サリチル酸 フェニル 化学特性,用途語,生産方法
外観
白色〜わずかにうすい黄色, 結晶〜結晶性粉末又は塊
定義
本品は、サリチル酸(*)とフェノールのエステルであり、次の化学式で表される。
参照表示名称：サリチル酸
溶解性
水に不溶。エタノール, 熱湯に可溶。アセトン, エーテルに易溶。水にほとんど不溶、アセトン, エーテル, クロロホルムに可溶。アルコール(1g/6ml), ベンゼン(1g/1.5ml)に易溶。アセトンに溶けやすく、エタノールに溶け、水にほとんど溶けない。
解説
サリチル酸フェニル，(フェニルはphenyl) 化学式 C6H4(OH)COOC6H5 白色の結晶性粉末で、かすかな芳香と特異な味があり、腸内の殺菌薬（商標名ザロール）として用いられる。
用途
薬理研究用、医薬品原料、樹脂の紫外線(吸収剤)安定剤。
化粧品の成分用途
変性剤、殺菌剤、香料
主な用途／役割
サリチル酸エステル系紫外線吸収剤。
説明
Phenyl salicylate, also referred to as salol, is a member of the hydroxybenzoic acid family of organic compounds. Its chemical formula is C13H10O3. It is manufactured through the chemical reaction between phenol and salicylic acid. Phenyl salicylate is a good antiseptic that is used in the production of toothpaste. It has several medical properties, including its ability to act as an analgesic, anti-septic with antibacterial properties, and antipyretic to reduce fever. Additionally, it can be utilized for treating lower urinary tract inflammation. Although it is no longer widely used in human medicine, it is still employed in veterinary medicine.
化学的特性
Phenyl salicylate is a white crystalline solid that has a balsamic type odor. It readily dissolves in ether, benzene, and chloroform, and can be dissolved in ethanol, but is almost insoluble in water and glycerol.
使用
Phenyl salicylate is used as an analgesic and antipyretic. It is also used in the manufacture of polymer plastics, lacquers, waxes, polishes, adhesives, and sunscreen products(suntan oils and cremes). As light absorber to prevent discoloration of plastics. It is also a fragrance ingredient, but has limited use. in veterinary use as an external disinfectant and intestinal antiseptic agent.
製造方法
Phenyl salicylate was synthesized by esterification of salicylic acid and phenol in the presence of catalyst sulfuric acid. The esterification liquid is neutralized, washed with water and distilled to obtain the finished product. It also can preparation by the action of phosphorus oxychloride on a mixture of phenol and salicylic acid (Merck Index, 1968).
定義
ChEBI: Phenyl salicylate is a benzoate ester that is the phenyl ester of salicylic acid. Also known as salol, it can be formed by heating salicylic acid with phenol and is used in the manufacture of some polymers, lacquers, adhesives, waxes and polishes. It has a role as an ultraviolet filter. It is a benzoate ester, a member of phenols and a member of salicylates. It derives from a salicylic acid.
Taste threshold values
Sweet, mildly medicinal taste at concentrations near 50 ppm.
一般的な説明
Phenyl salicylate is a phenyl ester of salicylic acid and is used as a medicine under the name ′salol′ as an internal antiseptic. It finds its application in paints, waxes, and varnishes as it is found to absorb UV radiation in the range of 290-325 nm. It also shows its presence in cosmetics and sunscreens as a UV filter.
空気と水の反応
Insoluble in water.
反応プロフィール
Incompatible with bromine water, ferric salts, camphor, phenol, chloral hydrate, monobrominated camphor, thymol, or urethane in trituration. .
火災危険
Flash point data for Phenyl salicylate are not available, however Phenyl salicylate is probably combustible.
薬理学
Phenyl salicylate was found to have slight analgesic activity against pain stimuli
in mice (Kameyama, 1961), but ip administration of 500 mg/kg showed no analgesic action against
an electric shock applied to the tails of mice (McKenzie & Beechey, 1962). In vitro studies on
cartilage and rat-liver mitochondria have shown that phenyl salicylates are more active than salicylates
in uncoupling oxidative phosphorylation (Bostrom, Berntsen & Whitehouse, 1964).
安全性プロファイル
Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS
代謝
According to Baas (1890) from 44 to 96% of a dose (5-8 g) of phenyl salicylate is hydrolysed in man and none of it is found in the faeces. An increase in the ethereal sulphates of the urine after its ingestion is due, no doubt, to the phenol liberated (Williams, 1959). Phenyl salicylate is hydrolysed in the gut primarily to phenol and salicylic acid, which are rapidly absorbed and excreted (Fassett, 1963), but it was not hydrolysed by a partially purified preparation of acetylarylesterase from human plasma (Augustinsson & Ekedahl, 1962). Intestinal absorption and excretion of orally administered phenyl salicylate were studied in rabbits and dogs by analysis of blood and urine samples; oral administration of glucosamine hydrochloride increased the blood concentration of phenyl salicylate but had little effect on urinary excretion (Tanaka, Kojima & Matsubara, 1961).
純化方法
Fractionally crystallise salol from its melt, then crystallise it from *benzene. [Beilstein 10 IV 154.]
サリチル酸 フェニル 上流と下流の製品情報
原材料
準備製品