4-methoxythiophene-2-carboxylic acid | 77133-27-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 4-methoxythiophene-2-carboxylic acid
• CAS: 77133-27-8
• 化学式: C₆H₆O₃S
• mdl: MFCD08695893
• 分子量: 158.178
• InChiKey: RZKNUGQFDJQRJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxythiophene-2-carboxylic acid 在 甲醇 、 lithium aluminium tetrahydride 、 正丁基锂 、 cesium acetate 、 三溴化硼 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 6.59h， 生成 7-chloro-5-methyl-4-vinyl-thieno[2,3-c]pyridin-3-ol
  参考文献：
  名称：

  [EN] HETEROCYCLIC PERICONDENSED CDC7 KINASE INHIBITORS FOR THE TREATMENT OF CANCER
  [FR] INHIBITEURS DE KINASE CDC7 PÉRICONDENSÉS HÉTÉROCYCLIQUES UTILISÉS DANS LE TRAITEMENT DU CANCER

  摘要：

  本申请涉及公式（I）所定义的化合物及其药学上可接受的盐。本申请还描述了包括公式（I）化合物及其药学上可接受的盐的药物组合物，以及使用这些化合物和组合物用于抑制激酶活性和治疗癌症的方法。

  公开号：

  WO2022055963A1
• 作为产物：
  描述：

  4,5-二溴噻吩-2-甲酸 在 盐酸 、 氢氧化钾 、 氯化亚砜 、 sodium hydride 、 溶剂黄146 、 sodium iodide 、 copper(II) oxide 、 锌 作用下， 以 甲醇 、 水 为溶剂， 反应 10.09h， 生成 4-methoxythiophene-2-carboxylic acid
  参考文献：
  名称：

  Binder, Dieter; Prager, Bernhard C.; Noe, Christian R., Journal of Chemical Research, Miniprint, 1981, # 5, p. 1801 - 1824

  摘要：

  DOI：

文献信息

• Phosphorylamides, their preparation and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05840917A1

  公开（公告）日：1998-11-24

  A phosphorylamide derivative represented by the general formula (I): ##STR1## wherein R represents an amino group that may be substituted, or a salt thereof, possesses potent antibacterial activity against Helicobacter bacterium, especially Helicobacter pylori, and is useful for prevention or treatment of digestive diseases caused by Helicobacter bacterium, solely or in combination with an antacid or an acid secretion inhibitor.

  一种由通式（I）表示的磷酰胺衍生物：##STR1## 其中R代表可能被取代的氨基团或其盐，对幽门螺杆菌，特别是幽门螺杆菌，具有强效的抗菌活性，并可用于单独或与抗酸剂或酸分泌抑制剂联合预防或治疗由幽门螺杆菌引起的消化系统疾病。
• Thienyloxyalkylamine derivatives, process for their preparation and
  申请人：Ebewe Arzneimittel Gesellschaft m.b.H.

  公开号：US05100911A1

  公开（公告）日：1992-03-31

  Thienyloxyalkylamine derivatives of the general formula: ##STR1## wherein --O--CH.sub.2 --CH.sub.2 --NR.sub.2 R.sub.3 is in position 4 or 5 of the thiophene ring; R.sub.1 is hydrogen, halogen, CF.sub.3, alkyl or alkoxy; R.sub.2 and R.sub.3 are the same or different and are each alkyl, cycloalkyl, alkenyl or alkynyl each having up to 8 C atoms, or NR.sub.2 R.sub.3 is a 5 to 7-membered saturated heterocyclic ring optionally containing a further hetero atom which is oxygen or nitrogen optionally substituted by an alkyl group having 1 to 3 C atoms; and n is an integer of 1 to 5; as well as their acid addition salts, are suitable for treatment of heart rhythm disturbances.

  通式为：##STR1##其中--O--CH.sub.2 --CH.sub.2 --NR.sub.2 R.sub.3位于噻吩环的第4或第5位；R.sub.1为氢、卤素、CF.sub.3、烷基或烷氧基；R.sub.2和R.sub.3相同或不同，各自为最多含有8个碳原子的烷基、环烷基、烯基或炔基，或NR.sub.2 R.sub.3为含有进一步杂原子的5到7成员饱和杂环，该杂原子可以是氧或氮，可以由含有1到3个碳原子的烷基取代；n为1到5的整数；它们的酸盐适用于治疗心律失常。
• An analysis of 13C nuclear magnetic resonance substituent chemical shifts in 4- and 5-substituted thiophene-2-carboxylic acids by linear free energy relationships
  作者：Renato Noto、Liliana Lamartina、Caterina Arnone、Domenico Spinelli

