4-溴噻吩-3-甲酰胺 | 100245-61-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 4-溴噻吩-3-甲酰胺
• 英文名称: 4-bromothiophene-3-carboxamide
• CAS: 100245-61-2
• 化学式: C₅H₄BrNOS
• 分子量: 206.063
• InChiKey: BMZBDWPOBVGKSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-溴噻吩-3-甲酰胺 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以68%的产率得到4-溴-3-氰基噻吩
  参考文献：
  名称：

  [EN] 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE
  [FR] COMPOSÉS DE 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDÈNE)ACÉTAMIDE ET LEUR UTILISATION THÉRAPEUTIQUE

  摘要：

  本发明一般涉及治疗化合物领域。更具体地，本发明涉及某些2-氨基-N-(氨基氧代芳基-λ6-砜基)乙酰胺化合物（以下简称为ANASIA化合物），该化合物在一些情况下抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶（aaRS）（例如，细菌亮氨酰-tRNA合成酶，LeuRS）。本发明还涉及包含这种化合物的药物组合物，以及在体内外使用这种化合物和组合物来抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶；治疗通过抑制（例如，选择性抑制）细菌氨酰-tRNA合成酶而得到改善的疾病；治疗细菌感染等。

  公开号：

  WO2021123237A1
• 作为产物：
  描述：

  4-溴-3-氰基噻吩 在 双氧水 、 potassium carbonate 作用下， 生成 4-溴噻吩-3-甲酰胺
  参考文献：
  名称：

  Fournari,P. et al., Bulletin de la Societe Chimique de France, 1967, p. 4115 - 4120

  摘要：

  DOI：

文献信息

• [EN] TANKYRASE INHIBITORS<br/>[FR] INHIBITEURS DE TANKYRASE
  申请人：UNIV BATH

  公开号：WO2014087165A1

  公开（公告）日：2014-06-12

  The present invention relates to a compound of formula I wherein X is C(R6) or N, Y is C or N, and ring A, ring B, R1 and R2 have the meanings defined herein, provided that when ring B is carbocyclic, X is C(R6); or a pharmaceutically acceptable salt or solvate thereof. The compounds are tankyrase-1 and tankyrase-2 inhibitors and are useful in the treatment of a number of conditions, including cancer.

  本发明涉及一种具有式I的化合物，其中X为C(R6)或N，Y为C或N，环A、环B、R1和R2具有本文中定义的含义，前提是当环B为碳环时，X为C(R6)；或其药学上可接受的盐或溶剂。这些化合物是坦克酶-1和坦克酶-2抑制剂，并可用于治疗多种疾病，包括癌症。
• Structure-activity relationships of 2-arylquinazolin-4-ones as highly selective and potent inhibitors of the tankyrases
  作者：Amit Nathubhai、Teemu Haikarainen、Penelope C. Hayward、Silvia Muñoz-Descalzo、Andrew S. Thompson、Matthew D. Lloyd、Lari Lehtiö、Michael D. Threadgill

  DOI：10.1016/j.ejmech.2016.04.041

  日期：2016.8

  Tankyrases (TNKSs), members of the PARP (Poly(ADP-ribose)polymerases) superfamily of enzymes, have gained interest as therapeutic drug targets, especially as they are involved in the regulation of Wnt signalling. A series of 2-arylquinazolin-4-ones with varying substituents at the 8-position was synthesised. An 8-methyl group (compared to 8-H, 8-OMe, 8-OH), together with a 4′-hydrophobic or electron-withdrawing

  Tankyrases (TNKSs) 是 PARP（聚（ADP-核糖）聚合酶）酶超家族的成员，作为治疗药物靶点引起了人们的兴趣，特别是因为它们参与 Wnt 信号传导的调节。合成了一系列在 8 位具有不同取代基的 2-芳基喹唑啉-4-酮。8-甲基（与 8-H、8-OMe、8-OH 相比）与 4'-疏水或吸电子基团一起对 TNKS 提供了最大的效力和选择性。所选化合物与 TNKS-2 的共晶结构表明，与 PARP-1/2 相比，TNKS-2 中 8 位附近的蛋白质更具疏水性，从而使选择性合理化。NAD +-结合位点包含容纳 2-芳基的疏水腔；在 TNKS-2 中，它有一条通往外部的隧道，但在 PARP-1 中空腔是封闭的。8-Methyl-2-(4-trifluoromethylphenyl)quinazolin-4-one 被确定为 TNKSs 和 Wnt 信号传导的有效和选择性抑制剂。这种
• 3-Carbonylaminothiophenes and their use as fungicides
  申请人：Ehrenfreund Josef

