5-烯丙基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-醇 | 24755-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 中文名称: 5-烯丙基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-醇
• 中文别名: 7-羟基-1-甲基-3,4-二氢异喹啉-6(2H)-酮
• 英文名称: 10,11-dihydro-5-(2-propenyl)-5H-dibenzocyclohepten-5-ol
• 英文别名: 5-allyl-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ol；5-allyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol；5-allyl-5-hydroxy-10,11-dihydro-5H-dibenzo[a,d]cycloheptene；5-Hydroxy-5-allyl-5H-dibenzo-10,11-dihydrocyclohepten；5-Allyl-10,11-dihydro-5H-dibenzo(a,d)cyclohepten-5-ol；2-prop-2-enyltricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaen-2-ol
• CAS: 24755-74-6
• 化学式: C₁₈H₁₈O
• 分子量: 250.34
• InChiKey: NRNAOONGDDGGHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2906299090

反应信息

• 作为反应物：
  描述：

  5-烯丙基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-醇 在 N-溴代丁二酰亚胺(NBS) 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 4.25h， 生成 spiro<4'-bromo-4',5',10,11-tetrahydro-5H-dibenzocycloheptene-5,2'(3'H)-furan>
  参考文献：
  名称：

  螺的合成[4'，5'，10,11-四氢-5- ħ -二苯并[一，d ]环庚烯-5-基- 2'（3' ħ）-furans]作为潜在的细胞因子抑制剂

  摘要：

  描述了新型螺[4'，5'，10,11-四氢-5H-二苯并[ a，d ]环庚基-5-基-2'（3'H）-呋喃的合成。关键反应是通过二醇3或受保护的二醇10的环化反应形成四氢呋喃环。对这些化合物进行了研究，认为它们是潜在的TNF-α抑制剂。

  DOI：

  10.1002/jhet.5570320359
• 作为产物：
  描述：

  10,11-二氢二苯并[a,b]环庚烯-5-酮 、 烯丙基溴化镁 以 乙醚 为溶剂， 反应 21.0h， 以81%的产率得到5-烯丙基-10,11-二氢-5H-二苯并[a,d]环庚烯-5-醇
  参考文献：
  名称：

  Reengineered tricyclic anti-cancer agents

  摘要：

  The phenothiazine and dibenzazepine tricyclics are potent neurotropic drugs with a documented but underutilized anti-cancer side effect. Reengineering these agents (TFP, CPZ, CIP) by replacing the basic amine with a neutral polar functional group (e.g., RTC-1, RTC-2) abrogated their CNS effects as demonstrated by in vitro pharmacological assays and in vivo behavioral models. Further optimization generated several phenothiazines and dibenzazepines with improved anti-cancer potency, exemplified by RTC-5. This new lead demonstrated efficacy against a xenograft model of an EGFR driven cancer without the neurotropic effects exhibited by the parent molecules. Its effects were attributed to concomitant negative regulation of PI3K-AKT and RAS-ERK signaling. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.07.007

文献信息

• Tricyclic antidepressant drug immunogens, antibodies, labeled
  申请人：Miles Laboratories, Inc.

  公开号：US04495281A1

  公开（公告）日：1985-01-22

  Tricyclic antidepressant drug (e.g., imipramine, desipramine, amitriptyline, or nortriptyline) immunogens, antibodies prepared therefrom, labeled conjugates, synthetic intermediates, and the use of such antibodies and labeled conjugates in immunoassays for determining such drug. The immunogens comprise the drug coupled at its 2'-position to an immunogenic carrier material. Similarly, the labeled conjugates and synthetic intermediates are 2'-derivatives of the drug or a precursor thereof. The antibodies and labeled reagents are particularly useful in certain homogeneous nonradioisotopic immunoassays for measuring tricyclic antidepressant drugs in biological fluids such as serum.

  三环抗抑郁药物（例如伊米普拉明、地西泮、阿米替林或诺替林）免疫原，制备自该免疫原的抗体，标记的共轭物，合成中间体以及在免疫测定中使用这些抗体和标记的共轭物以确定这种药物的用途。免疫原包括将药物耦合到其2'-位置的免疫原载体材料上。同样，标记的共轭物和合成中间体是药物或其前体的2'-衍生物。这些抗体和标记试剂在测量血清等生物液体中的三环抗抑郁药物的某些均相非放射性免疫测定中特别有用。
• TRICYCLIC COMPOUNDS AS ANTICANCER AGENTS
  申请人：Ohlmeyer Michael

  公开号：US20140213578A1

  公开（公告）日：2014-07-31

  Tricyclic chemical modulators of FOXO transcription factor proteins are disclosed. The compounds are useful to treat cancer, age-onset proteotoxicity, stress-induced depression, inflammation, and acne. The compounds are of the following phenothiazine, dibenzoazepine and annulene and similar genera:

  本文披露了三环化学调节剂对FOXO转录因子蛋白的调节作用。这些化合物可用于治疗癌症、年龄相关蛋白质毒性、压力引起的抑郁症、炎症和痤疮。这些化合物属于以下苯硫噻嗪、二苯并氮杂环和环戊烯类似物系列：
• Tricyclic antidepressant drug immunogens, antibodies, labeled conjugates, and related derivatives
  申请人：MILES LABORATORIES, INC.

  公开号：EP0107134A1

  公开（公告）日：1984-05-02

  Tricyclic antidepressant drug (e.g., imipramine, desipramine, amitriptyline, or nortriptyline) immunogens, antibodies prepared therefrom, labeled conjugates, synthetic intermediates, and the use of such antibodies and labeled conjugates in immunoassays for determining such drug. The immunogens comprise the drug coupled at its 2'- position to an immunogenic carrier material. Similarly, the labeled conjugates and synthetic intermediates are 2'- derivatives of the drug or a precusor thereof. The antibodies and labeled reagents are particularly useful in certain homogeneous nonradioisotopic immunoassays for measuring tricyclic antidepressant drugs in biological fluids such as serum.

  三环类抗抑郁药物（如丙咪嗪、去甲丙咪嗪、阿米替林或去甲替林）免疫原、由其制备的抗体、标记的共轭物、合成中间体，以及在免疫测定中使用此类抗体和标记的共轭物来确定此类药物。免疫原包括在 2'-位置与免疫原载体材料偶联的药物。同样，标记的共轭物和合成中间体是药物或其前体的 2'-衍生物。抗体和标记试剂特别适用于某些均相非放射性同位素免疫分析法，用于测量生物液体（如血清）中的三环类抗抑郁药物。
• US4495281A
  申请人：——

  公开号：US4495281A

  公开（公告）日：1985-01-22
• US9540358B2
  申请人：——

  公开号：US9540358B2

  公开（公告）日：2017-01-10