4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine | 1334711-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine
• 英文别名: 1-(4-Chlorophenyl)-3-piperidin-4-ylpyrrolo[2,3-c]pyridine
• CAS: 1334711-86-2
• 化学式: C₁₈H₁₈ClN₃
• 分子量: 311.814
• InChiKey: SWWYQXOTEUNCHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 43.0h， 生成 4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-N-(piperidin-4-ylmethyl)piperidine-1-carboxamide
  参考文献：
  名称：

  [EN] NEW ENZYME INHIBITOR COMPOUNDS
  [FR] NOUVEAUX COMPOSÉS INHIBITEURS D'ENZYMES

  摘要：

  式(I)的化合物是Semicarbazide-sensitive amine oxidase R1-X-R2的抑制剂，其中R1、X和R2如权利要求中所定义。

  公开号：

  WO2013038189A1
• 作为产物：
  描述：

  tert-butyl 4-{1H-pyrrolo[2,3-c]pyridin-3-yl}piperidine-1-carboxylate 在 potassium phosphate 、 copper(l) iodide 、 N,N-二甲基乙二胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine
  参考文献：
  名称：

  NEW COMPOUNDS

  摘要：

  化合物的化学式（I）是SSAO活性的抑制剂（化学式（I）），其中术语Y、Z、W、R1和R2在专利权要求中有定义。

  公开号：

  US20160024080A1

文献信息

• [EN] VAP-1 INHIBITORS FOR TREATING PAIN<br/>[FR] INHIBITEURS DE VAP-1 POUR LE TRAITEMENT DE LA DOULEUR
  申请人：PROXIMAGEN LTD

  公开号：WO2017098236A1

  公开（公告）日：2017-06-15

  This invention relates to the use of inhibitors of VAP-1/SSAO activity, and pharmaceutical compositions comprising the same, for the treatment of pain; and to a combined preparation comprising an inhibitor of VAP-1/SSAO activity and a steroid, and the use of the combined preparation in medicine, particularly for treatment of pain.

  这项发明涉及使用VAP-1/SSAO活性抑制剂以及包含相同成分的药物组合物，用于治疗疼痛；以及包含VAP-1/SSAO活性抑制剂和类固醇的联合制剂，以及在医学中使用该联合制剂，特别是用于治疗疼痛。
• New Enzyme Inhibitor Compounds
  申请人：Evans David

  公开号：US20130102587A1

  公开（公告）日：2013-04-25

  Disclosed are compounds which inhibit SSAO enzyme activity. Also disclosed are pharmaceutical compositions comprising these compounds and the use of these compounds in the treatment or prevention of medical conditions wherein inhibition of SSAO activity is beneficial, such as inflammatory diseases, immune disorders and the inhibition of tumour growth.

  揭示了抑制SSAO酶活性的化合物。还披露了包含这些化合物的药物组合物，以及在治疗或预防抑制SSAO活性有益的医疗状况中使用这些化合物，如炎症性疾病、免疫紊乱和抑制肿瘤生长。
• [EN] NEW ENZYME INHIBITOR COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS INHIBITEURS ENZYMATIQUES
  申请人：PROXIMAGEN LTD

  公开号：WO2013037411A1

  公开（公告）日：2013-03-21

  2-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}ethan-1-amine; 3- aminopropyl 4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine-1-carboxylate; 1-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}-4- (dimethylamino)butan-1-one; 5-amino-1-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3- yl]piperidin-1-yl}pentan-1-one; N-(2-aminoethyl)-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3- c]pyridin-3-yl]piperidine-1-carboxamide; N-(3-aminopropyl)-4-[1-(4-chlorophenyl)-1H- pyrrolo[2,3-c]pyridin-3-yl]piperidine-1-carboxamide; 4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3- c]pyridin-3-yl]-N-[3-(dimethylamino)propyl]piperidine-1-carboxamide; 1-(4-[1-(4- chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}carbonyl)piperazine; 4-(4-[1-(4- chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}carbonyl)morpholine; 1-(4-[1-(4- chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}carbonyl)-1,4-diazepane; ethyl 1- [1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxylate; ethyl 1-[1-(4- methylphenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxylate; 1-[1-(4- chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxylic acid; N-(2- aminoethyl)-1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxamide; 4-(1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidin-4 yl}carbonyl)morpholine; 1-(1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidin- 4-yl}carbonyl)piperazine; 4-[1-(4-methylphenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholin- 3-yl}methanol; 4-[1-(4-methylphenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholin-2-yl}methanol; [(3R)-4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholin-3- yl]methanol; methyl 4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholine-3- carboxylate; N-(2-aminoethyl)-4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3- yl]morpholine-3-carboxamide; 2-4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3- yl]morpholin-3-yl}ethan-1-ol; methyl 1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3- yl]piperidine-2-carboxylate; N-(2-aminoethyl)-1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4- c]pyridin-3-yl]piperidine-2-carboxamide; 1-(1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4- c]pyridin-3-yl]piperidin-2-yl}carbonyl)piperazine; 4-[1-(4-methylphenyl)-1H-pyrrolo[2,3- c]pyridin-3-yl]morpholine; 1-(4-chlorophenyl)-3-(piperidin-4-yl)-1H-pyrrolo[2,3-c]pyridin-4- ol; N-butyl-1-(4-chlorophenyl)-N-methyl-1H-pyrazolo[3,4-c]pyridin-3-amine; 1-[4- (fluoromethyl)phenyl]-3-(oxan-4-yl)-1H-pyrazolo[3,4-c]pyridine; and 3-(4-[1-(4- chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidin-1-yl}methyl)pyridine are useful for the inhibition of SSAO activity.

