3-cyclopropyl-1-(p-tolyl)-1H-pyrazol-5-amine | 940924-72-1

• 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-cyclopropyl-1-(p-tolyl)-1H-pyrazol-5-amine
• 英文别名: 3-cyclopropyl-1-p-tolyl-1H-pyrazol-5-amine；5-cyclopropyl-2-(4-methylphenyl)pyrazol-3-amine
• CAS: 940924-72-1
• 化学式: C₁₃H₁₅N₃
• 分子量: 213.282
• InChiKey: GVNREOVPXNVVCZ-UHFFFAOYSA-N

物化性质

• 沸点：
  390.1±37.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  吡唑并[1,5-a]嘧啶-3-羰酰氯 、 3-cyclopropyl-1-(p-tolyl)-1H-pyrazol-5-amine 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-(3-cyclopropyl-1-(p-tolyl)-1H-pyrazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide
  参考文献：
  名称：

  Potent and Selective Amidopyrazole Inhibitors of IRAK4 That Are Efficacious in a Rodent Model of Inflammation

  摘要：

  IRAK4 is a critical upstream kinase in the IL-1R/TLR signaling pathway. Inhibition of IRAK4 is hypothesized to be beneficial in the treatment of autoimmune related disorders. A screening campaign identified a pyrazole class of IRAK4 inhibitors that were determined by X-ray crystallography to exhibit an unusual binding mode. SAR efforts focused on the identification of a potent and selective inhibitor with good aqueous solubility and rodent pharmacokinetics. Pyrazole C-3 piperidines were well tolerated, with N-sulfonyl analogues generally having good rodent oral exposure but poor solubility. N-Alkyl piperidines exhibited excellent solubility and reduced exposure. Pyrazoles possessing NI pyridine and fluorophenyl substituents were among the most active. Piperazine 32 was a potent enzyme inhibitor with good cellular activity. Compound 32 reduced the in vivo production of proinflammatory cytokines and was orally efficacious in a mouse antibody induced arthritis disease model of inflammation.

  DOI：

  10.1021/acsmedchemlett.5b00106
• 作为产物：
  描述：

  4-甲基苯肼盐酸盐 、 3-环丙基-3-氧代丙腈 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 3-cyclopropyl-1-(p-tolyl)-1H-pyrazol-5-amine
  参考文献：
  名称：

  RESPIRATORY FORMULATIONS AND COMPOUNDS FOR USE THEREIN

  摘要：

  本发明涉及含有化合物的呼吸配方(I)：以及在治疗中使用这些化合物和组合物，例如在治疗炎症性疾病或呼吸道疾病中的应用，特别是在治疗由炎症介导和/或病毒介导的呼吸道疾病，如哮喘和慢性阻塞性肺病，或治疗或预防病毒感染，例如由流感病毒、鼻病毒或RSV感染。该发明还涉及某些新型化合物(I)。

  公开号：

  US20130156826A1

文献信息

• [EN] P38 MAP KINASE INHIBITORS<br/>[FR] INHIBITEURS DE LA MAP KINASE P38
  申请人：RESPIVERT LTD

  公开号：WO2011124930A1

  公开（公告）日：2011-10-13

  There is provided a compound of formula (I): wherein: J represents (A): or (B): compositions comprising same, processes for preparing said compounds and use thereof in treatment, particularly in the treatment of inflammatory disease, such as asthma, COPD and 15 rheumatoid arthritis.

  提供了一个化合物的公式（I）：其中：J代表（A）：或（B）：包括相同的组合物，制备该化合物的方法以及在治疗中的用途，特别是在治疗炎症性疾病，如哮喘、慢性阻塞性肺疾病和类风湿关节炎方面的用途。
• ARYLMETHYLENE UREA DERIVATIVE AND USE THEREOF
  申请人：Ohno Michihiro

  公开号：US20100016319A1

  公开（公告）日：2010-01-21

  This invention relates to a pharmaceutical comprising as an effective ingredient an arylmethylene urea exemplified by the following formula: or a pharmaceutically acceptable salt thereof. The arylmethylene urea and the pharmaceutically acceptable salts thereof are useful for therapy or prophylaxis of inflammatory bowel disease and overactive bladder.

  本发明涉及一种药物，其有效成分为以下式子所示的芳基亚甲基脲或其药学上可接受的盐： 该芳基亚甲基脲及其药学上可接受的盐可用于治疗或预防炎症性肠病和过度活跃的膀胱。
• P38 MAP Kinase Inhibitors
  申请人：King-Underwood John

  公开号：US20130040962A1

  公开（公告）日：2013-02-14

  There is provided a compound of formula (I): wherein: J represents (A): or (B): compositions comprising same, processes for preparing said compounds and use thereof in treatment, particularly in the treatment of inflammatory disease, such as asthma, COPD and 15 rheumatoid arthritis.

  提供了一个式子为(I)的化合物：其中：J代表(A)或(B)：包含它们的组合物，制备这些化合物的过程以及在治疗中的使用，特别是在治疗炎症性疾病，如哮喘、COPD和类风湿性关节炎方面的使用。
• KINASE INHIBITORS
  申请人：TOPIVERT PHARMA LIMITED

  公开号：US20140057915A1

  公开（公告）日：2014-02-27

  There are provided compounds of formula I, wherein R, R 1 , R a , R b , Q, X and Y have meanings given in the description, which compounds have antiinflammatory activity (e.g. through inhibition of one or more of members of: the family of p38 mitogen-activated protein kinase enzymes; Syk kinase; and members of the Src family of tyrosine kinases) and have use in therapy, including in pharmaceutical combinations, especially in the treatment of inflammatory diseases, including inflammatory diseases of the lung, eye and intestines.

  提供了I式化合物，其中R、R1、Ra、Rb、Q、X和Y在描述中给出了它们的含义。这些化合物具有抗炎活性（例如通过抑制p38丝裂原激活蛋白激酶酶家族中的一个或多个成员、Syk激酶和酪氨酸激酶Src家族的成员之一），并可用于治疗，包括在药物组合中，尤其是用于治疗包括肺部、眼部和肠道炎症疾病在内的炎症性疾病。
• PYRAZOLYL-UREAS AS KINASE INHIBITORS
  申请人：RESPIVERT LIMITED

  公开号：US20150218137A1

  公开（公告）日：2015-08-06

  There are provided compounds of formula I, wherein R, R 1 , R a , R b , Q, X and Y have meanings given in the description, which compounds have antiinflammatory activity (e.g., through inhibition of one or more of members of: the family of p38 mitogen-activated protein kinase enzymes; Syk kinase; and members of the Src family of tyrosine kinases) and have use in therapy, including in pharmaceutical combinations, especially in the treatment of inflammatory diseases, including inflammatory diseases of the lung, eye and intestines.

  提供了式子I的化合物，其中R，R1，Ra，Rb，Q，X和Y的含义在描述中给出，这些化合物具有抗炎活性（例如，通过抑制p38丝裂原活化蛋白激酶酶家族的一个或多个成员；Syk激酶；和酪氨酸激酶Src家族的成员之一），并且可用于治疗，包括在药物组合中，特别是用于治疗炎症性疾病，包括肺部、眼部和肠道的炎症性疾病。