2-thiopheneacetyl N-hydroxysuccinimide ester | 93799-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-thiopheneacetyl N-hydroxysuccinimide ester
• 英文别名: N-succinimidyl thiophene-2-acetate；2,5-dioxopyrrolidine-1-yl thiophen-2-yl-acetate；N-succinimidyl thiophene-2-acetic acid；2,5-Pyrrolidione, N-[2-(thienyl)acetyloxy]-；(2,5-dioxopyrrolidin-1-yl) 2-thiophen-2-ylacetate
• CAS: 93799-48-5
• 化学式: C₁₀H₉NO₄S
• mdl: MFCD25969302
• 分子量: 239.252
• InChiKey: ULBOOGBXXMXGRJ-UHFFFAOYSA-N

物化性质

• 沸点：
  376.1±44.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  91.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-thiopheneacetyl N-hydroxysuccinimide ester 在 mercury(II) diacetate 、 碘 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Sulfur-containing 1,3-dialkylxanthine derivatives as selective antagonists at A1-adenosine receptors

  摘要：

  Sulfur-containing analogues of 8-substituted xanthines were prepared in an effort to increase selectivity or potency as antagonists at adenosine receptors. Either cyclopentyl or various aryl substituents were utilized at the 8-position, because of the association of these groups with high potency at A1-adenosine receptors. Sulfur was incorporated on the purine ring at positions 2 and/or 6, in the 8-position substituent in the form of 2- or 3-thienyl groups, or via thienyl groups separated from an 8-aryl substituent through an amide-containing chain. The feasibility of using the thienyl group as a prosthetic group for selective iodination via its Hg2+ derivative was explored. Receptor selectivity was determined in binding assays using membrane homogenates from rat cortex [( 3H]-N6-(phenylisopropyl)adenosine as radioligand] or striatum [3H]-5'-(N-ethylcarbamoyl)adenosine as radioligand] for A1- and A2-adenosine receptors, respectively. Generally, 2-thio-8-cycloalkylxanthines were at least as A1 selective as the corresponding oxygen analogue. 2-Thio-8-aryl derivatives tended to be more potent at A2 receptors than the oxygen analogue. 8-[4-[(Carboxy-methyl)oxyl] phenyl]-1,3-dipropyl-2-thioxanthine ethyl ester was greater than 740-fold A1 selective.

  DOI：

  10.1021/jm00128a031
• 作为产物：
  描述：

  2-噻吩乙酸 、 丁二酰亚胺三氟乙酸酯 在 吗啉 作用下， 以 乙二醇二甲醚 为溶剂， 反应 4.5h， 生成 2-thiopheneacetyl N-hydroxysuccinimide ester
  参考文献：
  名称：

  一种头孢噻吩酸的制备方法

  摘要：

  本发明涉及一种头孢噻吩酸的制备方法，属于药物合成技术领域。为了解决现有的对环境污染严重、反应温度高的问题，提供一种头孢噻吩酸的制备方法，该方法包括在有机碱存在的条件下，使2‑噻吩乙酸与三氟乙酸琥珀酰亚胺在‑20℃～40℃的条件下进行反应，得到含有活性酯的溶液；再使含有活性酯的溶液与7‑ACA在10℃～35℃的条件下进行缩合反应，得到头孢噻吩酸。本发明的方法具有反应条件温和，且不会使β‑内酰胺化合物降解和对环境友好的效果，简化了工艺操作。

  公开号：

  CN104610280B

文献信息

• Insights into β-ketoacyl-chain recognition for β-ketoacyl-ACP utilizing AHL synthases
  作者：Mila Nhu Lam、Dastagiri Dudekula、Bri Durham、Noah Collingwood、Eric C. Brown、Rajesh Nagarajan

  DOI：10.1039/c8cc04532a

  日期：——

  The design, synthesis and kinetic evaluation of beta-ketoacyl-ACP mimics for two 3-oxoacyl-ACP utilizing quorum signal synthases are reported.

