5-甲氧基-1,3-二甲基-1H-吡唑-4-甲醛 | 26990-71-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-甲氧基-1,3-二甲基-1H-吡唑-4-甲醛
• 英文名称: 5-methoxy-1,3-dimethyl-1H-pyrazole-4-carbaldehyde
• 英文别名: 1,3-dimethyl-5-methoxy-4-pyrazole carboxaldehyde；5-Methoxy-1,3-dimethyl-1H-pyrazole-4-carbaldehyde；5-methoxy-1,3-dimethylpyrazole-4-carbaldehyde
• CAS: 26990-71-6
• 化学式: C₇H₁₀N₂O₂
• mdl: MFCD03791232
• 分子量: 154.169
• InChiKey: HITOGDKGNNDJPC-UHFFFAOYSA-N

物化性质

• 熔点：
  56-58°C

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933199090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  5-甲氧基-1,3-二甲基-1H-吡唑-4-甲醛 在 ammonium hydroxide 、 potassium permanganate 、 溶剂黄146 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 生成 5-methoxy-1,3-dimethyl-1H-pyrazole-4-carboxylic acid
  参考文献：
  名称：

  Pyrazoles active in the central nervous system

  摘要：

  本发明涉及式为##STR1##的吡唑化合物，其中R.sub.1为氢、低碳基或苯基，R.sub.2为氢或低碳基，R.sub.3为烷氧基或羟基，R.sub.4为低碳基，以及其药学上可接受的酸加盐。该化合物主要用作抗精神病药物。例如，它们表现出中枢神经系统活性，作为抗精神分裂症药物。

  公开号：

  US04226877A1
• 作为产物：
  描述：

  1,3-二甲基-5-吡唑酮 在 三氯氧磷 作用下， 生成 5-甲氧基-1,3-二甲基-1H-吡唑-4-甲醛
  参考文献：
  名称：

  Stereoselective Synthesis and Antifungal Activities of (E)-α-(Methoxyimino)benzeneacetate Derivatives Containing 1,3,5-Substituted Pyrazole Ring

  摘要：

  Thirteen novel ( E)- R-( methoxyimino) benzeneacetate derivatives, the analogues of strobilurins, which contain two pharmacophoric substructures of the methyl ( E)- methoxyiminoacetate moiety and 1,3,5-substituted pyrazole ring, were stereoselectively synthesized. It was found that the coupling reaction could give stereoselectively ( E: Z ca. 14: 1) the key intermediate material ( E)- methyl 2-( hydroxyimino)2- o- tolyl acetate ( 2). An X- ray crystallographic structure determination was carried out in a representative product. The preliminary bioassays indicated that all of the compounds 1 showed potent fungicidal activity against Rhizoctonia solani, Botrytis cinereapers, Gibberella zeae, Physalospora piricola, and Bipolaris mayclis.

  DOI：

  10.1021/jf060074f

文献信息

• Synthesis and Bioactivities of Novel Pyrazole Oxime Derivatives Containing a 5-Trifluoromethylpyridyl Moiety
  作者：Hong Dai、Jia Chen、Hong Li、Baojiang Dai、Haibing He、Yuan Fang、Yujun Shi

  DOI：10.3390/molecules21030276

  日期：——

  in order to find novel biologically active pyrazole oxime compounds, a series of pyrazole oxime derivatives containing a 5-trifluoromethylpyridyl moiety were synthesized. Preliminary bioassays indicated that most title compounds were found to display good to excellent acaricidal activity against Tetranychus cinnabarinus at a concentration of 200 μg/mL, and some designed compounds still showed excellent

  在这项研究中，为了找到新型的具有生物活性的吡唑肟化合物，合成了一系列含有5-三氟甲基吡啶基部分的吡唑肟衍生物。初步的生物分析表明，发现大多数标题化合物在200μg/ mL的浓度下对朱砂叶螨具有良好的杀螨活性，而某些设计的化合物在10μg/ mL的浓度下仍对朱砂叶螨具有优良的杀螨活性。因为化合物8e，8f，8l，8m，8n，8p和8q的抑制率均为100.00％。有趣的是，一些目标化合物在200μg/ mL的浓度下对小菜蛾和蚜虫具有中等至良好的杀虫活性。此外，
• Benzamide Compounds Useful as Histone Deacetylase Inhibitors
  申请人：Andrews David Michael

  公开号：US20080269294A1

  公开（公告）日：2008-10-30

  The invention concerns benzamide compounds of formula (I), wherein R 1 is a C-linked pyrazole ring, which is optionally substituted by one or more groups selected from C 1-4 alkyl, C 3-4 cycloalkyl, C 1-4 alkoxy and C 3-4 cycloalkoxy; or a pharmaceutically acceptable salt or pro-drug form thereof. The invention also concerns processes for the preparation of such compounds, pharmaceutical compositions containing them and their use in the manufacture of a medicament for use as an antiproliferative agent in the prevention or treatment of tumours or other proliferative conditions, which are sensitive to the inhibition of histone deacetylase (HDAC).

