5-chloro-3-methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde | 87867-73-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-chloro-3-methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde
• 英文别名: 5-chloro-3-methyl-1-pyridin-2-ylpyrazole-4-carbaldehyde
• CAS: 87867-73-0
• 化学式: C₁₀H₈ClN₃O
• mdl: MFCD11185417
• 分子量: 221.646
• InChiKey: FJNVPUVZXCCVQB-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C(Solv: ethanol (64-17-5))
• 沸点：
  383.3±37.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 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：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-3-methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde 在 氢氧化钾 、 sodium hydroxide 、 羟胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-Methyl-5-phenoxy-1-pyridin-2-yl-1H-pyrazole-4-carbaldehyde oxime
  参考文献：
  名称：

  Identification of antitumor activity of pyrazole oxime ethers

  摘要：

  A series of pyrazole oxime ether derivatives were prepared and examined as cytotoxic agents. In particular, 5-phenoxypyrazole was comparable to doxorubicin, while exhibiting very potent cytotoxicity against XF 498 and HCT15. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.082
• 作为产物：
  描述：

  2-肼吡啶 在 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 生成 5-chloro-3-methyl-1-(pyridin-2-yl)-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  铯和铜介导的胺化反应化学选择性合成 5-烷基氨基-1H-吡唑-4-甲醛

  摘要：

  新型 5-烷基氨基-吡唑-4-甲醛的微波辅助合成高效进行，产率高达 99%，反应时间短。伯烷基胺与活化的 5-氯-1-(2-吡啶基)吡唑-4-甲醛的亲核取代是由“铯效应”介导的。失活的 1-芳基-5-氯吡唑-4-甲醛的胺化也得到铯离子的辅助和铜（I）的催化。

  DOI：

  10.1002/ejoc.201500505

文献信息

• Introduction of <i>N</i>‐Containing Heterocycles into Pyrazole by Nucleophilic Aromatic Substitution
  作者：Min‐Sup Park、Hyun‐Ja Park、Koon Ha Park、Kee‐In Lee

  DOI：10.1081/scc-120030741

  日期：2004.12.31

  Abstract The nucleophilic aromatic substitution on 5‐chloropyrazoles activated by the electron‐withdrawing formyl group offers a useful method to introduce a wide range of N‐containing heterocycles into them. The rate of reaction was greatly affected by the electronic nature of the N‐1 substitution.

  摘要 吸电子甲酰基活化的 5-氯吡唑上的亲核芳香取代为将各种含氮杂环引入其中提供了一种有用的方法。N-1取代的电子性质对反应速率有很大影响。
• A general route to thiolato ligands via t-butyl sulphides
  作者：Jan Becher、Hans Toftlund、Preben H. Olesen

  DOI：10.1039/c39830000740

  日期：——

  It is demonstrated that t-butyl sulphides are versatile intermediates in the preparation of new mono- and bi-nucleating thiolato ligands; the properties of some copper complexes of such ligands are discussed.

  事实证明，叔丁基硫化物是制备新的单核和双核硫代巯基配体的通用中间体。讨论了这种配体的一些铜配合物的性质。
• SPIROCHROMANON DERIVATIVES
  申请人：Iino Tomoharu

  公开号：US20090270436A1

  公开（公告）日：2009-10-29

  The invention relates to a compound of a general formula (I): wherein Ar1 represents a group formed from an aromatic ring selected from a group consisting of benzene, pyrazole, isoxazole, pyridine, indole, 1H-indazole, 1H-furo[2,3-c]pyrazole, 1H-thieno[2,3-c]pyrazole, benzimidazole, 1,2-benzisoxazole, imidazo[1,2-a]pyridine, imidazo[1,5-a]pyridine and 1H-pyrazolo[3,4-b]pyridine, having Ar2, and optionally having one or two or more substituents selected from R3: R1 and R2 each independently represent a hydrogen atom, a halogen atom, a cyano group, a C2-C6 alkenyl group, a C1-C6 alkoxy group, a C2-C7 alkanoyl group, a C2-C7 alkoxycarbonyl group, an aralkyloxycarbonyl group, a carbamoyl-C1-C6 alkoxy group, a carboxy-C2-C6 alkenyl group, or a group of -Q1-N(Ra)-Q2-Rb; or a C1-C6 alkyl group optionally having a substituent; or an aryl or heterocyclic group optionally having a substituent; or a C1-C6 alkyl group or a C2-C6 alkenyl group having the aryl or heterocyclic group; T and U each independently represent a nitrogen atom or a machine group; and V represents an oxygen atom or a sulfur atom. The compound of the invention is useful as therapeutical agents for various ACC-related diseases.

