1,2-diamino-4-{(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)-methyl}benzene | 854534-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-diamino-4-{(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)-methyl}benzene
• 英文别名: 4-[(4-Chlorophenyl)-(1,2,4-triazol-1-yl)methyl]benzene-1,2-diamine
• CAS: 854534-81-9
• 化学式: C₁₅H₁₄ClN₅
• 分子量: 299.763
• InChiKey: WWTLRGPIYNIUNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  82.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-diamino-4-{(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)-methyl}benzene 在 盐酸 、 sodium nitrite 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 1.0h， 以93.1%的产率得到6-{(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl}-1H-benzo[d][1,2,3]triazole
  参考文献：
  名称：

  Practical synthesis of precursor of [N-methyl-11C]vorozole, an efficient PET tracer targeting aromatase in the brain

  摘要：

  A practical method to prepare precursor of [N-methyl-C-11]vorozole ([C-11]vorozole), an efficient positron emission tomography (PET) tracer for imaging aromatase in the living body, was established. Sufficient amount of the racemate including norvorozole, a demethylated vorozole derivative used as a precursor of [C-11]vorozole, became available by means of high-yield eight-step synthesis. The enantiomers were separated by preparative HPLC using a chiral stationary phase column to give optically pure norvorozole and its enantiomer. From the latter, ent-[C-11]vorozole, an enantiomer of [C-11]vorozole, was prepared and used in the PET study for the first time, which was shown to bind very weakly to aromatase in rhesus monkey brain supporting the previous pharmacological results. The stable supply of norvorozole will facilitate further researches on aromatase in the living body including brain by the PET technique. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.057
• 作为产物：
  描述：

  (4-氯-3-硝基苯基)-(4-氯苯基)-甲酮 在 sodium tetrahydroborate 、 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 甲基磺酰氯 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 59.0h， 生成 1,2-diamino-4-{(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)-methyl}benzene
  参考文献：
  名称：

  Practical synthesis of precursor of [N-methyl-11C]vorozole, an efficient PET tracer targeting aromatase in the brain

  摘要：

  A practical method to prepare precursor of [N-methyl-C-11]vorozole ([C-11]vorozole), an efficient positron emission tomography (PET) tracer for imaging aromatase in the living body, was established. Sufficient amount of the racemate including norvorozole, a demethylated vorozole derivative used as a precursor of [C-11]vorozole, became available by means of high-yield eight-step synthesis. The enantiomers were separated by preparative HPLC using a chiral stationary phase column to give optically pure norvorozole and its enantiomer. From the latter, ent-[C-11]vorozole, an enantiomer of [C-11]vorozole, was prepared and used in the PET study for the first time, which was shown to bind very weakly to aromatase in rhesus monkey brain supporting the previous pharmacological results. The stable supply of norvorozole will facilitate further researches on aromatase in the living body including brain by the PET technique. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.12.057

文献信息

• [EN] 6-ALKENYL AND 6-PHENYLALKYL SUBSTITUTED 2-QUINOLINONES AND 2-QUINOXALINONES AS POLY(ADP-RIBOSE) POLYMERASE INHIBITORS<br/>[FR] 2-QUINOLINONES ET 2-QUINOXALINONES SUBSTITUEES PAR 6-ALCENYLE ET 6-PHENYLALKYLE UTILISEES COMME INHIBITEURS DE LA POLY(ADP-RIBOSE) POLYMERASE (PARP)
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005054201A1

  公开（公告）日：2005-06-16

  The present invention provides compounds of formula (I) and compounds of formula (I), (VII-a), as well as pharmaceutical compositions comprising said compounds and their use as PARP inhibitors wherein n, R1, R2, R3, R4, R5, R6, R7, Re, Rd and X have defined meanings.

  本发明提供了式(I)的化合物和式(I)、(VII-a)的化合物，以及包含所述化合物的药物组合物，以及这些化合物作为PARP抑制剂的用途，其中n、R1、R2、R3、R4、R5、R6、R7、Re、Rd和X具有定义的含义。
• 6-ALKENYL AND 6-PHENYLALKYL SUBSTITUTED 2-QUINOLINONES AND 2-QUINOXALINONES AS POLY(ADP-RIBOSE) POLYMERASE INHIBITORS
  申请人：Janssen Pharmaceutica NV

  公开号：EP1687277B1

  公开（公告）日：2018-04-04
• 6-Alkenyl and 6-phenylalkyl substituted 2-quinolinones and 2-quinoxalinones as poly(adpribose) polymerase inhibitors
  申请人：Dominique Jean-Pierre Mabire

  公开号：US20070072842A1

  公开（公告）日：2007-03-29

  The present invention provides compounds of formula (I) and compounds of formula (VII-a) as well as pharmaceutical compositions comprising said compounds and their use as PARP inhibitors wherein n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R e , R d and X have defined meanings.
• 6-ALKENYL AND 6-PHENYLALKYL SUBSTITUTED 2-QUINOLINONES AND 2-QUINOXALINONES AS POLY(ADP-RIBOSE) POLYMERASE INHIBITORS
  申请人：Mabire Dominique Jean-Pierre

  公开号：US20110124673A1

  公开（公告）日：2011-05-26

  The present invention provides compounds of formula (I) and compounds of formula (VII-a) as well as pharmaceutical compositions comprising said compounds and their use as PARP inhibitors wherein n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R e , R d and X have defined meanings.
• US7855207B2
  申请人：——

  公开号：US7855207B2

  公开（公告）日：2010-12-21