ethyl 6-diethylamino-2-benzo[b]furancarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: ethyl 6-diethylamino-2-benzo[b]furancarboxylate
• 英文别名: ethyl 6-(diethylamino)benzofuran-2-carboxylate；ethyl 6-diethylaminobenzo[b]furan-2-oate；6-Diethylaminobenzofuran-2-carboxylic ethyl ester；ethyl 6-(diethylamino)-1-benzofuran-2-carboxylate
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: DDVIGOVHQHCPNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 6-diethylamino-2-benzo[b]furancarboxylate 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 0.42h， 生成 四丁基溴化铵
  参考文献：
  名称：

  Synthesis and Polymerisation of Novel Methacrylates with Carbazolyl and Benzofuranyl Pendant Groups for Photovoltaic Applications

  摘要：

  This article reports properties of photovoltaic devices containing new donor materials - copolymers referred as PCEMB, composed of 2-(carbazol-9-yl)ethyl methacrylate (CEM) and benzofuran-2-carboxylic acid 2-(2-methylacryloyloxy)ethyl ester (MB). Manufactured photovoltaic cells consisted of donor and acceptor (PBT or P3OT) layers sandwiched between ITO covered glass and evaporated aluminum electrode. Performance of the cell was optimized for a copolymer composed of 8% CEM and 92% MB. The efficiency, found equal c.a. eta = 0,03%, was low comparing to other photovoltaic cells reported in the literature. However, following the observed tendencies, it can be supposed that there exists a large reserve for the enhancement of the open circuit voltage through further chemical modifications of the chromophore.In the case of the PDT containing cells, measured Uoc was substantially lower. This fact may be attributed to difference in carrier mobility between this polymer and PCEMB. Simultaneously, the larger sizes of the MB molecule may favor separation of the charges and leads to enhancement of the corresponding voltage.

  DOI：

  10.1080/15421400801904732
• 作为产物：
  描述：

  diethyl 3-hydroxy-6-diethylamino-2,3-dihydrobenzo[b]furan-2,2-dicarboxylate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 以86%的产率得到ethyl 6-diethylamino-2-benzo[b]furancarboxylate
  参考文献：
  名称：

  Preparation of Cyan Dyes from 6-Diethylaminobenzo[b]furan-2-carboxaldehyde

  摘要：

  6-Diethylaminobenzo[b]furan-2-carboxaldehyde was synthesized in four steps and 48% overall yield starting from 4-diethylaminosalicylaldehyde. Five cyan dyes were made from this aldehyde using malononitrile dimer and 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran. The crystal structures of two dyes are included.

  DOI：

  10.1080/00397910903351568

文献信息

• Synthesis of a novel class of substituted benzothiophene or benzofuran derivatives as BMP-2 up-regulators and evaluation of the BMP-2-up-regulating effects in vitro and the effects on glucocorticoid-induced osteoporosis in rats
  作者：Si-tu Xue、Hui-fang Guo、Mei-jie Liu、Jie Jin、Da-hong Ju、Zong-ying Liu、Zhuo-rong Li

  DOI：10.1016/j.ejmech.2015.04.016

  日期：2015.5

  therapeutic agents for the treatment of low bone mass. To enrich our understanding of SAR and based on our previously concluded structure–effect relationship, 23 derivatives were prepared in this work. The synthesis, up-regulating activities on BMP-2 expression, and bone loss prevention efficacies of these compounds in rats with glucocorticoid-induced osteoporosis are presented. The bone histology of

  BMP途径是设计用于治疗低骨量的治疗剂的有希望的新目标。为了丰富我们对SAR的理解，并基于我们先前得出的结构效应关系，在这项工作中准备了23种衍生物。提出了这些化合物在糖皮质激素诱导的骨质疏松症大鼠中的合成，上调其BMP-2表达的活性以及预防骨丢失的功效。通过光学显微镜评估所测试的大鼠的骨组织学表明，化合物1，21，35，和与模型组相比，38显著增加了小梁，以及与治疗的组的小梁8A与雷洛昔芬和阿法骨化醇相似。该化合物显示出发展为同化剂的潜力。
• Microwave-Assisted Preparation of Benzo[b]furans under Solventless Phase-Transfer Catalytic Conditions
  作者：Dariusz Bogdal、Marek Warzala

  DOI：10.1016/s0040-4020(00)00818-8

  日期：2000.10

  salicylaldehyde and its derivatives with various esters of chloroacetic acids in the presence of tetrabutylammonium bromide (TBAB) leads to the synthesis of benzo[b]furans by a solventless phase-transfer catalytic (PTC) reaction under microwave irradiation.

  在四丁基溴化铵（TBAB）存在下，水杨醛及其衍生物与氯乙酸的各种酯的缩合导致在微波辐射下通过无溶剂相转移催化（PTC）反应合成苯并[b]呋喃。
• Quaternized 6-diethylamino-2-[benzimidazolyl-(2)]benzofuran
  申请人：BASF Aktiengesellschaft

  公开号：US03932446A1

  公开（公告）日：1976-01-13

  A benzofuran compound of the formula ##SPC1## Where X.sup.- denotes HSO.sub.4.sup.- , CH.sub.3 SO.sub.4.sup.- , Cl.sup.-, Br.sup.-, 1/2 2ZnCl.sub. 4.sup.-.sup.- or CH.sub.3 COO.sup.-. The said compounds are dyes for synthetic textile material.

  一种苯并呋喃化合物，化学式为##SPC1##其中X.sup.-表示HSO.sub.4.sup.-，CH.sub.3SO.sub.4.sup.-，Cl.sup.-，Br.sup.-，1/2 2ZnCl.sub. 4.sup.-.sup.-或CH.sub.3COO.sup.-。所述化合物是合成纺织材料的染料。
• US3932446A
  申请人：——

  公开号：US3932446A

  公开（公告）日：1976-01-13
• [EN] BENZO 5-MEMBERED UNSATURATED HETEROCYCLIC COMPOUNDS AND PREPARATION METHODS THEREOF<br/>[FR] COMPOSÉS DE BENZO HÉTÉROCYCLIQUES INSATURÉS À 5 ÉLÉMENTS ET PROCÉDÉS POUR LES PRÉPARER
  申请人：INST MED BIOTECHNOLOGY CAMS

  公开号：WO2012068702A1

  公开（公告）日：2012-05-31

  Disclosed are benzo 5-membered unsaturated heterocyclic compounds represented by formula I and their pharmaceutically acceptable salts, preparation methods and uses thereof in the preparation of the drugs for treating osteoporosis, wherein each substituent of formula (I) is defined as the description.