2,5-dihydrothiophene-3,4-dicarboxylic acid | 89533-87-9

• 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: 2,5-dihydrothiophene-3,4-dicarboxylic acid
• 英文别名: tetrahydro-thiophene-3,4-dicarboxylic acid；Tetrahydrothiophen-3,4-dicarbonsaeure；Tetrahydro-3,4-thiophenedicarboxylic acid；thiolane-3,4-dicarboxylic acid
• CAS: 89533-87-9
• 化学式: C₆H₈O₄S
• 分子量: 176.193
• InChiKey: QRJRXOLVZZPAMV-UHFFFAOYSA-N

物化性质

• 熔点：
  169-185 °C
• 沸点：
  455.8±45.0 °C(Predicted)
• 密度：
  1.563±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-dihydrothiophene-3,4-dicarboxylic acid 在 氯化亚砜 作用下， 以70%的产率得到4,6-二氢-1h,3h-噻吩并[3,4-c]呋喃-1,3-二酮
  参考文献：
  名称：

  Organic reactions at high pressure. The preparative scale synthesis of cantharidin

  摘要：

  DOI：

  10.1021/jo00214a034
• 作为产物：
  描述：

  Diethyl thiolane-3,4-dicarboxylate 在 氢氧化钾 作用下， 以 四氢呋喃 为溶剂， 生成 2,5-dihydrothiophene-3,4-dicarboxylic acid
  参考文献：
  名称：

  Novel antifungal β-amino acids: synthesis and activity against Candida albicans

  摘要：

  A series of novel beta-amino acids has been synthesized and tested for their in vitro antifungal activity against Candida albicans. A steep SAR was observed. beta-Amino acid 21 (BAY 10-8888/PLD-118) revealed the most favourable activity-tolerability profile and was selected for clinical studies as a novel antifungal for the oral treatment of yeast infections. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00958-7

文献信息

• [EN] NOVEL HEPATITIS C VIRUS INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DU VIRUS DE L'HÉPATITE C
  申请人：MEDIVIR AB

  公开号：WO2013095275A1

  公开（公告）日：2013-06-27

  The invention provides compounds of formula (I): wherein Rings A and A' are independently 5-membered optionally substituted aromatic heterocycles; Q is C(=O)NR1R1' or formula U is C(R4)2, O, S, S(=O)2, C(R4)2C(R4)2, CH2O, OCH2, CH2S, SCH2, CH2S(=O)2, S(=O)CH2 or C=C(Ru )2; X is CH2, CHR12, CR12R12, O, S, S(=O)2 or NRx; m is 0, 1, 2 or 3; n is 0, 1, 2 or 3; the other variables are as defined in the claims, which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.

  本发明提供了式(I)的化合物：其中环A和A'独立地是5个成员的可选取代的芳香杂环；Q是C(=O)NR1R1'或式U是C(R4)2，O，S，S(=O)2，C(R4)2C(R4)2，CH2O，OCH2，CH2S，SCH2，CH2S(=O)2，S(=O)CH2或C=C(Ru)2；X是CH2，CHR12，CR12R12，O，S，S(=O)2或NRx；m是0，1，2或3；n是0，1，2或3；其他变量如权利要求中所定义，用于治疗或预防丙型肝炎病毒感染，以及相关方面。
• BIOTIN. II. 3,4-trans-DIAMINOTHIOPHANE
  作者：GEORGE BOSWORTH BROWN、B. R. BAKER、SEYMOUR BERNSTEIN、S. R. SAFIR

  DOI：10.1021/jo01165a019

  日期：1947.1
• Organic reactions at high pressure. The preparative scale synthesis of cantharidin
  作者：William G. Dauben、John M. Gerdes、David B. Smith

  DOI：10.1021/jo00214a034

  日期：1985.7
• Novel antifungal β-amino acids: synthesis and activity against Candida albicans
  作者：Joachim Mittendorf、Franz Kunisch、Michael Matzke、Hans-Christian Militzer、Axel Schmidt、Wolfgang Schönfeld

  DOI：10.1016/s0960-894x(02)00958-7

  日期：2003.2

  A series of novel beta-amino acids has been synthesized and tested for their in vitro antifungal activity against Candida albicans. A steep SAR was observed. beta-Amino acid 21 (BAY 10-8888/PLD-118) revealed the most favourable activity-tolerability profile and was selected for clinical studies as a novel antifungal for the oral treatment of yeast infections. (C) 2002 Elsevier Science Ltd. All rights reserved.