7-アミノセファロスポラン酸

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

  H317：アレルギー性皮膚反応を起こすおそれ

  H334：吸入するとアレルギー、喘息または、呼吸困難 を起こすおそれ

• 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。

  P272：汚染された作業衣は作業場から出さないこと。

  P280：保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。

  P284：呼吸用保護具を着用すること。

  P302+P352：皮膚に付着した場合：多量の水と石鹸で洗うこと。

  P333+P313：皮膚刺激または発疹が生じた場合：医師の診断/手当てを 受けること。

7-アミノセファロスポラン酸 価格

MSDS Information

• 7-ACA

7-アミノセファロスポラン酸 化学特性,用途語,生産方法

• 外観

  白色～うすい黄色～うすい黄赤色粉末～結晶

• 用途

  7-アミノセファロスポラン酸は、アクレモニウム属の真菌から得られたセフェム系抗菌薬であるセファロスポリンCのアミドを加水分解することによって得ることができる。 こうして得られた7-アミノセファロスポラン酸は、β-ラクタム系抗菌薬の中でも半合成のセフェム系抗菌薬を合成するための出発物質として、しばしば用いられる。なお、同じβ-ラクタム系抗菌薬でも半合成のペニシリン系抗菌薬の合成の際には、出発物質として7-アミノセファロスポラン酸ではなく6-アミノペニシラン酸を主に用いる。

• 説明

  The abbreviation for 7-aminocephalosporanic acid is 7-ACA. It is a white or almost white crystalline powder and serves as a crucial nucleus in the production of cephalosporin antibiotics. By utilizing chemical transformations at positions 7 and 3 of the nucleus, numerous cephalosporins can be synthesized, including cefazolin sodium, cefotaxime sodium, ceftriaxone sodium, cefoperazone sodium, sodium ceftazidime, and cefuroxime sodium.
  Cephalosporin antibiotics (Cephalosporins) are a cluster of broad-spectrum semisynthetic antibiotics, they all contain the nucleus of 7-aminocephalosporanic acid (7-ACA), with different groups in the 3 and 7 carbon atoms, forming various cephalosporins with different antibacterial activity and pharmacokinetic characteristics. Cephalosporin antibiotics have broad antibacterial spectrum,strong antibacterial effect, and fewer allergic reactions, and only part of the cross allergic with penicillin and they have varying degrees of stability on the β-lactamase . Cephalosporins have fast development, and many families, they are divided into four generation cephalosporins according to the anti-microbial dynamic "generations" .
  They are the same as penicillin, cephalosporins contain β lactam ring , which is necessary to achieve antibacterial efficacy. But penicillins are 6-amino penicillin acid (6-aminopenicillanic acid, 6-APA) derivatives, and cephalosporins nucleus is 7-aminocephalosporanic acid (7-aminocephalosporamic acid, 7-ACA), the latter is from cephalosporin C, it is a fermentation product of Cephalosporium acremonium.
  7-aminocephalosporanic acid has a dihydro-thiazine ring (A) and aβ-lactam ring (B), it has a resistant effect on the class of staphylococcus aureus penicillinase. Modifying this nucleus with different side chains can form the entire series of cephalosporin antibiotics. Modifying β-lactam bit 7 (R1), can make antimicrobial efficacy and stability within the β-lactamase change. At 3 bit on-dihydro-thiazine ring substitution (R2), the influence of effect on drug metabolism and pharmacokinetic properties is more staggering than that of antibacterial effect.
  Cephamycins are associated with cephalosporin C in chemical structure, the main difference is that they have a 7-α-methoxy group (R3), so that the stability to certain β-lactamase is improved . Cephalosporin is a derivative cephalosporin C which is produced by Streptomyces . Cefotetan is an semi-synthetic derivative of organic mycin G, it is a product of Streptomyces organonensis. Cefmetazole is a semi-synthetic product of 7-aminocephalosporanic acid.
  
  Figure 1 the chemical structure of the 7-aminocephalosporanic acid

• 化学的特性

  Off-white to beige crystalline powder

• 定義

  ChEBI: 7-Aminocephalosporanic acid is the alpha,beta-unsaturated monocarboxylic acid that is the active nucleus for the synthesis of cephalosporins and intermediates. It is functionally related to a cephalosporanic acid. It is a tautomer of a 7beta-aminocephalosporanic acid zwitterion.

• 製造方法

  The synthesis of 7-Aminocephalosporanic acid involves esterification of semi-synthetic cephalosporin-cephalosporin C with trimethylchlorosilane, followed by phosphorus pentachloride chloride and butanol etherifying. The final product is obtained through hydrolysis. The yield from cephalosporin C sodium to 7-ACA is approximately 50%.
  DOI: 10.3390/jof8050450

• 一般的な説明

  The chemical class of 7-aminocephalosporanic acid is Beta-Lactams. This class includes several antibiotic families, such as penicillins, cephalosporins, carbapenems, and monobactams. The Beta-lactam ring is part of the core structure of these families, which is why they are also referred to as Beta-lactam antibiotics.

7-アミノセファロスポラン酸 上流と下流の製品情報

7-アミノセファロスポラン酸 生産企業

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7-アミノセファロスポラン酸 スペクトルデータ(¹HNMR、IR1、IR2、MS、Raman)

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