3,4-ジヒドロキシベンズアルデヒド

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Warning

• 危険有害性情報

  H315：皮膚刺激

  H319：強い眼刺激

  H335：呼吸器への刺激のおそれ

• 注意書き

  P261：粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。

  P264：取扱い後は皮膚をよく洗うこと。

  P264：取扱い後は手や顔をよく洗うこと。

  P271：屋外または換気の良い場所でのみ使用すること。

  P280：保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

  P302+P352：皮膚に付着した場合：多量の水と石鹸で洗うこと。

  P305+P351+P338：眼に入った場合：水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。

3,4-ジヒドロキシベンズアルデヒド 価格

MSDS Information

• Protocatechualdehyde

3,4-ジヒドロキシベンズアルデヒド 化学特性,用途語,生産方法

• 外観

  わずかにうすい黄褐色～褐色, 結晶～粉末

• 定義

  本品は、次の化学式で表される有機化合物である。

• 溶解性

  水, エタノール, エーテルに可溶。メタノールに易溶。

• 用途

  有機合成原料、酸化防止剤原料、たん白質染料。

• 化粧品の成分用途

  皮膚コンディショニング剤、皮膚ブリーチ剤、酸化防止剤

• 説明

  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.

• 化学的特性

  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.

• 物理的性質

  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.

• 来歴

  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 usage

• 使用

  3,4-Dihydroxybenzaldehyde is used in as an apoptosis inducer of human leukemia cells.

• 一般的な説明

  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.

• 臨床応用

  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.

• 酵素阻害剤

  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.

• 純化方法

  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.]

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3,4-ジヒドロキシベンズアルデヒド スペクトルデータ(¹HNMR、¹³CNMR、IR1、IR2、MS)

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