  本发明涉及式（I）的苯甲酰胺化合物，其中R1是C-连接的吡唑环，可选地被一个或多个从C1-4烷基，C3-4环烷基，C1-4烷氧基和C3-4环烷氧基中选择的基团取代; 或其药学上可接受的盐或前药形式。本发明还涉及制备这些化合物的方法，含有它们的制药组合物以及它们在制造用作抗增殖剂的药物中的使用，用于预防或治疗对组蛋白去乙酰化酶（HDAC）抑制敏感的肿瘤或其他增殖性疾病。
• Benzamide compounds useful as histone deacetylase inhibitors
  申请人：Astrazeneca AB

  公开号：US08207202B2

  公开（公告）日：2012-06-26

  The invention concerns benzamide compounds of formula (I), wherein R1 is a C-linked pyrazole ring, which is optionally substituted by one or more groups selected from C1-4alkyl, C3-4cycloalkyl, C1-4alkoxy and C3-4cycloalkoxy; or a pharmaceutically acceptable salt or pro-drug form thereof. The invention also concerns processes for the preparation of such compounds, pharmaceutical compositions containing them and their use in the manufacture of a medicament for use as an antiproliferative agent in the prevention or treatment of tumors or other proliferative conditions, which are sensitive to the inhibition of histone deacetylase (HDAC).

  该发明涉及式（I）的苯甲酰胺化合物，其中R1是C-连接的吡唑环，可以选择性地被一个或多个从C1-4烷基，C3-4环烷基，C1-4烷氧基和C3-4环烷氧基中选择的基团取代；或其药学上可接受的盐或前药形式。该发明还涉及制备这种化合物的方法，含有它们的制药组合物以及它们在制造用作抗增殖剂的药物中的用途，用于预防或治疗对组蛋白去乙酰化酶（HDAC）抑制敏感的肿瘤或其他增殖性疾病。
• BENZAMIDE COMPOUNDS USEFUL AS HISTONE DEACETYLASE INHIBITORS
  申请人：Andrews David Michael

  公开号：US20120225907A1

  公开（公告）日：2012-09-06

  The invention concerns benzamide compounds of formula (I): compound of formula (I): wherein R 1 is a C-linked pyrazole ring, which is optionally substituted by one or more groups selected from C 1-4 alkyl, C 3-4 cycloalkyl, C 1-4 alkoxy and C 3-4 cycloalkoxy; or a pharmaceutically acceptable salt or pro-drug form thereof. The invention also concerns processes for the preparation of such compounds, pharmaceutical compositions containing them and their use in the manufacture of a medicament for use as an antiproliferative agent in the prevention or treatment of tumours or other proliferative conditions, which are sensitive to the inhibition of histone deacetylase (HDAC).

  本发明涉及公式（I）的苯甲酰胺类化合物：公式（I）的化合物：其中R1为C-连接的吡唑环，该环可选择地由一种或多种从C1-4烷基，C3-4环烷基，C1-4烷氧基和C3-4环烷氧基中选择的基团取代；或其药学上可接受的盐或前药形式。本发明还涉及制备这种化合物的方法，包含它们的制药组合物以及它们在制造用于预防或治疗对组蛋白去乙酰化酶（HDAC）抑制敏感的肿瘤或其他增生状况的药物中的使用作为抗增生剂。
• Endoparasite control agent
  申请人：THE UNIVERSITY OF TOKYO

  公开号：US10702507B2

  公开（公告）日：2020-07-07

  The present invention is intended to provide a novel parasiticide, antiprotozoal or other endoparasite control agents which are effective for controlling animal endoparasites that have been impossible to control by conventional ones. Provided is an endoparasite control agent comprising, as an active ingredient, a carboxamide derivative represented by the general formula (I): or a salt thereof.

  本发明旨在提供一种新型杀寄生虫剂、抗原虫剂或其他内寄生虫控制剂，可有效控制传统杀寄生虫剂无法控制的动物内寄生虫。本发明提供了一种内寄生虫控制剂，其活性成分包括通式（I）所代表的羧酰胺衍生物： 或其盐。