33130-03-9

Basic information

• Product Name: trans-2,3,4-Trimethoxycinnamic acid
• Synonyms: Trans-2,3,4-trimethoxycinnamic acid 99%;2,3,4-Trimethoxy-trans-cinnamic acid;trans-2,3,4-Trimethoxycinnamic acid,99%;Trans-2,3,4-Trimethoxycinnam;trans-2,3,4-Trimethoxycinnamic;trans-2,3,4-Trimethoxycinmic acid;(2E)-3-(2,3,4-Trimethoxyphenyl)-2-propenoic acid;LABOTEST-BB LT00454929
• CAS NO: 33130-03-9
• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24
• EINECS: 251-388-5
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives;Cinnamic acid
• Mol File: 33130-03-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 172-174 °C
• Boiling Point: 300.83°C (rough estimate)
• Flash Point: 149.6oC
• Appearance: /
• Density: 1.1416 (rough estimate)
• Vapor Pressure: 7.43E-07mmHg at 25°C
• Refractive Index: 1.4571 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.54±0.15(Predicted)
• BRN: 2657904
• CAS DataBase Reference: trans-2,3,4-Trimethoxycinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2,3,4-Trimethoxycinnamic acid(33130-03-9)
• EPA Substance Registry System: trans-2,3,4-Trimethoxycinnamic acid(33130-03-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• Hazardous Substances Data: 33130-03-9(Hazardous Substances Data)

Usage

Chemical Properties

Slight yellow crystallinepowder

InChI:InChI=1/C12H14O5/c1-15-9-6-4-8(5-7-10(13)14)11(16-2)12(9)17-3/h4-7H,1-3H3,(H,13,14)/p-1/b7-5+

Upstream product

• 141-82-2 malonic acid 
• 2103-57-3 2,3,4-trimethoxybenzaldehyde 

Downstream Products

• 16718-42-6 4,5,6-trimethoxy-1-indanone 
• 33130-04-0 3-(2,3,4-trimethoxy-phenyl)-propionic acid 
• 1427204-71-4 C₁₅H₁₈N₂O₄S 

Relevant articles and documents

A Simple and straightforward synthesis of cinnamic acids and ylidene malononitriles via knoevenagel condensation employing dabco as catalyst

An efficient method for the synthesis of substituted cinnamic acid and ylidene malanonitriles is developed via Knoevenagel condensation of aromatic aldehydes with malonic acid and malononitrile in the presence of catalytic amounts of DABCO. This method has many advantages, such as mild reaction conditions, excellent yields, short reaction times and no furthur purification required.

Synthesis, biological evaluation and mechanism study of chalcone analogues as novel anti-cancer agents

A series of novel chalcone analogues were designed, synthesized and evaluated as anticancer agents. The results of antiproliferative activity tests showed that most of the analogues exhibited moderate to very good antiproliferative activities with GI50 values in the micromol to sub-micromol range. Especially compound 10a gave 0.026 μM to 0.035 μM GI50 for five cancer cell lines. The mechanistic studies including tubulin polymerization inhibition, disruption of microtubule dynamics and cell cycle arrest assay demonstrated that compound 10a could effectively inhibit in vitro cellular tubulin polymerization, interfere with the mitosis, resulting in a prolonged G2/M cell cycle arrest and ultimately lead to cell apoptosis of cancer cells. Taken together, these results suggested that 10a may became a promising lead compound for development of new anticancer drugs.

Design and synthesis of novel 2-phenylaminopyrimidine (PAP) derivatives and their antiproliferative effects in human chronic myeloid leukemia cells

A series of novel 2-phenylaminopyrimidine (PAP) derivatives structurally related to STI-571 were designed and synthesized. The abilities of these compounds to inhibit proliferation were tested in human chronic myeloid leukemia K562 cells. (E)-3-(2-bromophenyl)-N-[4-methyl-3-(4-pyridin-3-yl-pyrimidin-2- ylamino)phenyl]acrylamide( 12d) was the most effective cell growth inhibitor and was 3-fold more potent than STI-571.