4-甲磺酰基苯乙酮 | 68793-19-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲磺酰基苯乙酮
• 英文名称: 4-acetyl-N-methylbenzenesulfonamide
• CAS: 68793-19-1
• 化学式: C₉H₁₁NO₃S
• mdl: MFCD02261909
• 分子量: 213.257
• InChiKey: JAYNQWDHBPWEMB-UHFFFAOYSA-N

物化性质

• 沸点：
  366.8±44.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)
• 保留指数：
  1973

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲磺酰基苯乙酮 在 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 生成 4-(1-(2-(2,4-difluorophenyl)-2-oxoethyl)-4-methyl-2,5-dioxoimidazolidin-4-yl)-N-methylbenzenesulfonamide
  参考文献：
  名称：

  Optimization of Hydantoins as Potent Antimycobacterial Decaprenylphosphoryl-β-d-Ribose Oxidase (DprE1) Inhibitors

  摘要：

  In search of novel drugs against tuberculosis, we previously discovered and profiled a novel hydantoin-based family that demonstrated highly promising in vitro potency against Mycobacterium. tuberculosis. The compounds were found to be noncovalent inhibitors of DprE1, a subunit of decaprenylphosphoryl-beta-D-ribose-2'-epimerase. This protein, localized in the periplasmic space of the mycobacterial cell wall, was shown to be an essential and vulnerable antimycobacterial drug target. Here, we report the further SAR exploration of this chemical family through more than 80 new analogues. Among these, the most active representatives combined submicromolar cellular potency and nanomolar target affinity with balanced physicochemical properties and low human cytotoxicity. Moreover, we demonstrate in vivo activity in an acute Mtb infection model and provide further proof of DprE1 being the target of the hydantoins. Overall, the hydantoin family of DprE1 inhibitors represents a promising noncovalent lead series for the discovery of novel antituberculosis agents.

  DOI：

  10.1021/acs.jmedchem.0c00107
• 作为产物：
  描述：

  4-乙酰基苯磺酰氯 、 盐酸甲胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以37 %的产率得到4-甲磺酰基苯乙酮
  参考文献：
  名称：

  [EN] FUSED HETEROCYCLIC DERIVATIVES
  [FR] DÉRIVÉS HÉTÉROCYCLIQUES FUSIONNÉS

  摘要：

  该申请描述了融合杂环衍生物化合物，包括这些化合物的制药组合物，制备这些化合物的化学过程以及它们在治疗与HBV感染相关的疾病中的用途。

  公开号：

  WO2022253259A1
• 作为试剂：
  描述：

  4-乙酰基苯磺酰氯 、 sodium 4-acetylbenzenesulfonate 、 甲胺 在 盐酸 、 4-甲磺酰基苯乙酮 、 乙醇 作用下， 反应 16.5h， 生成 4-甲磺酰基苯乙酮
  参考文献：
  名称：

  [Amino sulfonyl-2-oxo-nicotinyl]derivatives of cephalosporin

  摘要：

  本发明提供了一种具有广谱抗菌效用的N-[6-[(氨基磺酰)苯基]-1,2-二氢-2-氧基吡啶基]青霉素和头孢菌素类化合物的新型有机酰胺化合物，其方法为(a)用相应的N-6-[(氨基磺酰)苯基]-1,2-二氢-2-氧基吡啶酸的反应性衍生物与适当的青霉素或头孢菌素的游离氨基酸或酸盐或硅化衍生物或其复合物反应，或(b)用相应的D-N-[6-[(氨基磺酰)苯基]-1,2-二氢-2-氧基吡啶基]-2-取代甘氨酸的反应性衍生物与游离氨基酸6-氨基青霉烷酸、7-氨基头孢菌烷酸、7-氨基-3-甲基头孢-3-乙烯-4-羧酸或相关化合物或酸盐或硅化衍生物反应。还公开了含有该化合物的制药组合物和使用该组合物治疗感染的方法。

  公开号：

  US04137408A1

文献信息

• [EN] HETEROARYL NITRILE COMPOUNDS USEFUL AS INHIBITORS OF CATHEPSIN-S<br/>[FR] COMPOSÉS D'HÉTÉROARYL-NITRILE UTILES COMME INHIBITEURS DE CATHEPSINE-S
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2011109470A1

  公开（公告）日：2011-09-09

  Disclosed are Cathepsin-S reversible inhibitor compounds of the formula (I) which are useful in the treatment of autoimmune and other diseases. Also disclosed are pharmaceutical compositions containing the same, and methods of making and using the same.

