SR 13661

• 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: SR 13661
• 英文别名: 2,10-dicarbethoxy-6-ethoxycarbonyloxy-5,7-dihydro-indolo-[2,3-b]carbazole；2,10-dicarbethoxy-6-ethoxycarbonyloxy-5,7-dihydro-indolo[2,3-b]carbazole；diethyl 6-ethoxycarbonyloxy-5,7-dihydroindolo[2,3-b]carbazole-2,10-dicarboxylate
• 化学式: C₂₇H₂₄N₂O₇
• 分子量: 488.497
• InChiKey: MDYMYIMXJDBOSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  SR 13661 、 叔丁基锂 、 正戊烷 、 2,10-dibromo-6-ethoxycarbonyloxy-5,7-di-Boc-indolo[2,3-b]carbazole 、 氯甲酸乙酯 、 氯化铵 在 氩 、 ethyl acetate n-hexane 、 magnesium sulfate 、 crude product 作用下， 以 四氢呋喃 、 ethyl acetate n-hexane 为溶剂， 反应 2.67h， 生成 1,1'-diBOC-2,10-dicarbethoxy-6-ethoxycarbonyloxy-indolo[2,3-b]carbazole
  参考文献：
  名称：

  Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventive agents

  摘要：

  提供了一种用作化疗和化学预防剂的新型化合物。这些化合物是吲哚-3-甲醇代谢物的类似物，其中化合物的结构和取代基的选择是为了增强化合物的整体功效，特别是在治疗活性、口服生物利用度、长期安全性、患者耐受性和治疗窗口方面。这些化合物不仅在癌症治疗中有用，而且在癌症预防中也有用。一种首选的新型化合物类别具有式(I)的结构，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11和R12在此定义。还提供了制药组合物以及合成和使用方法。

  公开号：

  US20040043965A1
• 作为产物：
  描述：

  1,1'-di-Boc-5,5'-dibromo-3,3'-diindolylmethane 在 2,2,6,6-tetramethylpiperidinyl-lithium 、 叔丁基锂 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 正戊烷 为溶剂， 反应 5.17h， 生成 SR 13661
  参考文献：
  名称：

  Computer-Aided Rational Drug Design:  A Novel Agent (SR13668) Designed to Mimic the Unique Anticancer Mechanisms of Dietary Indole-3-Carbinol to Block Akt Signaling

  摘要：

  Indole-3-carbinol (I3C) is a naturally occurring anticancer agent and has entered clinical trials for cancer prevention. However, the clinical development of I3C has been impeded by its poor metabolic profile. The active components of I3C were used to develop a novel class of indole analogs to optimize I3C's anticancer actions, including blocking growth factor-stimulated Akt activation. The most promising of these analogs, SR13668, exhibited potent oral anticancer activity against various cancers and no significant toxicity.

  DOI：

  10.1021/jm070040e

文献信息

• Combined use of cruciferous indoles and chelators for the treatment of papilloma virus-related conditions
  申请人：Zeligs A. Michael

  公开号：US20050063903A1

  公开（公告）日：2005-03-24

  This abstract describes eliminating the need for cutting up manufactured synthetic filament polymer yarns (for examples, nylon and Kevlar) into wool and linen lengths and respinning these again into yarns approaching wool and linen like wear properties in clothing and other textiles at significant reductions in production costs accomplished by using laser pierced holes in the plates of and adding continuous wave or pulsed sonic generators to the rear of spinneret housings through which viscous polymer fluids flow both of which produce surface irregularities in the yarns (longitudinal and circumferential ridges in valleys) in the spun continuous filaments approaching wear properties of natural wool and linen.

