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2-ヒドロキシ安息香酸

2-ヒドロキシ安息香酸 化学構造式
69-72-7
CAS番号.
69-72-7
化学名:
2-ヒドロキシ安息香酸
别名:
2-ヒドロキシ安息香酸;サリシル酸;2-ヒドロキシベンゼンカルボン酸;o-ヒドロキシ安息香酸;スピール膏;サリチル酸;2-ヒドロキシ安息香酸 [生化学用];サリチル酸2-ヒドロキシ安息香酸;サリチル酸, 99%;サリチル酸 (JP17)
英語化学名:
Salicylic acid
英語别名:
SAX;171;337;380;Ionil;Keralyt;Nsc 180;Saligel;Salonil;Duoplant
CBNumber:
CB1680010
化学式:
C7H6O3
分子量:
138.12
MOL File:
69-72-7.mol

2-ヒドロキシ安息香酸 物理性質

融点 :
158-161 °C(lit.)
沸点 :
211 °C(lit.)
比重(密度) :
1.44
蒸気密度:
4.8 (vs air)
蒸気圧:
1 mm Hg ( 114 °C)
屈折率 :
1,565
FEMA :
3985 | 2-HYDROXYBENZOIC ACID
闪点 :
157 °C
貯蔵温度 :
Store at RT.
溶解性:
ethanol: 1 M at 20 °C, clear, colorless
酸解離定数(Pka):
2.98(at 25℃)
外見 :
Solid
色:
White to off-white
酸塩基指示薬変色域(pH):
Non0 uorescence (2.5) to dark blue 0 uorescence (4.0)
PH:
2.4 (H2O)(saturated solution)
水溶解度 :
1.8 g/L (20 ºC)
Sensitive :
Light Sensitive
極大吸収波長 (λmax):
210nm, 234nm, 303nm
Merck :
14,8332
JECFA Number:
958
Sublimation :
70 ºC
BRN :
774890
安定性::
Stable. Substances to be avoided include oxidizing agents, strong bases, iodine, fluorine. Combustible. Sensitive to light.
主な用途:
Semiconductors, nanoparticles, photoresists, lubricating oils, UV absorbers, adhesive, leather, cleaner, hair dye, soaps, cosmetics, pain medication, analgesics, antibacterial agent, treatment of dandruff, hyperpigmented skin, tinea pedis, onychomycosis, osteoporosis, beriberi, fungicidal skin disease, autoimmune disease
InChIKey:
YGSDEFSMJLZEOE-UHFFFAOYSA-N
CAS データベース:
69-72-7(CAS DataBase Reference)
NISTの化学物質情報:
Benzoic acid, 2-hydroxy-(69-72-7)
EPAの化学物質情報:
Benzoic acid, 2-hydroxy-(69-72-7)
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  Xn,F
Rフレーズ  22-41-36/37/38-36-20/21/22-11
Sフレーズ  26-39-37/39-36-36/37-16
RIDADR  UN 1648 3 / PGII
WGK Germany  1
RTECS 番号 VO0525000
自然発火温度 500 °C
TSCA  Yes
HSコード  29182100
有毒物質データの 69-72-7(Hazardous Substances Data)
毒性 LD50 i.v. in mice: 500 mg/kg (Sota)
化審法 (3)-1640
絵表示(GHS)
注意喚起語 Danger
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
H225 引火性の高い液体および蒸気 引火性液体 2 危険 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H302 飲み込むと有害 急性毒性、経口 4 警告 P264, P270, P301+P312, P330, P501
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
H318 重篤な眼の損傷 眼に対する重篤な損傷性/眼刺激 性 1 危険 P280, P305+P351+P338, P310
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
P210 熱/火花/裸火/高温のもののような着火源から遠ざ けること。-禁煙。
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。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P337+P313 眼の刺激が続く場合:医師の診断/手当てを受けること。
P403+P235 換気の良い場所で保管すること。涼しいところに 置くこと。

2-ヒドロキシ安息香酸 価格 もっと(63)

