cyclopent-1-ene-1,2-dicarboxylic acid monomethyl ester | 344751-62-8

• 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: cyclopent-1-ene-1,2-dicarboxylic acid monomethyl ester
• 英文别名: 2-methoxycarbonylcyclopent-1-ene-1-carboxylic acid；cyclopent-1-ene-1,2-dicarboxylic acid monoalkyl ester；cyclopent-1-ene-1,2-dicarboxylic acid methylester；2-Methoxycarbonylcyclopentene-1-carboxylic acid
• CAS: 344751-62-8
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: MXEHBGOKKIQJLK-UHFFFAOYSA-N

物化性质

• 沸点：
  290.5±40.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cyclopent-1-ene-1,2-dicarboxylic acid monomethyl ester 在 N-甲基吡咯烷酮 、 lithium hydroxide 、 三氟甲磺酸 、 1-羟基苯并三唑 、 苯甲醚 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 7.25h， 生成 2-N-[(4-carbamimidoylphenyl)methyl]-1-N-ethyl-1-N-phenylcyclopentene-1,2-dicarboxamide
  参考文献：
  名称：

  Synthesis of Novel Thrombin Inhibitors. Use of Ring-Closing Metathesis Reactions for Synthesis of P2 Cyclopentene- and Cyclohexenedicarboxylic Acid Derivatives

  摘要：

  The thrombin inhibitory tripeptide D-Phe-Pro-Arg has been mimicked using either cyclopentenedicarboxylic derivatives or a cyclohexenedicarboxylic derivative as surrogate for the P2 proline. In the P3 position, tertiary amides were optimized as D-Phe P3 replacements. The P1 arginine was, in all compounds, substituted with the more rigid and biocompatible 4-amino-methylbenzamidine. One of the novel inhibitors was cocrystallized with a-thrombin and subjected to X-ray analysis. From analysis of the X-ray crystal structure, new ligands were designed leading to significantly improved binding affinity, the lead candidate exhibiting an in vitro IC50 of 49 nM.

  DOI：

  10.1021/jm021065a
• 作为产物：
  描述：

  1-环戊烯-1,2-二甲酸二甲酯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 cyclopent-1-ene-1,2-dicarboxylic acid monomethyl ester
  参考文献：
  名称：

  Intramolecular hydrogen bonding and acidity of some .gamma.-hydroxy- and .gamma.-methoxy-.alpha.,.beta.-unsaturated carboxylic acids

  摘要：

  DOI：

  10.1021/jo00179a039

文献信息

• [EN] NEW BICYCLIC THIOPHENYLAMIDE COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS THIOPHÉNYLAMIDE BICYCLIQUES
  申请人：HOFFMANN LA ROCHE

  公开号：WO2013189841A1

  公开（公告）日：2013-12-27

  The invention provides novel compounds having the general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, A, E and n are as described herein, compositions including the compounds and use thereof as fatty-acid binding protein (FABP) 4/5 inhibitors in the treatment of e.g. type 2 diabetes, atherosclerosis or cancer.

  这项发明提供了具有一般式（I）的新化合物，其中R1、R2、R3、R4、R5、R6、R7、A、E和n如本文所述，包括这些化合物的组合物以及将其用作脂肪酸结合蛋白（FABP）4/5抑制剂，用于治疗例如2型糖尿病、动脉粥样硬化或癌症。
• [EN] NON-ANNULATED THIOPHENYLAMIDES AS INHIBITORS OF FATTY ACID BINDING PROTEINI(FABP) 4 AND/OR 5<br/>[FR] THIOPHÉNYLAMIDES NON ANNELÉS UTILISÉS EN TANT QU'INHIBITEURS DE LA PROTÉINE DE LIAISON À UN ACIDE GRAS (FABP) 4 ET/OU 5
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014040938A1

  公开（公告）日：2014-03-20

  The invention provides novel compounds having the general formula (I), wherein R1, R2, R3, R4, R5, R6 , R7, A, E and n are as described herein, compositions including the compounds and methods of using the compounds.

