dihydro-3-(methylethylidene)-2,5-furandione | 74222-68-7

• 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: dihydro-3-(methylethylidene)-2,5-furandione
• 英文别名: teraconic anhydride；isopropylidene-succinic acid anhydride；Isopropyliden-bernsteinsaeure-anhydrid；2-isopropylidenesuccinic anhydride；Teraconsaeure-anhydrid；Teraconsaeureanhydrid；3-Isopropylidene-tetrahydro-furan-2,5-dione；3-propan-2-ylideneoxolane-2,5-dione
• CAS: 74222-68-7
• 化学式: C₇H₈O₃
• 分子量: 140.139
• InChiKey: BIPOZVSHXBLJEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dihydro-3-(methylethylidene)-2,5-furandione 在 platinum(IV) oxide 、 palladium on activated charcoal 盐酸 、 氢气 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 、 二氯甲烷 、 氯仿 为溶剂， 反应 156.0h， 生成 N-<4-hydroxy-2-(methylethyl)-1,4-dioxobutyl>-β-alanine
  参考文献：
  名称：

  Hydroxamic Acids as Potent Inhibitors of Endothelin-Converting Enzyme from Human Bronchiolar Smooth Muscle

  摘要：

  Hydroxamic acids 6a-h, derived from malonyl amino acids, and 25a-d, derived from succinyl amino acids, were synthesized as inhibitors of human bronchiolar smooth muscle endothelin-converting enzyme (HBSM ECE). Several unexpected side reactions were discovered, particularly in the synthesis of hydroxamates derived from succinates. In vitro evaluation against human bronchiolar ECE revealed that in all cases hydroxamates derived from malonate were more potent than hydroxamates derived from succinate. Isopropyl and isobutyl P-1' side chains were suitable; omission of the P-1' Side chain seriously diminished potency. In the P-2' position, several amino acids gave potent malonate-derived hydroxamate inhibitors (6b,d-h, IC50 = 0.2-6.8 nM), and beta-Ala provided an extremely potent inhibitor (6c, IC50 = 0.01 nM). C-terminus carboxylates are much more potent ECE inhibitors than the corresponding amides. Most of the hydroxamates were also potent inhibitors of thermolysin and neutral endopeptidase (NEP); however, the P-2' beta-Ala derivative 6c uniquely inhibited HBSM ECE much more potently than NEP.

  DOI：

  10.1021/jm00012a011
• 作为产物：
  描述：

  4,4-二甲基衣康酸 在 乙酸酐 作用下， 以84.5%的产率得到dihydro-3-(methylethylidene)-2,5-furandione
  参考文献：
  名称：

  新型脂肪酸合酶（FAS）抑制剂：设计，合成，生物学评估和分子对接研究

  摘要：

  合成了几种新颖的C75衍生物系列，并评估了它们的FAS抑制活性。结果表明，化合物4-亚甲基-2-辛基-5-氧代-四氢噻吩-3-羧酸（1c）具有更有效的FAS抑制作用（IC 50为2.56μM，TI为9.26），并具有较强的抗肿瘤活性。体外HL60和Hela细胞（IC 50分别为5.38μM和46.10μM）。

  DOI：

  10.1016/j.bmc.2009.01.050

文献信息

• Herbicidal N-aryl-substituted nitrogen-containing heterocycles
  申请人：Bayer Aktiengesellschaft

  公开号：US05069711A1

  公开（公告）日：1991-12-03

  Herbicidal N-aryl-substituted nitrogen-containing heterocycles of the formula ##STR1## in which Het represents a heterocycle of the formula ##STR2## R.sup.1 represents hydrogen or halogen and R.sup.2 represents halogen, hydroxyl or represents a radical --Z.sup.2 --R.sup.8, where X.sup.1 represents oxygen, represents a --CH.sub.2 -- group, represents a ##STR3## or represents a ##STR4## represents nitrogen or a CH group, Z.sup.1 represents oxygen or sulphur, Z.sup.2 represents oxygen or sulphur, R.sup.3 and R.sup.4 independently of one another in each case represent hydrogen or alkyl, R.sup.3 and R.sup.6 either independently of one another in each case represent hydrogen or alkyl or together represent a double-linked alkanediyl radical, R.sup.7 represents hydrogen, alkyl or represents optionally substituted aryl and R.sup.8 represents in each case optionally substituted alkyl, alkenyl alkinyl or cycloalkyl.

