2-(4-Hydroxy)benzoyl-9-[(4-hydroxyphenyl)methyl]-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(4-Hydroxy)benzoyl-9-[(4-hydroxyphenyl)methyl]-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole
• 英文别名: 1,3,4,9-Tetrahydro-2-(hydroxybenzoyl)-9-[(4-hydroxyphenyl)methyl]-6-methoxy-2H-pyrido[3,4-B]indole；(4-hydroxyphenyl)-[9-[(4-hydroxyphenyl)methyl]-3,4-dihydro-1H-pyrido[3,4-b]indol-2-yl]methanone
• 化学式: C₂₅H₂₂N₂O₃
• 分子量: 398.461
• InChiKey: ADXYEWMDAGIULV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  65.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2,3,4-四氢-9H-吡啶[3,4-B]并吲哚 在 palladium dihydroxide 盐酸 、 氢气 、 sodium hydride 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、303.98 kPa 条件下， 生成 2-(4-Hydroxy)benzoyl-9-[(4-hydroxyphenyl)methyl]-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole
  参考文献：
  名称：

  Inhibitors of bacterial enoyl acyl carrier protein reductase (FabI): 2,9-disubstituted 1,2,3,4-tetrahydropyrido[3,4-b]indoles as potential antibacterial agents

  摘要：

  An SAR study of a screening lead has led to the identification of 2,9-disubstituted 1, 2, 3, 4-tetrahydropyrido [3,4-b]indoles as inhibitors of Staphylococcus aureus enoyl acyl carrier protein reductase (FabI). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00405-x

文献信息

• Antibacterial compounds
  申请人：Affinium Pharmaceuticals, Inc.

  公开号：US06573272B1

  公开（公告）日：2003-06-03

  Compounds of the formula (I) are disclosed which are FabI inhibitors and are useful in the treatment bacterial infections: wherein: R1 is Ar or Het; R2 is H, C1-6alkyl or Ar—C0-6alkyl; X is H, C1-4alkyl, OR′, SR′, C1-4alkylsulfonyl, C1-4alkylsulfoxyl, CN, N(R′)2, CH2N(R′)2, NO2, CF3, CO2R′, CON(R′)2, COR′, NR′C(O)R′, F, Cl, Br, I, or CF3S(O)r—; R′ is H, C1-6alkyl or Ar—C0-6alkyl; and r is 0, 1 or 2; or a pharmaceutically acceptable salt thereof.

  公式（I）的化合物被披露为FabI抑制剂，可用于治疗细菌感染：其中：R1为Ar或Het；R2为H，C1-6烷基或Ar—C0-6烷基；X为H，C1-4烷基，OR′，SR′，C1-4烷基磺酰基，C1-4烷基氧基，CN，N(R′)2，CH2N(R′)2，NO2，CF3，CO2R′，CON(R′)2，COR′，NR′C(O)R′，F，Cl，Br，I或CF3S(O)r—；R′为H，C1-6烷基或Ar—C0-6烷基；r为0、1或2；或其药用盐。
• ANTIBACTERIAL COMPOUNDS
  申请人：Affinium Pharmaceuticals, Inc.

  公开号：EP1180030B1

  公开（公告）日：2004-11-24
• US6573272B1
  申请人：——

  公开号：US6573272B1

  公开（公告）日：2003-06-03
• US6964970B2
  申请人：——

  公开号：US6964970B2

  公开（公告）日：2005-11-15
• Inhibitors of bacterial enoyl acyl carrier protein reductase (FabI): 2,9-disubstituted 1,2,3,4-tetrahydropyrido[3,4-b]indoles as potential antibacterial agents
  作者：Mark A Seefeld、William H Miller、Kenneth A Newlander、Walter J Burgess、David J Payne、Stephen F Rittenhouse、Terrance D Moore、Walter E DeWolf、Paul M Keller、Xiayang Qiu、Cheryl A Janson、Kalindi Vaidya、Andrew P Fosberry、Martin G Smyth、Deborah D Jaworski、Courtney Slater-Radosti、William F Huffman

  DOI：10.1016/s0960-894x(01)00405-x

  日期：2001.9

  An SAR study of a screening lead has led to the identification of 2,9-disubstituted 1, 2, 3, 4-tetrahydropyrido [3,4-b]indoles as inhibitors of Staphylococcus aureus enoyl acyl carrier protein reductase (FabI). (C) 2001 Elsevier Science Ltd. All rights reserved.