4-Methylumbelliferone

Base Information

• Chemical Name: 4-Methylumbelliferone
• CAS No.: 90-33-5
• Molecular Formula: C10H8O3
• Molecular Weight: 176.18
• Hs Code.: 29329990
• Mol file: 90-33-5.mol

Synonyms:Coumarin,7-hydroxy-4-methyl- (8CI);Umbelliferone, 4-methyl- (6CI);4-MU;4-Methyl-7-hydroxycoumarin;7-Hydroxy-4-methyl-2-chromenone;7-Hydroxy-4-methyl-2-oxo-3-chromene;7-Hydroxy-4-methyl-2H-1-benzopyran-2-one;7-Hydroxy-4-methyl-2H-chromen-2-one;7-Hydroxy-4-methylcoumarin;Bilcolic;Bilicante;Biliton H;Cantabilin;Cantabiline;Cholestil;Cholonerton;Cholspasmin;Coumarin 4;Cumarote C;Eurogale;Hymecromone;Imecromone;Medilla;Mendiaxon;NSC 9408;Omega127;Pilot 447;

Chemical Property of 4-Methylumbelliferone

Chemical Property:

• Appearance/Colour: off-white to yellow crystals
• Melting Point: 188.5-190 °C(lit.)
• Refractive Index: 1.5036 (estimate)
• Boiling Point: 377.4 °C at 760 mmHg
• PKA: 7.79(at 25℃)
• Flash Point: 174.5 °C
• PSA: 50.44000
• Density: 1.319 g/cm³
• LogP: 1.80700
• Storage Temp.: -20°C Freezer
• Solubility.: Solubility Practically insoluble in water; slightly soluble in e
• Water Solubility.: slightly soluble

Purity/Quality:

99% ^*data from raw suppliers

4-Methylumbelliferone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-methylumbelliferone (4-MU) is a dietary supplement that inhibits hyaluronic acid (HA) synthesis. Hyaluronan (HA) is a prominent component of the extracellular matrix at many sites of chronic inflammation, including type 1 diabetes (T1D), multiple sclerosis, and numerous malignancies. 4-MU is an already approved drug in Europe and Asia called “hymecromone” where it is used to treat biliary spasm. 4-Methylumbelliferone is useful as an indicator in the determination of nitric acid. It is also useful in the kinetic investigation of enzyme activity. 4-Methylumbelliferone is fluorescent in alkaline solution. Standard for the fluorometric determination of enzyme activity. Highly fluorescent in alkaline solution. Fluorescence: max Abs. l = 360nm, max. Em. l = 449nm; pH > 9 choloretic, spasmolytic, sunscreen, Analytical reagent.
• Therapeutic Function: Choleretic, Spasmolytic, Sunscreen agent

Technology Process of 4-Methylumbelliferone

There total 235 articles about 4-Methylumbelliferone 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:

4-methyl-umbelliferyl α-D-glucopyranoside (17833-43-1,39940-54-0) → alpha-D-glucopyranose (492-62-6) + 7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5)

Guidance literature:

With recombinant human acid α-glucosidase; 1-(3,4-dimethoxyphenethyl)-6-propyl-2-thioxo-2,3,5,6,7,8-hexahydropyrimido[4,5-d]pyrimidin-4(1H)-one; potassium chloride; water; citric acid; sodium chloride; magnesium chloride; pH=5; Enzymatic reaction;

DOI:10.1016/j.ejmech.2010.01.027

Reference yield:

4-methylumbelliferyl β-D-glucopyranoside (18997-57-4,39940-54-0) → β-D-glucose (492-61-5) + 7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5)

Guidance literature:

With β-glucosidase;

DOI:10.1002/chem.200500666

Reference yield:

2-nitrobenzaldehyde O-(4-methyl-2-oxo-2H-chromen-7-yl)oxime → 7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + o-nitrobenzonitrile (612-24-8)

Guidance literature:

In water; pH=11;

DOI:10.1039/b400314d

upstream raw materials:

7-amino-4-methylcoumarin.

7-allyloxy-4-methyl-2H-chromen-2-one

acetoacetic acid-(3-hydroxy-phenyl ester)

acetic acid

Downstream raw materials:

7-(propylcarbonyl)oxy-4-methyl-2H-1-benzopyran-2-one

7-allyloxy-4-methyl-2H-chromen-2-one

4-methyl-2-oxo-2H-chromen-7-yl 4-methylbenzoate

4-methyl-7-o-toluoyloxy-coumarin

Refernces

• 1、 Gatin-Fraudet, Blaise,Ottenwelter, Roxane,Le Saux, Thomas,Norsikian, Stéphanie,Pucher, Mathilde,Lombès, Thomas,Baron, Aurélie,Durand, Philippe,Doisneau, Gilles,Bourdreux, Yann,Iorga, Bogdan I.,Erard, Marie,Jullien, Ludovic,Guianvarc’h, Dominique,Urban, Dominique,Vauzeilles, Boris. "Evaluation of borinic acids as new, fast hydrogen peroxide–responsive triggers". . . Retrieved 2021/12/23.
• 2、 Li, Yanan,Deng, Bing,Chen, Haitao,Yang, Shaoxiang,Sun, Baoguo. "A ratiometric fluorescent probe for the detection of β-galactosidase and its application". . p. 13341 - 13347. Retrieved 2021/04/22.