2-アミノピリジン

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Danger

• 危険有害性情報

  H314：重篤な皮膚の薬傷?眼の損傷

  H412：長期的影響により水生生物に有害

• 注意書き

  P260：粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。

  P273：環境への放出を避けること。

  P280：保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

  P303+P361+P353：皮膚（または髪）に付着した場合：直ちに汚染された衣 類をすべて脱ぐこと/取り除くこと。皮膚を流水/シャワー 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。

2-アミノピリジン 価格

MSDS Information

• alpha-Ayridylamine

2-アミノピリジン 化学特性,用途語,生産方法

• 外観

  白色～ほとんど白色, 結晶～結晶性粉末

• 溶解性

  有機溶媒に可溶。

• 用途

  糖鎖還元末端の蛍光ラベル化剤。

• 用途

  スルファジンなどの医薬品原料。ビスマス、アンチモン、金の検出に用いる。

• 化学的特性

  2-Aminopyridine is a yellow or white crystalline (sand-like) solid with a characteristic odor. It is soluble in water, alcohol, benzene, ether and hot petroleum ether. It tastes bitter and has anesthetic effect. It is a significant synthetic synthon, with unique dual nucleophilic structure. It can react with ketones, aldehydes, acids, multifunctional esters, halogenated aromatics and other compounds to synthesize five- and six-member azaheterocycles. after prolonged storage, may darken in color.

• 使用

  2-Aminopyridine is used primarily in the pharmaceutical industry as an intermediate in chemical synthesis. It is used to manufacturing analgesic and anti-inflammatory drugs piroxicam and lornoxicam. 2-Aminopyridine is a basic building block of several heterocyclic compounds and Schiff bases. It has been shown to reversibly block voltage-dependent potassium channels, and is also a common impurity from the synthesis of compounds found in hair dyes. It is a derivatizing agent which can be used as a fluorescent label for oligosaccharide detection, chromatographic separation, fluorometric or mass spectrometric analysis. 2AP and its derivatives are good candidates for antimicrobial, anticorrosion and molecular sensing applications.

• 主な応用

  2-Aminopyridine has also been used to derivatize sialyloligosaccharides for detection in FAB-MS. It can also be used:
  As a reactant in the synthesis of 3-aroylimidazopyridines from chalcones by aerobic oxidative amidation using copper acetate catalyst.
  In the synthesis of crystalline Cu(II) complex, di-μ-(2-aminopyridine(N,N′))-bis[(2,6 pyridinedicarboxylate)aquacopper(II)] tetrahydrate using 2,6-pyridinedicarboxylic acid and Cu(CH3COO)2.H2O.
  As an imprinting molecule for the preparation of poly(methacrylic acid–ethylene glycol dimethacrylate) polymer. It is packed in micro-column for selective solid phase extraction of 2-aminopyridine.
  As a reactant in the synthesis of 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones in the presence of Lewis acid catalysts.
  As a reactant in the synthesis of 2-(2-aminopyridinium)acetyl starch with antioxidant property.

• 製造方法

  2-Aminopyridine is manufactured using the reaction of pyridine with sodium amide (Chichibabin amination). It is obtained in high yield after the hydrolysis of the intermediate salt (Merck, 2001; Shimizu et al., 1993).

• 一般的な説明

  2-aminopyridine appears as white powder or crystals or light brown solid. It is soluble in water and alcohol. It is toxic by ingestion and by inhalation of the dust. It is used to make pharmaceuticals and dyes. (NTP, 1992)

• 空気と水の反応

  Decomposes in air. Soluble in water.

• 反応プロフィール

  2-Aminopyridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. Reacts with oxidizing agents .

• 危険性

  Toxic.

• 健康ハザード

  2-Aminopyridine causes central nervous system effects.

• 火災危険

  2-Aminopyridine is combustible.

• 安全性プロファイル

  Poison by ingestion, inhalation, subcutaneous, intravenous, and intraperitoneal routes. Toxic effects resemble strychnine poisoning. Human systemic effects by inhalation: somnolence, convulsions, and antipsychotic effects. Human central nervous system effects by inhalation. When heated to decomposition it emits highly toxic fumes of NOx,.

• 職業ばく露

  2-Aminopyridine is used in the manufacture of pharmaceuticals; especially antihistamines.

• 発がん性

  The LD50 in mice by intraperitoneal injection was 35 mg/kg; lethal doses in animals also produced excitement, tremors, convulsions and tetany.1 Fatal doses were readily absorbed through the skin. A 0.2 M aqueous solution dropped in a rabbit’s eye was only mildly irritating.
  2-Aminopyridine was not mutagenic in a variety of Salmonella tester strains with or without metabolic activation.

• 環境運命予測

  Soil. When radio-labeled 4-aminopyridine was incubated in moist soils (50%) under aerobic conditions at 30 °C, the amount of 14CO2 released from an acidic loam (pH 4.1) and an alkaline, loamy sand (pH 7.8) was 0.4 and 50%, respectively (Starr and Cunningham, 1975).
  Chemical/Physical. Releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).

• 輸送方法

  UN2671 Aminopyridines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

• 純化方法

  It crystallises from *benzene/pet ether (b 40-60o) or CHCl3 /pet ether. [Beilstein 22/8 V 280.]

• 不和合性

  Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides

• 廃棄物の処理

  Incineration with nitrogen oxides removal from effluent gas.

• 参考文献

  [1] RAO R N, CHANDA K. 2-Aminopyridine – an unsung hero in drug discovery[J]. Chemical Communications, 2021, 3: 343-382. DOI:10.1039/D1CC04602K.
  [2] D. M. BYSTROV  L. L F. Reactivity of 2-aminopyridine N-oxides[J]. Russian Chemical Bulletin, 2024, 73 1: 33-52. DOI:10.1007/s11172-024-4120-2.
  [3] KUMPINA I, BASKEVICS V, WALBY G D, et al. Synthesis of 2-Aminopyridine-Modified Peptide Nucleic Acids[J]. Synlett, 2023, 25 1: 0. DOI:10.1055/a-2191-5774.
  [4] MEHMET TüMER. Antimicrobial activity studies of the binuclear metal complexes derived from tridentate Schiff base ligands[J]. Transition Metal Chemistry, 1999, 24 4: 414-420. DOI:10.1023/A:1006973823926.

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