  这项发明提供了具有一般式（I）的新化合物，其中R1、R2、R3、R4、R5、R6、R7、A、E和n如本文所述，包括这些化合物的组合物以及使用这些化合物的方法。
• [EN] CYCLOALKENE DICARBOXYLIC ACID COMPOUNDS AS ANTI-INFLAMMATORY, IMMUNOMODULATORY AND ANTI-PROLIFERATORY AGENTS<br/>[FR] COMPOSES D'ACIDE DICARBOXYLIQUE DE CYCLOALCENE SERVANT D'AGENTS ANTI-INFLAMMATOIRES, D'IMMUNOMODULATION ET ANTI-PROLIFERATION
  申请人：4SC AG

  公开号：WO2004056746A1

  公开（公告）日：2004-07-08

  The present invention relates to compounds of the general formula (I) and salts and physiologically functional derivatives thereof, wherein A is a non-aromatic ring system containing 4 to 8 carbon atoms, wherein the ring system comprises at least one double bond and wherein one or more of the carbon atoms in the ring can be replaced by a group X, wherein X is selected from the group consisting of S, O, N, NR4, SO, CO or SO2; D is O, S, SO2, NR4 or CH2; Z1 and Z2 are independent from each other O, S, or NR5 ; R2 is H, OR6, or NHR7; E is an alkyl or cycloalkyl group or a monocyclic or polycyclic substituted or unsubstituted ring system which may contain one or more groups X and which contains at least one aromatic ring; Y is hydrogen, halogen, haloalkyl, haloalkyloxy, alkyl, cycloalkyl, a monocyclic or polycyclic substituted or unsubstituted ring system for the use as a medicament.

  本发明涉及通式（I）的化合物及其盐和生理功能衍生物，其中A是含有4至8个碳原子的非芳香环系统，其中环系统至少包含一个双键，环中的一个或多个碳原子可以被X基团取代，其中X选自S、O、N、NR4、SO、CO或SO2组成的群；D为O、S、SO2、NR4或CH2；Z1和Z2彼此独立地为O、S或NR5；R2为H、OR6或NHR7；E为烷基或环烷基基团或可能含有一个或多个X基团的单环或多环取代或未取代环系统，其中至少含有一个芳香环；Y为氢、卤素、卤代烷基、卤代烷氧基、烷基、环烷基，用作药物的单环或多环取代或未取代环系统。
• New non-annulated thiophenylamides
  申请人：HOFFMANN-LA ROCHE INC.

  公开号：US20150183778A1

  公开（公告）日：2015-07-02

  The invention provides novel compounds having the general formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , A, E and n are as described herein, compositions including the compounds and methods of using the compounds.

  这项发明提供了具有通式（I）的新化合物， 其中R1、R2、R3、R4、R5、R6、R7、A、E和n如本文所述，包括这些化合物的组合物和使用这些化合物的方法。
• Unsaturated azabicycloamine compounds and processes for the preparation thereof
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP0537556A1

  公开（公告）日：1993-04-21

  The present invention relates to an azabicycloamine compound of the formula (I) and the salts thereof: wherein:    R is a hydrogen or an amine protecting group;    R₁ and R₂, which may be the same or different, are hydrogen, optionally substituted lower alkyl, alkanoyl, optionally substituted benzoyl or naphthoyl, optionally substituted alkoxycarbonyl, or optionally substituted benzyloxycarbonyl; and    n is an integer from 1 to 4.

  本发明涉及一种式(I)的氮杂双环胺化合物及其盐：其中：R是氢或胺保护基；R₁和R₂，可以相同也可以不同，是氢、可选择取代的较低烷基、烷酰基、可选择取代的苯甲酰基或萘甲酰基、可选择取代的烷氧羰基，或可选择取代的苄氧羰基；n是从1到4的整数。