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) W01AFAA12253 サリチル酸, 99%
Salicylic acid, 99%
69-72-7 250g ¥3480 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01ACSALR-173N サリチル酸
Salicylic acid
69-72-7 100mg ¥7400 2018-12-26 購入
東京化成工業 H0206 2-ヒドロキシ安息香酸 >99.5%(T)
2-Hydroxybenzoic Acid >99.5%(T)
69-72-7 500g ¥3700 2018-12-04 購入
東京化成工業 H0206 2-ヒドロキシ安息香酸 >99.5%(T)
2-Hydroxybenzoic Acid >99.5%(T)
69-72-7 25g ¥1800 2018-12-04 購入
関東化学株式会社(KANTO) 37012-01 サリチル酸 >99.0%(T)
Salicylic acid >99.0%(T)
69-72-7 500g ¥3700 2018-12-13 購入

2-ヒドロキシ安息香酸 MSDS


2-Hydroxybenzoic acid

2-ヒドロキシ安息香酸 化学特性,用途語,生産方法

外観

白色, 結晶〜結晶性粉末

定義

本品は、次の化学式で表される芳香族カルボン酸である。

溶解性

水に微溶 (1.8g/100ml水, 20℃), 熱湯に可溶。エタノール, エーテルに易溶。エタノール及びアセトンに溶けやすく、水に溶けにくい。

用途

角質剥離、抗かび剤

化粧品の成分用途

パーマネント.ウェーブ用還元剤、ヘアコンディショニング剤、変性剤、剥離剤、角質柔軟剤、抗アクネ剤、抗フケ剤、皮膚コンディショニング剤、香料

効能

抗真菌薬, 角質溶解薬

商品名

サリチル酸 (健栄製薬); スピール膏 (ニチバン)

説明

Salicylic acid (from Latin salix, willow tree, from the bark of which the substance used to be obtained) is a mono hydroxy benzoic acid, a type of phenolic acid and a beta hydroxy acid. This colorless crystalline organic acid is widely used in organic synthesis and functions as a plant hormone. It is derived from the metabolism of salicin. In addition to being an important active metabolite of aspirin (acetylsalicylic acid), which acts in part as a prod rug to salicylic acid, it is probably best known for its use in anti-acne treatments. The salts and esters of salicylic acid are known as salicylates.

化学的特性

Salicylic acid has the formula C6H4(OH) COOH, where the OH group is ortho to the carboxyl group. It is also known as 2- hydroxybenzoic acid. It is poorly soluble in water (2 g / L at 20 °C). Aspirin (acetyl salicylic acid or ASA) can be prepared by the esterification of the phenolic hydroxyl group of salicylic acid with the acetyl group from acetic anhydride or acetyl chloride.

化学的特性

Salicylic acid is a white to tan crystalline solid; needles.

化学的特性

2-Hydroxybenzoic acid is odorless or has a slight phenolic odor with an acrid taste.

化学的特性

Also known as o-hydroxybenzoic acid,C6H4(OH)(COOH) is a white powder with an acrid taste that is stable in air but gradually discolored by light. Soluble in acetone, oil of turpentine, alcohol, ether,benzene; slightly soluble in water,and combustible. Derived by reacting a hot solution of sodium phenolate with carbon dioxide and acidifying the sodium salt thus formed. Used in the manufacture of aspirin and salicylates, resins, dyestuff intermediate, prevulcanization inhibitor, analytical reagent,and fungicide.

天然物の起源

Unripe fruits and vegetables are natural sources of salicylic acid, particularly blackberries, blueberries, cantaloupes, dates, raisins, kiwi fruits, guavas, apricots, green pepper, olives, tomatoes, radish and chicory; also mushrooms. Some herbs and spices contain quite high amounts, although meat, poultry, fish, eggs and dairy products all have little to no salicylates. Of the legumes, seeds, nuts, and cereals, only almonds, water chestnuts and peanuts have significant amounts.

来歴

The Greek physician Hippocrates wrote in the 5th century BC about a bitter powder extracted from willow bark that could ease aches and pains and reduce fevers . This remedy was also mentioned in texts from ancient Sumer , Lebanon , and As syria .
The active extract of the bark, called salicin, after the Latin name for the white willow (Salix alba), was isolated and named by the German chemist Johann Andreas Buchner in 1826. Raffaele Piria, an Italian chemist was able to convert the substance into a sugar and a second component, which on oxidation becomes salicylic acid.
Salicylic acid was also isolated from the herb meadowsweet (Filipendula ulmaria, formerly classified as Spiraea ulmaria) by German researchers in 1839. While their extract was somewhat effective, it also caused digestive problems such as gastric irritation, bleeding, diarrhea, and even death when consumed in high doses.

