6-甲氧基-1-氧代-1,2,3,4-四氢萘-2-甲醛 | 68950-67-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 6-甲氧基-1-氧代-1,2,3,4-四氢萘-2-甲醛
• 中文别名: 6-甲氧基-1-氧代1,2,3,4-四氢萘-2-甲醛
• 英文名称: 6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carbaldehyde
• 英文别名: 2-Formyl-6-methoxy-tetralin-1-on；2-Formyl-6-methoxy-tetralon-(1)；2-Formyl-6-methoxy-1-tetralon；6-methoxy-1-oxo-1,2,3,4-tetrahydro-[2]naphthaldehyde；2-formyl-6-methoxy-1-tetralone；6-methoxy-1-oxo-3,4-dihydro-2H-naphthalene-2-carbaldehyde
• CAS: 68950-67-4
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: NTVKOYKLIKUWHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  6-甲氧基-1-氧代-1,2,3,4-四氢萘-2-甲醛 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 1-羟基-6-甲氧基-萘-2-甲醛
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of 2-Amino-1-aroylnaphthalene and 2-Hydroxy-1-aroylnaphthalenes as Potent Antitubulin Agents

  摘要：

  A series of aroylnaphthalene derivatives were prepared as bioisosteres of combrestatin A-4 and evaluated for anticancer activity. 2-Amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalene, 9 and 8, respectively, showed strong antiproliferative activity with IC50 values of 2.1-26.3 nM against a panel of human cancer cell lines including multiple-drug resistant cell line. Compound 9 demonstrated better antiproliferative activity and has a comparable tubulin binding efficacy as that of colchicine.

  DOI：

  10.1021/jm8008635
• 作为产物：
  描述：

  甲酸乙酯 、 6-甲氧基-1-萘满酮 在 sodium methylate 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 6-甲氧基-1-氧代-1,2,3,4-四氢萘-2-甲醛
  参考文献：
  名称：

  路易斯碱催化 [2,3]-Wittig 重排由 α-烯丙氧基羰基化合物生成的甲硅烷基烯醇化物

  摘要：

  描述了路易斯碱催化的 [2,3]-Wittig 重排由 α-烯丙氧基羰基化合物产生的甲硅烷基烯醇化物。α-烯丙基生成的甲硅烷基烯醇化物的 [2,3]-Wittig 重排...

  DOI：

  10.1246/bcsj.79.1275

文献信息

• Synthesis of aryl-substituted or aryl-fused N-hydroxyethyl and N-hydroxymethypyrazole derivatives as potential ligands for the estrogen receptor
  作者：Maryam Allahyari-Devin、Behnam Abedi、Latifeh Navidpour、Abbas Shafiee

  DOI：10.1007/s13738-012-0126-z

  日期：2013.2

  N-hydroxyethylpyrazole (12a–f) and N-hydroxymethylpyrazole derivatives (15a–f) were designed for their estrogenic activities, having a 11.0 ± 0.5 Å distance between their two hydroxyl groups, aliphatic–OH and phenolic–OH similar to 17β-estradiol (E2) as an endogenous hormone. To synthesize the title compounds, the key intermediate 1,3-dicarbonyl derivatives (2 and 8), were treated with hydrazine hydrate to produce

  针对它们的雌激素活性，设计了一系列新的N-羟乙基吡唑（12a - f）和N-羟甲基吡唑衍生物（15a - f），两个羟基之间的距离为11.0±0.5Å，类似脂肪族-OH和酚类-OH 17β-雌二醇（E2）作为内源激素。为了合成标题化合物，将关键中间体1,3-二羰基衍生物（2和8）用水合肼处理，生成吡唑环5和9。后者的进一步羟烷基化产生标题吡唑。通过二维NOE NMR光谱确定产物中羟乙基或羟甲基取代基的位置。
• The Quinary Catalyst–Substrate Complex Induced Construction of Spiro-Bridged or Cagelike Polyheterocyclic Compounds via a Substrate-Controlled Cascade Process
  作者：Chen Wang、Ying-Han Chen、Hui-Chun Wu、Cong Wang、Yan-Kai Liu

  DOI：10.1021/acs.orglett.9b02375

  日期：2019.9.6

  The asymmetric organocatalytic cascade reaction of cyclic β-oxo aldehydes to 2-hydroxycinnamaldehydes is developed. The bifunctional tertiary amine-thiourea catalyst was used in a rationally designed multiple catalysis where the asymmetric iminium catalysis and thiourea anion-binding catalysis were combined by carboxylate anion as a ternary catalytic system to form a quinary catalyst-substrate complex

  研究了环状β-氧代醛与2-羟基肉桂醛的不对称有机催化级联反应。双官能叔胺-硫脲催化剂用于合理设计的多重催化中，其中不对称的亚胺鎓催化和硫脲阴离子结合催化通过羧酸根阴离子作为三元催化体系结合在一起，形成了五元催化剂-底物配合物，为富含对映体的螺桥或笼状多杂环化合物的构建。催化剂的再利用也已成功实现。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• PYRIMIDINE DERIVATIVES AS 5HT2C RECEPTOR ANTAGONISTS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0856001B1

  公开（公告）日：2002-08-28
• Cowell; Mathieson, Journal of Pharmacy and Pharmacology, 1957, vol. 9, p. 549,553
  作者：Cowell、Mathieson

  DOI：——

  日期：——