1-(4-chlorophenyl)-2-hydrazinoethanol

• 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: 1-(4-chlorophenyl)-2-hydrazinoethanol
• 英文别名: 1-(4-Chlorophenyl)-2-hydrazinylethanol
• 化学式: C₈H₁₁ClN₂O
• mdl: MFCD16302597
• 分子量: 186.641
• InChiKey: DBONQVCDQCKYHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-2-hydrazinoethanol 、 2-氰基-3-乙氧基丙烯酸乙酯 以 甲苯 为溶剂， 反应 8.0h， 以75%的产率得到ethyl 5-amino-1-[2-(4-chlorophenyl)-2-hydroxyethyl]-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Identification of a Novel Pyrazolo[3,4-d]pyrimidine Able To Inhibit Cell Proliferation of a Human Osteogenic Sarcoma in Vitro and in a Xenograft Model in Mice

  摘要：

  New pyrazolo[3,4-d]pyrimidines were synthesized and found to inhibit Src phosphorylation in a cell-free assay. Some of them significantly reduced the growth of human osteogenic sarcoma (SaOS-2) cells. The best compound, in terms of inhibitory properties toward both Src and SaOS-2 cells, was further investigated and found to reduce bone resorption when used to treat mouse osteoclasts, without interfering with normal osteoblast growth. Moreover, its metabolic stability prompted its study on a human SaOS-2 xenograft tumor model in nude mice, where the compound reduced significantly both the volume and weight of the tumor. These experimental findings make the new compound an interesting hit in the field of bone-related diseases.

  DOI：

  10.1021/jm061449r
• 作为产物：
  描述：

  (±)-4-氯苯乙烯环氧化物 在 一水合肼 作用下， 反应 0.5h， 以80%的产率得到1-(4-chlorophenyl)-2-hydrazinoethanol
  参考文献：
  名称：

  Identification of a Novel Pyrazolo[3,4-d]pyrimidine Able To Inhibit Cell Proliferation of a Human Osteogenic Sarcoma in Vitro and in a Xenograft Model in Mice

  摘要：

  New pyrazolo[3,4-d]pyrimidines were synthesized and found to inhibit Src phosphorylation in a cell-free assay. Some of them significantly reduced the growth of human osteogenic sarcoma (SaOS-2) cells. The best compound, in terms of inhibitory properties toward both Src and SaOS-2 cells, was further investigated and found to reduce bone resorption when used to treat mouse osteoclasts, without interfering with normal osteoblast growth. Moreover, its metabolic stability prompted its study on a human SaOS-2 xenograft tumor model in nude mice, where the compound reduced significantly both the volume and weight of the tumor. These experimental findings make the new compound an interesting hit in the field of bone-related diseases.

  DOI：

  10.1021/jm061449r

文献信息

• NEW 4-SUBSTITUTED DERIVATIVES OF PYRAZOLO[3,4-D PYRIMIDINE AND PYRROLO[2,3-D]PYRIMIDINE AND USES THEREOF
  申请人：Schenone Silvia

  公开号：US20100249152A1

  公开（公告）日：2010-09-30

  The present invention relates to a compound 4-substituted derivative of pyrazolo[3,4-d]pyrimidine or of pyrrolo[2,3-d]pyrimidine having the formula (I) and uses thereof, in particular for the treatment of bone related diseases and tumours.

  本发明涉及具有以下式(I)的吡唑并[3,4-d]嘧啶或吡咯[2,3-d]嘧啶的化合物4-取代衍生物及其用途，特别是用于骨相关疾病和肿瘤的治疗。
• NEW 4-SUBSTITUTED DERIVATIVES OF PYRAZOLO [3,4-D] PYRIMIDINE AND PYRROLO [2,3-D] PYRIMIDINE AND USES THEREOF
  申请人：Universita Degli Studi di Siena

  公开号：EP2201013B1

  公开（公告）日：2014-11-19
• US8466164B2
  申请人：——

  公开号：US8466164B2

  公开（公告）日：2013-06-18
• [EN] NEW 4-SUBSTITUTED DERIVATIVES OF PYRAZOLO[3,4-D PYRIMIDINE AND PYRROLO[2,3-D]PYRIMIDINE AND USES THEREOF<br/>[FR] NOUVEAUX DÉRIVÉS 4-SUBSTITUÉS DE LA PYRAZOLO[3,4-D]PYRIMIDINE ET DE LA PYRROLO[2,3-D]PYRIMIDINE ET LEURS UTILISATIONS
  申请人：UNIV SIENA

  公开号：WO2009034547A2

  公开（公告）日：2009-03-19

  The present invention relates to a compound 4-substituted derivative of pyrazolo[3,4- d]pyrimidine or of pyrrolo[2,3-d]pyrimidine having the formula (I) and uses thereof, in particular for the treatment of bone related diseasesand tumours.
• Identification of a Novel Pyrazolo[3,4-<i>d</i>]pyrimidine Able To Inhibit Cell Proliferation of a Human Osteogenic Sarcoma in Vitro and in a Xenograft Model in Mice
  作者：Fabrizio Manetti、Annalisa Santucci、Giada A. Locatelli、Giovanni Maga、Adriano Spreafico、Tommaso Serchi、Maurizio Orlandini、Giulia Bernardini、Nicola P. Caradonna、Andrea Spallarossa、Chiara Brullo、Silvia Schenone、Olga Bruno、Angelo Ranise、Francesco Bondavalli、Oskar Hoffmann、Mauro Bologna、Adriano Angelucci、Maurizio Botta

  DOI：10.1021/jm061449r

  日期：2007.11.1

  New pyrazolo[3,4-d]pyrimidines were synthesized and found to inhibit Src phosphorylation in a cell-free assay. Some of them significantly reduced the growth of human osteogenic sarcoma (SaOS-2) cells. The best compound, in terms of inhibitory properties toward both Src and SaOS-2 cells, was further investigated and found to reduce bone resorption when used to treat mouse osteoclasts, without interfering with normal osteoblast growth. Moreover, its metabolic stability prompted its study on a human SaOS-2 xenograft tumor model in nude mice, where the compound reduced significantly both the volume and weight of the tumor. These experimental findings make the new compound an interesting hit in the field of bone-related diseases.