3-amino-5-methylthio-4-phenylpyrazole | 128039-32-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-amino-5-methylthio-4-phenylpyrazole
• 英文别名: 3-methylsulfanyl-4-phenyl-1H-pyrazol-5-amine
• CAS: 128039-32-7
• 化学式: C₁₀H₁₁N₃S
• 分子量: 205.283
• InChiKey: GPBUKNPSFIDTJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  80
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-5-methylthio-4-phenylpyrazole 在 哌啶 、 W₂ Raney nickel 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 生成 7-<2-(4-methoxyphenyl)ethyl>-3-phenylpyrazolo<1,5-a>pyrimidine
  参考文献：
  名称：

  氧杂环丁烯二硫缩醛与3-氨基吡唑的环缩合反应：取代和稠合的吡唑并a]嘧啶的简便，高度区域选择性的一般路线

  摘要：

  3-氨基吡唑（1a）和3-氨基-5-甲硫基-4-苯基吡唑（1b）与α-氧杂环丁烯二硫缩醛（2a-j衍生自无环活性亚甲基酮的环缩合反应生成5-甲硫基-6,7-取代的吡唑并[1] ，5-a]嘧啶（3a-J），发现该反应对于合成7-苯乙烯基，7-（4-芳基-1,3-丁二烯基）和7-（6-芳基-相应的烯基烯酮二硫缩醛（6a-f）中的1​​,3,5-六三烯基）吡唑并嘧啶（7a-f）。同样，1a和1b与环烯基和苯并环烯酮二硫缩醛的反应也可选择性地在区域内提供有角度稠合的5-甲基硫代吡唑并嘧啶然而，来自环戊酮的氧杂环丁烯二硫缩醛分别以几乎相等的量产生角和线性稠合的区域异构体10和11。用阮内镍对一些5-甲基硫代吡唑并嘧啶进行脱硫甲基化，以高收率得到5-未取代的衍生物。

  DOI：

  10.1016/s0040-4020(01)85438-7
• 作为产物：
  描述：

  3,3-Bis-methylsulfanyl-2-phenyl-propionitrile 生成 3-amino-5-methylthio-4-phenylpyrazole
  参考文献：
  名称：

  Synthesis of Aminopyrimidopyidazines as Chemiluminescent Compounds by Reaction of Functionalized Maleimide with Various Amine Derivatives

  摘要：

  The reaction of ketene dithioacetal, bis(methylthio)methylenepropanedinitrile, with nitromethane gave 2-hydroxyimino-4-cyano-3-methylthiomaleimide (3) which was readily derived to the corresponding 4-cyano-3-methylthiomaleimide (5) by methylation with dimethyl sulfate followed by hydrolysis with hydrochloric acid. Compound 5 smoothly reacted with various amine compounds to give the corresponding amino-polycyclic pyrimidines containing a pyrroline ring, which were readily converted to the desired polycyclic pyridazine derivatives in good yields.

  DOI：

  10.3987/com-96-7499

文献信息

• [EN] PYRAZOLOPYRIMIDINONE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS DE PYRAZOLOPYRIMIDINONE ET LEURS UTILISATIONS
  申请人：ADURO BIOTECH INC

  公开号：WO2019055750A1

  公开（公告）日：2019-03-21

  The present invention relates to pyrazolopyrimidinone compounds. The present invention also relates to pharmaceutical compositions containing these compounds and methods of treating autoimmune, inflammatory, and neurodegenerative diseases by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also relates to the use of such compounds for research or other non-therapeutic purposes.

  本发明涉及吡唑吡咪啉酮化合物。本发明还涉及含有这些化合物的药物组合物，以及通过向需要的受试者施用这些化合物和药物组合物来治疗自身免疫、炎症和神经退行性疾病的方法。本发明还涉及利用这些化合物进行研究或其他非治疗目的的用途。
• Pyrazolopyrimidinone compounds and uses thereof
  申请人：Aduro BioTech, Inc.

  公开号：US10738056B2

  公开（公告）日：2020-08-11

  The present invention relates to pyrazolopyrimidinone compounds. The present invention also relates to pharmaceutical compositions containing these compounds and methods of treating autoimmune, inflammatory, and neurodegenerative diseases by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also relates to the use of such compounds for research or other non-therapeutic purposes.

  本发明涉及吡唑嘧啶酮化合物。本发明还涉及含有这些化合物的药物组合物，以及通过向有需要的受试者施用这些化合物和药物组合物来治疗自身免疫性、炎症性和神经退行性疾病的方法。本发明还涉及将这些化合物用于研究或其他非治疗目的。
• THOMAS, ABRAHAM;CHAKRABORTY, MANJAREE;ILA, HIRIYAKKANAVAR;JUNJAPPA, HIRIY+, TETRAHEDRON, 46,(1990) N, C. 577-586
  作者：THOMAS, ABRAHAM、CHAKRABORTY, MANJAREE、ILA, HIRIYAKKANAVAR、JUNJAPPA, HIRIY+

  DOI：——

  日期：——
• PYRAZOLOPYRIMIDINONE COMPOUNDS AND USES THEREOF
  申请人：Aduro BioTech, Inc.

  公开号：US20190119285A1

  公开（公告）日：2019-04-25

  The present invention relates to pyrazolopyrimidinone compounds. The present invention also relates to pharmaceutical compositions containing these compounds and methods of treating autoimmune, inflammatory, and neurodegenerative diseases by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also relates to the use of such compounds for research or other non-therapeutic purposes.
• Synthesis of Aminopyrimidopyidazines as Chemiluminescent Compounds by Reaction of Functionalized Maleimide with Various Amine Derivatives
  作者：Yoshinori Tominaga、Noriko Yoshioka、Seigo Kataoka

  DOI：10.3987/com-96-7499

  日期：——

  The reaction of ketene dithioacetal, bis(methylthio)methylenepropanedinitrile, with nitromethane gave 2-hydroxyimino-4-cyano-3-methylthiomaleimide (3) which was readily derived to the corresponding 4-cyano-3-methylthiomaleimide (5) by methylation with dimethyl sulfate followed by hydrolysis with hydrochloric acid. Compound 5 smoothly reacted with various amine compounds to give the corresponding amino-polycyclic pyrimidines containing a pyrroline ring, which were readily converted to the desired polycyclic pyridazine derivatives in good yields.