  Herbicidal N-aryl-substituted nitrogen-containing heterocycles of the formula ##STR1## in which Het represents a heterocycle of the formula ##STR2## R.sup.1 represents hydrogen or halogen and R.sup.2 represents halogen, hydroxyl or represents a radical --Z.sup.2 --R.sup.8, where X.sup.1 represents oxygen, represents a --CH.sub.2 -- group, represents a ##STR3## or represents a ##STR4## represents nitrogen or a CH group, Z.sup.1 represents oxygen or sulphur, Z.sup.2 represents oxygen or sulphur, R.sup.3 and R.sup.4 independently of one another in each case represent hydrogen or alkyl, R.sup.3 and R.sup.6 either independently of one another in each case represent hydrogen or alkyl or together represent a double-linked alkanediyl radical, R.sup.7 represents hydrogen, alkyl or represents optionally substituted aryl and R.sup.8 represents in each case optionally substituted alkyl, alkenyl alkinyl or cycloalkyl.
• Palladium-Catalyzed Double and Single Carbonylation of Aryl Halides and Allylic Compounds
  作者：Akio Yamamoto

  DOI：10.1246/bcsj.68.433

  日期：1995.2

  After a brief introduction summarizing the author’s previous work concerning the double carbonylation of aryl halides catalyzed by palladium complexes, newly found catalytic processes (1) for converting allylic formates and chlorides into β,γ-unsaturated acids and (2) the double carbonylation of allylic chlorides to β,γ-unsaturated α-keto amides are described. Mechanisms which reasonably account for the catalytic processes are proposed on the basis of studies concerning the properties of the organopalladium complexes.

  在简要介绍了作者之前关于钯配合物催化的芳基卤化物双羰基化研究之后，描述了新发现的催化过程：(1) 将烯丙基甲酸酯和氯化物转化为 β,γ- 不饱和酸和 (2) 将烯丙基氯化物双羰基化转化为 β,γ- 不饱和 α-酮酰胺。基于对有机钯配合物性质的研究，提出了合理解释这些催化过程的机制。
• NONAQUEOUS ELECTROLYTE SOLUTION AND ENERGY DEVICE USING SAME
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：US20200274199A1

  公开（公告）日：2020-08-27

  The present invention provides an energy device having excellent properties. Also provided is a nonaqueous electrolyte solution containing a compound represented by the following Formula (1), wherein R 11 , R 12 and R 13 each independently represent an organic group having 1 to 3 carbon atoms; and R 11 and R 12 , R 11 and R 13 , or R 12 and R 13 are optionally bound with each other to form a 5-membered ring or a 6-membered ring, with a proviso that a total number of carbon atoms of R 11 , R 12 and R 13 is 7 or less.

  本发明提供了一种具有优异性能的能源装置。同时还提供了一种非水电解质溶液，其中包含由以下式（1）表示的化合物，其中R11、R12和R13各自独立地表示具有1到3个碳原子的有机基团；且R11和R12、R11和R13或R12和R13可以选择地相互结合形成一个5元环或6元环，条件是R11、R12和R13的总碳原子数不超过7。
• [EN] HEAT SENSITIVE RECORDING MATERIAL<br/>[FR] MATERIAU D'ENREGISTREMENT THERMOSENSIBLE
  申请人：CIBA SC HOLDING AG

  公开号：WO2003101943A1

  公开（公告）日：2003-12-11

  New crystal forms of N-(p-toluenesulphonyl)-N'-(3-p-toluenesulphonyl-oxy-phenyl)urea, methods for its manufacture, its use, in particular for the manufacture of heat sensitive recording materials.

  新的晶体形态的N-(对甲苯磺酰基)-N'-(3-对甲苯磺酰氧基苯基)脲的制备方法及其用途，特别是用于制造热敏记录材料。
• PHOTOCHROMIC LATEX INK
  申请人：XEROX CORPORATION

  公开号：US20150153479A1

  公开（公告）日：2015-06-04

  A photochromic latex ink includes an organic polymer; optionally a colorant, and a photochromic compound. The photochromic ink composition has an average particle size from about 20 nm to about 600 nm. The photochromic ink composition is capable of reversibly converting from a first color to a second color in response to a predetermined wavelength scope.

  一种光致变色乳胶墨水，包括有机聚合物；可选颜料和光致变色化合物。光致变色墨水组合物的平均粒径为大约20纳米到约600纳米。光致变色墨水组合物能够在预定波长范围内可逆地从第一种颜色转变为第二种颜色。