  公开号：US20060276434A1

  公开（公告）日：2006-12-07

  The invention also relates to novel compounds of formula (I) where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by one to three groups R 4 ; R 1 is hydrogen, optionally substituted (C 1-4 )alkyl, formyl, optionally substituted (C 1-4 )alkylC(═O), optionally substituted (C 1-4 )alkylC(═O)O, optionally substituted (C 1-4 )alkoxy(C 1-4 )alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; each R 2 is, independently, halogen, optionally substitute (C 1-4 )alkyl, optionally substituted (C 1-4 )alkoxy or optionally substituted (C 1-4 )alkoxy(C 1-4 )alkyl; R 3 is either position 2 or at position 4 of the thiophene ring and is an organic group containing three to thirteen carbon atoms and al least one silicon atom and, optionally, one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, and is optionally substituted by one to four independently selected halogen atoms; each R 4 is, independently, halogen, C 1-3 alkyl, C 1-3 haloalkyl, C 1-3 alkoxy(C 1-3 )alkyl or cyano; r is 0, 1 or 2; and X is O or S; or an N-oxide thereof, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as an active ingredient and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

  本发明涉及式（I）的新化合物，其中Het是一个含有1-3个杂原子的5-或6元杂环，每个杂原子可以独立地选择氧、氮和硫，该环被1-3个R4基团取代；R1是氢、可选取代的（C1-4）烷基、甲酰基、可选取代的（C1-4）烷基C（═O）、可选取代的（C1-4）烷基C（═O）O、可选取代的（C1-4）烷氧基（C1-4）烷基、可选取代的烯丙基、可选取代的丙炔基或可选取代的芳烃基；每个R2独立地是卤素、可选取代的（C1-4）烷基、可选取代的（C1-4）烷氧基或可选取代的（C1-4）烷氧基（C1-4）烷基；R3在噻吩环的2位或4位，是一个有机基团，含有3-13个碳原子和至少一个硅原子，还可以含有1-3个杂原子，每个杂原子可以独立地选择氧、氮和硫，可以被1-4个独立选择的卤素基团取代；每个R4独立地是卤素、C1-3烷基、C1-3卤代烷基、C1-3烷氧基（C1-3）烷基或氰基；r为0、1或2；X为O或S；或其N-氧化物。本发明还涉及用于制备这些化合物的新中间体，以及至少包含一种新化合物作为活性成分的农药组合物，以及在农业或园艺中控制或预防植物被植物病原微生物，特别是真菌侵染的活性成分或组合物的使用。
• 3-carbonylaminothiophenes and their use as fungicides
  申请人：Syngenta Crop Protection, Inc.

  公开号：US07582589B2

  公开（公告）日：2009-09-01

  The invention also relates to novel compounds of formula (1) where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by one to three groups R4; R1 is hydrogen, optionally substituted (C1-4)alkyl, formyl, optionally substituted (C1-4)alkylC(═O), optionally substituted (C1-4)alkylC(═O)O, optionally substituted (C1-4)alkoxy(C1-4)alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; each R2 is, independently, halogen, optionally substituted (C1-4)alkyl, optionally substituted (C1-4)alkoxy or optionally substituted (C1-4)alkoxy(C1-4)alkyl; R3 is either at position 2 or at position 4 of the thiophene ring and is an organic group containing three to thirteen carbon atoms and at least one silicon atom and, optionally, one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, and is optionally substituted by one to four independently selected halogen atoms; each R4 is, independently, halogen, C1-3 alkyl, C1-3 haloalkyl, C1-3alkoxy(C1-3)alkyl or cyano; r is 0, 1 or 2; and X is 0 or S; or an N-oxide thereof, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as an active ingredient and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

  该发明涉及式（1）的新化合物，其中Het是一个含有1-3个杂原子的5-或6元杂环，杂原子独立地选自氧、氮和硫，该环被1-3个R4基取代；R1是氢、可选取代（C1-4）烷基、甲酰基、可选取代（C1-4）烷基C（═O）、可选取代（C1-4）烷基C（═O）O、可选取代（C1-4）烷氧（C1-4）烷基、可选取代烯丙基、可选取代丙炔基或可选取代烯基基；每个R2是独立的卤素、可选取代（C1-4）烷基、可选取代（C1-4）烷氧基或可选取代（C1-4）烷氧基（C1-4）烷基；R3位于噻吩环的2或4位置，是一个有机基团，含有3-13个碳原子和至少一个硅原子，还可以选自氧、氮和硫的1-3个杂原子，可以被1-4个独立选择的卤素原子取代；每个R4是独立的卤素、C1-3烷基、C1-3卤代烷基、C1-3烷氧基（C1-3）烷基或氰基；r为0、1或2；X为0或S；或其N-氧化物，以及用于制备这些化合物的新中间体，包括至少一种新化合物作为活性成分的农药组合物，以及在农业或园艺中控制或预防植物受植物病原微生物，特别是真菌侵袭的活性成分或组合物的用途。
• Mesoionic N‐Heterocyclic Imines as Super Nucleophiles in Catalytic Couplings of Amides with CO ₂
  作者：Arpan Das、Pallavi Sarkar、Subir Maji、Swapan K. Pati、Swadhin K. Mandal

  DOI：10.1002/anie.202213614

  日期：2022.12.19

  A series of mesoionic N-heterocyclic imine (mNHI) based superbases are introduced in this work. The mNHIs were utilized as metal-free catalysts in transformations using CO2 for the coupling of amides.

  本文介绍了一系列基于中离子 N-杂环亚胺 (mNHI) 的超级碱。mNHI 在使用 CO 2偶联酰胺的转化中用作无金属催化剂。