使用

Salicylic acid is known for its ability to ease aches and pains and reduce fevers. These medicinal properties, particularly fever relief, have been known since ancient times, and it is used as an antiinflammatory drug.
In modern medicine, salicylic acid and its derivatives are used as constituents of some rubefacient products. For example, methyl salicylate is used as a liniment to soothe joint and muscle pain, and choline salicylate is used topically to relieve the pain of mouth ulcers. As with other beta hydroxy acids, salicylic acid is a key ingredient in many skin-care products for the treatment of seborrhoeic dermatitis, acne, psoriasis, calluses, corns, keratosis pilaris, and warts.

使用

Although toxic in large quantities, salicylic acid is used as a food preservative and as bactericidal and an antiseptic . For some people with salicylate sensitivity even these small doses can be harmful .
Sodium salicylate is a useful phosphor in the vacuum ultraviolet with nearly flat quantum efficiency for wavelengths between 10 to 100 nm . It fluoresces in the blue at 420 nm. It is easily prepared on a clean surface by spraying a saturated solution of the salt in methanol followed by evaporation.

使用

Salicylic Acid is an Impurity of Acetylsalicylic Acid (A187780). Acetylsalicylic acid Impurity B.

使用

non-steroidal anti-inflammatory drugs

使用

salicylic acid is a beta-hydroxy acid with keratolytic and antiinflammatory activity. It helps dissolve the top layer of stratum corneum cells, improving the look and feel of the skin. Salicylic acid is an effective ingredient in acne products and as such is widely used in acne soaps and lotions. Because it is lipid soluble, it can more easily reduce sebaceous follicle blockage by penetrating the pores and exfoliating the cellular buildup. It is antimicrobial, anti-septic, enhances the activity of preservatives, and can be used to adjust the pH of products. For the treatment of aging skin, it appears to help improve skin wrinkles, roughness, and tone. In addition, it is a useful ingredient for products formulated to treat psoriasis, callouses, corns, and warts-cases where there is a buildup of dead skin cells. When applied topically, it is reported to penetrate 3 to 4 mm into the epidermis. A small amount of salicylic acid can convert to copper salicylate, a powerful anti-inflammatory. used at high concentrations, salicylic acid may cause skin redness and rashes. This is a naturally occurring organic acid, related to aspirin. It is found in some plants, particularly the leaves of wintergreen, willow bark, and the bark of sweet birch. Salicylic acid is also synthetically manufactured.

定義

ChEBI: A monohydroxybenzoic acid that is benzoic acid with a hydroxy group at the ortho position. It is obtained from the bark of the white willow and wintergreen leaves.

製造方法

Prepared by heating sodium phenolate with carbon dioxide under pressure

調製方法

Salicylic acid is biosynthesized from the amino acid phenylalanine. In Arabidopsis thaliana it can also be synthesized via a phenylalanine - independent pathway.
Sodium salicylate is commercially prepared by treating sodium phenolate ( the sodium salt of phenol ) with carbon dioxide at high pressure (100 atm ) and high temperature (390K) -a method known as the Kolbe-Schmitt reaction. Acidification of the product with sulfuric acid gives salicylic acid :
It can also be prepared by the hydrolysis of aspirin (acetylsalicylic acid) or methyl salicylate (oil of winter green) with a strong acid or base.

定義

A crystalline aromatic carboxylic acid. It is used in medicines, as an antiseptic, and in the manufacture of azo dyes. Its ethanoyl (acetyl) ester is aspirin. See aspirin; methyl salicylate.

brand name

Advanced Pain Relief Callus Removers (Schering-Plough HealthCare); Advanced Pain Relief Corn Removers (Schering-Plough HealthCare); Clear Away Wart Remover (Schering-Plough HealthCare); Compound W (Whitehall-Robins); Dr. Scholl’s Callus Removers (Schering-Plough HealthCare); Dr. Scholl’s Corn Removers (Schering-Plough HealthCare); Dr. Scholl’s Wart Remover Kit (Schering-Plough HealthCare); Duofilm Wart Remover (Schering-Plough HealthCare); Duoplant (Stiefel); Freezone (Whitehall-Robins); Ionil (Galderma); Ionil-Plus (Galderma); Salicylic Acid Soap (Stiefel); Saligel (Stiefel); Stri-Dex (Sterling Health U.S.A.).

