9-chloro-9H-xanthene | 28447-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-chloro-9H-xanthene
• 英文别名: 9-Xanthenyl chloride
• CAS: 28447-91-8
• 化学式: C₁₃H₉ClO
• 分子量: 216.667
• InChiKey: RQMNNDHEGSDJRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-chloro-9H-xanthene 在 氨 、 氢气 、 镍 作用下， 以 乙醇 、 乙腈 为溶剂， 60.0~80.0 ℃ 、6.08 MPa 条件下， 反应 6.5h， 生成 氧杂蒽-9-甲胺
  参考文献：
  名称：

  New triazine derivatives as potent modulators of multidrug resistance

  摘要：

  A series of 70 triazine derivatives have been synthesized and tested for their capacity to modulate multidrug resistance (MDR) in DC-3F/AD and KB-A1 tumor cells in vitro, in comparison with verapamil (VRP), a calcium channel antagonist currently used in therapy as an antihypertensive drug, which also shows MDR modulating activity. Among the 12 selected compounds, 16 (S9788) showed high MDR reversing properties in vitro (300- and 6-fold VRP at 5-mu-M in DC-3F/AD and KB-A1 cells, respectively) and induced a strong accumulation of adriamycin. The relationship between the increase of ADR accumulation and the fold reversal induced by these compounds and their lack of effects on the sensitive DC-3F cells suggest that they act mainly by inhibiting the P-glycoprotein (Pgp) catalyzed efflux of cytotoxic agents, as already described for a majority of MDR modulators. In vivo, in association with the antitumor drug vincristine (0.25 mg/kg), 16 (100 mg/kg) increased the TIC by 39% in mice bearing the resistant tumor cell line P388/VCR. According to these interesting properties, 16 was selected for a clinical development because it was more bioavailable than 34, even though it was less active.

  DOI：

  10.1021/jm00091a017
• 作为产物：
  描述：

  占吨酮 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 9-chloro-9H-xanthene
  参考文献：
  名称：

  Synthesis and Biological Activity of 11-(4-(Cinnamyl)-1-piperazinyl)-6,11-dihydrodibenz(b,e)oxepin Derivatives, Potential Agents for the Treatment of Cerebrovascular Disorders.

  摘要：

  合成了一系列11-[4-（肉桂基）-1-哌嗪基]-6，11-二氢二苯并[b，e]氧芴及其相关化合物，并评价了它们对完全缺血、常压缺氧、脂质过氧化和惊厥的保护活性。通过对这一系列化合物的构效关系研究，发现了（E）-1-（3-氟-6，11-二氢二苯并[b，e]氧芑-11-基）-4-（3-苯基-2-丙烯基）哌嗪二马来酸盐（50），AJ-3941，它具有最适合的联合药理活性。

  DOI：

  10.1248/cpb.39.2564

文献信息

• Thiazanthenyl semicarbazides
  申请人：The Boots Company

  公开号：US03948947A1

  公开（公告）日：1976-04-06

  4-(9-Xanthenyl)semicarbazide and thiosemicarbazide, 4-(9-thiazanthenyl)semicarbazide and thiosemicarbazide, and derivatives of these compounds, useful as antisecretory agents.

  4-(9-芴基)半胱氨酰胺和硫脲，4-(9-噻芴基)半胱氨酰胺和硫脲，以及这些化合物的衍生物，可用作抗分泌剂。
• Steric structure–activity relationship of cyproheptadine derivatives as inhibitors of histone methyltransferase Set7/9
  作者：Takashi Fujiwara、Kasumi Ohira、Ko Urushibara、Akihiro Ito、Minoru Yoshida、Misae Kanai、Aya Tanatani、Hiroyuki Kagechika、Tomoya Hirano

  DOI：10.1016/j.bmc.2016.07.024

  日期：2016.9

  Set7/9 is a histone lysine methyltransferase, but it is also thought to be involved in a wide variety of pathophysiological functions. We previously identified cyproheptadine, which has a characteristic butterfly-like molecular conformation with bent tricyclic dibenzosuberene and chair-form N-methylpiperidine moieties, as a Set7/9 inhibitor. In this work, we synthesized several derivatives in order to

