NITD-349 | 1473450-62-2

• 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: NITD-349
• 英文别名: N-(4,4-dimethylcyclohexyl)-4,6-difluoro-1H-indole-2-carboxamide
• CAS: 1473450-62-2
• 化学式: C₁₇H₂₀F₂N₂O
• 分子量: 306.355
• InChiKey: UATYSFRIVIHVKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  44.89
• 氢给体数：
  2.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  4,4-二甲基环己酮 在 盐酸羟胺 、 氢气 、 镍 、 sodium carbonate 、 N,N-二异丙基乙胺 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、551.59 kPa 条件下， 反应 36.0h， 生成 NITD-349
  参考文献：
  名称：

  [EN] INDOLE CARBOXAMIDE DERIVATIVES AND USES THEREOF
  [FR] DÉRIVÉS D'INDOLE CARBOXAMIDE ET LEURS UTILISATIONS

  摘要：

  提供了一种化合物，其化学式为（I），已被证明对治疗通过mmpL3途径中的必需分子的运输介导的疾病、紊乱或综合症具有益处：（I）其中R1、R2、R3、R4、R5和R6如本文所定义。

  公开号：

  WO2014037900A1

文献信息

• INDOLE CARBOXAMIDE DERIVATIVES AND USES THEREOF
  申请人：Jiricek Jan

  公开号：US20150175539A1

  公开（公告）日：2015-06-25

  A compound of Formula (I) is provided that has been shown to be useful for treating a disease, disorder or syndrome that is mediated by the transportation of essential molecules in the mmpL3 pathway: wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined herein.

  提供一种化合物，其化学式为（I），已被证明可用于治疗由mmpL3途径中必需分子的运输介导的疾病、障碍或综合症：其中R1、R2、R3、R4、R5和R6如此定义。
• Indole carboxamide derivatives and uses thereof
  申请人：Jiricek Jan

  公开号：US09447039B2

  公开（公告）日：2016-09-20

  A compound of Formula (I) is provided that has been shown to be useful for treating a disease, disorder or syndrome that is mediated by the transportation of essential molecules in the mmpL3 pathway: wherein R1, R2, R3, R4, R5 and R6 are as defined herein.

  提供了化合物(I)的公式，该化合物已被证明对通过mmpL3途径运输必需分子介导的疾病、失调或综合症具有治疗作用：其中R1、R2、R3、R4、R5和R6的定义如此处所述。
• Design, Synthesis, and Biological Evaluation of Indole-2-carboxamides: A Promising Class of Antituberculosis Agents
  作者：Ravinder Reddy Kondreddi、Jan Jiricek、Srinivasa P. S. Rao、Suresh B. Lakshminarayana、Luis R. Camacho、Ranga Rao、Maxime Herve、Pablo Bifani、Ngai Ling Ma、Kelli Kuhen、Anne Goh、Arnab K. Chatterjee、Thomas Dick、Thierry T. Diagana、Ujjini H. Manjunatha、Paul W. Smith

  DOI：10.1021/jm4012774

  日期：2013.11.14

  Indole-2-carboxamides have been identified as a promising class of antituberculosis agents from phenotypic screening against mycobacteria. One of the hits, indole-2-carboxamide analog (1), had low micromolar potency against Mycobacterium tuberculosis (Mtb), high mouse liver microsomal clearance, and low aqueous solubility. Structure activity relationship studies revealed that attaching alkyl groups to the cyclohexyl ring significantly improved Mtb activity but reduced solubility. Furthermore, chloro, fluor, or cyano substitutions on the 4- and 6-positions of the indole ring as well as methyl substitution on the cyclohexyl ring significantly improved metabolic stability. 39 and 41, the lead candidates, displayed improved in vitro activity compared to most of the current standard TB drugs. The low aqueous solubility could not be mitigated because of the positive correlation of lipophilicity with Mtb potency. However, both compounds displayed favorable oral pharmacokinetic properties in rodents and demonstrated in vivo efficacy. Thus, indole-2-carboxamides represent a promising new class of antituberculosis agents.
• US9447039B2
  申请人：——

  公开号：US9447039B2

  公开（公告）日：2016-09-20
• [EN] INDOLE CARBOXAMIDE DERIVATIVES AND USES THEREOF<br/>[FR] DÉRIVÉS D'INDOLE CARBOXAMIDE ET LEURS UTILISATIONS
  申请人：NOVARTIS AG

  公开号：WO2014037900A1

  公开（公告）日：2014-03-13

  A compound of Formula (I) is provided that has been shown to be useful for treating a disease, disorder or syndrome that is mediated by the transportation of essential molecules in the mmpL3 pathway: (I) wherein R1, R2, R3, R4, R5 and R6 are as defined herein.

  提供了一种化合物，其化学式为（I），已被证明对治疗通过mmpL3途径中的必需分子的运输介导的疾病、紊乱或综合症具有益处：（I）其中R1、R2、R3、R4、R5和R6如本文所定义。