6'-Hydroxy-4,4'-dimethoxychalcone

Base Information

• Chemical Name: 6'-Hydroxy-4,4'-dimethoxychalcone
• CAS No.: 2198-19-8
• Molecular Formula: C17H16 O4
• Molecular Weight: 284.312
• DSSTox Substance ID: DTXSID301347058
• Wikidata: Q105188557
• Mol file: 2198-19-8.mol

Synonyms:NCIOpen2_004362;DTXSID301347058;HMS3331B03;6'-hydroxy-4,4'-dimethoxychalcone

Chemical Property of 6'-Hydroxy-4,4'-dimethoxychalcone

Chemical Property:

• Vapor Pressure: 1.32E-10mmHg at 25°C
• Boiling Point: 499.6°Cat760mmHg
• Flash Point: 185.5°C
• Density: 1.203g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 284.10485899
• Heavy Atom Count: 21
• Complexity: 358

Purity/Quality:

98.5% ^*data from raw suppliers

4,4'-Dimethoxy-2'-hydroxychalcone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)C2=C(C=C(C=C2)OC)O

Technology Process of 6'-Hydroxy-4,4'-dimethoxychalcone

There total 19 articles about 6'-Hydroxy-4,4'-dimethoxychalcone 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: 91.0%

1-(2-hydroxy-4-methoxyphenyl)ethanone (552-41-0) + 4-methoxy-benzaldehyde (123-11-5) → 2'-hydroxy-4,4'-dimethoxychalcone (2198-19-8,62881-44-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 - 50 ℃;

DOI:10.1055/s-0028-1083361

Reference yield: 87.0%

1-(2-hydroxy-4-methoxyphenyl)ethanone (552-41-0) + 4-methoxy-benzaldehyde (123-11-5) → 2'-hydroxy-4,4'-dimethoxychalcone (2198-19-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 50 ℃; for 5h;

DOI:10.1021/acs.jnatprod.0c00699

Reference yield: 85.0%

→ 2'-hydroxy-4,4'-dimethoxychalcone (2198-19-8)

Guidance literature:

upstream raw materials:

1-(2-hydroxy-4-methoxyphenyl)ethanone

4-methoxy-benzaldehyde

isoliquirtigenin

methyl iodide

Downstream raw materials:

3-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

4',7-dimethoxyflavanone

(+/-)-2,3-trans-7,4'-dimethoxyflavanonol

5'-acetyl-2'-hydroxy-4,4'-dimethoxy-trans-chalcone

Refernces

• 1、 Chen, Lijuan,Fan, Tiantian,Lei, Xiangui,Teichmann, Alexander Tobias,Wang, Amu,Wang, Chao,Wei, Zhe,Wieland, Frank Heinrich,Yang, Youzhe,Yin, Jinxiang,Zhou, Li,Zhu, Yue. "Development of a novel nitric oxide (NO) production inhibitor with potential therapeutic effect on chronic inflammation". supporting information. . Retrieved 2020/03/24.
• 2、 Malik, Haleema Sadia,Bilal, Aishah,Ullah, Rahim,Iqbal, Maheen,Khan, Sardraz,Ahmed, Ishtiaq,Krohn, Karsten,Saleem, Rahman Shah Zaib,Hussain, Hidayat,Faisal, Amir. "Natural and Semisynthetic Chalcones as Dual FLT3 and Microtubule Polymerization Inhibitors". . p. 3111 - 3121. Retrieved 2020/11/02.