3-formyl-5-isobutyl-1-phenylpyrazole | 926893-91-6

• 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-formyl-5-isobutyl-1-phenylpyrazole
• 英文别名: 5-isobutyl-1-phenyl-1H-pyrazole-3-carbaldehyde；5-(2-methylpropyl)-1-phenylpyrazole-3-carbaldehyde
• CAS: 926893-91-6
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: RUSAMQXKUHPPNA-UHFFFAOYSA-N

物化性质

• 沸点：
  360.7±30.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-formyl-5-isobutyl-1-phenylpyrazole 在 lithium aluminium tetrahydride 、 盐酸羟胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 N-[(5-isobutyl-1-phenyl-1H-pyrazol-3-yl)methyl]-3-chlorobenzenesulfonamide
  参考文献：
  名称：

  COMPOUNDS CAPABLE OF INHIBITING VOLTAGE GATED CALCIUM ION CHANNEL, AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME

  摘要：

  本文披露了一种N-(吡唑甲基)芳基磺酰胺衍生物，可用作钙离子通道阻滞剂，其药用盐，以及利用其钙离子通道阻滞效应作为治疗剂的药用。

  公开号：

  US20150329533A1
• 作为产物：
  描述：

  乙基6-甲基-2,4-二氧亚基庚酯 在 二异丁基氢化铝 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 3-formyl-5-isobutyl-1-phenylpyrazole
  参考文献：
  名称：

  Synthesis and T-type calcium channel-blocking effects of aryl(1,5-disubstituted-pyrazol-3-yl)methyl sulfonamides for neuropathic pain treatment

  摘要：

  A novel series of aryl(1,5-disubstituted pyrazol-3-yl)methyl sulfonamide derivatives was designed, synthesized, and evaluated for T-type calcium channel (ctiG and chm) inhibitory activity. We identified several compounds, 9a, 9b, 9g, and 9h that displayed good T-type channel inhibitory potency with low hERG channel and CYP450 inhibition. Among them, 9a and 9b exhibited neuropathic pain alleviation effects in mechanical and cold allodynia induced in the SNL rat model. Compounds 9a and 9b displayed better efficacy than mibefradil and gabapentin against cold allodynia. In particular, compound 9a seemed to be valuable as shown fast acting performance in mechanical neuropathic pain model. (C) 2016 Elsevier Masson SAS. All rights reserved'.

  DOI：

  10.1016/j.ejmech.2016.07.032

文献信息

• NOVEL PYRAZOLYLMETHYLAMINE COMPOUNDS AS CALCIUM CHANNEL MODULATORS AND PREPARATION METHOD THEREOF
  申请人：NAM Ghilsoo

  公开号：US20100094006A1

  公开（公告）日：2010-04-15

  The present invention relates to pyrazolylmethylamine-piperazine derivatives and their pharmaceutically acceptable salts effective as calcium channel modulators and a method of manufacturing the same. The present invention also relates to the medicinal use of the above compounds as therapeutic treatment of diseases due to their effect as calcium channel modulators.

  本发明涉及吡唑甲基胺基哌嗪衍生物及其药用盐，其作为钙通道调节剂具有有效性，以及其制造方法。本发明还涉及上述化合物的药用作用，用于治疗因其作为钙通道调节剂而产生的疾病。
• Neuropathic pain-alleviating effects of pyrazole-conjugated arylsulfonamides as 5-HT6 receptor antagonists
  作者：Jin Ri Hong、Hyunah Choo、Ghilsoo Nam

  DOI：10.1016/j.bmcl.2017.07.031

  日期：2017.9

  A novel series of arylsulfonylaminomethyl-3-(1-phenyl-5-isopropyl)pyrazoles was evaluated for serotonin receptor subtype 6 (5-HT6R) antagonistic effects in vitro. We also investigated their neuropathic pain-alleviating effects in vivo using a rat spinal nerve ligation (SNL) model. Bicyclic aromatic sulfonamino groups, such as naphthalene and quinolin-substituted derivatives, showed good 5-HT6 inhibitory activity in vitro. Among them, selected compounds, 12 and 13, having 8-quinoylsulfonamino groups, showed potent neuropathic pain-alleviating effects in the rat model. (C) 2017 Elsevier Ltd. All rights reserved.
• US2014/343295
  申请人：——

  公开号：——

  公开（公告）日：——
• Piperazinylalkylpyrazole derivatives useful as selective T-type calcium channel blockers and preparation method thereof
  申请人：Korea Institute of Science and Technology

  公开号：EP1757590B1

  公开（公告）日：2009-12-02
• US20140343295A1
  申请人：——

  公开号：US20140343295A1

  公开（公告）日：2014-11-20