116406-20-3

Basic information

• Product Name: Methyl (E)-3-(2,5-Dimethoxyphenyl)propenoate
• Synonyms: Methyl (E)-3-(2,5-Dimethoxyphenyl)propenoate
• CAS NO: 116406-20-3
• Molecular Weight: 222.241
• Mol File: 116406-20-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Methyl (E)-3-(2,5-Dimethoxyphenyl)propenoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (E)-3-(2,5-Dimethoxyphenyl)propenoate(116406-20-3)
• EPA Substance Registry System: Methyl (E)-3-(2,5-Dimethoxyphenyl)propenoate(116406-20-3)

Safety Data

• Hazardous Substances Data: 116406-20-3(Hazardous Substances Data)

Upstream product

• 38489-74-6 trans-2,5-dimethoxycinnamic acid 
• 67-56-1 methanol 
• 344402-16-0 (E)-3-(2,5-Dimethoxy-phenyl)-acryloyl chloride 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 292638-85-8 acrylic acid methyl ester 
• 150-78-7 1,4-dimethoxybezene 
• 141-82-2 malonic acid 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 186581-53-3 diazomethane 
• 123064-80-2 methyl (E)-2,5-dihydroxycinnamate 

Downstream Products

• 72205-80-2 Methyl (E)-3-(2,2,5,5-Tetramethoxy-1,4-cyclohexadienyl)propenoate 
• 1418228-15-5 C₁₂H₁₄O₄ 
• 1157138-78-7 methyl cis-2-(2,5-dimethoxyphenyl)cyclopropanecarboxylic acid 
• 71797-96-1 ?methyl 3-(2,5-dimethoxyphenyl)-2-propynoate 
• 1157138-78-7 trans-[2-(2,5-dimethoxyphenyl)cyclopropane]carboxylic acid 
• 113949-29-4 2,2-dimethyl-5,8-dimethoxy-2H-1-benzopyrane 
• 62397-61-9 methyl 3-(2,5-dimethoxyphenyl)propionate 
• 113949-26-1 (E)-4-(2,5-Dimethoxy-phenyl)-2-methyl-but-3-en-2-ol 
• 121587-95-9 dihydro-5-(2,5-dimethoxyphenyl)-3,4-di(carboxymethyl)-2(3H)-furanone 

Relevant articles and documents

DITERPENOIDS FROM THE STEM BARK OF AZADIRACHTA INDICA

Two new isomeric diterpenoids named nimbonone and nimbonolone have been isolated from the neutral fraction of the stem bark of Azadirachta indica along with methyl grevillate which has not been reported earlier as a natural product.The structures of nimbonone and nimbonolone have been determined as 12-ethyl-13-methoxy podocarpa-8,11,13-trien-7-one and 12-ethyl-13-methoxy podocarpa-8,11,13-trien-3-one, respectively, by spectroscopic methods and chemical transformations. - Keywords: Azadirachta indica; Meliaceae; neem; diterpenoids; nimbonone; nimbonolone.

Synthesis and structure-activity relationship studies of parthenolide derivatives as potential anti-triple negative breast cancer agents

Triple-negative breast cancer (TNBC) is the most aggressive cancers with a high recurrence rate and rapidly acquired drug resistance among various breast cancer subtypes. There is no specific drug for treatment of TNBC. Discovery of therapeutic agents with unique modes of actions is urgently needed. In this study, a series of seventy parthenolide derivatives was designed, synthesized, and evaluated for their anti-TNBC activities. Compound 7d exhibited the most potent activity against different breast cancer cells with IC50 values ranging from 0.20 μM to 0.27 μM, which demonstrated 11.6- to 18.6-fold improvement comparing to that of the parent compound parthenolide with IC50 values of 2.68–4.63 μM. It is worth to note that 7d was more active than the positive control drug ADR. Moreover, compound 7d could induce apoptosis of SUM-159 cells through mitochondria pathway and cause G1 phase arrest of SUM-159 cells. These findings indicate that compound 7d deserves further studies as a lead compound for ultimate discovery of effective anti-TNBC drug.

Synthesis of new N-(arylcyclopropyl)acetamides and N-(arylvinyl)acetamides as conformationally-restricted ligands for melatonin receptors

N-(Arylcyclopropyl)acetamides and N-(arylvinyl)acetamides or methyl ureas have been prepared as constrained analogues of melatonin. The affinity of these new compounds for chicken brain melatonin receptors and recombinant human MT1 and MT2 receptors was evaluated using 2-[ 125I]-iodomelatonin as radioligand. Strict ethylenic or cyclopropyl analogues of the commercialized agonist agomelatine (Valdoxan) were equipotent to agomelatine in binding bioassays. However, the ethylenic analogue was more effective than the cyclopropyl one in the melanophore aggregation bioassay, but was still less potent than the disubstituted 2,7-dimethoxy- naphtalenic compounds.