クロロブタノール

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

  H302：飲み込むと有害

  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。

  P280：保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

  P301+P312：飲み込んだ場合：気分が悪い時は医師に連絡する 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。

クロロブタノール 化学特性,用途語,生産方法

• 外観

  本品は無色又は白色の結晶で，カンフルようのにおいが ある．
  本品はメタノール，エタノール(95)又はジエチルエーテル に極めて溶けやすく，水に溶けにくい．
  本品は空気中で徐々に揮散する．

• 定義

  本品は、次の化学式で表されるハロゲン化アルコールである。

• 無機性値/有機性値

  130/180

• 化粧品の成分用途

  防腐剤

• 効能

  局所麻酔薬, 催眠鎮静薬, 抗菌性保存剤

• 確認試験

  (１) 本品の水溶液(1→200)5mLに水酸化ナトリウム試液 1mLを加え，ヨウ素試液3mLを徐々に加えるとき，黄色の 沈殿を生じ，ヨードホルムのにおいを発する．
  (２) 本品0.1gに水酸化ナトリウム試液5mLを加えてよく 振り混ぜ，アニリン3～4滴を加え，穏やかに加温するとき， フェニルイソシアニド(有毒)の不快なにおいを発する．

• 定量法

  本品約0.1gを精密に量り，200mLの三角フラスコに 入れ，エタノール(95)10mLに溶かし，水酸化ナトリウム試 液10mLを加え，還流冷却器を付けて10分間煮沸する．冷後， 希硝酸40mL及び正確に0.1mol/L硝酸銀液25mLを加え，よ く振り混ぜ，ニトロベンゼン3mLを加え，沈殿が固まるま で激しく振り混ぜた後，過量の硝酸銀を0.1mol/Lチオシア ン酸アンモニウム液で滴定〈2.50〉する(指示薬：硫酸アンモ ニウム鉄(Ⅲ)試液2mL)．同様の方法で空試験を行う．

• 純度試験

  (１) 酸 本品を粉末とし，その0.10gに水5mLを加えてよ く振り混ぜるとき，液は中性である．
  (２) 塩化物〈1.03〉 本品0.5gを希エタノール25mLに溶か し，希硝酸6mL及び水を加えて50mLとする．これを検液と し，試験を行う．比較液は0.01mol/L塩酸1.0mLに希エタノ ール25mL ， 希硝酸6mL 及び水を加えて50mL とする (0.071％以下)．

• 強熱残分

  0.1％以下(1g)．

• 化学的特性

  White or almost white, crystalline powder or colourless crystals, sublimes readily

• 使用

  Chlorobutanol is used as a preservative and sedative. It has also been shown to exhibit antibacterial properties.

• 調製方法

  Chlorobutanol is prepared by condensing acetone and chloroform in the presence of solid potassium hydroxide.

• 危険性

  Action similar to chloral hydrate. Combustible.

• 応用例（製薬）

  Chlorobutanol is primarily used in ophthalmic or parenteral dosage forms as an antimicrobial preservative at concentrations up to 0.5% w/v. It is commonly used as an antibacterial agent for epinephrine solutions, posterior pituitary extract solutions, and ophthalmic preparations intended for the treatment of miosis. It is especially useful as an antibacterial agent in nonaqueous formulations. Chlorobutanol is also used as a preservative in cosmetics ; as a plasticizer for cellulose esters and ethers; and has been used therapeutically as a mild sedative and local analgesic in dentistry.

• 安全性プロファイル

  Poison by ingestion. A narcotic. A skin and eye irritant. Mutation data reported. See also CHLORAL HYDRATE, whch acts similarly. Dangerous; can react with oxidizing materials. Combustible when exposed to heat or flame. When heated to decomposition it emits toxic fumes of Cl-. See also PHOSGENE.

• 安全性

  Chlorobutanol is widely used as a preservative in a number of pharmaceutical formulations, particularly ophthalmic preparations. Although animal studies have suggested that chlorobutanol may be harmful to the eye, in practice the widespread use of chlorobutanol as a preservative in ophthalmic preparations has been associated with few reports of adverse reactions. A study of the irritation potential of a local anesthetic on the murine cornea indicated significant corneal surface damage in the presence of 0.5% w/v chlorobutanol, which may be related to the preservative’s effective concentration. Reported adverse reactions to chlorobutanol include: cardiovascular effects following intravenous administration of heparin sodium injection preserved with chlorobutanol; neurological effects following administration of a large dose of morphine infusion preserved with chlorobutanol; and hypersensitivity reactions, although these are regarded as rare.
  The lethal human dose of chlorobutanol is estimated to be 50–500 mg/kg.
  LD₅₀ (dog, oral): 0.24 g/kg
  LD₅₀ (mouse, oral): 0.99 g/kg
  LD₅₀ (rabbit, oral): 0.21 g/kg

• 貯蔵

  Chlorobutanol is volatile and readily sublimes. In aqueous solution, degradation to carbon monoxide, acetone and chloride ion is catalyzed by hydroxide ions. Stability is good at pH 3 but becomes progressively worse with increasing pH. The half-life at pH 7.5 for a chlorobutanol solution stored at 258℃ was determined to be approximately 3 months. In a 0.5% w/v aqueous chlorobutanol solution at room temperature, chlorobutanol is almost saturated and may crystallize out of solution if the temperature is reduced.
  Losses of chlorobutanol also occur owing to its volatility, with appreciable amounts being lost during autoclaving; at pH 5 about 30% of chlorobutanol is lost. Porous containers result in losses from solutions, and polyethylene containers result in rapid loss. Losses of chlorobutanol during autoclaving in polyethylene containers may be reduced by pre-autoclaving the containers in a solution of chlorobutanol; the containers should then be used immediately. There is also appreciable loss of chlorobutanol through stoppers in parenteral vials.
  The bulk material should be stored in an airtight container at a temperature of 8–158℃.

• 不和合性

  Owing to problems associated with sorption, chlorobutanol is incompatible with plastic vials, rubber stoppers, bentonite, magnesium trisilicate, polyethylene, and polyhydroxyethylmethacrylate, which has been used in soft contact lenses. To a lesser extent, carboxymethylcellulose and polysorbate 80 reduce antimicrobial activity by sorption or complex formation.

• 規制状況(Regulatory Status)

  Included in the FDA Inactive Ingredients Database (IM, IV, and SC injection; inhalations; nasal, otic, ophthalmic, and topical preparations). Labeling must state ‘contains chlorobutanol up to 0.5%.’ Included in nonparenteral and parenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.
  In the UK, the maximum concentration of chlorobutanol permitted for use in cosmetics, other than foams, is 0.5%. It is not suitable for use in aerosols.

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クロロブタノール スペクトルデータ(¹HNMR、¹³CNMR、IR1、IR2、IR3、MS、Raman)

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