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4-Methylumbelliferone 4-Methylumbelliferone 90-33-5
PRODUCT DETAILS
4-Methylumbelliferone Basic information |
Product Name: | 4-Methylumbelliferone |
Synonyms: | 2H-1-Benzopyran, 7-hydroxy-4-methyl-2-oxo-;2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-;2H-1-Benzopyren-2-one, 7-hydroxy-4-methyl-;4-Methylumbelliferon;4-Metylumbelliferone;7-hydroxy-4-methyl-2h-1-benzopyran-2-on;7-Hydroxy-4-methyl-2H-1-benzopyran-2-one;lm94 |
CAS: | 90-33-5 |
MF: | C10H8O3 |
MW: | 176.17 |
EINECS: | 201-986-7 |
Product Categories: | CANTABILINE;intermediate;Aromatics;Fluorescent Labels & Indicators;Coumarin;Fluorescent;ketone;Aromatics Compounds |
Mol File: | 90-33-5.mol |
4-Methylumbelliferone Chemical Properties |
Melting point | 188.5-190 °C(lit.) |
Boiling point | 267.77°C (rough estimate) |
density | 1.1958 (rough estimate) |
refractive index | 1.5036 (estimate) |
storage temp. | 2-8°C |
solubility | Solubility Practically insoluble in water; slightly soluble in ethanol, ether,chloroform; soluble inmethanol |
pka | 7.79(at 25℃) |
form | Crystalline Powder |
color | off-white to yellow |
PH Range | Green 1 uorescent (0.0) to weak blue 1 uorescent (2.0);Weak blue 1 uorescent (6.5) blue 1 uorescent (8.0) |
Water Solubility | slightly soluble |
λmax | 221nm, 251nm, 322nm |
Merck | 14,4854 |
BRN | 142217 |
Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. |
Major Application | color filter, electroluminescent displays, document security processes, lasers, integrated circuits, liquid crystal displays, surface brightening composition, oil products, teeth whitening agent, lysosomal enzyme assay, substrate for lipase, determining protein-protein-interactions in living cells, Antitrypanosomal, antileishmanial, anticancer, antiHIV, antimalarial, antibacterial, antifungal |
InChIKey | HSHNITRMYYLLCV-UHFFFAOYSA-N |
CAS DataBase Reference | 90-33-5(CAS DataBase Reference) |
NIST Chemistry Reference | Coumarin, 7-hydroxy-4-methyl-(90-33-5) |
EPA Substance Registry System | 4-Methylumbelliferone (90-33-5) |
Safety Information |
Hazard Codes | Xi,Xn |
Risk Statements | 36/37/38-20/21/22 |
Safety Statements | 26-37/39-36 |
WGK Germany | 2 |
RTECS | GN7000000 |
Hazard Note | Irritant |
TSCA | Yes |
HS Code | 29329990 |
Toxicity | LD50 oral in rat: 3850mg/kg |
MSDS Information |
Provider | Language |
---|---|
7-Hydroxy-4-methylcoumarin | English |
ACROS | English |
SigmaAldrich | English |
ALFA | English |
4-Methylumbelliferone Usage And Synthesis |
Chemical Properties | Off-White to Yellow Crystals |
Originator | Odeston,Merck |
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. |
Uses | Standard for the fluorometric determination of enzyme activity. Highly fluorescent in alkaline solution. Fluorescence: max Abs. l = 360nm, max. Em. l = 449nm; pH > 9 |
Uses | choloretic, spasmolytic, sunscreen, Analytical reagent. |
Definition | ChEBI: A hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4. |
Manufacturing Process | Resorcin reacted with 3-oxo-butyric acid ethyl ester in the presence sulfuric acid and phosphorous pentaoxide and 4-methyl-7-hydroxycoumarine (hymecromone) was obtained. |
Therapeutic Function | Choleretic, Spasmolytic, Sunscreen agent |
General Description | Colorless crystals. Insoluble in water. |
Air & Water Reactions | Insoluble in water. |
Fire Hazard | Flash point data for 4-Methylumbelliferone are not available. 4-Methylumbelliferone is probably combustible. |
Pharmaceutical Applications | 4-Methylumbelliferone is primarily used in synthesizing medicinal compounds and as a building block for fluorescent probes. Applications include synthesis of: coumarin triazole derivatives as potential antimicrobial agents. coumarin salen-based fluorescence sensors for Mg2+ detection. pyranocoumarin derivatives as anti-hyperglycemic and anti-dyslipidemic agents. coumarin piperazine derivatives as potential multireceptor atypical antipsychotics. 4-methylumbelliferyl T-antigen as a substrate for endo-α-N-acetylgalactosaminidase. |
Safety Profile | Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. |
