bicyclo<1.1.1>pentane-2-carboxylic acid | 22287-40-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: bicyclo<1.1.1>pentane-2-carboxylic acid
• 英文别名: bicyclo[1.1.1]pentane-2-carboxylic acid
• CAS: 22287-40-7
• 化学式: C₆H₈O₂
• mdl: MFCD19230522
• 分子量: 112.128
• InChiKey: HNISGGZEZQCDAD-UHFFFAOYSA-N

物化性质

• 沸点：
  212.7±8.0 °C(Predicted)
• 密度：
  1.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bicyclo<1.1.1>pentane-2-carboxylic acid 在 盐酸 、 氢氧化钾 、 sodium azide 、 硫酸 、 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 16.0h， 生成 2-Nitrobicyclo<1.1.1>pentane
  参考文献：
  名称：

  2-Substituted bicyclo[1.1.1]pentanes

  摘要：

  A simple procedure has been developed for the conversion of 2-phenylbicyclo[1.1.1]pentan-2-ol to 2-phenyl-bicyclo[1.1.1]pentane. Oxidation gives bicyclo[1.1.1]pentane-2-carboxylic acid which may be converted to the amine, the nitro derivative, and the phenyl ketone. The pK(a) values for the carboxylic acid and related acids were determined, and the pK(s)'s of the amine hydrochloride and related compounds also were studied. The pK(a)'s of the amines were approximately linearly related to the percent s character determined from the (H-C)-H-1 NMR coupling constants. The pK(a) of the nitro derivative was determined, and the kinetic acidity of the phenyl ketone also was measured. The relationship of the differences in energy to the changes in strain energy is discussed. In an effort to prepare a compound with substituents at both the 1- and 2-positions, the reaction of 1,3-dinitrobicyclo[1.1.1]pentane with oxalyl chloride was examined. The reaction had a surprising course, leading to 2,2-dichloro-1,3-dinitrobicyclo[1.1.1]pentane.

  DOI：

  10.1021/jo00058a015
• 作为产物：
  描述：

  2-Phenylbicyclo<1.1.1>pentane 在 ruthenium(IV) oxide 、 sodium periodate 、 水 作用下， 以 四氯化碳 、 乙腈 为溶剂， 反应 48.0h， 以56%的产率得到bicyclo<1.1.1>pentane-2-carboxylic acid
  参考文献：
  名称：

  2-Substituted bicyclo[1.1.1]pentanes

  摘要：

  A simple procedure has been developed for the conversion of 2-phenylbicyclo[1.1.1]pentan-2-ol to 2-phenyl-bicyclo[1.1.1]pentane. Oxidation gives bicyclo[1.1.1]pentane-2-carboxylic acid which may be converted to the amine, the nitro derivative, and the phenyl ketone. The pK(a) values for the carboxylic acid and related acids were determined, and the pK(s)'s of the amine hydrochloride and related compounds also were studied. The pK(a)'s of the amines were approximately linearly related to the percent s character determined from the (H-C)-H-1 NMR coupling constants. The pK(a) of the nitro derivative was determined, and the kinetic acidity of the phenyl ketone also was measured. The relationship of the differences in energy to the changes in strain energy is discussed. In an effort to prepare a compound with substituents at both the 1- and 2-positions, the reaction of 1,3-dinitrobicyclo[1.1.1]pentane with oxalyl chloride was examined. The reaction had a surprising course, leading to 2,2-dichloro-1,3-dinitrobicyclo[1.1.1]pentane.

  DOI：

  10.1021/jo00058a015

文献信息

• Hepatitis C virus inhibitors
  申请人：——

  公开号：US20020111313A1

  公开（公告）日：2002-08-15

  The present invention relates to tripeptide compounds, compositions and methods for the treatment of hepatitis C virus (HCV) infection. In particular, the present invention provides novel tripeptide analogs, pharmaceutical compositions containing such analogs and methods for using these analogs in the treatment of HCV infection.

  本发明涉及三肽化合物、组合物和治疗丙型肝炎病毒（HCV）感染的方法。具体而言，本发明提供了新型的三肽类似物、含有这种类似物的药物组合物以及使用这些类似物治疗HCV感染的方法。
• [EN] COMPOUNDS AND METHODS FOR MODULATING ADENOSINE A2B RECEPTOR AND ADENOSINE A2A RECEPTOR<br/>[FR] COMPOSÉS ET PROCÉDÉS DE MODULATION DU RÉCEPTEUR A2B DE L'ADÉNOSINE ET DU RÉCEPTEUR A2A DE L'ADÉNOSINE
  申请人：CORVUS PHARMACEUTICALS INC

  公开号：WO2019046784A1

  公开（公告）日：2019-03-07

  Disclosed herein, inter alia, are compositions and methods for modulating Adenosine Receptors. In an aspect is provided a method of inhibiting Adenosine A2B Receptor activity and Adenosine A2A Receptor activity, the method including contacting the Adenosine A2B Receptor and Adenosine A2A Receptor with a compound as described herein, including embodiments.

