2-[(1R)-9-(4-chlorobenzyl)-8-((S)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid

• 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-[(1R)-9-(4-chlorobenzyl)-8-((S)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid
• 英文别名: 2-[(1R)-9-(4-chlorobenzyl)-8-methylsulfinyl-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid；2-[(1R)-9-[(4-chlorophenyl)methyl]-8-methylsulfinyl-1,2,3,4-tetrahydrocarbazol-1-yl]acetic acid
• 化学式: C₂₂H₂₂ClNO₃S
• 分子量: 415.941
• InChiKey: BRVYETPRGCQZJA-AATNMNKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2-[(1R)-9-(4-chlorobenzyl)-8-((S)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetate 在 LiOH 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以2.1 g (92%)的产率得到2-[(1R)-9-(4-chlorobenzyl)-8-((S)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid
  参考文献：
  名称：

  Method and compositions for the treatment of allergic conditions using PGD2 receptor antagonists

  摘要：

  前列腺素D2受体拮抗剂结合抗组胺剂和/或白三烯拮抗剂在治疗过敏症状方面是有效的。

  公开号：

  US20010051624A1

文献信息

• Prostaglandin D2 receptor antagonists
  申请人：——

  公开号：US20010047027A1

  公开（公告）日：2001-11-29

  Certain tetrahydrocarbazole-1-acetic acid derivatives are potent and selective antagonists of the prostaglandin D2 receptor, and are therefore useful in the treatment of allergic conditions such as allergic rhinitis.

  某些四氢吲哚-1-乙酸衍生物是前列腺素D2受体的强效和选择性拮抗剂，因此在治疗过敏性疾病如过敏性鼻炎方面非常有用。
• FLUORO SUBSTITUTED CYCLOALKANOINDOLES, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF TREATMENT
  申请人：Berthelette Carl

  公开号：US20120115921A1

  公开（公告）日：2012-05-10

  Fluoro substituted cycloalkanoindole derivatives are antagonists of prostaglandins, and as such are useful for the treatment of prostaglandin mediated diseases.

  含氟取代的环烷基吲哚衍生物是前列腺素拮抗剂，因此对于治疗前列腺素介导的疾病非常有用。
• Fluoro-methanesulfonyl-substituted cycloalkanoindoles and their use as prostaglandin D2 antagonists
  申请人：Li Lianhai

  公开号：US20070054951A1

  公开（公告）日：2007-03-08

  Novel cycloalkanoindole derivatives of formula (I) are antagonists of prostaglandins, and as such are useful for the treatment of prostaglandin mediated diseases.

  公式（I）的新型环烷基吲哚衍生物是前列腺素拮抗剂，因此对于治疗前列腺素介导的疾病非常有用。
• METHODS AND COMPOSITIONS FOR INHIBITING OR REDUCING HAIR LOSS
  申请人：The Trustees of the University of Pennsylvania

  公开号：EP3175856A1

  公开（公告）日：2017-06-07

  A non-therapeutic method of treating baldness in the scalp of a subject, the method comprising administering a prostaglandin D2 receptor (DP receptor) antagonist to the subject. The antagonist may be a prostaglandin D2 receptor 2 (DP2 receptor) antagonist.

  一种治疗受试者头皮秃发的非治疗方法，该方法包括向受试者施用前列腺素 D2 受体（DP 受体）拮抗剂。拮抗剂可以是前列腺素D2受体2（DP2受体）拮抗剂。
• Methods and compositions for inhibiting or reducing hair loss, acne, rosacea, prostate cancer, and BPH
  申请人：THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA

  公开号：US10849841B2

  公开（公告）日：2020-12-01

  This invention provides methods of treating androgenetic alopecia (AGA), acne, rosacea, prostate cancer, and benign prostatic hypertrophy (BPH), comprising the step of contacting a subject with a compound or composition capable of decreasing prostaglandin D2 (PGD2) level or activity, a downstream signaling or receptor pathway thereof, or prostaglandin D2 synthase level or activity; methods of stimulating hair growth, comprising the step of contacting a subject with a compound or composition capable of increasing or decreasing the activity or level of a target gene of the present invention, or with a protein product of the target gene or an analogue or mimetic thereof; and methods of testing for AGA and evaluating therapeutic methods thereof, comprising measuring PGD2 levels.

  本发明提供了治疗雄激素性脱发(AGA)、痤疮、酒渣鼻、前列腺癌和良性前列腺肥大(BPH)的方法，包括使受试者与能降低前列腺素D2(PGD2)水平或活性、其下游信号传导或受体通路或前列腺素D2合成酶水平或活性的化合物或组合物接触的步骤；刺激毛发生长的方法，包括使受试者接触能提高或降低本发明靶基因活性或水平的化合物或组合物，或接触靶基因的蛋白产物或其类似物或模拟物；以及检测 AGA 和评估其治疗方法的方法，包括测量 PGD2 水平。