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3-メトキシ-4-ヒドロキシベンゼンアクリル酸

3-メトキシ-4-ヒドロキシベンゼンアクリル酸 化学構造式
1135-24-6
CAS番号.
1135-24-6
化学名:
3-メトキシ-4-ヒドロキシベンゼンアクリル酸
别名:
3-(4-ヒドロキシ-3-メトキシフェニル)-2-プロペン酸;カフェー酸3-メチルエーテル;3-(4-ヒドロキシ-3-メトキシフェニル)アクリル酸;フェルラ酸;3-メトキシ-4-ヒドロキシベンゼンアクリル酸;フェルル酸;3-(4-ヒドロキシ-3-メトキシフェニル)プロペン酸;3-(3-メトキシ-4-ヒドロキシフェニル)プロペン酸;3-(3-メトキシ-4-ヒドロキシフェニル)アクリル酸;4‐ヒドロキシ‐3‐メトキシけい皮酸;4-ヒドロキシ-3-メトキシ桂皮酸
英語化学名:
Ferulic Acid
英語别名:
Ferulic;Ferulate;NSC 2821;NSC 51986;NSC 674320;Feruli acid;erulic Acid;AURORA 17401;FERULIC ACID;Forulic acid
CBNumber:
CB0337151
化学式:
C10H10O4
分子量:
194.18
MOL File:
1135-24-6.mol

3-メトキシ-4-ヒドロキシベンゼンアクリル酸 物理性質

融点 :
168-172 °C(lit.)
沸点 :
250.62°C (rough estimate)
比重(密度) :
1.316(20.0000℃)
屈折率 :
1.5168 (estimate)
貯蔵温度 :
2-8°C
酸解離定数(Pka):
4.58±0.10(Predicted)
外見 :
powder
色:
slightly yellow
水溶解度 :
soluble
InChIKey:
KSEBMYQBYZTDHS-HWKANZROSA-N
CAS データベース:
1135-24-6(CAS DataBase Reference)
NISTの化学物質情報:
Cinnamic acid, 4-hydroxy-3-methoxy-(1135-24-6)
EPAの化学物質情報:
Ferulic acid (1135-24-6)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xi
Rフレーズ  36/37/38
Sフレーズ  26-36-37/39
WGK Germany  3
RTECS 番号 UD3365500
Hazard Note  Irritant
国連危険物分類  IRRITANT
HSコード  29162090
有毒物質データの 1135-24-6(Hazardous Substances Data)
絵表示(GHS)
注意喚起語 Warning
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H335 呼吸器への刺激のおそれ 特定標的臓器毒性、単回暴露; 気道刺激性 3 警告
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。
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-メトキシ-4-ヒドロキシベンゼンアクリル酸 価格 もっと(25)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01APOOR11310 4-ヒドロキシ-3-メトキシけい皮酸
4-Hydroxy-3-methoxycinnamic acid
1135-24-6 1g ¥9600 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01APOOR11310 4-ヒドロキシ-3-メトキシけい皮酸
4-Hydroxy-3-methoxycinnamic acid
1135-24-6 5g ¥19200 2021-03-23 購入
関東化学株式会社(KANTO) 15636-1A 4‐ヒドロキシ‐3‐メトキシけい皮酸 99%
4‐Hydroxy‐3‐methoxycinnamic acid 99%
1135-24-6 25g ¥25400 2021-03-23 購入
関東化学株式会社(KANTO) 15636-2A 4‐ヒドロキシ‐3‐メトキシけい皮酸 99%
4‐Hydroxy‐3‐methoxycinnamic acid 99%
1135-24-6 5g ¥15200 2021-03-23 購入
Sigma-Aldrich Japan 90034 mixture of isomers, analytical standard
4-Hydroxy-3-methoxycinnamic acid mixture of isomers, analytical standard
1135-24-6 100mg ¥12700 2021-03-23 購入

3-メトキシ-4-ヒドロキシベンゼンアクリル酸 MSDS


3-(4-Hydroxy-3-methoxyphenyl)acrylic acid

3-メトキシ-4-ヒドロキシベンゼンアクリル酸 化学特性,用途語,生産方法

外観

白色~うすい褐色, 結晶~粉末又は塊

定義

本品は、次の化学式で表されるケイ皮酸誘導体である。

溶解性

熱水およびエタノールに溶けやすく、冷水に溶けやすい。水及びエタノールに溶けやすい。

用途

植物生長抑制剤、医薬品などの合成中間体。

化粧品の成分用途

防腐剤、酸化防止剤、褪色防止剤

説明

Ferulic acid is widely found in plants, especially in artichoke, eggplant and corn bran. In addition, it is also present in a variety of Chinese herbal medicines, such as angelica, dome, motherwort, snow ganoderma lucidum and so on.