一般的な説明

Odorless white to light tan solid. Sinks and mixes slowly with water.

空気と水の反応

Sublimes and forms vapor or dust that may explode [USCG, 1999].

反応プロフィール

Salicylic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Salicylic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

危険性

Respiratory alkalosis, hyperkalemia, hyperthermia, dehydration, convulsions, shock, res- piratory paralysis, respiratory acidosis, lesions and death from respiratory collapse; fetotoxic.

健康ハザード

Inhalation of dust irritates nose and throat. Vomiting may occur spontaneously if large amounts are swallowed. Contact with eyes causes irritation, marked pain, and corneal injury which should heal. Prolonged or repeated skin contact may cause marked irritation or even a mild burn.

作用機序

Salicylic acid has been shown to work through several different pathways. It produces its anti - inflammatory effects via suppressing the activity of cyclo oxygenase (COX), an enzyme which is responsible for the production of pro - inflammatory mediators such as the prostaglandins. Notably, it does this not by direct inhibition of COX, unlike most other non-steroidal anti-inflammatory drugs (NSAIDs), but instead by suppression of the expression of the enzyme (via a yet-un elucidated mechanism) . Salicylic acid has also been shown to activate adenosine monophosphate-activated protein kinase (AMPK), and it is thought that this action may play a role in the anticancer effects of the compound and its prod rugs aspirin and salsalate. In addition, the anti diabetic effects of salicylic acid are likely mediated by AMPK activation primarily through allosteric conformational change that increases levels of phosphorylation. Salicylic acid also uncouples oxidative phosphorylation which leads to increased ADP:ATP and AMP:ATP ratios in the cell. Consequently, salicylic acid may alter AMPK activity and subsequently exert its anti-diabetic properties through altered energy status of the cell. Even in AMPK knock - out mice, however, there is an anti-diabetic effect demonstrating that there is at least one additional, yet - unidentified action of the compound.

安全性プロファイル

Poison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by subcutaneous route. An experimental teratogen. Human systemic effects by skin contact: ear tinnitus. Mutation data reported. A skin and severe eye irritant. Experimental reproductive effects. Incompatible with iron salts, spirit nitrous ether, lead acetate, iodine. Used in the manufacture of aspirin. When heated to decomposition it emits acrid smoke and irritating fumes.

職業ばく露

Used as a topical keratolytic agent; in manufacture of aspirin, salicylates, resins, as a dyestuff intermediate; prevulcanization inhibitor; analytical reagent; fungicide, antiseptic, and food preservative.

Veterinary Drugs and Treatments

Often combined with sulfur, salicylic acid shampoos are often employed to treat patients with seborrheic disorders (seborrhea sicca and oleosa) exhibiting mild to moderate scaling, with mild waxy and keratinous debris. In higher concentrations, topicals such as Kerasolv? Gel (6.6% salicylic acid) can be used to remove localized excessive tissues associated with hyperkeratotic disorders, such as calluses and idiopathic thickening of the planum nasale and footpads.
Salicylic acid has mildly antipruritic, antibacterial (bacteriostatic), keratoplastic and keratolytic actions. Lower concentrations are primarily keratoplastic and higher concentrations, keratolytic. Salicylic acid lowers skin pH, increases corneocyte hydration and dissolves the intercellular binder between corneocytes. Salicylic acid and sulfur are thought to be synergistic in their keratolytic actions.

純化方法

It has been purified by steam distillation, by recrystallisation from H2O (solubility is 0.22% at room temperature and 6.7% at 100o), absolute MeOH, or cyclohexane and by sublimation in a vacuum at 76o. The acid chloride (needles) has m 19-19.5o, b 92o/15mm, the amide has m 133o (yellow needles from H2O), the O-acetyl derivative has m 135o (rapid heating and the liquid resolidifies at 118o), and the O-benzoyl derivative has m 132o (aqueous EtOH). [IR: Hales et al. J Chem Soc 3145 1954, Bergmann et al. J Chem Soc 2351 1950]. [Beilstein 10 IV 125.]