  DOI：10.1039/p29870000689

  日期：——

  The 13C n.m.r. chemical shifts of some 4- and 5-substituted thiophene-2-carboxylic acids and of the corresponding anions have been measured in methanol. The observed substituent chemical shifts have been compared with the calculated values and then analysed according to single and dual substituent parameter linear free energy relationships. The results have been rationalized in terms of separate resonance

  已经在甲醇中测量了一些4-和5-取代的噻吩-2-羧酸以及相应的阴离子的13 C nmr化学位移。已将观察到的取代基化学位移与计算值进行比较，然后根据单和双取代基参数线性自由能关系进行分析。就取代基效应的独立共振和感应贡献而言，结果已得到合理化。共振项表明在环与羧基之间不发生共轭。
• 3-substituted-2-oxindole derivatives
  申请人：Pfizer Inc.

  公开号：US05047554A1

  公开（公告）日：1991-09-10

  This invention relates to novel 3-substituted-2-oxindole derivatives which are inhibitors of prostaglandin H.sub.2 synthase, 5-lipoxygenase and interleukin-1 biosynthesis. The compounds of the invention are useful as inhibitors of prostaglandin H.sub.2 synthase and interleukin-1 biosynthesis, per se, and as analgesic, antiinflammatory and antiarthritic agents in the treatment of chronic inflammatory diseases. This invention also relates to pharmaceutical compositions comprising said 3-substituted-2-oxindole derivatives; to methods of inhibiting prostaglandin H.sub.2 synthase and biosynthesis of interleukin-1; and to treating chronic inflammatory diseases in a mammal with said compounds. Further, this invention relates to certain novel carboxylic acids useful as intermediates in the preparation of the 3-substituted-2-oxindole derivatives of this invention and to a process for the preparation of the 3-substituted-2-oxindole derivatives.

  本发明涉及新型的3-取代-2-氧吲哚衍生物，它们是前列腺素H.sub.2合酶、5-脂氧合酶和白细胞介素-1生物合成的抑制剂。本发明的化合物本身是前列腺素H.sub.2合酶和白细胞介素-1生物合成的抑制剂，并可用于治疗慢性炎症性疾病的镇痛、抗炎和抗关节炎剂。本发明还涉及包括所述3-取代-2-氧吲哚衍生物的药物组合物；抑制前列腺素H.sub.2合酶和白细胞介素-1生物合成的方法；以及使用该化合物治疗哺乳动物的慢性炎症性疾病。此外，本发明还涉及某些新型羧酸，它们是制备本发明的3-取代-2-氧吲哚衍生物的中间体，以及制备该3-取代-2-氧吲哚衍生物的方法。
• 2-carboxy-thiophene derivatives
  申请人：Pfizer Inc.

  公开号：US05300655A1

  公开（公告）日：1994-04-05

  This invention relates to novel 3-substituted-2-oxindole derivatives which are inhibitors of prostaglandin H.sub.2 synthase, 5-lipoxygenase and interleukin-1 biosynthesis. The compounds of the invention are useful as inhibitors of prostaglandin H.sub.2 synthase and interleukin-1 biosynthesis, per se, and as analgesic, antiinflammatory and antiarthritic agents in the treatment of chronic inflammatory diseases. This invention also relates to pharmaceutical compositions comprising said 3-substituted-2-oxindole derivatives; to methods of inhibiting prostaglandin H.sub.2 synthase and biosynthesis of interleukin-1; and to treating chronic inflammatory diseases in a mammal with said compounds. Further, this invention relates to certain novel carboxylic acids useful as intermediates in the preparation of the 3-substituted-2-oxindole derivatives of this invention and to a process for the preparation of the 3-substituted-2-oxindole derivatives.

  本发明涉及新型的3-取代-2-氧化吲哚衍生物，其是前列腺素H.sub.2合酶、5-脂氧合酶和白细胞介素-1生物合成的抑制剂。本发明中的化合物本身作为前列腺素H.sub.2合酶和白细胞介素-1生物合成的抑制剂以及作为治疗慢性炎症性疾病的镇痛、抗炎和抗关节炎药物是有用的。本发明还涉及包含所述3-取代-2-氧化吲哚衍生物的制药组合物；抑制前列腺素H.sub.2合酶和白细胞介素-1生物合成的方法；以及使用该化合物治疗哺乳动物的慢性炎症性疾病。此外，本发明还涉及某些新型羧酸，其作为制备本发明的3-取代-2-氧化吲哚衍生物的中间体，以及制备3-取代-2-氧化吲哚衍生物的过程。