5-溴-N,N-二甲基噻吩-2-磺酰胺 | 68848-50-0

• 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: 5-溴-N,N-二甲基噻吩-2-磺酰胺
• 英文名称: 5-bromo-N,N-dimethylthiophene-2-sulfonamide
• 英文别名: 5-bromothiophene-2-(N,N-dimethyl)sulfonamide
• CAS: 68848-50-0
• 化学式: C₆H₈BrNO₂S₂
• mdl: MFCD06041922
• 分子量: 270.171
• InChiKey: BDZUJXMQIUSZCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  74
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-溴-N,N-二甲基噻吩-2-磺酰胺 在 哌啶 、 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 四氯化钛 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 氯仿 、 水 、 甲苯 为溶剂， 反应 57.0h， 生成 (±)-5-{3-[6-Amino-5-cyano-3-(²H₃)methyl-4-isopropyl-2,4-dihydropyrano[2,3-c]pyrazol-4-yl]-5-(trifluoromethyl)phenyl}-N,N-dimethylthiophene-2-sulfonamide
  参考文献：
  名称：

  Antimalarial Inhibitors Targeting Serine Hydroxymethyltransferase (SHMT) with in Vivo Efficacy and Analysis of their Binding Mode Based on X-ray Cocrystal Structures

  摘要：

  Target-based approaches toward new antimalarial treatments are highly valuable to prevent resistance development., We report several series of pyrazolopyran-based inhibitors targeting the enzyme serine hydroxymethyltransferase (SHMT), designed to improve microsomal metabolic stability and to identify suitable candidates for in vivo efficacy evaluation. The best ligands inhibited Plasmodium falciparum (Pf) and Arabidopsis thaliana (At) SHMT in target assays and PfNF54 strains in cell-based assays with values in the low nanomolar range (3.2-55 nM). A set of carboxylate derivatives demonstrated markedly improved in vitro metabolic stability (t(1/2) > 2 h). A selected ligand showed significant in vivo efficacy with 73% of parasitemia reduction in a mouse model. Five new cocrystal structures with PvSHMT were solved at 2.3-2.6 angstrom resolution, revealing a unique water-mediated interaction with Tyr63 at the end of the para-aminobenzoate channel. They also displayed the high degree of conformational flexibility of the Cys364-loop lining this channel.

  DOI：

  10.1021/acs.jmedchem.7b00008
• 作为产物：
  描述：

  N,N-dimethylthiophene-2-sulfonamide 在 溴 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以3 g的产率得到5-溴-N,N-二甲基噻吩-2-磺酰胺
  参考文献：
  名称：

  [EN] SULFONANILIDE AND BENZYLSULFONYL DERIVATIVES, AND COMPOSITIONS AND METHODS THEREOF
  [FR] DÉRIVÉS DE SULFONANILIDE ET BENZYLSULFONYLE, ET COMPOSITIONS ET PROCÉDÉS ASSOCIÉS

  摘要：

  这项发明提供了新型磺胺苯胺和苯基磺酰衍生物，以及其制备和使用的组合物和方法，可用于治疗与TRPML活性相关的各种疾病和紊乱，如溶酶体贮积症、肌肉营养不良、与年龄相关的常见神经退行性疾病、氧化应激或与活性氧（ROS）相关的疾病以及衰老。

  公开号：

  WO2022076383A1

文献信息

• DIHYDROPYRIDAZINE-3,5-DIONE DERIVATIVE AND PHARMACEUTICALS CONTAINING THE SAME
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：US20160002251A1

  公开（公告）日：2016-01-07

  The present invention provides a dihydropyridazine-3,5-dione derivative or a salt thereof, or a solvate of the compound or the salt, a pharmaceutical drug, a pharmaceutical composition, a sodium-dependent phosphate transporter inhibitor, and a preventive and/or therapeutic agent for hyperphosphatemia, secondary hyperparathyroidism, chronic renal failure, chronic kidney disease, and arteriosclerosis associated with vascular calcification comprising the compound as an active ingredient, and a method for prevention and/or treatment.

