ethyl 2-[2-(aminosulfonyl)-4-chloroanilino]-2-oxoacetate | 61006-27-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-[2-(aminosulfonyl)-4-chloroanilino]-2-oxoacetate
• 英文别名: (4-chloro-2-sulfamoyl-phenyl)-oxalamic acid ethyl ester；ethyl 2-(4-chloro-2-sulfamoylanilino)-2-oxoacetate
• CAS: 61006-27-7
• 化学式: C₁₀H₁₁ClN₂O₅S
• 分子量: 306.727
• InChiKey: XPVBDBRXDNHEKJ-UHFFFAOYSA-N

物化性质

• 熔点：
  191-192 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 密度：
  1.534±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-[2-(aminosulfonyl)-4-chloroanilino]-2-oxoacetate 生成 ethyl 7-chloro-2H-benzo[e][1,2,4]thiadiazine-3-carboxylate 1,1-dioxide
  参考文献：
  名称：

  Synthesis of 2h- 1,2,4- benzothiadiazine- 3-carboxylic acid 1,1-dioxide derivatives from 2-sulfamoyloxanilic acid esters

  摘要：

  DOI：

  10.1007/bf00510105
• 作为产物：
  描述：

  N-[(4-chlorophenyl)carbamoyl]sulfamoyl chloride 在 aluminum (III) chloride 、 硫酸 、 三乙胺 作用下， 以 水 为溶剂， 生成 ethyl 2-[2-(aminosulfonyl)-4-chloroanilino]-2-oxoacetate
  参考文献：
  名称：

  Synthesis and pharmacological activity of N-(2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl)-4H-1,2,4-benzothiadiazine-3-carboxamides 1,1-dioxides on rat uterus, rat aorta and rat pancreatic β-cells

  摘要：

  N-(2,2-Dimethyl-3,4-dihydro-2H-1-benzopyran-4-yl)-4H-1,2,4-benzothiadiazine-3-carboxamides 1,1-dioxides were prepared and evaluated on rat uterus, rat aortic rings and rat pancreatic beta-cells. Pharmacological studies conducted on rat uterus indicated that several of these original hybrid compounds displayed a strong myorelaxant activity. The most active compounds hold a bromine atom at the 6-position of the dihydrobenzopyran ring. Moreover, the compounds failed to display a marked inhibitory effect on insulin secretion and vascular myogenic activity. These features suggest that the 6-bromo compounds could be relatively selective towards the uterine smooth muscle. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.011

文献信息

• Design, synthesis, and SAR of cis-1,2-diaminocyclohexane derivatives as potent factor Xa inhibitors. Part II: Exploration of 6–6 fused rings as alternative S1 moieties
  作者：Kenji Yoshikawa、Shozo Kobayashi、Yumi Nakamoto、Noriyasu Haginoya、Satoshi Komoriya、Toshiharu Yoshino、Tsutomu Nagata、Akiyoshi Mochizuki、Kengo Watanabe、Makoto Suzuki

  DOI：10.1016/j.bmc.2009.10.024

  日期：2009.12.15

  derivatives possessing a 6–6 fused ring for the S1 moiety were synthesized as novel factor Xa (fXa) inhibitors. The synthesis, structure–activity relationship (SAR), and physicochemical properties are reported herein, together with the discovery of compound 45c, which has potent anti-fXa activity, good physicochemical properties and pharmacokinetic (PK) profiles, including a reduced negative food effect

  合成了一系列具有S1部分6-6稠合环的顺式-1,2-二氨基环己烷衍生物，作为新颖的Xa因子（fXa）抑制剂。本文报道了合成，结构-活性关系（SAR）和理化性质，并发现了具有强大的抗fXa活性，良好的理化性质和药代动力学（PK）的化合物45c，包括降低的不良食物效应。
• PETYUNIN P. A.; PETYUNIN G. P.; BONDARCHUK I. I.; KOLESNIKOVA T. A., XIMIYA GETEROTSIKL. SOEDIN. <KGSS-AQ>, 1976, HO 8, 1056-1059
  作者：PETYUNIN P. A.、 PETYUNIN G. P.、 BONDARCHUK I. I.、 KOLESNIKOVA T. A.

  DOI：——

  日期：——