4-cyano-N-methylbenzohydrazide | 1409962-95-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-cyano-N-methylbenzohydrazide
• CAS: 1409962-95-3
• 化学式: C₉H₉N₃O
• 分子量: 175.19
• InChiKey: NAGDANZPXLYQJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-cyano-N-methylbenzohydrazide 在 P₂S₂ 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 氘代苯 、 N,N-二甲基甲酰胺 为溶剂， 生成 N′¹,N′³-bis[(4-cyanophenyl)carbonothioyl]-N′¹,N′³-dimethylmalonohydrazide
  参考文献：
  名称：

  Syntheses and antitumor activities of N′1,N′3-dialkyl-N′1,N′3-di-(alkylcarbonothioyl) malonohydrazide: The discovery of elesclomol

  摘要：

  A series of N'(1),N'(3)-dialkyl-N'(1),N'(3)-di(alkylcarbonothioyl) malonohydrazides have been designed and synthesized as anticancer agents by targeting oxidative stress and Hsp70 induction. Structure-activity relationship (SAR) studies lead to the discovery of STA-4783 (elesclomol), a novel small molecule that has been evaluated in a number of clinical trials as an anticancer agent in combination with Taxol. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.032
• 作为产物：
  描述：

  对氰基苯甲酸 、 甲基肼 在 五氟苯酚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.16h， 以48%的产率得到4-cyano-N-methylbenzohydrazide
  参考文献：
  名称：

  Facile, diversity-orientated one-pot synthesis of ethyl 1,5-disubstituted-1H-1,2,4-triazole-3-carboxylates

  摘要：

  Access to the 1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide motif is quite laborious and requires forcing conditions to effect the cyclocondensation step. Herein, we report an efficient and mild one-pot protocol to access this substructure in good chemical yields with high regiocontrol. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.130

文献信息

• [EN] SELECTIVE ANDROGEN RECEPTOR MODULATORS<br/>[FR] MODULATEURS SÉLECTIFS DU RÉCEPTEUR AUX ANDROGÈNES
  申请人：RADIUS HEALTH INC

  公开号：WO2010118287A1

  公开（公告）日：2010-10-14

  This invention provides compounds of formula I, Ia, Ib or Ic, or salts thereof, pharmaceutical compositions comprising a compound of formula I, Ia, Ib or Ic, and a pharmaceutically acceptable excipient, methods of modulating the androgen receptor, methods of treating diseases beneficially treated by an androgen receptor modulator (e.g., sarcopenia, prostate cancer, contraception, type 2 diabetes related disorders or diseases, anemia, depression, and renal disease) and processes for making compounds of formula I and intermediates useful in the preparation of same.
• Facile, diversity-orientated one-pot synthesis of ethyl 1,5-disubstituted-1H-1,2,4-triazole-3-carboxylates
  作者：Sébastien Degorce、Bénédicte Delouvrié、Paul R.J. Davey、Myriam Didelot、Hervé Germain、Craig S. Harris、Christine Lambert-van der Brempt、Honorine Lebraud、Gilles Ouvry

  DOI：10.1016/j.tetlet.2012.08.130

  日期：2012.11

  Access to the 1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide motif is quite laborious and requires forcing conditions to effect the cyclocondensation step. Herein, we report an efficient and mild one-pot protocol to access this substructure in good chemical yields with high regiocontrol. (C) 2012 Elsevier Ltd. All rights reserved.
• Syntheses and antitumor activities of N′1,N′3-dialkyl-N′1,N′3-di-(alkylcarbonothioyl) malonohydrazide: The discovery of elesclomol
  作者：Shoujun Chen、Lijun Sun、Keizo Koya、Noriaki Tatsuta、Zhiqiang Xia、Timothy Korbut、Zhenjian Du、Jim Wu、Guiqing Liang、Jun Jiang、Mitsunori Ono、Dan Zhou、Andrew Sonderfan

  DOI：10.1016/j.bmcl.2013.07.032

  日期：2013.9

  A series of N'(1),N'(3)-dialkyl-N'(1),N'(3)-di(alkylcarbonothioyl) malonohydrazides have been designed and synthesized as anticancer agents by targeting oxidative stress and Hsp70 induction. Structure-activity relationship (SAR) studies lead to the discovery of STA-4783 (elesclomol), a novel small molecule that has been evaluated in a number of clinical trials as an anticancer agent in combination with Taxol. (C) 2013 Elsevier Ltd. All rights reserved.