Plant hormone

Salicylic acid (SA) is a phenolic phytohormone and is found in plants with roles in plant growth and development, photosynthesis, transpiration, ion uptake and transport. SA also induces specific changes in leaf anatomy and chloroplast structure. SA is involved in endogenous signaling, mediating in plant defense against pathogens. It plays a role in the resistance to pathogens by inducing the production of pathogenesis-related proteins . It is involved in the systemic acquired resistance (SAR) in which a pathogenic attack on one part of the plant induces resistance in other parts. The signal can also move to nearby plants by salicylic acid being converted to the volatile ester, methyl salicylate.

不和合性

iron salts; lead acetate; iodine. Forms an explosive mixture in air.

2-ヒドロキシ安息香酸 上流と下流の製品情報

原材料

準備製品

ワルファリン アルミノン 5-スルホ-2-ヒドロキシ安息香酸 サリチル酸4-オクチルフェニル 2-ヒドロキシベンゾアート 5-アミノサリチル酸 サリチル酸エチル 5,5'-アゾビスサリチル酸 2-[(アミノメトキシホスフィノチオイル)オキシ]安息香酸イソプロピル 3,5-ジヨードサリチル酸 C.I.アシッドオレンジ88 グアセチサル サリチル酸ベンジル 3-ヒドロキシキサントン イソフェンホスメチル標準品 C.I.アシッドレッド215 アセチルサリチル酸 2-ヒドロキシ安息香酸ペンチル 3,5-ジブロモサリチル酸 N-[7-ヒドロキシ-8-[[2-ヒドロキシ-5-[(メチルアミノ)スルホニル]フェニル]アゾ]-1-ナフタレニル]アセトアミド/クロム酸,(2:1) 2-ヒドロキシ-5-[(4-スルホフェニル)アゾ]安息香酸二ナトリウム 5-ホルミルサリチル酸 サリチル酸イソブチル 5-クロロサリチル酸 サリチル酸イソアミル 3-ヒドロキシ-4-[(2-ヒドロキシ-1-ナフタレニル)アゾ]-7-ニトロ-1-ナフタレンスルホン酸/1-[(2-ヒドロキシ-3,5-ジニトロフェニル)アゾ]-2-ナフタレノール/ナトリウム/クロム酸,(1:1:2:1) サリチル酸 フェニル 3,5-ジクロロサリチル酸 C.I.アシッドブラウン28 4-[[(4,5-ジヒドロ-3-メチル-5-オキソ-1-フェニル-1H-ピラゾール)-4-イル]アゾ]-3-ヒドロキシ-1-ナフタレンスルホン酸/ナトリウム/クロム酸,(2:2:1)

2-ヒドロキシ安息香酸 生産企業

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69-72-7(2-ヒドロキシ安息香酸)キーワード:


  • 69-72-7
  • salicylic acid medical grade
  • Methisosildenafil Impurity 1
  • Technical salicylic acid
  • 拉米夫定杂质Ⅶ(水杨酸)
  • acidoo-idrossibenzoico
  • acidosalicilico
  • Advanced pain relief callus removers
  • Advanced pain relief corn removers
  • Benzoic acid, o-hydroxy-
  • benzoicacid,2-hydroxy-
  • Clear away wart remover
  • component of Domerine
  • component of Fostex medicated bar and cream
  • component of Keralyt
  • component of Pernox
  • component of Salicylic acid & sulfur soap
  • component of Sebucare
  • component of Sebulex
  • component of Solarcaine first aid spray
  • component of Tinver
  • Compound W
  • Dr. Scholl's callus removers
  • Dr. Scholl's corn removers
  • Dr. Scholl's wart remover kit
  • Duofil wart remover
  • Duoplant
  • Freezone
  • Ionil
  • Ionil plus
  • Keralyt
  • 2-ヒドロキシ安息香酸
  • サリシル酸
  • 2-ヒドロキシベンゼンカルボン酸
  • o-ヒドロキシ安息香酸
  • スピール膏
  • サリチル酸
  • 2-ヒドロキシ安息香酸 [生化学用]
  • サリチル酸2-ヒドロキシ安息香酸
  • サリチル酸, 99%
  • サリチル酸 (JP17)
  • 代謝産物
  • 防腐剤
  • 角質溶解薬
  • 解熱鎮痛薬
  • 抗真菌薬
  • 消炎薬
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