  报道了用于两种3-氧代酰-ACP利用类群信号合成酶的β-酮酰-ACP模拟物的设计、合成和动力学评价。
• New antiarrhythmic agents. 2,2,5,5-Tetramethyl-3-pyrroline-3-carboxamides and 2,2,5,5-tetramethylpyrrolidine-3-carboxamides.
  作者：Olga H. Hankovsky、Kalman Hideg、Ilona Bodi、Laszlo Frank

  DOI：10.1021/jm00157a005

  日期：1986.7

  by forming the Schiff bases and subsequent sodium borohydride reduction. Other tetramethyl-3-pyrrolinecarboxamide compounds were synthesized by acylating the aminoalkyl compounds with 2,2,6,6-tetramethyl-3,5-dibromo-4-piperidinone in a reaction involving Favorskii rearrangement. Saturation of the double bond of some pyrroline derivatives furnished the pyrrolidinecarboxamides. The new compounds of each

  N-（ω-氨基烷基）-2,2,5,5-四甲基-3-吡咯啉或-吡咯烷-3-羧酰胺通过反应性酸衍生物（酰氯，活化的酯，邻苯二甲酸酐，邻苯二甲酰亚胺，2-烷基-4H-3,1-苯并恶嗪-4-酮）或通过形成席夫碱和随后的硼氢化钠还原将它们烷基化。通过在涉及Favorskii重排的反应中将氨基烷基化合物与2,2,6,6-四甲基-3,5-二溴-4-哌啶酮酰化来合成其他四甲基-3-吡咯啉羧酰胺化合物。一些吡咯啉衍生物的双键的饱和提供了吡咯烷甲酰胺。每种类型的新化合物对乌头碱引起的心律失常均具有活性，其中一些具有比奎尼丁更高的活性和更好的化疗指数。从每种类型的活性新化合物中选出的一些实例显示出对哇巴因引起的心律不齐具有强活性。为了进行比较，选择了已知的药物，如利多卡因，美西律和托卡尼特。最有效的化合物被氧化为顺磁性氮氧化物，后者被还原为N-羟基衍生物。这些产品没有或仅有减少的抗心律失常作用。
• .beta.-lactam compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US05464617A1

  公开（公告）日：1995-11-07

  Compounds of the formula ##STR1## where Z, A, and R are as disclosed herein and pharmaceutically compatible, readily hydrolyzable esters and salts of these compounds are disclosed. The compounds have .beta.-lactamase inhibiting properties and are useful in the control of .beta.-lactamase-forming pathogens in combination with .beta.-lactam antibiotics. They also exhibit antibacterial activity of their own and can accordingly be used themselves in the control or treatment of infectious diseases.

  这些化合物的分子式为##STR1##其中Z、A和R如本文所披露的，这些化合物的药用兼容、易水解的酯和盐也被披露。这些化合物具有β-内酰胺酶抑制特性，并可与β-内酰胺类抗生素结合使用，用于控制β-内酰胺酶形成的病原体。它们还表现出自身的抗菌活性，因此可以单独用于控制或治疗传染病。
• US5464617A
  申请人：——

  公开号：US5464617A

  公开（公告）日：1995-11-07
• Sulfur-containing 1,3-dialkylxanthine derivatives as selective antagonists at A1-adenosine receptors
  作者：Kenneth A. Jacobson、Leonidas Kiriasis、Suzanne Barone、Barton J. Bradbury、Udai Kammula、Jean Michel Campagne、John W. Daly、John L. Neumeyer、Wolfgang Pfleiderer、Sherrie Secunda

  DOI：10.1021/jm00128a031

  日期：1989.8

  Sulfur-containing analogues of 8-substituted xanthines were prepared in an effort to increase selectivity or potency as antagonists at adenosine receptors. Either cyclopentyl or various aryl substituents were utilized at the 8-position, because of the association of these groups with high potency at A1-adenosine receptors. Sulfur was incorporated on the purine ring at positions 2 and/or 6, in the 8-position substituent in the form of 2- or 3-thienyl groups, or via thienyl groups separated from an 8-aryl substituent through an amide-containing chain. The feasibility of using the thienyl group as a prosthetic group for selective iodination via its Hg2+ derivative was explored. Receptor selectivity was determined in binding assays using membrane homogenates from rat cortex [( 3H]-N6-(phenylisopropyl)adenosine as radioligand] or striatum [3H]-5'-(N-ethylcarbamoyl)adenosine as radioligand] for A1- and A2-adenosine receptors, respectively. Generally, 2-thio-8-cycloalkylxanthines were at least as A1 selective as the corresponding oxygen analogue. 2-Thio-8-aryl derivatives tended to be more potent at A2 receptors than the oxygen analogue. 8-[4-[(Carboxy-methyl)oxyl] phenyl]-1,3-dipropyl-2-thioxanthine ethyl ester was greater than 740-fold A1 selective.