  在此披露的内容包括调节腺苷受体的组合物和方法。在一个方面，提供了一种抑制腺苷A2B受体活性和腺苷A2A受体活性的方法，该方法包括将腺苷A2B受体和腺苷A2A受体与本文描述的化合物接触，包括各种实施方式。
• [EN] SUBSTITUTED DIAMINOCARBOXAMIDE AND DIAMINOCARBONITRILE PYRIMIDINES, COMPOSITIONS THEREOF, AND METHODS OF TREATMENT THEREWITH<br/>[FR] DIAMINOCARBOXAMIDEPYRIMIDINES ET DIAMINOCARBONITRILEPYRIMIDINES SUBSTITUÉES, COMPOSITIONS DE CELLES-CI ET PROCÉDÉS DE TRAITEMENT À L'AIDE DE CELLES-CI
  申请人：SIGNAL PHARM LLC

  公开号：WO2012145569A1

  公开（公告）日：2012-10-26

  Provided herein are Diaminopyrimidine Compounds having the following structures: wherein R1, R2, R3, and R4 are as defined herein, compositions comprising an effective amount of a Diaminopyrimidine Compound, and methods for treating or preventing liver fibrotic disorders or a condition treatable or preventable by inhibition of a JNK pathway.

  本文提供具有以下结构的二氨基嘧啶化合物：其中R1、R2、R3和R4如本文所定义，包含有效量二氨基嘧啶化合物的组合物，以及用于治疗或预防肝纤维化疾病或通过抑制JNK途径可治疗或预防的疾病的方法。
• [EN] ISOXAZOLINE DERIVATIVES AS INSECTICIDAL COMPOUNDS<br/>[FR] DÉRIVÉS D'ISOXAZOLINE EN TANT QUE COMPOSÉS INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013026695A1

  公开（公告）日：2013-02-28

  The present invention provides compounds of formula (I) wherein G1 is oxygen; R1 is hydrogen; R2 is group P, L is a bond, methylene or ethylene; one of A1 and A2 is S, SO or SO2 and the other is -C(R4)R4-; R3 is hydrogen or methyl; each R4 is independently hydrogen or methyl; Y1, Y2 and Y3 are independently CH or nitrogen; wherein no more than two of Y1, Y2 and Y3 are nitrogen and wherein Y2 and Y3 are not both nitrogen; R5 is chloro, bromo, fluoro; X2 is C-X6 or nitrogen; Χ1, Χ3 and X6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X1, X3 and X6 are not hydrogen; X4 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl. The invention also relates to methods of using the compounds to control insects, acarines, nematodes or molluscs, as well as intermediates usefor the the sysnthesis of the compounds.

  本发明提供了以下式（I）的化合物，其中G1为氧；R1为氢；R2为P基团；L为键合，亚甲基或乙烯基；A1和A2中的一个为S、SO或SO2，另一个为-C(R4)R4-；R3为氢或甲基；每个R4独立地为氢或甲基；Y1、Y2和Y3独立地为CH或氮；其中Y1、Y2和Y3中不超过两个为氮，且Y2和Y3不同时为氮；R5为氯、溴或氟；X2为C-X6或氮；Χ1、Χ3和X6独立地为氢、卤素或三卤甲基，其中至少两个X1、X3和X6不为氢；X4为三氟甲基、二氟甲基或氯二氟甲基。该发明还涉及使用这些化合物来控制昆虫、蜱、线虫或软体动物的方法，以及用于合成这些化合物的中间体。
• [EN] DIHYDROPYRROLE DERIVATIVES AS INSECTICIDAL COMPOUNDS<br/>[FR] DÉRIVÉS DE DIHYDROPYRROLE EN TANT QUE COMPOSÉS INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013026929A1

  公开（公告）日：2013-02-28

  The present invention provides compounds of formula (I), wherein G1 is oxygen; R1 is hydrogen; R2 is group P L is a bond, methylene or ethylene; one of A1 and A2 is S, SO or S02 and the other is -C(R4)R4- R3 is hydrogen or methyl; each R4 is independently hydrogen or methyl; Y1 is C-R6, CH or nitrogen; Y2 and Y3 are independently CH or nitrogen; wherein no more than two of Y1, Y2 and Y3 are nitrogen and wherein Y2 and Y3 are not both nitrogen; R5 is hydrogen, halogen, cyano, nitro, NH2, -C2alkyl, C3-C2haloalkyl, C3-C5cycloalkyl, C3- C5halocycloalkyl, C1-C2alkoxy, C1-C2haloalkoxy; R6 together with R5 forms a -CH=CH-CH=CH- bridge; X2 is C-X6 or nitrogen; X1, X3 and X6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X1, X3 and X6 are not hydrogen; X4 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl. The invention also provides intermediates useful for the preparation of compounds of formula I, as well as methods of controlling insects, acarines, nematodes or molluscs using the compounds of formula I.

  本发明提供了式(I)的化合物，其中G1为氧；R1为氢；R2为P基团；L为键，亚甲基或乙烯基；A1和A2中的一个为S，SO或S02，另一个为-C(R4)R4-；R3为氢或甲基；每个R4独立地为氢或甲基；Y1为C-R6，CH或氮；Y2和Y3独立地为CH或氮；其中Y1、Y2和Y3中不超过两个为氮，且Y2和Y3不同时为氮；R5为氢、卤素、氰基、硝基、NH2、-C2烷基、C3-C2卤代烷基、C3-C5环烷基、C3-C5卤代环烷基、C1-C2烷氧基、C1-C2卤代烷氧基；R6与R5一起形成一个-CH=CH-CH=CH-桥；X2为C-X6或氮；X1、X3和X6独立地为氢、卤素或三卤甲基，其中至少两个不是氢；X4为三氟甲基、二氟甲基或氯二氟甲基。本发明还提供了用于制备式(I)化合物的中间体，以及使用式(I)化合物控制昆虫、螨虫、线虫或软体动物的方法。