5-11H,19H2,1-4H3/b6-5-

Upstream product

• 119-10-8 4-methoxy-3-nitrotoluene 
• 61240-20-8 triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 942912-87-0 (E)-2-(3-amino-4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)acrylic acid 
• 869497-70-1 (E)-2-(3'-bromo-4'-methoxyphenyl)-3-(3'',4'',5''-trimethoxyphenyl)acrylic acid 
• 212262-55-0 (E)-3-(3'-nitro-4'-dimethoxyphenyl)-2-(3'',4'',5''-trimethoxyphenyl)acrylic acid 
• 951-82-6 3,4,5-trimethoxyphenyl acetic acid 
• 351003-10-6 3-amino-4-methoxy-benzaldehyde 
• 612542-09-3 (4-methoxy-3-aminobenzyl)triphenylphosphonium bromide hydrochloride salt 
• 162705-13-7 (Z)-1-(4''-methoxy-3''-nitrophenyl)-2-(3',4',5'-trimethoxyphenyl)ethene 
• 206649-07-2 (E)-1-(4-methoxy-3-nitrophenyl)-2-(3',4',5'-trimethoxyphenyl)ethene 
• 31680-08-7 4-methoxy-3-nitrobenzaldehyde 
• 313673-23-3 (4-methoxy-3-nitrobenzyl)triphenylphosphonium bromide 
• 61010-34-2 3-nitro-4-methoxybenzyl bromide 

Downstream Products

• 1425495-87-9 3'-N-(1-oxyl-2,2,5,5-tetramethyl-3-pyrrolinylcarbonyl)-amido-AVE8063 
• 1425495-88-0 3'-N-(1-oxyl-2,2,5,5-tetramethyl-3-pyrrolidinylcarbonyl)-amido-AVE8063 
• 1425495-89-1 3'-N-(1-oxyl-2,2,6,6-tetramethyl-4-tetrahydropyridinylcarbonyl)-amido-AVE8063 
• 1425495-90-4 3'-N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinylcarbonyl)-amido-AVE8063 
• 1350766-44-7 3'-N-[N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinylcarbonyl)-L-glycinyl]-amido-AVE8063 
• 1350766-45-8 3'-N-[N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinylcarbonyl)-L-alaninyl]-amido-AVE8063 
• 1350766-47-0 3'-N-[N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinylcarbonyl)-L-valinyl]-amido-AVE8063 
• 1350766-48-1 3'-N-[N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinylcarbonyl)-L-isoleucinyl]-amido-AVE8063 
• 1350766-50-5 3'-N-[N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinylcarbonyl)-L-prolinyl]-amido-AVE8063 
• 1350766-46-9 3'-N-[N-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinylcarbonyl)-L-phenylalaninyl]-amido-AVE8063 
• 253426-24-3 (S,Z)-2-amino-3-hydroxy-N-(2-methoxy-5-(3,4,5-trimethoxystyryl)phenyl)propanamide hydrochloride 

Relevant articles and documents

Design, synthesis and biological evaluation of combretastatin A-4 sulfamate derivatives as potential anti-cancer agents

A series of combretastatin A-4 (CA-4) sulfamate derivatives were synthesized and their structure-activity relationship on tubulin, arylsulfatase and tumor cell antiproliferation inhibition was studied. Among them, compound 16a showed excellent potency as well as CA-4 under the same conditions against six tumor cells including HTC-116, HeLa, HepG2, MGC803, MKN45 and MCF-7 cells, respectively. Molecular docking revealed that several important hydrogen bond interactions were formed between the sulfamate group of 16a and the colchicine binding site of tubulin and steroid sulfatase respectively. Although compound 16a was less active than CA-4 in regard to its in vitro activity as an inhibitor of tubulin polymerization, it was effective as an inhibitor of arylsulfatase. This novel combretastatin A-4 sulfamate derivative has the potential to be developed as a dual inhibitor of tubulin polymerization and arylsulfatase for cancer therapy.

Prodrug Activation by a Viral Protease: Evaluating Combretastatin Peptide Hybrids to Selectively Target Infected Cells

Infections with flaviviruses such as dengue virus (DENV) are prevalent throughout tropical regions worldwide. Replication of these viruses depends on tubulin, a host cell factor that can be targeted to obtain broad-spectrum antiviral agents. Targeting of tubulin does, however, require specific measures to avoid toxic side-effects. Herein, we report the synthesis and biological evaluation of combretastatin peptide hybrids that incorporate the cleavage site of the DENV protease to allow activation of the tubulin ligand within infected cells. The prodrug candidates have no effect on tubulin polymerization in vitro and are 20-2000-fold less toxic than combretastatin A-4. Several of the prodrug candidates were cleaved by the DENV protease in vitro with similar efficiency as the natural viral substrates. Selected compounds were studied in DENV and Zika virus replication assays and had antiviral activity at subcytotoxic concentrations.

Preparation and application for 5-fluorouracil substituted carboxylic acid derivative

The invention discloses a preparation and an application for a compound compounded from stilbene and diphenylethane antitumor drugs and 5-fluorouracil antitumor drugs. The compound provided by the invention has a general structural formula (I) as describe