4-HYDROXY-7-METHYLCOUMARIN

Base Information

• Chemical Name: 4-HYDROXY-7-METHYLCOUMARIN
• CAS No.: 18692-77-8
• Molecular Formula: C10H8 O3
• Molecular Weight: 176.172
• Hs Code.: 2932209090
• Mol file: 18692-77-8.mol

Synonyms:Coumarin,4-hydroxy-7-methyl- (7CI,8CI); 4-Hydroxy-7-methyl-2H-1-benzopyran-2-one;4-Hydroxy-7-methyl-2H-chromen-2-one; 4-Hydroxy-7-methylcoumarin;7-Methyl-4-hydroxycoumarin

Chemical Property of 4-HYDROXY-7-METHYLCOUMARIN

Chemical Property:

• Melting Point: 216-217 °C
• Boiling Point: 363.3±42.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 50.44000
• Density: 1.372±0.06 g/cm3(Predicted)
• LogP: 1.80700

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxy-7-methylcoumarin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydroxy-7-methylcoumarin was shown to inhibit tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation in serum of patients with nasopharyngeal carcinoma.

Technology Process of 4-HYDROXY-7-METHYLCOUMARIN

There total 8 articles about 4-HYDROXY-7-METHYLCOUMARIN 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: 65.0%

malonic acid (141-82-2) + 3-methyl-phenol (108-39-4) → 4-hydroxy-7-methyl-2H-chromen-2-one (18692-77-8)

Guidance literature:

With zinc(II) chloride; trichlorophosphate; at 60 - 65 ℃;

DOI:10.1016/j.ejmech.2015.11.027

Reference yield:

4'-hydroxy-2'-methylacetophenone (6921-64-8) + Diethyl carbonate (105-58-8,76619-83-5) → 4-hydroxy-7-methyl-2H-chromen-2-one (18692-77-8)

Guidance literature:

With hydrogenchloride; sodium hydroxide; NaH; In benzene;

Reference yield:

Diethyl carbonate (105-58-8,76619-83-5) → 4-hydroxy-7-methyl-2H-chromen-2-one (18692-77-8)

Guidance literature:

4'-hydroxy-2'-methylacetophenone; With sodium hydride; In toluene; at 80 ℃; for 1h;

Diethyl carbonate; In toluene; at 80 ℃;

With hydrogenchloride; In water; toluene;

upstream raw materials:

malonic acid

3-methyl-phenol

4'-hydroxy-2'-methylacetophenone

Diethyl carbonate

Downstream raw materials:

5-(2-Hydroxy-4-methyl-phenyl)-2-methyl-2,4-dihydro-pyrazol-3-one

7-methyl-4-(1,2-diphenyl-2-oxoethyloxy)coumarin

3-(5-chloro-2-hydroxy-phenyl)-1-[3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl]-7-methyl-9-oxa-4-aza-phenanthren-10-one

Refernces

• 1、 Yu, Haonan,Hou, Zhuang,Yang, Xiaoguang,Mou, Yanhua,Guo, Chun. "Design, synthesis, and mechanism of dihydroartemisinin-coumarin hybrids as potential anti-neuroinflammatory agents". . . Retrieved 2019/05/24.
• 2、 Esposito, Francesca,Ambrosio, Francesca Alessandra,Maleddu, Rita,Costa, Giosuè,Rocca, Roberta,Maccioni, Elias,Catalano, Raffaella,Romeo, Isabella,Eleftheriou, Phaedra,Karia, Denish C.,Tsirides, Petros,Godvani, Nilesh,Pandya, Hetal,Corona, Angela,Alcaro, Stefano,Artese, Anna,Geronikaki, Athina,Tramontano, Enzo. "Chromenone derivatives as a versatile scaffold with dual mode of inhibition of HIV-1 reverse transcriptase-associated Ribonuclease H function and integrase activity". . . Retrieved 2019/08/26.