(1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4,1′-cyclopropane] | 895169-20-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: (1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4,1′-cyclopropane]
• 英文别名: 1-[(1S)-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,9-dihydrospiro[β-carboline-4,1’-cyclopropan]-2(3H)-yl]ethanone；ONO-2952；(1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4, 1'-cyclopropane]；(S)-1-(1'-(4-Chloro-2-methoxyphenyl)-5'-fluoro-1',9'-dihydrospiro[cyclopropane-1,4'-pyrido[3,4-b]indol]-2'(3'H)-yl)ethan-1-one；1-[(1S)-1-(4-chloro-2-methoxyphenyl)-5-fluorospiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,1'-cyclopropane]-2-yl]ethanone
• CAS: 895169-20-7
• 化学式: C₂₂H₂₀ClFN₂O₂
• 分子量: 398.864
• InChiKey: ZBQMTQGDBFZUBG-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  45.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4,1’-cyclopropane] 生成 (1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4,1′-cyclopropane]
  参考文献：
  名称：

  Tricyclic compound and use thereof

  摘要：

  本发明涉及公式（I）所表示的化合物：（其中，所有符号的含义与规范相同），其盐、溶剂化物或前药。由于本发明化合物具有抗压力作用，因此对于由压力引起的疾病的预防和/或治疗剂非常有用，特别是对于由压力引起的消化系统疾病，并且其口服吸收性能优越。

  公开号：

  US07964726B2

文献信息

• Tricyclic Compound And Use Thereof
  申请人：Ohmoto Kazuyuki

  公开号：US20080114012A1

  公开（公告）日：2008-05-15

  The present invention relates to the compound represented by formula (I): (wherein, all the symbols has the same meanings as that of the specification), a salt thereof, a solvate thereof or a prodrug thereof. Since the compound of the present invention has an anti stress action, it is useful for preventive and/or therapeutic agent for a disease caused by stress, especially a digestive system disease caused by stress and is superior to oral absorption.

  本发明涉及由式(I)表示的化合物：（其中，所有符号的含义与说明书相同），其盐，溶剂化物或前药。由于本发明的化合物具有抗压力作用，因此对于由压力引起的疾病的预防和/或治疗剂非常有用，特别是对于由压力引起的消化系统疾病，并且具有优越的口服吸收。
• MEDICINE FOR PREVENTING AND/OR TREATING STRESS-INDUCED DISEASES
  申请人：ONO Pharmaceutical Co., Ltd.

  公开号：EP3156054A1

  公开（公告）日：2017-04-19

  The present invention relates to a medicine for preventing and/or treating stress-induced diseases, said medicine being characterized in that (1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4,1'-cyclopropane] is administered at such a specific dose that a brain TSPO occupancy required for the development of the pharmacological activity of the medicine can be obtained.

  本发明涉及一种用于预防和/或治疗应激诱发疾病的药物，所述药物的特征在于，(1S)-2-乙酰基-1-(4-氯-2-甲氧基苯基)-5-氟-1,2,3,9-四氢螺[β-咔啉-4,1'-环丙烷]以特定剂量给药，可获得该药物药理活性发展所需的脑 TSPO 占有率。
• PREVENTION AND/OR THERAPEUTIC AGENT FOR FIBROMYALGIA
  申请人：ONO Pharmaceutical Co., Ltd.

  公开号：EP3243514A1

  公开（公告）日：2017-11-15

  The present invention is directed to the compound (1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[ß-carboline-4,1'-cyclopropane] represented by the formula. This compound, when compared to conventionally-known TSPO antagonists, markedly suppresses a drop in pain threshold, making it possible to form excellent prevention and/or therapeutic agent for fibromyalgia.

  本发明涉及由式表示的(1S)-2-乙酰基-1-(4-氯-2-甲氧基苯基)-5-氟-1,2,3,9-四氢螺[ß-咔啉-4,1'-环丙烷]化合物。与传统的 TSPO 拮抗剂相比，这种化合物能明显抑制疼痛阈值的下降，从而成为预防和/或治疗纤维肌痛的极佳药物。
• Prophylactic and/or therapeutic agent for fibromyalgia
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US10675275B2

  公开（公告）日：2020-06-09

  (1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4,1′-cyclopropane] can significantly suppress a decrease of a pain threshold compared to well-known TSPO antagonists, and thus can be an excellent prophylactic and/or therapeutic agent for fibromyalgia, fibromyalgia-associated diseases, and fibromyalgia-associated symptoms.

  (与众所周知的 TSPO 拮抗剂相比，(1S)-2-乙酰基-1-（4-氯-2-甲氧基苯基）-5-氟-1,2,3,9-四氢螺[β-咔啉-4,1′-环丙烷]能显著抑制痛阈的降低，因此可以作为纤维肌痛、纤维肌痛相关疾病和纤维肌痛相关症状的一种极佳的预防和/或治疗药物。
• PROPHYLACTIC AND/OR THERAPEUTIC AGENT FOR FIBROMYALGIA
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：US20180169077A1

  公开（公告）日：2018-06-21

  (1S)-2-acetyl-1-(4-chloro-2-methoxyphenyl)-5-fluoro-1,2,3,9-tetrahydrospiro[β-carboline-4,1′-cyclopropane] can significantly suppress a decrease of a pain threshold compared to well-known TSPO antagonists, and thus can be an excellent prophylactic and/or therapeutic agent for fibromyalgia, fibromyalgia-associated diseases, and fibromyalgia-associated symptoms.

  (1S)-2-乙酰基-1-(4-氯-2-甲氧基苯基)-5-氟-1,2,3,9-四氢螺环[β-咔啉-4,1'-环丙烷]能显著抑制疼痛阈值的降低，与已知的TSPO拮抗剂相比，因此可以作为纤维肌痛症、纤维肌痛症相关疾病和纤维肌痛症相关症状的优秀预防和/或治疗剂。