Homoveratric acid

Base Information

• Chemical Name: Homoveratric acid
• CAS No.: 93-40-3
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 29189090
• European Community (EC) Number: 202-244-5
• NSC Number: 27897,2753
• UNII: YY50GIT3C7
• DSSTox Substance ID: DTXSID5059086
• Nikkaji Number: J46.682D
• Wikidata: Q10395556
• Metabolomics Workbench ID: 37248
• Mol file: 93-40-3.mol

Synonyms:(3,4-dimethoxyphenyl)acetic acid

Chemical Property of Homoveratric acid

Chemical Property:

• Appearance/Colour: white to beige powder
• Vapor Pressure: 6.23E-05mmHg at 25°C
• Melting Point: 96-98 °C(lit.)
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 331.4 °C at 760 mmHg
• PKA: pK1:4.333 (25°C)
• Flash Point: 130.2 °C
• PSA: 55.76000
• Density: 1.189 g/cm³
• LogP: 1.33090
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: SOLUBLE
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Homoveratric Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22-36/37
• Safety Statements: 22-24/25-36/37-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC(=O)O)OC
• Uses: Homoveratric Acid is a dopamine metabolite that inhibits brain mitochondrial respiration via monoamine oxidase/H2O2-dependent or non-dependent pathway. It reacts with formaldehyde in the presence of acid to give an isochromanone.

Technology Process of Homoveratric acid

There total 56 articles about Homoveratric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

C21H29NO4Si → (3,4-Dimethoxyphenyl)acetic acid (93-40-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In pentane; at 20 ℃;

DOI:10.1039/d0sc03676e

Reference yield: 100.0%

4,5-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one (81447-58-7) → (3,4-Dimethoxyphenyl)acetic acid (93-40-3)

Guidance literature:

With sodium hydroxide; at 60 ℃; for 2h;

DOI:10.1021/jo00133a031

Reference yield: 95.0%

methyl (3,4-dimethoxyphenyl)acetate (15964-79-1) → (3,4-Dimethoxyphenyl)acetic acid (93-40-3)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; at 80 ℃; for 10h;

DOI:10.1016/j.bmcl.2014.04.057

upstream raw materials:

diazomethane

3,4-dihydroxyphenylacetate

1,2-dimethoxy-4-(2-propenyl)benzene

3,4-dimethoxyphenylacetonitrile

Downstream raw materials:

2-(3,4-dimethoxyphenyl)-1-(piperidin-1-yl)ethan-1-one

(3,4-dimethoxy-phenyl)-acetic acid-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethylamide]

ethyl 3,4-dimethoxyphenylacetate

bis-[(3,4-dimethoxy-phenyl)-acetyl]-amine

Refernces

• 1、 Schmalfuss. "-". . p. 112,117, 118. Retrieved 1937.
• 2、 Hoang, Van-Hai,Ngo, Van T.H.,Cui, Minghua,Manh, Nguyen Van,Tran, Phuong-Thao,Ann, Jihyae,Ha, Hee-Jin,Kim, Hee,Choi, Kwanghyun,Kim, Young-Ho,Chang, Hyerim,MacAlino, Stephani Joy Y.,Lee, Jiyoun,Choi, Sun. "Discovery of Conformationally Restricted Human Glutaminyl Cyclase Inhibitors as Potent Anti-Alzheimer's Agents by Structure-Based Design". . p. 8011 - 8027. Retrieved 2019/10/11.