1,3-benzodioxole-2-carboxylic acid ethyl ester | 831-45-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1,3-benzodioxole-2-carboxylic acid ethyl ester
• 英文别名: ethyl 1,3-benzodioxole-2-carboxylate；ethyl 1,3-benzodioxole-carboxylate；benzo[1,3]dioxole-2-carboxylic acid ethyl ester；Benzo[1,3]dioxol-2-carbonsaeure-aethylester
• CAS: 831-45-8
• 化学式: C₁₀H₁₀O₄
• 分子量: 194.187
• InChiKey: ULDKJANEMUWLHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-benzodioxole-2-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 生成 1,3-苯并二氧代-2-羧酸
  参考文献：
  名称：

  New Compounds. o-Phenylene Dioxyacetic Acid and its Ethyl Ester

  摘要：

  DOI：

  10.1021/ja01230a601
• 作为产物：
  描述：

  sodium ethanolate 、 邻苯二酚 在 乙醇 作用下， 生成 1,3-benzodioxole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Notes - Derivatives of o-Phenylene-dioxyacetic Acid as Plant Growth-Regulators

  摘要：

  DOI：

  10.1021/jo01363a623

文献信息

• Novel prostanoic acid derivatives and process for the preparation thereof
  申请人：Schering Aktiengesellschaft

  公开号：US04004020A1

  公开（公告）日：1977-01-18

  Prostaglandins of the formula ##STR1## wherein R.sub.1 is hydroxymethyl, carboxy, aryloxycarbonyl, alkoxycarbonyl of 1-8 carbon atoms in the alkoxy group, or the group -COO-CH.sub.2 -U-V wherein U is a direct C-C bond, carbonyl or carbonyloxy and V is phenyl substituted by phenyl, alkoxy of 1-2 carbon atoms or halogen; R.sub.2 is hydroxy and R.sub.3 is a hydrogen atom or R.sub.2 and R.sub.3 collectively are an oxygen atom; A is -CH.sub.2 -CH.sub.2 or trans-CH=CH; B is -CH.sub.2 -CH.sub.2 or CH=CH; one of R.sub.4 and R.sub.5 is hydroxy and the other is a hydrogen atom; R.sub.6 and R.sub.7 each are alkyl of 1-10 carbon atoms or collectively are alkylene of up to 7 carbon atoms and with 2-3 carbon atoms in the chain, phenylene or naphthylene; R.sub.8 is a hydrogen atom or alkyl of 1-5 carbon atoms; ##STR2## when R.sub.2 is hydroxy and R.sub.3 is a hydrogen atom or is ##STR3## or -CH=CH- when R.sub.2 and R.sub.3 collectively are an oxygen atom; or, when R.sub.1 is carboxy, a physiologically acceptable salt thereof with a base, possess the activity of the corresponding natural prostaglandins, including a luteolytic effect, and are useful in triggering abortions and syncronizing the conception cycle of mammals.

  公式为##STR1##的前列腺素，其中R.sub.1是羟甲基，羧基，芳基氧羰基，1-8个碳原子的烷氧羰基或基团-COO-CH.sub.2-U-V，其中U是直接的C-C键，羰基或羰氧基，V是苯基，被苯基，1-2个碳原子的烷氧基或卤素取代; R.sub.2是羟基，R.sub.3是氢原子或R.sub.2和R.sub.3共同是氧原子; A是-CH.sub.2-CH.sub.2或trans-CH=CH; B是-CH.sub.2-CH.sub.2或CH=CH; R.sub.4和R.sub.5中的一个是羟基，另一个是氢原子; R.sub.6和R.sub.7各自是1-10个碳原子的烷基，或共同是碳链中有2-3个碳原子，苯基或萘基的烷基; R.sub.8是氢原子或1-5个碳原子的烷基; ##STR2##当R.sub.2是羟基，R.sub.3是氢原子或是##STR3##或-CH=CH-当R.sub.2和R.sub.3
• .alpha.-Adrenoceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on .alpha.-adrenoreceptor activity
  作者：Christopher B. Chapleo、Peter L. Myers、Richard C. M. Butler、John A. Davis、John C. Doxey、Stanley D. Higgins、Malcolm Myers、Alan G. Roach、Colin F. C. Smith

  DOI：10.1021/jm00371a003

  日期：1984.5

  Modification of the 1,4-benzodioxan ring present in RX 781094 has not previously been considered. This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives. The dihydrobenzofuranylimidazoline compound 7 is the only analogue possessing presynaptic antagonist potency potency and selectivity comparable to that of 1. In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series. Many derivatives, as well as the parent compound 7, were found to possess presynaptic alpha 2-adrenoreceptor antagonist and postsynaptic alpha 1-adrenoreceptor partial agonist properties. Two of the selective presynaptic antagonists, 13 and 14 possess greater potency and selectivity than that possessed by 1. The 5-chloro derivative 25 is twice as potent as after oral administration but only about half as potent when given intravenously.
• US4004020A
  申请人：——

  公开号：US4004020A

  公开（公告）日：1977-01-18
• US5385931A
  申请人：——

  公开号：US5385931A

  公开（公告）日：1995-01-31
• Notes - Derivatives of o-Phenylene-dioxyacetic Acid as Plant Growth-Regulators
  作者：Howard Hartzfeld、Robert Johnson、Henry Gilman

  DOI：10.1021/jo01363a623

  日期：1957.12.1