  揭示了具有以下化学式（I）的Cathepsin-S可逆抑制剂化合物，可用于治疗自身免疫和其他疾病。还揭示了含有这些化合物的药物组合物，以及制备和使用这些化合物的方法。
• CYCLIC TERTIARY AMINE COMPOUND
  申请人：Sankyo Company, Limited

  公开号：EP1632488A1

  公开（公告）日：2006-03-08

  The present invention provides a cyclic tertiary amine compound which is capable of inhibiting the production of inflammatory cytokines. It is either a compound having a structure represented by the following general formula (I): (wherein A represents an optionally substituted trivalent group derived from pyrimidine, pyrrole, or the like; R1 represents an aryl or a heteroaryl group which may optionally be substituted; R2 represents a heteroaryl group which may optionally be substituted; and R3 represents a cyclic tertiary amino group) or a pharmacologically acceptable salt of the compound.

  本发明提供了一种能够抑制炎症细胞因子产生的环状三级胺化合物。它是具有以下一般式(I)所表示结构的化合物：（其中A表示从嘧啶、吡咯等衍生的可选择取代的三价基团；R1表示可能被取代的芳基或杂环芳基团；R2表示可能被取代的杂环芳基团；R3表示环状三级胺基团），或该化合物的药理学可接受的盐。
• Novel antibacterial amide compounds and process means for producing the
  申请人：Warner-Lambert

  公开号：US04101661A1

  公开（公告）日：1978-07-18

  Novel organic amide compounds which are N-[6-[(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinyl]penicillin and cephalosporin type compounds having broad spectrum antibacterial utility are provided by (a) reacting the free amino acid of the appropriate penicillin or cephalosporin or the acid salt or silylated derivative or complex thereof with a reactive derivative of the corresponing N-6-[(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinic acid or (b) reacting the free amino acid 6-aminopenicillanic acid, 7-aminocephalosporanic acid, 7-amino-3-methylceph-3-em-4-carboxylic acid or a related compound or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding D-N-[6-[(aminosulfonyl)phenyl]-1,2-dihydro-2-oxonicotinyl]-2-substituted glycine. Pharmaceutical compositions containing said compounds and methods for treating infections using said compositions are also disclosed.

  本发明提供了新型有机酰胺化合物，其为N-[6-[(氨基磺酰)苯基]-1,2-二氢-2-氧基烟酰基]青霉素和头孢菌素类化合物，具有广谱抗菌作用。方法包括(a)将适当的青霉素或头孢菌素自由氨基酸或其酸盐或硅烷衍生物或其复合物与相应的N-6-[(氨基磺酰)苯基]-1,2-二氢-2-氧基烟酸的反应性衍生物反应或(b)将自由氨基酸6-氨基青霉素酸、7-氨基头孢菌烷酸、7-氨基-3-甲基头孢-3-乙烯-4-羧酸或相关化合物或其酸盐或硅烷衍生物与相应的D-N-[6-[(氨基磺酰)苯基]-1,2-二氢-2-氧基烟酰基]-2-取代甘氨酸的反应性衍生物反应。还公开了含有这些化合物的制药组合物以及使用这些组合物治疗感染的方法。
• Sulfonamide-substituted chalcone derivatives and their use to treat diseases
  申请人：Worsencroft J. Kimberly

  公开号：US20050049236A1

  公开（公告）日：2005-03-03

  The invention relates to compounds, pharmaceutical compositions and methods of using compounds of the general formula or its pharmaceutically acceptable salt or ester, wherein the substituents are defined in the application.

  该发明涉及一般式的化合物、药物组成物和使用该化合物的方法，或其药学上可接受的盐或酯，其中取代基在申请中有定义。
• Cyclic tertiary amine compound
  申请人：Kimura Tomio

  公开号：US20070049620A1

  公开（公告）日：2007-03-01

  A cyclic tertiary amine compound which is capable of inhibiting the production of inflammatory cytoines. The compound having a structure represented by the following formula (I): wherein A represents an optionally substituted trivalent group which is benzene, pyrimidine, pyrrole, pyridine, pyridazine, furan, thiopene, pyrazole, imidazole, isoxazole or isothiazole; R 1 represents an aryl or a heteroaryl group, which is unsubstituted or substituted; R 2 represents a heteroaryl group which is unsubtituted or substituted; and R 3 represents a cyclic tertiary amino group, or a pharmacologically acceptable salt of the compound.

  一种环状三级胺化合物，能够抑制炎症细胞因子的产生。该化合物具有以下式子（I）所表示的结构：其中A代表苯、嘧啶、吡咯、吡啶、吡嗪、呋喃、噻吩、吡唑、咪唑、异恶唑或异硫唑的可选取代三价基团；R1代表非取代或取代的芳基或杂环基团；R2代表非取代或取代的杂环基团；R3代表环状三级胺基团，或该化合物的药理学上可接受的盐。