  Set7 / 9是组蛋白赖氨酸甲基转移酶，但也被认为与多种病理生理功能有关。我们之前确定了赛庚啶，它具有Set7 / 9抑制剂，具有弯曲的三环二苯并亚戊烯和椅子状N-甲基哌啶部分，具有蝴蝶状分子构象。在这项工作中，我们合成了几种衍生物以检查空间结构与抑制活性的关系。我们发现，即使由于三环的10，11-烯烃键的减少或置换而导致的分子形状的微小变化，通常也会导致抑制活性的急剧降低。我们的结果不仅对开发更有效和选择性的抑制剂有用，而且对于新型抑制剂支架的构建也应是有用的。
• Correlating ionic liquid solvent effects with solvent parameters for a reaction that proceeds through a xanthylium intermediate
  作者：Alyssa Gilbert、Götz Bucher、Ronald S. Haines、Jason B. Harper

  DOI：10.1039/c9ob01807g

  日期：——

  nucleophilic substitution reaction that proceeds through a xanthylium carbocation was studied in seven ionic liquid solvents. It was found that the general trend in the rate constant with changing proportion of ionic liquid in the reaction mixture was different to that seen for other unimolecular processes, with the rate constant increasing as more ionic liquid was added to the reaction mixture. A significant

  在七种离子液体溶剂中研究了通过x蒽碳正离子进行的单分子亲核取代反应。已经发现，随着反应混合物中离子液体比例的变化，速率常数的总体趋势与其他非分子过程所观察到的速率常数不同，随着速率的增加，离子液体的添加量也随之增加。发现速率常数的自然对数与Kamlet-Taft溶剂参数的组合之间存在显着相关性。这种关系表明，主要相互作用涉及沿反应坐标系离子液体和某些物质之间的氢键。此外，这种相关性可以预测其他离子液体对此的影响，以及其他，
• 一种占吨-9-甲酸的合成方法
  申请人：常州市天华制药有限公司

  公开号：CN107353275B

  公开（公告）日：2020-06-05

  本发明公开了一种占吨‑9‑甲酸的合成方法，属于化学合成领域。该方法以占吨酮为原料在碱性条件下锌粉还原成占吨醇，然后经卤代反应得到卤代占吨，接着在催化剂作用下发生氰化反应得到9‑氰基占吨，再经强碱水解，有机溶剂提取除去有机杂质，得到占吨‑9‑甲酸盐水溶液，然后通过中和反应得到占吨‑9‑甲酸产品。采用本发明方法操作简单、工艺安全、无需精制即可得到纯度高的占吨‑9‑甲酸，是一种易于工业化生产的有效方法。
• SULFONIUM SALT, PHOTOACID GENERATOR, AND PHOTOCURABLE COMPOSITION AND CURED BODY THEREOF
  申请人：Suzuki Issei

  公开号：US20110039205A1

  公开（公告）日：2011-02-17

  An object of the present invention is to provide a sulfonium salt that has sufficient photosensitivity by active energy rays, such as visible light, ultraviolet rays, electron beams, and X-rays. The present invention is a sulfonium salt represented by formula (1). It is noted that R 1 is a group represented by formula (2); R 2 and R 3 each represent an aryl group having 6 to 30 carbon atoms, a heterocyclic hydrocarbon group having 4 to 30 carbon atoms, an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, or an alkynyl group having 2 to 30 carbon atoms; X − represents a monovalent polyatomic anion; R 4 to R 6 each represent an alkyl group, or the like; k represents an integer of 0 to 4; m represents an integer of 0 to 3; n represents an integer of 0 to 4; and A represents a group represented by —S—, —O—, —SO—, —SO 2 —, or —CO—.

  本发明的目的是提供一种具有足够光敏度的烷基硫鎓盐，能够通过活性能量射线，如可见光、紫外线、电子束和X射线来激发。本发明是一种由式（1）表示的烷基硫鎓盐。其中，R1是由式（2）表示的基团；R2和R3分别表示具有6至30个碳原子的芳基基团、具有4至30个碳原子的杂环烃基团、具有1至30个碳原子的烷基基团、具有2至30个碳原子的烯基基团或具有2至30个碳原子的炔基基团；X-表示单价多原子阴离子；R4至R6分别表示烷基基团或类似物；k表示0至4的整数；m表示0至3的整数；n表示0至4的整数；A表示由—S—、—O—、—SO—、—SO2—或—CO—表示的基团。