2107-70-2

Basic information

• Product Name: 3,4-Dimethoxyhydrocinnamic acid
• Synonyms: 3-(3,4-DiMethoxyphenyl)propionic acid, 99% 50GR;3-(3,4-DiMethoxy)phenyl Proponoic Acid;3,4-DiMethoxy-benzenepropanoic acid;3-(3,4-Dimethoxyphenyl)propanonic acid 99%;3,4-Dimethoxyhydrocinnamic acid, 3-(3,4-Dimethoxyphenyl)propionic acid;3-(3,4- twoMethoxy phenyl)propionic acid;3-(3,4-DiMethoxyphenyl)propionic Acid, 97+%;DiMethoxyphenyl)propionic ac
• CAS NO: 2107-70-2
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23
• EINECS: 218-288-3
• Product Categories: intermediate;Aromatics, Metabolites & Impurities;Aromatic Propionic Acids;Cinnamic acid;Organic acids;Aromatics
• Mol File: 2107-70-2.mol
• Article Data: 43

Chemical Properties

• Melting Point: 96-97 °C(lit.)
• Boiling Point: 309.75°C (rough estimate)
• Flash Point: 132.022 °C
• Appearance: Slightly beige/Crystalline Powder
• Density: 1.1922 (rough estimate)
• Vapor Pressure: 2.56E-05mmHg at 25°C
• Refractive Index: 1.5384 (estimate)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO, Water
• PKA: 4.71±0.10(Predicted)
• BRN: 2696272
• CAS DataBase Reference: 3,4-Dimethoxyhydrocinnamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dimethoxyhydrocinnamic acid(2107-70-2)
• EPA Substance Registry System: 3,4-Dimethoxyhydrocinnamic acid(2107-70-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 2107-70-2(Hazardous Substances Data)

Usage

Description

3,4-Dimethoxyhydrocinnamic acid, also known as 3-(3,4-Dimethoxyphenyl)propanoic acid, is a monocarboxylic acid derivative with a 3,4-dimethoxyphenyl group substituted at the 3rd position of the propanoic acid backbone. This slightly beige crystalline powder forms a complex with copper (II) and is one of the novel circulating coffee metabolites found in human plasma.

Uses

Used in Pharmaceutical Industry:
3,4-Dimethoxyhydrocinnamic acid is used as a pharmaceutical compound for its potential role in inducing γ globin gene expression in reporter assays and erythropoiesis in vivo. This application is significant in the development of treatments for various blood-related disorders and conditions.
Used in Coffee Metabolism Research:
As a novel circulating coffee metabolite in human plasma, 3,4-Dimethoxyhydrocinnamic acid is used in the study of coffee's effects on human health and metabolism. This research can contribute to a better understanding of the benefits and potential risks associated with coffee consumption.
Used in Chemical and Material Science:
The complex formation between 3,4-Dimethoxyhydrocinnamic acid and copper (II) makes it a valuable compound in the field of chemical and material science. This property can be exploited for various applications, such as in the development of new materials with specific properties or in the synthesis of other complex molecules.

InChI:InChI=1/C11H14O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3,5,7H,4,6H2,1-2H3,(H,12,13)/p-1

Upstream product

• 2316-26-9 3,4-dimethoxycinnamic acid 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 59144-97-7 3-[3-(3,4-dimethoxy-phenyl)-propionyl]-6-methyl-pyran-2,4-dione 
• 65819-28-5 3-hydroxy-3',4'-dimethoxy-bibenzyl-2-carboxylic acid 
• 1078-61-1 dihydrocaffeic acid 
• 77-78-1 dimethyl sulfate 
• 49621-56-9 3-(3,4-dimethoxyphenyl)propanenitrile 
• 2033-24-1 cycl-isopropylidene malonate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 6302-60-9 4-(3,4-dimethoxy-phenyl)-butan-2-one 
• 55094-78-5 di-O-methyltetrahydrocurcumin 
• 762260-06-0 2-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-6-hydroxybenzoic acid 
• 1835-04-7 ethyl 3,4-dimethoxyphenyl ketone 

