3-甲基-苯并呋喃-2-甲醛 | 1199-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 3-甲基-苯并呋喃-2-甲醛
• 中文别名: 3-甲基-2-醛基苯并呋喃
• 英文名称: 3-methylbenzofuran-2-carbaldehyde
• 英文别名: 3-methyl-1-benzofuran-2-carbaldehyde；2-formyl-3-methylbenzofuran；2-Benzofurancarboxaldehyde, 3-methyl-
• CAS: 1199-07-1
• 化学式: C₁₀H₈O₂
• mdl: MFCD01459584
• 分子量: 160.172
• InChiKey: UBJKHRKGYBTDIA-UHFFFAOYSA-N

物化性质

• 熔点：
  63-64 °C(Solv: ligroine (8032-32-4))
• 沸点：
  148-150 °C(Press: 18 Torr)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  2-8℃

反应信息

• 作为反应物：
  描述：

  3-甲基-苯并呋喃-2-甲醛 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 水 、 叔丁醇 为溶剂， 反应 3.0h， 以90%的产率得到3-甲基苯并呋喃-2-羧酸
  参考文献：
  名称：

  Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans

  摘要：

  Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is. a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.

  DOI：

  10.1021/acs.orglett.7b00985
• 作为产物：
  描述：

  (2Z)-2-(chloromethylidene)-3-methyl-1-benzofuran-3-ol 在 硫酸 作用下， 以 甲基叔丁基醚 为溶剂， 以5.63 g的产率得到3-甲基-苯并呋喃-2-甲醛
  参考文献：
  名称：

  [EN] UREA DERIVATIVES WHICH CAN BE USED TO TREAT CANCER
  [FR] DÉRIVÉS D'URÉE POUVANT ÊTRE UTILISÉS POUR TRAITER LE CANCER

  摘要：

  This disclosure provides compounds of Formula (I), Formula (II), and pharmaceutically acceptable salts thereof, that inhibit phosphatidylinositol 4,5-bisphosphate 3-kinase (PI3K) isoform alpha (PI3Ka). These chemical entities are useful, e.g., for treating a condition, disease or disorder in which increased (e.g., excessive) PI3Ka activation contributes to the pathology and/or symptoms and/or progression of the condition, disease or disorder (e.g., cancer) in a subject (e.g., a human). This disclosure also provides compositions containing the same as well as methods of using and making the same.

  公开号：

  WO2022265993A1

文献信息

• HETEROCYCLIC COMPOUNDS AS INHIBITORS OF FATTY ACID BIOSYSNTHESIS FOR BACTERIAL INFECTIONS
  申请人：VITAS PHARMA RESEARCH PRIVATE LIMITED

  公开号：US20140249170A1

  公开（公告）日：2014-09-04

  The present invention relates to novel heterocyclic compounds which specifically inhibit bacterial FabI and can be used for the treatment of Staphylococcal infections.

  这项发明涉及一种新型杂环化合物，可以特异性地抑制细菌FabI，并可用于治疗葡萄球菌感染。
• Ligand‐Controlled Direct γ‐C−H Arylation of Aldehydes
  作者：Bijin Li、Brianna Lawrence、Guigen Li、Haibo Ge

  DOI：10.1002/anie.201913126

  日期：2020.2.17

  The first example of PdII -catalyzed γ-C(sp3 )-H functionalization of aliphatic and benzoheteroaryl aldehydes has been developed using a transient ligand and an external ligand, concurrently. A wide array of γ-arylated aldehydes were readily accessed without preinstalling internal directing groups. The catalytic mechanism was studied by performing deuterium-labelling experiments, which indicated that

  同时使用瞬态配体和外部配体开发了PdII催化的脂肪族和苯并杂芳基醛的γ-C（sp3）-H官能化的第一个例子。无需预先安装内部导向基团即可轻松获得各种各样的γ-芳基化醛。通过氘标记实验研究了其催化机理，表明γ-C（sp3）-H键的裂解是反应过程中的限速步骤。该反应可以以克为单位进行，并且还证明了其在具有蓝移的机械变色特性的新的机械荧光变色材料的合成中的潜在应用。
• PYRAZOLO-PYRIMIDINE COMPOUNDS
  申请人：YAMAMOTO Takashi

  公开号：US20110294781A1

  公开（公告）日：2011-12-01

  The present invention has searched for a variety of compounds which show IL-12/IL-23 production-inhibitory activities and herein provides a pharmaceutical composition and an agent for preventing or treating IL-12/IL-23 excess production-related diseases, which comprise the compound.

  本发明已经寻找到多种显示IL-12/IL-23产生抑制活性的化合物，并在此提供了包括该化合物的用于预防或治疗IL-12/IL-23过度产生相关疾病的药物组合物和药剂。
• [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR MODULATING CFTR<br/>[FR] COMPOSÉS, COMPOSITIONS ET MÉTHODES PERMETTANT DE MODULER LE CFTR
  申请人：PROTEOSTASIS THERAPEUTICS INC

  公开号：WO2017062581A1

  公开（公告）日：2017-04-13

  The present disclosure is directed to disclosed compounds that modulate, e.g., address underlying defects in cellular processing of CFTR activity.

  本公开涉及揭示的化合物，可以调节，例如，解决CFTR活性细胞处理中的潜在缺陷。
• Preparation of Highly Functionalised Benzofurans from<i>ortho</i>-Hydroxyphenones and Dichloroethylene: Applications and Mechanistic Investigations
  作者：Florian Schevenels、Bernard Tinant、Jean-Paul Declercq、István E. Markó

  DOI：10.1002/chem.201201505

  日期：2013.3.25

  Highly functionalised benzofurans have been prepared from ortho‐hydroxyphenones and 1,1‐dichloroethylene. The key intermediate, a chloromethylene furan, smoothly rearranged into the corresponding benzofuran carbaldehyde under acidic conditions. Some mechanistic investigations have been performed and several biologically active benzofurans have been synthesised.

  高度功能化的苯并呋喃是由邻羟基苯甲酮和1,1-二氯乙烯制备的。关键中间体氯亚甲基呋喃在酸性条件下平稳重排成相应的苯并呋喃甲醛。已经进行了一些机理研究，并且已经合成了几种具有生物活性的苯并呋喃。

表征谱图