7-chloro-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one | 66820-85-7

• 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: 7-chloro-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one
• 英文别名: 7-Chlor-1-(toluol-4-sulfonyl)-2,3-dihydro-1H-chinolin-4-on；7-Chloro-1-(4-methylbenzene-1-sulfonyl)-2,3-dihydroquinolin-4(1H)-one；7-chloro-1-(4-methylphenyl)sulfonyl-2,3-dihydroquinolin-4-one
• CAS: 66820-85-7
• 化学式: C₁₆H₁₄ClNO₃S
• 分子量: 335.811
• InChiKey: ARVPKFVFFOOGKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  7-chloro-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one 在 碘 、 silver nitrate 作用下， 生成 8-Chloro-4,4-dimethoxy-1-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepine-5-carbonitrile
  参考文献：
  名称：

  Ring-expansion by a wittig-prévost sequence

  摘要：

  DOI：

  10.1016/s0040-4039(00)83880-0
• 作为产物：
  描述：

  methyl N-(3-chlorophenyl)-β-alaninate 在 吡啶 、 盐酸 、 三氯化铝 、 五氯化磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.33h， 生成 7-chloro-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one
  参考文献：
  名称：

  Structure-activity relationships of antimalarial indolo[3,2-c]quinolines [1, 2]

  摘要：

  Structure-activity relationships have been ascertained and chemical methodology developed for a series of antimalarial 3-chloroindolo[3,2-c]quinoline-5-oxides. The basic side chain as well as the ring N-oxide are critical for antimalarial activity as is a bromine or chlorine in position 3. Substitution at positions 7, 8, 9, 10 is not essential, although the most potent analog in our studies was the 8-nitro compound 4vv.

  DOI：

  10.1016/0223-5234(93)90036-e

文献信息

• Novel Tacrine Analogues for Potential Use against Alzheimer's Disease:  Potent and Selective Acetylcholinesterase Inhibitors and 5-HT Uptake Inhibitors
  作者：Maureen T. MKenna、George R. Proctor、Louise C. Young、Alan L. Harvey

  DOI：10.1021/jm970150t

  日期：1997.10.1

  synthesized and tested for their ability to inhibit acetylcholinesterase, butyrylcholinesterase, and neuronal uptake of 5-HT (serotonin) and noradrenaline. Changes in the size of the carbocyclic ring of tacrine produced modest potency against cholinesterase enzymes. Addition of a fourth ring resulted in compounds with marked selectivity for acetylcholinesterase (AChE) over butyrylcholinesterase (BChE):

  已经合成了几种新的他克林类似物，并测试了它们抑制乙酰胆碱酯酶，丁酰胆碱酯酶以及5-HT（5-羟色胺）和去甲肾上腺素的神经元摄取的能力。他克林碳环大小的变化产生了适度的针对胆碱酯酶的效力。第四个环的加成导致化合物对乙酰胆碱酯酶（AChE）的选择性比对丁酰胆碱酯酶（BChE）的选择性高：例如6-氨基-4,5-苯并-5H-环戊[1,2-b]-喹啉（14a）具有针对AChE的IC50为0.35 microM，针对BChE的IC50为3.1 microM。一些四环化合物作为神经元摄取5-羟色胺的抑制剂的活性比他克林高100-400倍，特别是13-氨基-6,7-二氢-5H-苯并-[3,4]环庚[1,2-b]喹啉（18），其IC50为20 nM。这些化合物有望促进胆碱能和单胺能传递。他们应该对记忆障碍模型进行研究。
• Phosphate transport inhibitors
  申请人：Jozefiak H. Thomas

  公开号：US20070021509A1

  公开（公告）日：2007-01-25

  Disclosed are compounds which have been identified as inhibitors of phosphate transport. Many of the compounds are represented by Structural Formula (I): Ar 1 —W—X—Y—Ar 2 ; or a pharmaceutically acceptable salt thereof. Ar 1 and Ar 2 are independently a substituted or unsubstituted aryl group or an optionally substituted five membered or six membered non-aromatic heterocylic group fused to an optionally substituted monocylic aryl group. W and Y are independently a covalent bond or a C1-C3 substituted or unsubstituted alkylene group. X is a heteroatom-containing functional group, an aromatic heterocyclic group, substituted aromatic heterocyclic group, non-aromatic heterocyclic group, substituted non-aromatic heterocyclic group, an olefin group or a substituted olefin group. Also disclosed are methods of treating a subject with a disease associated with hyperphosphatemia, as well as a disease mediated by phosphate-transport function. The methods comprise the step of administering an effective amount of the one of the compounds described above.

  本发明涉及已被鉴定为磷酸盐转运抑制剂的化合物。其中许多化合物由结构式（I）表示：Ar1-W-X-Y-Ar2；或其药学上可接受的盐。其中，Ar1和Ar2独立地为取代或未取代的芳基团或可选取代的五元或六元非芳基杂环团与可选取代的单环芳基团融合。W和Y独立地为共价键或C1-C3取代或未取代的烷基链。X为含杂原子的官能团、芳基杂环团、取代的芳基杂环团、非芳基杂环团、取代的非芳基杂环团、烯烃基或取代的烯烃基。本发明还涉及治疗与高磷血症相关的疾病以及由磷酸盐转运功能介导的疾病的方法。该方法包括给予上述化合物之一的有效量。
• McHugh, Michael; Proctor, George R., Journal of Chemical Research, Miniprint, 1984, # 8, p. 2230 - 2253
  作者：McHugh, Michael、Proctor, George R.

  DOI：——

  日期：——
• Cyclization Studies in the Quinoline Series. A New Synthesis of 4-Aminoquinolines
  作者：William S. Johnson、Eugene L. Woroch、Bennett G. Buell

  DOI：10.1021/ja01174a001

  日期：1949.6
• A New Synthesis of Chloroquine
  作者：William S. Johnson、Bennett G. Buell

  DOI：10.1021/ja01138a014

  日期：1952.9