  该摘要描述了通过在纺丝器壳体后部添加连续波或脉冲声波发生器，并在纺丝器板上使用激光穿孔孔，消除了将制造的合成纤维聚合物纱线（例如尼龙和凯夫拉）切成羊毛和亚麻长度，并重新纺成具有羊毛和亚麻类服装和其他纺织品的纱线的需要，从而在生产成本上实现了显着的降低。这两种方法都会在连续纤维中产生表面不规则性（纵向和周向脊和谷），使其接近天然羊毛和亚麻的耐磨性质。
• Analogs of Indole-3-Carbinol Metabolites as Chemotherapeutic and Chemopreventive Agents
  申请人：JONG Ling

  公开号：US20090023796A1

  公开（公告）日：2009-01-22

  Novel compounds useful as chemotherapeutic and chemopreventive agents are provided. The compounds are analogs of indole-3-carbinol metabolites wherein the structures and substituents of the compounds are selected to enhance the compounds' overall efficacy, particularly with respect to therapeutic activity, oral bioavailability, long-term safety, patient tolerability, and therapeutic window. The compounds are useful not only in treatment of cancer but also in prevention of cancer. One preferred class of the novel compounds has the structure of formula (IV) wherein: R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 5A , R 6A , R 7A , R 8A , R 22 and R 23 are defined herein. Pharmaceutical compositions are provided as well, as are methods of synthesis and use.

  提供了一种作为化疗和化学预防剂的新化合物。这些化合物是吲哚-3-甲醇代谢产物的类似物，其中这些化合物的结构和取代基被选择以增强这些化合物的整体功效，特别是治疗活性、口服生物利用度、长期安全性、患者耐受性和治疗窗口方面的功效。这些化合物不仅在癌症治疗方面有用，而且在癌症预防方面也有用。其中一类优选的新化合物具有公式（IV）的结构，其中：R1、R2、R3、R4、R5、R6、R7、R8、R5A、R6A、R7A、R8A、R22和R23在此被定义。此外，还提供了制药组合物、合成和使用方法。
• Analogs of indole-3-carbinol metabolites as chemotherapeutic and chemopreventative agents
  申请人：SRI International

  公开号：EP1623985A2

  公开（公告）日：2006-02-08

  Novel compounds useful as chemotherapeutic and chemopreventative agents are provided. The compounds are analogs of indole-3-carbinol metabolites wherein the structures and substituents of the compounds are selected to enhance the compounds' overall efficacy, particularly with respect to therapeutic activity, oral bioavailability, long-term safety, patient tolerability, and therapeutic window. The compounds are useful not only in treatment of cancer but also in prevention of cancer. One preferred class of the novel compounds has the structure of formula (I), wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12 are defined herein. Pharmacetical compositions are provided as well, as are methods of synthesis and use.

  本研究提供了可用作化疗和化疗预防剂的新型化合物。这些化合物是吲哚-3-甲醇代谢物的类似物，其中化合物的结构和取代基的选择是为了提高化合物的整体疗效，特别是在治疗活性、口服生物利用度、长期安全性、患者耐受性和治疗窗口方面。这些化合物不仅可用于治疗癌症，还可用于预防癌症。一类优选的新型化合物具有式 (I) 结构，其中 R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11 和 R12 在此定义。此外，还提供了药用组合物以及合成和使用方法。
• Lipoxygenase inhibitors
  申请人：SRI International

  公开号：US10646471B2

  公开（公告）日：2020-05-12

  The disclosure provides bisindole suitable for inhibiting lipoxygenases or Aβ-formation, and treating associated diseases, such as Alzheimer's disease. The bisindoles are indolo[2,3-b]carbazole derivatives, and may be administered to a patient as part of a pharmaceutical formulation.

  本公开提供了适用于抑制脂氧合酶或 Aβ 形成以及治疗相关疾病（如阿尔茨海默病）的双吲哚。双吲哚是吲哚并[2,3-b]咔唑衍生物，可作为药物制剂的一部分施用给患者。
• Diindolylmethane formulations for the treatment of leiomyomas
  申请人：Zeligs A. Michael

  公开号：US20050267193A1

  公开（公告）日：2005-12-01

  The present invention relates to compositions and methods for treating or preventing leiomyomas by administration of diindolylmethane and diindolylmethane-related indole. The present invention also relates to compositions and methods for treating or preventing leiomyomas by administration of diindolylmethane in combination with an EGFR antagonist. The methods provide non-invasive treatments for leiomyomas.

  本发明涉及通过施用二吲哚甲烷和二吲哚甲烷相关吲哚治疗或预防子宫肌瘤的组合物和方法。本发明还涉及通过服用二吲哚甲烷与表皮生长因子受体拮抗剂联合治疗或预防子宫肌瘤的组合物和方法。这些方法提供了对子宫肌瘤的非侵入性治疗。