3-(2-甲氧基-1-萘基)丙酸 | 34225-11-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-(2-甲氧基-1-萘基)丙酸
• 英文名称: 3-(2-methoxynaphthalen-1-yl)propanoic acid
• 英文别名: 3-(2-methoxy-[1]naphthyl)-propionic acid；3-(2-Methoxy-[1]naphthyl)-propionsaeure；β-(2-Methoxy-naphthyl-(1))-propionsaeure；3-(2-Methoxy-1-naphthyl)propanoic Acid
• CAS: 34225-11-1
• 化学式: C₁₄H₁₄O₃
• mdl: MFCD06823841
• 分子量: 230.263
• InChiKey: AUVKOEHVYGYIKP-UHFFFAOYSA-N

物化性质

• 熔点：
  130-134℃
• 沸点：
  407.2±20.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.214
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-甲氧基-1-萘基)丙酸 在 三氟化硼乙醚 、 thallium(III) trifluoroacetate 作用下， 以 二氯甲烷 、 三氟乙酸 为溶剂， 反应 0.01h， 以18%的产率得到3,4-dihydrospiro-2',5'-dione
  参考文献：
  名称：

  Thallium in organic synthesis. 61. Intramolecular capture of radical cations from thallium(III) trifluoroacetate oxidation of arylalkanoic acids and arylalkanols. New routes to oxygen heterocycles

  摘要：

  DOI：

  10.1021/ja00413a013
• 作为产物：
  描述：

  (E)-3-(2-methoxy-1-naphthyl)-2-propenoic acid 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 23.0 ℃ 、101.32 kPa 条件下， 反应 4.0h， 以95%的产率得到3-(2-甲氧基-1-萘基)丙酸
  参考文献：
  名称：

  Rhodium(II)-Catalyzed Decomposition of 1-Diazo-4-(1- or 2-naphthyl)-2-butanones as a New Route to Rearranged Pimarane and Abietane Skeleta. Synthesis of Umbrosone

  摘要：

  The Rh-2(OAc)(4)-catalyzed intramolecular Buchner reaction of 1-diazo-4-(1- or 2-naphthyl)butan-2-ones was examined as a potential route to abietane and rearranged abietane derivatives. Treatment of the alpha-diazo ketone 26 with catalytic amount of dirhodium tetraacetate in CH2Cl2 at 0 degrees C furnished the tetracyclic derivative 27 in good yield. Addition of TFA to 27 (in CH2Cl2) resulted in an acid-induced opening of the cyclopropane ring to give the 4a- and 10a-methyldihydrophenanthrenones 28 and 29 in nearly equal amounts. These compounds and their analogs appear to be suitable intermediates for the synthesis of diterpenoids containing aromatic A or C rings. When the diazo ketone 34 was decomposed under Rh(II) catalysis, a 10-methyldihydroanthracenone (i.e., 36) was obtained as the main product, besides minor amounts of the expected tetracyclic ketone 35. The extension of this result to the preparation of the methoxy-substituted dihydroanthracenone 39 (52% yield) was exploited in a new total synthesis of umbrosone (6), an unusual diterpenoid possessing a rearranged linear skeleton.

  DOI：

  10.1021/jo970631k

文献信息

• CHROMANE DERIVATIVES AS TRPV3 MODULATORS
  申请人：Lingam V S Prasadarao

  公开号：US20100311778A1

  公开（公告）日：2010-12-09

  The present invention provides transient receptor potential vanilloid (TRPV) modulators. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders modulated by TRPV3. Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders modulated by TRPV3.

  本发明提供了暂时性受体电位香草醛(TRPV)调节剂。特别地，本文所描述的化合物对于治疗或预防由TRPV3调节的疾病、状况和/或疾病非常有用。此外，本文还提供了制备所述化合物的过程、用于其合成的中间体、其制药组合物以及治疗或预防由TRPV3调节的疾病、状况和/或疾病的方法。
• Tricyclic compounds, preparation method and pharmaceutical compositions containing same
  申请人：Les Laboratoires Servier

  公开号：US06423870B1

  公开（公告）日：2002-07-23

  The invention concerns compounds of formula (I) in which: A forms a tricyclic system of formula A1, A2, A3 or A4; R1 represents a hydrogen atom, an alkyl, hydroxy, alkoxy or oxo group; (R2)m and (R3)m′ are such as defined in the description; n represents an integer such that 0≦n≦3; p represents an integer such as defined in the description; B represents a group (a) or (b). The invention is useful for preparing medicines.

  本发明涉及公式（I）的化合物，其中：A形成公式A1、A2、A3或A4的三环系统；R1代表氢原子、烷基、羟基、烷氧基或氧代基；（R2）m和（R3）m'如描述中所定义；n表示整数，使得0≤n≤3；p表示如描述中所定义的整数；B代表组（a）或（b）。本发明用于制备药物。
• Design, synthesis and evaluation of amino-substituted 1H-phenalen-1-ones as anti-leishmanial agents
  作者：Mónica Blanco Freijo、Atteneri López-Arencibia、José E. Piñero、Grant McNaughton-Smith、Teresa Abad-Grillo

  DOI：10.1016/j.ejmech.2017.10.032

  日期：2018.1

  Screening of a designed collection of mono-substituted amino-IH-phenalen-1-ones against promastigote forms of L. donovani and L. amazonensis, identified seven compounds with anti-leishmanial activities comparable or better than the commonly prescribed anti-leishmanial drug, miltefosine. Structure activity analysis revealed that appendages containing a basic tertiary nitrogen were favored, and that the position of the appendage also affected their potency. Like miltefosine, several of these active compounds significantly reduced the mitochondrial membrane potential in promastigotes. Further studies in amastigotes of L. amazonensis revealed that compounds 14, 15 and 33 were more active and more selective than miltefosine, with sub-micromolar potencies and selectivity indices > 100. (C) 2017 Elsevier Masson SAS. All rights reserved.
• Lichtenberger,J. et al., Bulletin de la Societe Chimique de France, 1962, p. 997 - 1001
  作者：Lichtenberger,J. et al.

  DOI：——

  日期：——
• Amine Replacement Reactions of α-Dimethylaminomethyl-β-methoxynaphthalene
  作者：H. R. Snyder、James H. Brewster

  DOI：10.1021/ja01171a083

  日期：1949.3