化学的特性

Ferulic acid is a pale yellow solid, It belongs to the family of hydroxycinnamic acids. It is an abundant phenolic phytochemical found in plant cell wall components. Natural sources of ferulic acid are leaves and seeds of many plants, such as cereals, coffee, apples, artichokes, peanuts, oranges, pineapples and wine.

物理的性質

Appearance: light yellow crystalline powder. Solubility: slightly soluble in cold water; soluble in hot water, with poor stability in aqueous solution; easily decomposed when encounter light; soluble in ethanol and ethyl acetate; slightly soluble in ether; insoluble in benzene and petroleum ether. Melting point: 170–173?°C.

来歴

Ferulic acid was first isolated from the medicinal plants ferulic in 1866. The biologi_x005fcal activity of ferulic acid was not revealed until 1957 when the pioneering study of Preziosi P in Italy showed for the first time the efficacy of ferulic acid in regulating blood lipids and diuretic . In 1979, Lin Mao and others isolated ferulic acid from the Chinese medicine angelica and reported that ferulic acid had the inhibitory effect on platelet aggregation . Since then, more and more medicinal efficacy of ferulic acid has gradually been recognized.

使用

antineoplastic, choleretic, food preservative

使用

anti-oxidant, anti-inflammatory, sunscreen enhancer

使用

Widely distributed in small amounts in plants. Used as an antioxidant and food preservative

使用

ferulic acid is a plant-derived anti-oxidant and free-radical scavenger, it protects the skin against uVB-induced redness. When incorporated into formulas with ascorbic acid and tocopherol, ferulic acid can improve their stability and double the photoprotection capacities offered by the formulation. In clinical studies, ferulic acid exhibits good permeation capacities through the stratum corneum, which can be attributed to its lipophilic properties.

定義

A plant growth inhibitor.

適応症

This product is mainly used for the treatment of atherosclerosis, coronary heart disease and ischemic cerebrovascular disease.

Biotechnological Production

There are three different natural sources for ferulic acid. It could be produced from low-molecular-weight ferulic conjugates. For example, ferulic acid has been isolated from the waste material of rice bran oil production by hydrolyzing with sodium hydroxide or potassium hydroxide at 90–100 C. Ferulic acid with a purity of 70–90 % was produced within 8 h under atmospheric pressure Another possibility is a direct extraction of ferulic acid from plant cell walls by using feruloyl esterases. Various microorganism are able to secrete feruloyl esterases (e.g. A. niger, Bacillus species and Clostridium thermocellum). The enzymatic hydrolysis of sugar-beet pulp has been analyzed using a mixture of carbohydrases from Aspergillus aculeatus with a final ferulic acid concentration of 200 mg.L-1 in the hydrolyzate. Moreover, a purification method to isolate ferulic acid from sugar-beet pulp after enzymatic hydrolysis using a fixed-bed adsorption with activated carbon has been developed. With this process, a purity of 50 % has been achieved. Finally, ferulic acid could be produced by cell culture fermentations. For example, free ferulic acid (up to 50 mg.L-1) and also conjugated to anthocyanins (up to 150 mg.L-1) has been accumulated in cell cultures of Ajuga pyramidalis.

薬理学

Orally administered ferulic acid completely prevents the formation of skin tumors, reverts the status of phase I and phase II detoxication agents, lipid peroxidaton byproducts and antioxidants to near-normal ranges in 7,12-DMBA-treated mice (Alias et al., 2009). The observation demonstrate that orally administered ferulic acid has potent suppressive effects on cell proliferation during DMBA-induced skin carcinogenesis.
Ferulic acid also has the capacity to prevent UV-induced damage to cells. Ferulic acid is often added as an ingredient to anti-aging supplements. When ferulic acid was incorporated into a formulation of α-tocopherol and/or ascorbic acid, the topical delivery of the vitamins was improved. There was enhanced chemical stability and the photoprotection to solar-simulated irradiation doubled (Lin et al., 2005; Cassano et al., 2009). For example, Murray et al. (2008) applied a stable topical formulation (containing 1% α-tocopherol, 15% L-ascorbic acid, and 0.5% ferulic acid) to normalappearing human skin and a pig skin model. These were then irradiated with solar-simulated UV. The results showed the complex of antioxidants provided substantial UV photoprotection against erythema, sunburnt cells, thymine dimmers, p53 as well as UV-induced cytokine formation including IL-1α, IL-6, IL-8, and IL-10, and TNF-α (Murray et al., 2008).