  本发明提供了一种二氢吡啶嗪-3,5-二酮衍生物或其盐，或化合物或盐的溶剂化合物，一种药物，一种药物组合物，一种钠依赖性磷酸盐转运体抑制剂，以及作为活性成分的化合物的高磷血症、继发性甲状旁腺功能亢进症、慢性肾功能衰竭、慢性肾病和与血管钙化相关的动脉硬化的预防和/或治疗剂，以及预防和/或治疗的方法。
• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS D'HISTONE DEACETYLASE
  申请人：METHYLGENE INC

  公开号：WO2005030704A1

  公开（公告）日：2005-04-07

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  这项发明涉及抑制组蛋白去乙酰化酶。该发明提供了抑制组蛋白去乙酰化酶酶活性的化合物和方法。该发明还提供了治疗细胞增殖性疾病和症状的组合物和方法。
• Arylamines for the treatment of conditions associated with gsk-3
  申请人：Berg Stefan

  公开号：US20060052396A1

  公开（公告）日：2006-03-09

  The present invention relates to new compounds of formula (I) wherein Z, Y, X, P, Q, R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , A, m and n are defined as in any one of claims 1 to 3, a process for their preparation and new intermediates prepared therein, pharmaceutical formulations containing said therapeutically active compounds and to the use of said active compounds for the treatment of conditions associated with glycogens synthase kinase-3 (GSK3).

  本发明涉及具有公式（I）的新化合物，其中Z、Y、X、P、Q、R、R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、A、m和n的定义如权利要求1至3中的任意一项，以及制备它们的过程和其中制备的新中间体，含有所述治疗活性化合物的制药配方以及使用所述活性化合物治疗与糖原合酶激酶-3（GSK3）相关的疾病的方法。
• Substituted Biphenyl Derivative
  申请人：Kurata Hitoshi

  公开号：US20070275968A1

  公开（公告）日：2007-11-29

  The present invention relates to a biaryl derivative or a pharmacologically acceptable salt thereof having an excellent collagen-synthesis inhibition activity. A biaryl derivative having a structure represented by the following General Formula (I) or a pharmacologically acceptable salt thereof: wherein R 1 represents a C 6 -C 10 aryl group which is substituted with one to three group(s) each independently selected from the group consisting of a group defined by formula R-L-, a di-(C 1 -C 6 alkyl)amino group, a di-(C 1 -C 6 alkyl)aminosulfonyl group, a hydroxyaminocarbonyl group, and a halogen atom, and so on; R represents a C 1 -C 6 alkyl group, and so on; L represents a sulfonyl group, an aminosulfonyl group, or a sulfonylamino group, and so on; R 2 represents a hydrogen atom, and so on; A represents a group defined by formula (II), (III), or (IV); R 3 represents a C 1 -C 6 alkyl group, and so on; and R 4 represents a C 1 -C 6 alkyl group, and so on.

  本发明涉及一种具有优异的胶原合成抑制活性的双芳基衍生物或其药学上可接受的盐。一种具有以下通式（I）所表示的结构或其药学上可接受的盐的双芳基衍生物：其中，R1代表一个C6-C10芳基基团，该基团被一个或三个独立选择的基团所取代，所述基团由公式R-L-、二（C1-C6烷基）氨基基团、二（C1-C6烷基）氨基磺酰基团、羟胺基甲酰基团、卤素原子等组成；R代表C1-C6烷基基团等；L代表磺酰基、氨基磺酰基或磺酰胺基等基团；R2代表氢原子等；A代表由公式（II）、（III）或（IV）所定义的基团；R3代表C1-C6烷基基团等；R4代表C1-C6烷基基团等。
• Inhibitors of Histone Deacetylase
  申请人：Moradei Oscar

  公开号：US20080132459A1

  公开（公告）日：2008-06-05

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  本发明涉及抑制组蛋白去乙酰化酶的方法。本发明提供了抑制组蛋白去乙酰化酶酶活性的化合物和方法。本发明还提供了用于治疗细胞增殖性疾病和病状的组合物和方法。