  本发明涉及一种通式（I）的化合物：其中Ar1代表从苯，吡唑，异噁唑，吡啶，吲哚，1H-吲唑，1H-呋喃[2,3-c]吡唑，1H-噻吩[2,3-c]吡唑，苯并咪唑，1,2-苯并异噁唑，咪唑并[1,2-a]吡啶，咪唑并[1,5-a]吡啶和1H-吡唑并[3,4-b]吡啶中选择的芳香环形成的基团，具有Ar2，并且可选地具有一个、两个或更多从R3中选择的取代基：R1和R2各自独立地表示氢原子，卤素原子，氰基，C2-C6烯基基团，C1-C6烷氧基团，C2-C7烷酰基基团，C2-C7烷氧羰基基团，芳基烷氧羰基基团，氨基-C1-C6烷氧基团，羧基-C2-C6烯基基团或-Q1-N（Ra）-Q2-Rb基团；或者是一个可选具有取代基的C1-C6烷基基团；或者是一个可选具有取代基的芳基或杂环基团；或者是一个具有芳基或杂环基团的C1-C6烷基或C2-C6烯基基团；T和U各自独立地表示氮原子或机器基团；V表示氧原子或硫原子。本发明的化合物可用作治疗各种ACC相关疾病的治疗剂。
• Spirochromanon derivatives
  申请人：MSD K.K.

  公开号：US08138197B2

  公开（公告）日：2012-03-20

  The invention relates to a compound of a general formula (I): wherein Ar1 represents a group formed from an aromatic ring selected from a group consisting of benzene, pyrazole, isoxazole, pyridine, indole, 1H-indazole, 1H-furo[2,3-c]pyrazole, 1H-thieno[2,3-c]pyrazole, benzimidazole, 1,2-benzisoxazole, imidazo[1,2-a]pyridine, imidazo[1,5-a]pyridine and 1H-pyrazolo[3,4-a]pyridine, having Ar2, and optionally having one or two or more substituents selected from R3; R1 and R2 each independently represent a hydrogen atom, a halogen atom, a cyano group, a C2-C6 alkenyl group, a C1-C6 alkoxy group, a C2-C7 alkanoyl group, a C2-C7 alkoxycarbonyl group, an aralkyloxycarbonyl group, a carbamoyl-C1-C6 alkoxy group, a carboxy-C2-C6 alkenyl group, or a group of -Q1-N(Ra)-Q2-Rb; or a C1-C6 alkyl group optionally having a substituent; or an aryl or heterocyclic group optionally having a substituent; or a C1-C6 alkyl group or a C2-C6 alkenyl group having the aryl or heterocyclic group; T and U each independently represent a nitrogen atom or a methine group; and V represents an oxygen atom or a sulfur atom. The compound of the invention is useful as therapeutical agents for various ACC-related diseases.

  本发明涉及一种通式(I)的化合物： 其中Ar1代表由苯、吡唑、异氧唑、吡啶、吲哚、1H-吲唑、1H-呋喃[2,3-c]吡唑、1H-噻吩[2,3-c]吡唑、苯并咪唑、1,2-苯并异氧唑、咪唑并[1,2-a]吡啶、咪唑并[1,5-a]吡啶和1H-吡唑并[3,4-a]吡啶中选取的芳香环组成的基团，具有Ar2，并可选地具有一个或两个或更多的取代基，所述取代基选自R3；R1和R2各自独立地代表氢原子、卤素原子、氰基、C2-C6烯基基团、C1-C6烷氧基团、C2-C7烷酰基基团、C2-C7烷氧羰基基团、芳基烷氧羰基基团、氨基-C1-C6烷氧基团、羧基-C2-C6烯基基团，或-Q1-N(Ra)-Q2-Rb的基团；或者是具有取代基的C1-C6烷基基团；或者是具有取代基的芳基或杂环基团；或者是具有芳基或杂环基团的C1-C6烷基或C2-C6烯基基团；T和U各自独立地代表氮原子或甲基基团；V代表氧原子或硫原子。本发明的化合物可用作治疗各种与ACC相关的疾病的治疗剂。
• Synthesis and Biological Activity of Myricetin Derivatives Containing Pyrazole Piperazine Amide
  作者：Fang Liu、Xiao Cao、Tao Zhang、Li Xing、Zhiling Sun、Wei Zeng、Hui Xin、Wei Xue

  DOI：10.3390/ijms241310442

  日期：——

  In this paper, a series of derivatives were synthesized by introducing the pharmacophore pyrazole ring and piperazine ring into the structure of the natural product myricetin through an amide bond. The structures were determined using carbon spectrum and hydrogen spectrum high-resolution mass spectrometry. Biological activities of those compounds against bacteria, including Xac (Xanthomonas axonopodis

  本文通过酰胺键将药效基团吡唑环和哌嗪环引入天然产物杨梅素结构中，合成了一系列衍生物。使用碳谱和氢谱高分辨率质谱测定结构。测试了这些化合物针对细菌的生物活性，包括 Xac（Xanthomonas axonopodis pv. Citri）、Psa（Pseudomonas syringae pv. Actinidiae）和 Xoo（Xanthomonas oryzae pv. Oryzae）。值得注意的是，D6 对 Xoo 表现出显着的生物活性，EC50 值为 18.8 μg/mL，高于对照药物噻二唑铜 (EC50 = 52.9 μg/mL) 和双噻唑 (EC50 = 69.1 μg/mL)。此外，还评估了目标化合物对十种植物病原真菌的抗真菌活性。他们之中，D1 对拟茎点霉表现出优异的抑制活性。EC50 值为 16.9 μg/mL，优于对照剂嘧菌酯 (EC50 = 50.7 μg/mL) 和氟吡菌酰胺