Purification Methods | Purify it by recrystallisation from EtOH. It is very slightly soluble in cold H2O (solubility at 37o is 0.22%), slightly soluble in Et2O and CHCl3, but soluble in MeOH and AcOH. It has a blue fluorescence in aqueous EtOH and has UV: 221, max 251 and 322.5nm (MeOH). The IR has 3077 br, 1667, 1592, 1385, 1267, 1156, 1130 and 1066 cm-1.max The acetate has m 153-154o. [Woods & Sapp J Org Chem 27 3703 1962, Beilstein 18 III/IV 332, 18/1 V 439.] |
4-Methylumbelliferone Preparation Products And Raw materials |
Raw materials | Ethyl acetoacetate-->Sulfuric acid-->PhosPhorous Pentaoxide-->Resorcinol |
Preparation Products | 8-ACETYL-7-HYDROXY-4-METHYLCOUMARIN |
About US
Leader Biochemical Group is a large leader incorporated industry manufacturers and suppliers of advanced refined raw materials From the year of 1996 when our factory was put into production to year of 2020, our group has successively invested in more than 52 factories with shares and subordinates.We focus on manufacture Pharm & chemicals, functional active ingredients, nutritional Ingredients, health care products, cosmetics, pharmaceutical and refined feed, oil, natural plant ingredients industries to provide top quality of GMP standards products.All the invested factories' product lines cover API and intermediates, vitamins, amino acids, plant extracts, daily chemical products, cosmetics raw materials, nutrition and health care products, food additives, feed additives, essential oil products, fine chemical products and agricultural chemical raw materials And flavors and fragrances. Especially in the field of vitamins, amino acids, pharmaceutical raw materials and cosmetic raw materials, we have more than 20 years of production and sales experience. All products meet the requirements of high international export standards and have been recognized by customers all over the world. Our manufacture basement & R&D center located in National Aerospace Economic & Technical Development Zone Xi`an Shaanxi China. Now not only relying on self-cultivation and development as well as maintains good cooperative relations with many famous research institutes and universities in China. Now, we have closely cooperation with Shanghai Institute of Organic Chemistry of Chinese Academy of Science, Beijing Institute of Material Medical of Chinese Academy of Medical Science, China Pharmaceutical University, Zhejiang University. Closely cooperation with them not only integrating Science and technology resources, but also increasing the R&D speed and improving our R&D power. Offering Powerful Tech supporting Platform for group development. Keep serve the manufacture and the market as the R&D central task, focus on the technical research. Now there are 3 technology R & D platforms including biological extract, microorganism fermentation and chemical synthesis, and can independently research and develop kinds of difficult APIs and pharmaceutical intermediates. With the strong support of China State Institute of Pharmaceutical Industry (hereinafter short for CSIPI), earlier known as Shanghai Institute of Pharmaceutical Industry (SIPI), we have unique advantages in the R & D and industrialization of high-grade, precision and advanced products. Now our Group technical force is abundant, existing staff more that 1000 people, senior professional and technical staff accounted for more than 50% of the total number of employees, including 15 PhD research and development personnel, 5 master′ S degree in technical and management personnel 9 people. We have advanced equipment like fermentation equipment and technology also extraction, isolation, purification, synthesis with rich production experience and strict quality control system, According to the GMP required, quickly transforming the R&D results to industrial production in time, it is our advantages and our products are exported to North and South America, Europe, Middle East, Africa, and other five continents and scale the forefront in the nation, won good international reputation. We believe only good quality can bring good cooperation, quality is our key spirit during our production, we are warmly welcome clients and partner from all over the world contact us for everlasting cooperation, Leader will be your strong, sincere and reliable partner in China.
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