7-chloro-6-demethyl-6-deoxy-9-methyl-8-azatetracycline hydrochloride | 1268248-34-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 7-chloro-6-demethyl-6-deoxy-9-methyl-8-azatetracycline hydrochloride
• CAS: 1268248-34-5
• 化学式: C₂₁H₂₂ClN₃O₇*ClH
• 分子量: 500.336
• InChiKey: JADSOMOQFXDVDE-AREFGTGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  33.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  174.28
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  (4aS,11aR,12aS,13S)-8-bromo-10-chloro-13-(dimethylamino)-4a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11a,12,12a,13-tetrahydro-5-hydroxy-3,7-bis(phenylmethoxy)-isoxazolo[5',4':6,7]naphth[2,3-g]-isoquinoline-4,6(4aH,11H)-dione 在 盐酸 、 四(三苯基膦)钯 、 anhydrous dipotassium phosphate 、 palladium 10% on activated carbon 、 氢氟酸 、 氢气 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 甲苯 、 乙腈 为溶剂， 反应 24.5h， 生成 6-demethyl-6-deoxy-9-methyl-8-azatetracycline dihydrochloride 、 7-chloro-6-demethyl-6-deoxy-9-methyl-8-azatetracycline hydrochloride
  参考文献：
  名称：

  8-Azatetracyclines: Synthesis and Evaluation of a Novel Class of Tetracycline Antibacterial Agents

  摘要：

  A novel series of fully synthetic 8-azatetracyclines was prepared and evaluated for antibacterial activity. Compounds were identified that overcome both efflux (tet(K)) and ribosomal protection (tet(M)) tetracycline resistance mechanisms and are active against Gram-positive and Gram-negative organisms. Two compounds were identified that exhibit comparable efficacy to marketed tetracyclines in in vivo models of bacterial infection.

  DOI：

  10.1021/jm1015389

文献信息

• 8-Azatetracyclines: Synthesis and Evaluation of a Novel Class of Tetracycline Antibacterial Agents
  作者：Roger B. Clark、Minsheng He、Corey Fyfe、Denene Lofland、William J. O’Brien、Louis Plamondon、Joyce A. Sutcliffe、Xiao-Yi Xiao

  DOI：10.1021/jm1015389

  日期：2011.3.10

  A novel series of fully synthetic 8-azatetracyclines was prepared and evaluated for antibacterial activity. Compounds were identified that overcome both efflux (tet(K)) and ribosomal protection (tet(M)) tetracycline resistance mechanisms and are active against Gram-positive and Gram-negative organisms. Two compounds were identified that exhibit comparable efficacy to marketed tetracyclines in in vivo models of bacterial infection.