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3,4-дигидроксибензальдегида
- английское имяProtocatechualdehyde
- CAS №139-85-5
- CBNumberCB7784165
- ФормулаC7H6O3
- мольный вес138.12
- EINECS205-377-7
- номер MDLMFCD00003370
- файл Mol139-85-5.mol
Температура плавления | 150-157 °C(lit.) |
Температура кипения | 213.5°C (rough estimate) |
плотность | 1.2667 (rough estimate) |
показатель преломления | 1.4600 (estimate) |
температура хранения | Store below +30°C. |
растворимость | 6.3g/l |
форма | Crystalline Powder |
пка | pK (25°) 7.55 |
цвет | slightly brown |
Запах | at 100.00 %. dry medicinal bitter almond |
Odor Type | medicinal |
Растворимость в воде | 50 g/L (20 ºC) |
Чувствительный | Air Sensitive |
Мерк | 14,7893 |
БРН | 774381 |
Стабильность | Stable. Incompatible with strong bases, strong oxidizing agents. |
LogP | 1.090 |
Справочник по базе данных CAS | 139-85-5(CAS DataBase Reference) |
Рейтинг продуктов питания EWG | 1 |
FDA UNII | 4PVP2HCH4T |
Справочник по химии NIST | 3,4-Dihydroxybenzaldehyde(139-85-5) |
Система регистрации веществ EPA | Benzaldehyde, 3,4-dihydroxy- (139-85-5) |
Коды опасности | Xi | |||||||||
Заявления о рисках | 36/37/38-22 | |||||||||
Заявления о безопасности | 26-36-37/39 | |||||||||
WGK Германия | 3 | |||||||||
RTECS | UL0380000 | |||||||||
F | 9 | |||||||||
Примечание об опасности | Irritant/Air Sensitive | |||||||||
кода HS | 29124900 | |||||||||
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.
P264:После работы тщательно вымыть кожу.
P271:Использовать только на открытом воздухе или в хорошо вентилируемом помещении.
P280:Использовать перчатки/ средства защиты глаз/ лица.
P302+P352:ПРИ ПОПАДАНИИ НА КОЖУ: Промыть большим количеством воды.
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.
3,4-дигидроксибензальдегида химические свойства, назначение, производство
Описание
Protocatechualdehyde is extracted from roots of the common traditional Chinese medicine Salvia miltiorrhiza Bge, which was harvested in autumn for better quality. Take root and remove stems, leaves and fibrous roots, then dry it. Most of them are wide, and they are mainly cultivated in recent years. South Salvia and Gansu Salvia are also widely used. Besides, there are a variety of sibling plant roots used as Salvia miltiorrhiza in Yunnan. Now, the existence of protocatechualdehyde has been found in variety of herbs, for example, in the leaf of Stenoloma Chusanum (L.) Ching and Ilex chinensis Sims.Химические свойства
Protocatechualdehyde is a phenolic aldehyde crystalline compound with the molecular formula C7H6O3. The compound is released from cork stoppers into wine. protocatechualdehyde can be found in barley, grapevine, green Cavendish, and root of herb S. miltiorrhiza. The compound contains pro-apoptotic and antiproliferative properties against human breast cancer cells as well as colorectal cancer cells by reducing the expression of cyclin D1 and β-catenin.Физические свойства
Appearance: pale beige acicular crystal (in water or methylbenzene) or off-white powder, crystal twin shape. Solubility: easily soluble in ethanol, acetone, ethyl acetate, ethyl ether, and hot water; soluble in cold water; insoluble in benzene and chloroform. Melting point: 150–153?°C. Specific optical rotation: easily oxidized to benzoquinone and changes color, and it is instable in water.История
In the 1940s, the research was conducted overseas to obtain protocatechualdehyde form herbs. In 1972, the chemical group of Chinese herbal medicine in Nanjing College of Pharmacy systematically studied chemical composition in purple flower holly leaf and separated six monomers including protocatechualdehyde. Then they compared the effect of protocatechualdehyde, Salvia miltiorrhiza injection and hairy holly root injection, in which protocatechualdehyde is the most effective in increasing coronary sinus flow. Further experiments examined that protocatechualdehyde can increase coronary flow and improve coronary circulation, so it was called after perhexiline. Further clinical observation indicated that protocatechualdehyde has effect on coronary heart disease. The graduates of Nanjing College of Pharmacy in 1975 extracted, separated, isolated, and identified protocatechualdehyde in Salviamiltiorrhiza during the internship in Nanjing Municipal Hospital and studied its distribution, excretion, and toxicity in animals for clinical rational drug usageИспользование
3,4-Dihydroxybenzaldehyde is used in as an apoptosis inducer of human leukemia cells.Общее описание
3,4-Dihydroxybenzaldehyde has been recognized as one of the antifungal compound extracted from the outer skin of green Cavendish bananas. It can be synthesized from catechol via Fries rearrangement.Клиническое использование
Perhexiline injection containing protocatechualdehyde 100? mg/2? mL by intravenous infusion or intramuscular injection was used to treat coronary heart disease, chest tightness, angina, and myocardial infarction.Injection treats ischemic stroke and improves both symptoms and signs of patients. Treating chronic hepatitis and early cirrhosis: relieving the symptoms, promoting the recovery of liver function, and hepatosplenomegaly. It can significantly improve the blood rheology index for patients with acute exacerbation of chronic pulmonary heart disease. Treatment of peptic ulcer: a certain effect.
Others: it has effect on many diseases like viral myocarditis, embolism of central retinal artery, thromboangiitis obliterans, scleredema neonatorum, scleroderma, psoriasis, nerve deafness, and toxemia of pregnancy.
Ферментативный ингибитор
This aldehyde (FW = 138.12 g/mol), also known as 3,4- dihydroxybenzaldehyde and 4-formylcatechol, is soluble in water (5 g/100 mL at 20°C) and has a pKa value of 7.55 at 25°C. Protocatechualdehyde induces apoptosis in cytotoxic T cells. Target(s): aldehyde oxidase; aldose reductase; b-carotene 15,15’-monooxygenase; mandelonitrile lyase; protocatechuate 3,4-dioxygenase; protocatechuate 4,5- dioxygenase; tyrosinase, weakly inhibited, IC50 = 620 μM; and xanthine oxidase.Методы очистки
Crystallise the aldehyde from water or toluene and dry it in a vacuum desiccator over KOH pellets or shredded wax respectively. [Beilstein 8 IV 1762.]3,4-дигидроксибензальдегида запасные части и сырье
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3,4-дигидроксибензальдегида поставщик
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3,4-дигидроксибензальдегида Обзор)
- 3,4-дигидроксибензойная кислота
- Этил 3,4-дигидроксибензоа
- Ванилин
- 3'-аминоацетофенон
- Ализарин комплексон
- Галловая кислота моногидрат
- 3,4-Diethoxybenzoic кислота
- 3,4-диметоксибензоил хлорид
- Ванилиновая кислота
- 2,4,5-Триметоксибензойная кислота
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