7-chlor-2-cyanotetracycline | 4497-06-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: 7-chlor-2-cyanotetracycline
• 英文别名: (4aS)-7-chloro-4c-dimethylamino-3,6t,10,12,12a-pentahydroxy-6c-methyl-1,11-dioxo-(4ar,5ac,12ac)-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carbonitrile；(4aS)-7-Chlor-4c-dimethylamino-3,6t,10,12,12a-pentahydroxy-6c-methyl-1,11-dioxo-(4ar,5ac,12ac)-1,4,4a,5,5a,6,11,12a-octahydro-naphthacen-2-carbonitril
• CAS: 4497-06-7
• 化学式: C₂₂H₂₁ClN₂O₇
• 分子量: 460.871
• InChiKey: DXPJNGAVGMJETD-YMRBCCDNSA-N

物化性质

• 沸点：
  740.2±60.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  7-chlor-2-cyanotetracycline 生成 6-iso-7-chlor-2-cyanotetracycline
  参考文献：
  名称：

  Recognition of Drug Degradation Products by Target Proteins: Isotetracycline Binding to Tet Repressor

  摘要：

  Tetracycline antibiotics and their degradation products appear in medically treated tissues, food, soil, and manure sludge in the environment. In the context of protein interactions with various tetracyclines we performed crystal structure analyses of the tetracycline repressor in complex with weak or noninducing tetracycline derivatives. Isotetracyclines are degradation products of tetracyclines, which occur under physiological conditions. The typical framework of the antibiotic is irreversibly broken at the BC-ring connection, leading to a modified orientation of the AB to the new C*D ring fragments. The shape of the zwitterionic AB-ring fragment is unchanged and still binds to the TetR recognition site in a manner comparable to the intact antibiotic but without typical Mg(2+) chelation. This work is an example that drug degradation products can still bind to specific targets and should be discussed in light of potential and critical side effects.

  DOI：

  10.1021/jm200332e
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 、 对甲苯磺酰氯 作用下， 生成 7-chlor-2-cyanotetracycline
  参考文献：
  名称：

  The Structure of Aureomycin¹

  摘要：

  DOI：

  10.1021/ja01642a064

文献信息

• Studies of the Reversible Epimerization Occurring in the Tetracycline Family. The Preparation, Properties and Proof of Structure of Some 4-epi-Tetracyclines
  作者：J. R. D. McCormick、Sidney M. Fox、Leland L. Smith、Barbara A. Bitler、Jules Reichenthal、Victor E. Origoni、Walter H. Muller、Robert Winterbottom、Albert P. Doerschuk

  DOI：10.1021/ja01568a050

  日期：1957.6