  2- 4- [1- (4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}乙基-1-胺; 3-氨基丙基4- [1- (4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-羧酸酯; 1- 4- [1- (4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}-4- (二甲基氨基)丁酮; 5-氨基-1- 4- [1- (4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3- 基]哌啶-1-基}戊酮; N- (2-氨基乙基)-4- [1- (4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-羧酰胺; N- (3-氨基丙基)-4- [1- (4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-羧酰胺; 4- [1- (4-氯苯基)-1H-吡咯并[2,3- c]吡啶-3-基]-N- [3- (二甲基氨基)丙基]哌啶-1-羧酰胺; 1- (4- [1- (4- 氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}羰基)哌嗪; 4- (4- [1- (4- 氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}羰基)吗啉; 1- (4- [1- (4- 氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}羰基)-1,4-二氮杂辛烷; 乙基1- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酸酯; 乙基1- [1- (4- 甲基苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酸酯; 1- [1- (4- 氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酸; N- (2-氨基乙基)-1- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酰胺; 4- (1- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4- 基}羰基)吗啉; 1- (1- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶- 4-基}羰基)哌嗪; 4- [1- (4-甲基苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉- 3-基}甲醇; 4- [1- (4-甲基苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-2-基}甲醇; [(3R)-4- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-3- 基]甲醇; 甲基4- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-3-羧酸酯; N- (2-氨基乙基)-4- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3- 基]吗啉-3-羧酰胺; 2- 4- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3- 基]吗啉-3-基}乙基-1-醇; 甲基1- [1- (4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3- 基]哌啶-2-羧酸酯; N- (2-氨基乙基)-1- [1- (4-氯苯基)-1H-吡唑并[3,4- c]吡啶-3-基]哌啶-2-羧酰胺; 1- (1- [1- (4-氯苯基)-1H-吡唑并[3,4- c]吡啶-3-基]哌啶-2-基}羰基)哌嗪; 4- [1- (4-甲基苯基)-1H-吡咯并[2,3- c]吡啶-3-基]吗啉; 1- (4-氯苯基)-3- (哌啶-4-基)-1H-吡咯并[2,3-c]吡啶-4- 醇; N-丁基-1- (4-氯苯基)-N-甲基-1H-吡唑并[3,4-c]吡啶-3-胺; 1- [4- (氟甲基)苯基]-3- (氧杂环丁基)-1H-吡咯并[3,4-c]吡啶; 和3- (4- [1- (4- 氯苯基)-1H-吡咯并[3,4-c]吡啶-3-基]哌啶-1-基}甲基)吡啶对于抑制SSAO活性是有用的。
• NEW ENZYME INHIBITOR COMPOUNDS
  申请人：Evans David

