4-метилумбеллиферона
- английское имя4-Methylumbelliferone
- CAS №90-33-5
- CBNumberCB5745737
- ФормулаC10H8O3
- мольный вес176.17
- EINECS201-986-7
- номер MDLMFCD00006866
- файл Mol90-33-5.mol
химическое свойство
| Температура плавления | 188.5-190 °C(lit.) |
| Температура кипения | 267.77°C (rough estimate) |
| плотность | 1.1958 (rough estimate) |
| показатель преломления | 1.5036 (estimate) |
| температура хранения | 2-8°C |
| растворимость | Practically insoluble in water; slightly soluble in ethanol, ether,chloroform; soluble inmethanol |
| форма | Crystalline Powder |
| пка | 7.79(at 25℃) |
| цвет | off-white to yellow |
| Водородный показатель | Green 1 uorescent (0.0) to weak blue 1 uorescent (2.0);Weak blue 1 uorescent (6.5) blue 1 uorescent (8.0) |
| Растворимость в воде | slightly soluble |
| λмакс | 221nm, 251nm, 322nm |
| Мерк | 14,4854 |
| БРН | 142217 |
| Стабильность | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Основное приложение | 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 |
| ИнЧИКей | HSHNITRMYYLLCV-UHFFFAOYSA-N |
| LogP | 2.370 (est) |
| Справочник по базе данных CAS | 90-33-5(CAS DataBase Reference) |
| Рейтинг продуктов питания EWG | 4-7 |
| FDA UNII | 3T5NG4Q468 |
| Код УВД | A05AX02 |
| Справочник по химии NIST | Coumarin, 7-hydroxy-4-methyl-(90-33-5) |
| Система регистрации веществ EPA | 4-Methylumbelliferone (90-33-5) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
больше
| Коды опасности | Xi,Xn | |||||||||
| Заявления о рисках | 36/37/38-20/21/22 | |||||||||
| Заявления о безопасности | 26-37/39-36 | |||||||||
| WGK Германия | 2 | |||||||||
| RTECS | GN7000000 | |||||||||
| Примечание об опасности | Irritant | |||||||||
| TSCA | Yes | |||||||||
| кода HS | 29329990 | |||||||||
| Токсичность | LD50 oral in rat: 3850mg/kg | |||||||||
| NFPA 704: |
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рисовальное письмо(GHS)
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рисовальное письмо(GHS)
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сигнальный язык
предупреждение
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вредная бумага
H315：При попадании на кожу вызывает раздражение.
H319：При попадании в глаза вызывает выраженное раздражение.
H335：Может вызывать раздражение верхних дыхательных путей.
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оператор предупредительных мер
P261：Избегать вдыхания пыли/ дыма/ газа/ тумана/ паров/ аэрозолей.
P304+P340：ПРИ ВДЫХАНИИ: Свежий воздух, покой.
P305+P351+P338：ПРИ ПОПАДАНИИ В ГЛАЗА: Осторожно промыть глаза водой в течение нескольких минут. Снять контактные линзы, если Вы ими пользуетесь и если это легко сделать. Продолжить промывание глаз.
P405：Хранить в недоступном для посторонних месте.
4-метилумбеллиферона химические свойства, назначение, производство
Химические свойства
Off-white to yellow crystals. Soluble in ethanol, acetic acid, alkali solutions, and ammonia. Slightly soluble in hot water, ether, and chloroform. Exhibits blue fluorescence when exposed to concentrated sulfuric acid.Использование
4-methylumbelliferone (4-MU) is a dietary supplement that inhibits hyaluronic acid (HA) synthesis. 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.Подготовка
4-Methylumbelliferone is obtained by the cyclization reaction between resorcinol and ethyl acetate. Concentrated sulfuric acid is cooled to below 10 ° C, and a solution prepared from resorcinol and ethyl acetate is slowly added to the stirring solution. After dropping it completely, let it stand for 12 hours. Then, the reaction mixture is added into ice-cold water. The precipitate is filtered out and purified with a dilute sodium hydroxide solution and dilute sulfuric acid to obtain the final product.Определение
ChEBI: 4-methylumbelliferone is a hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4. It has a role as an antineoplastic agent and a hyaluronic acid synthesis inhibitor. It is functionally related to an umbelliferone.Общее описание
4-Methylumbelliferone is a useful indicator for nitric acid determination and enzyme activity investigation. It emits fluorescence in alkaline solution and Standard for the fluorometric determination of enzyme activity. Highly fluorescent in alkaline solution. Fluorescence: max Abs. l = 360nm, max. Em. l = 449nm; pH > 9.Реакции воздуха и воды
Insoluble in water.Пожароопасность
Flash point data for 4-Methylumbelliferone are not available. 4-Methylumbelliferone is probably combustible.Фармацевтические приложения
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.
Профиль безопасности
Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.Методы очистки
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-метилумбеллиферона запасные части и сырье
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