臨床応用

At present, there are sodium ferulate tablets and ferulic acid injection used in clinic. Sodium ferulate tablets are mainly used for the adjuvant therapy of atherosclerosis, coronary heart disease, cerebrovascular disease, glomerular disease, pulmonary hypertension, diabetic vascular disease, vasculitis and other vascular disorders. Ferulic acid can also be used for the treatment of migraine headache and vascular headache. Ferulic acid injection is mainly used for the treatment of ischemic cardiovascular and cerebrovascular disease. In addition, sodium ferulate combined with atorvastatin can be used for the treatment of pulmonary hypertension, diabetic nephropathy and chronic glomerulonephritis in clinic .
Ferulic acid is also used in combination with other drugs to treat other diseases.

純化方法

Crystallise ferulic acid from H2O. [Beilstein 10 H 436, 10 IV 1776.]

3-メトキシ-4-ヒドロキシベンゼンアクリル酸 上流と下流の製品情報

原材料

準備製品


3-メトキシ-4-ヒドロキシベンゼンアクリル酸 生産企業

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1135-24-6(3-メトキシ-4-ヒドロキシベンゼンアクリル酸)キーワード:


  • 1135-24-6
  • 3-(4-hydroxy-3-methoxyphenyl)-2-Propenoic acid 4-Hydroxy-3-methoxycinnamic acid
  • AKOS BBS-00006472
  • 3-METHOXY-4-HYDROXYCINNAMIC ACID
  • 4-HYDROXY-3-METHOXYCINNAMIC ACID
  • OTAVA-BB BB7016261120
  • TIMTEC-BB SBB000326
  • RARECHEM BK HW 0087
  • 3-(4-HYDROXY-3-METHOXYPHENYL)ACRYLIC ACID
  • (2E)-3-(4-HYDROXY-3-METHOXYPHENYL)ACRYLIC ACID
  • AURORA 17401
  • BUTTPARK 121\04-54
  • (E)-3-(4-HYDROXY-3-METHOXY-PHENYL)-ACRYLIC ACID
  • LABOTEST-BB LT00453064
  • FERULLIC ACID
  • FERULIC ACID
  • NaturalFerulicAcid99%
  • FERULICACID,(SYN,TRANS)98%(BULK
  • FERULICACID,POWDER
  • FERULICACID(3-METHOXY-4-HYDROXYCINNAMICACID)
  • 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-
  • 3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid
  • 3-(4-hydroxy-3-methoxyphenyl)-2-propenoicaci
  • 3-(4-hydroxy-3-methoxyphenyl)-2-Propenoicacid
  • ferulaic acid
  • FERULIC ACID 99%
  • 4-HYDROXY-3-METHOXYCINNAMIC ACID / FERULIC ACID
  • FERULIC ACID NATURAL
  • NSC 674320
  • 3-(3-Methoxy-4-hydroxyphenyl)acrylic acid
  • Caffeic acid 3-methyl ether
  • 3-(4-ヒドロキシ-3-メトキシフェニル)-2-プロペン酸
  • カフェー酸3-メチルエーテル
  • 3-(4-ヒドロキシ-3-メトキシフェニル)アクリル酸
  • フェルラ酸
  • 3-メトキシ-4-ヒドロキシベンゼンアクリル酸
  • フェルル酸
  • 3-(4-ヒドロキシ-3-メトキシフェニル)プロペン酸
  • 3-(3-メトキシ-4-ヒドロキシフェニル)プロペン酸
  • 3-(3-メトキシ-4-ヒドロキシフェニル)アクリル酸
  • 4‐ヒドロキシ‐3‐メトキシけい皮酸
  • 4-ヒドロキシ-3-メトキシ桂皮酸
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