  公开号：US20140357623A1

  公开（公告）日：2014-12-04

  2-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}ethan-1-amine; 3-aminopropyl 4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine-1-carboxylate; 1-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}-4-(dimethylamino)butan-1-one; 5-amino-1-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}pentan-1-one; N-(2-aminoethyl)-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine-1-carboxamide; N-(3-aminopropyl)-4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidine-1-carboxamide; 4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-N-[3-(dimethylamino)propyl]piperidine-1-carboxamide; 1-(4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}carbonyl)piperazine; 4-(4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}carbonyl)morpholine; 1-(4-[1-(4-chlorophenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]piperidin-1-yl}carbonyl)-1,4-diazepane; ethyl 1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxylate; ethyl 1-[1-(4-methylphenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxylate; 1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxylic acid; N-(2-aminoethyl)-1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-4-carboxamide; 4-(1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidin-4 yl}carbonyl)morpholine; 1-(1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidin-4-yl}carbonyl)piperazine; 4-[1-(4-methylphenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholin-3-yl}methanol; 4-[1-(4-methyl-phenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholin-2-yl}methanol; [(3R)-4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholin-3-yl]methanol; methyl 4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholine-3-carboxylate; N-(2-aminoethyl)-4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholine-3-carboxamide; 2-4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]morpholin-3-yl}ethan-1-ol; methyl 1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-2-carboxylate; N-(2-aminoethyl)-1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidine-2-carboxamide; 1-(1-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidin-2-yl}carbonyl)piperazine; 4-[1-(4-methylphenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]morpholine; 1-(4-chlorophenyl)-3-(piperidin-4-yl)-1H-pyrrolo[2,3-c]pyridin-4-ol; N-butyl-1-(4-chlorophenyl)-N-methyl-1H-pyrazolo[3,4-c]pyridin-3-amine; 1-[4-(fluoromethyl)phenyl]-3-(oxan-4-yl)-1H-pyrazolo[3,4-c]pyridine; and 3-(4-[1-(4-chlorophenyl)-1H-pyrazolo[3,4-c]pyridin-3-yl]piperidin-1-yl}methyl)pyridine are useful for the inhibition of SSAO activity.

  2-4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}乙基-1-胺; 3-氨基丙基 4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-羧酸酯; 1-4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}-4-(二甲基氨基)丁酮; 5-氨基-1-4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}戊酮; N-(2-氨基乙基)-4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-羧酰胺; N-(3-氨基丙基)-4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-羧酰胺; 4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]-N-[3-(二甲胺基)丙基]哌啶-1-羧酰胺; 1-(4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}羰基)哌嗪; 4-(4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}羰基)吗啉; 1-(4-[1-(4-氯苯基)-1H-吡咯并[2,3-c]吡啶-3-基]哌啶-1-基}羰基)-1,4-二氮杂环庚烷; 乙酸乙酯 1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酸酯; 乙酸乙酯 1-[1-(4-甲基苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酸酯; 1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酸; N-(2-氨基乙基)-1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-羧酰胺; 4-(1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-基}羰基)吗啉; 1-(1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-4-基}羰基)哌嗪; 4-[1-(4-甲基苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-3-基}甲醇; 4-[1-(4-甲基-苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-2-基}甲醇; [(3R)-4-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-3-基]甲醇; 甲酸甲酯 4-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-3-羧酸酯; N-(2-氨基乙基)-4-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-3-羧酰胺; 2-4-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]吗啉-3-基}乙基-1-醇; 甲酸甲酯 1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-2-羧酸酯; N-(2-氨基乙基)-1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-2-羧酰胺; 1-(1-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-2-基}羰基)哌嗪; 4-[1-(4-甲基苯基)-1H-吡咯并[2,3-c]吡啶-3-基]吗啉; 1-(4-氯苯基)-3-(哌啶-4-基)-1H-吡咯并[2,3-c]吡啶-4-醇; N-丁基-1-(4-氯苯基)-N-甲基-1H-吡唑并[3,4-c]吡啶-3-胺; 1-[4-(氟甲基)苯基]-3-(氧杂环丁基)-1H-吡唑并[3,4-c]吡啶; 和3-(4-[1-(4-氯苯基)-1H-吡唑并[3,4-c]吡啶-3-基]哌啶-1-基}甲基)吡啶可用于抑制SSAO活性。
• VAP-1 INHIBITORS FOR TREATING PAIN
  申请人：BenevolentAI Cambridge Limited

  公开号：EP3777846A1

  公开（公告）日：2021-02-17

  This invention relates to the use of inhibitors of VAP-1/SSAO activity, and pharmaceutical compositions comprising the same, for the treatment of pain; and to a combined preparation comprising an inhibitor of VAP-1/SSAO activity and a steroid, and the use of the combined preparation in medicine, particularly for treatment of pain.

  本发明涉及 VAP-1/SSAO 活性抑制剂和包含 VAP-1/SSAO 活性抑制剂的药物组合物在治疗疼痛中的应用；还涉及一种包含 VAP-1/SSAO 活性抑制剂和类固醇的组合制剂，以及该组合制剂在医学中的应用，特别是在治疗疼痛中的应用。