4-amino-3-(α-hydroxybenzyl)furazan | 183537-71-5

• 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-amino-3-(α-hydroxybenzyl)furazan
• 英文别名: (4-Aminofurazan-3-yl)phenylmethanol；(4-amino-1,2,5-oxadiazol-3-yl)-phenylmethanol
• CAS: 183537-71-5
• 化学式: C₉H₉N₃O₂
• mdl: MFCD00462808
• 分子量: 191.189
• InChiKey: XMJDQQVVTRVSRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-amino-3-(α-hydroxybenzyl)furazan 在 吡啶 、 氯化亚砜 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 72.25h， 生成 4-amino-3-[(α-phenylamino)benzyl]furazan
  参考文献：
  名称：

  ?-hydroaxyalkyl(benzyl)furozans and ?-hydroxyalkyl(benzyl)furoxans synthesis and reactivity

  摘要：

  A general,and simple preparative method for the synthesis of alpha-hydroxyalkyl(benzyI)furazan and -furoxan derivatives is proposed. The method involves reduction of acyl or ethoxycarbonyl substituents in these heterocyclic compounds with NaBH4 in ethanol. Based on the alcohols thus prepared, a number of previously unknown functional derivatives (alpha-nitroxyalkyl-,alpha-haloalkyl-, and alpha-azidoalkylfurazans and -furoxans) have been synthesized.

  DOI：

  10.1007/bf01431809
• 作为产物：
  描述：

  (4-amino-1,2,5-oxadiazol-3-yl)(phenyl)methanone 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以87%的产率得到4-amino-3-(α-hydroxybenzyl)furazan
  参考文献：
  名称：

  ?-hydroaxyalkyl(benzyl)furozans and ?-hydroxyalkyl(benzyl)furoxans synthesis and reactivity

  摘要：

  A general,and simple preparative method for the synthesis of alpha-hydroxyalkyl(benzyI)furazan and -furoxan derivatives is proposed. The method involves reduction of acyl or ethoxycarbonyl substituents in these heterocyclic compounds with NaBH4 in ethanol. Based on the alcohols thus prepared, a number of previously unknown functional derivatives (alpha-nitroxyalkyl-,alpha-haloalkyl-, and alpha-azidoalkylfurazans and -furoxans) have been synthesized.

  DOI：

  10.1007/bf01431809

文献信息

• MODULATORS OF SPERM HYPERMOBILITY AND USES THEREOF
  申请人：Hydra Biosciences, Inc.

  公开号：US20130123310A1

  公开（公告）日：2013-05-16

  The invention provides novel compositions and compounds that inhibit CatSper channel activity, that preferentially inhibits sperm hyperactivity over sperm motility, or both. The compounds of the invention are useful as contraceptive agents that may be adminstered to males, females, or concurrently to both sexual partners. The invention further provides methods of conducting drug discovery business and of conducting a reproductive medicine business. The invention also provides methods of identifying compounds that modulate sperm hypermotility.
• MODULATORS OF SPERM HYPERMOTILITY AND USES THEREOF
  申请人：Chong Jayhong A.

  公开号：US20150335622A1

  公开（公告）日：2015-11-26

  The invention provides novel compositions and compounds that inhibit CatSper channel activity, that preferentially inhibits sperm hyperactivity over sperm motility, or both. The compounds of the invention are useful as contraceptive agents that may be adminstered to males, females, or concurrently to both sexual partners. The invention further provides methods of conducting drug discovery business and of conducting a reproductive medicine business. The invention also provides methods of identifying compounds that modulate sperm hypermotility.
• US8952041B2
  申请人：——

  公开号：US8952041B2

  公开（公告）日：2015-02-10
• US9732050B2
  申请人：——

  公开号：US9732050B2

  公开（公告）日：2017-08-15
• ?-hydroaxyalkyl(benzyl)furozans and ?-hydroxyalkyl(benzyl)furoxans synthesis and reactivity
  作者：A. N. Blinnikov、S. Kulikov、N. N. Makhova、L. I. Khmel'nitskii

  DOI：10.1007/bf01431809

  日期：1996.7

  A general,and simple preparative method for the synthesis of alpha-hydroxyalkyl(benzyI)furazan and -furoxan derivatives is proposed. The method involves reduction of acyl or ethoxycarbonyl substituents in these heterocyclic compounds with NaBH4 in ethanol. Based on the alcohols thus prepared, a number of previously unknown functional derivatives (alpha-nitroxyalkyl-,alpha-haloalkyl-, and alpha-azidoalkylfurazans and -furoxans) have been synthesized.