Downstream Products

• 27798-73-8 methyl 3-(3,4-dimethoxyphenyl)propionate 
• 102375-29-1 3-(3,4-dimethoxy-phenyl)-propionic acid-(2-indol-3-yl-ethylamide) 
• 5462-13-5 ethyl 3-(3,4-dimethoxyphenyl)propionate 
• 2107-69-9 5,6-dimethoxy-1-indanone 
• 7468-58-8 3-(3, 4-dimethoxyphenyl)-1-phenylpropan-1-one 
• 1078-61-1 dihydrocaffeic acid 
• 51842-87-6 3-(3,4-dimethoxy-phenyl)-propionyl chloride 
• 14773-41-2 3-(3,4-dimethoxyphenyl)propionic acid amide 
• 52679-49-9 3-(2'-bromo-4',5'-dimethoxyphenyl)propionic acid 
• 21164-75-0 3-(4,5-dimethoxy-2-nitro-phenyl)-propionic acid 
• 58183-67-8 2-{4-[3-(3,4-Dimethoxy-phenyl)-propionylamino]-phenyl}-propionic acid 
• 58183-74-7 {2-[3-(3,4-Dimethoxy-phenyl)-propionylamino]-phenoxy}-acetic acid 
• 58183-57-6 {2-[3-(3,4-Dimethoxy-phenyl)-propionylamino]-phenyl}-acetic acid 
• 3929-47-3 3-(3,4-dimethoxyphenyl)-1-propanol 

Relevant articles and documents

A porous, crystalline truxene-based covalent organic framework and its application in humidity sensing

Truxene is employed as a building block to successfully synthesize novel covalent organic frameworks (COFs). The condensation reaction between truxene (10,15-dihydro-5H-diindeno[1,2-a:1′,2′-c]fluorene, TX) and 1,4-phenylenediboronic acid (DBA) results in a crystalline COF with boron ester linkages (COF-TXDBA) and a surface area of 1526 m2 g-1, as confirmed by powder X-ray diffraction (PXRD) and Brunauer-Emmett-Teller (BET) surface area measurements. This is the first study where nanochannels generated by periodic COF planar layers are shown to ease the interactions of the boron ester linkages with the water molecules for efficient humidity sensing. The COF-TXDBA based % RH sensor exhibits a change of 3 orders of magnitude in impedance in the 11-98% RH range, with response and recovery times of 37 s and 42 s, respectively. The response transients measured by switching COF-TXDBA sensor back and forth in 4 loops of % RH range displays excellent reversibility of the sensor with a deviation of 2.3% in the switching process.

Photoinduced Hydrocarboxylation via Thiol-Catalyzed Delivery of Formate across Activated Alkenes

Herein we disclose a new photochemical process to prepare carboxylic acids from formate salts and alkenes. This redox-neutral hydrocarboxylation proceeds in high yields across diverse functionalized alkene substrates with excellent regioselectivity. This operationally simple procedure can be readily scaled in batch at low photocatalyst loading (0.01% photocatalyst). Furthermore, this new reaction can leverage commercially available formate carbon isotologues to enable the direct synthesis of isotopically labeled carboxylic acids. Mechanistic studies support the working model involving a thiol-catalyzed radical chain process wherein the atoms from formate are delivered across the alkene substrate via CO2?- as a key reactive intermediate.

Discovery of an Orally Bioavailable and Central Nervous System (CNS) Penetrant mGlu7 Negative Allosteric Modulator (NAM) in Vivo Tool Compound: N-(2-(1 H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)phenyl)-4-(cyclopropylmethoxy)-3-methoxybenzamide (VU6012962)

Herein, we report the discovery of a new, orally bioavailable and CNS-penetrant metabotropic glutamate receptor 7 (mGlu7) negative allosteric modulator (NAM) that achieves exposure in cerebral spinal fluid (CSF) 2.5× above the in vitro IC50 at minimum effective doses (MEDs) of 3 mg/kg in preclinical anxiety models.

Synthesis of various arylated trifluoromethyl substituted indanes and indenes, and study of their biological activity

A series of 1-trifluoromethyl substituted indanes and indenes bearing aryl groups in positions 1 and/or 3 of the indane core have been synthesized mainly by electrophilic cyclization and arylation of the corresponding trifluoromethylated allyl and propargyl alcohols. The distinctly lipophilic compounds thus obtained were tested against various components of human endocannabinoid system. None of the compounds displayed affinity toward CB1 or CB2 receptors. Two compounds inhibited monoacylglycerol lipase (MAGL) and three compounds showed inhibition of anandamide (AEA) uptake. The latter can be related to the low-micromolar inhibition of fatty acid amide hydrolase (FAAH) inhibition displayed by one of these compounds.