4-chlorocinnamic acid succinimido ester | 155393-79-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-chlorocinnamic acid succinimido ester
• 英文别名: 4-Chlorocinnamic acid N-hydroxysuccinimide ester；(2,5-dioxopyrrolidin-1-yl) (E)-3-(4-chlorophenyl)prop-2-enoate
• CAS: 155393-79-6
• 化学式: C₁₃H₁₀ClNO₄
• 分子量: 279.68
• InChiKey: YFTIPTZTHRBWKW-FPYGCLRLSA-N

物化性质

• 沸点：
  417.6±47.0 °C(predicted)
• 密度：
  1.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chlorocinnamic acid succinimido ester 在 三氟化硼乙醚 、 氢溴酸 、 溶剂黄146 、 三氟乙酸 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 87.0h， 生成 Nα-[4-chlorocinnamoyl-L-alanyl-D-isoglutaminyl]-L-lysine
  参考文献：
  名称：

  CHEMICAL SYNTHESIS AND ANTI-TUMOR AND ANTI-METASTATIC EFFECTS OF DUAL FUNCTIONAL CONJUGATE

  摘要：

  公开号：

  EP2612857B1
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 对氯肉桂酸 以 二氯甲烷 为溶剂， 生成 4-chlorocinnamic acid succinimido ester
  参考文献：
  名称：

  Derivatives of tetrapeptides as CCK agonists

  摘要：

  公式（I）的选择性和有效的Type-A CCK受体激动剂为：X--Y--Z--Q（I）或其药学上可接受的盐，其中，X选自##STR1##，Y选自##STR2##，Z为##STR3##，Q为##STR4##或其药学上可接受的盐，可用于治疗胃肠道疾病（包括胆囊疾病）、中枢神经系统疾病、胰岛素相关疾病和疼痛，以及食欲调节。

  公开号：

  US05270302A1

文献信息

• Amino acid analog CCK antagonists
  申请人：Abbott Laboratories

  公开号：US05346907A1

  公开（公告）日：1994-09-13

  Analogs of CCK-tetrapeptides, which analogs have the formula ##STR1## wherein A, B, D, R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are specifically defined, having activity as CCK antagonists, useful in the treatment or prevention of disorders of the gastrointestinal, central nervous, appetite regulating or pain regulating systems.

  CCK-四肽类似物，其分子式为##STR1##其中A、B、D、R.sup.1、R.sup.2、R.sup.3和R.sup.4具体定义，具有作为CCK拮抗剂的活性，在治疗或预防胃肠、中枢神经、食欲调节或疼痛调节系统的紊乱中有用。
• Acrylamide derivatives as antirussive agent
  申请人：DOMPE' FARMACEUTICI S.p.A.

  公开号：EP0581165A2

  公开（公告）日：1994-02-02

  Acrylic amides having the formula wherein Ar represents a pyridyl radical or an optionally substituted benzyl radical; Ra represents hydrogen, lower alkyl, phenyl, cyano; Q represents the tropyl or quinuclidinyl radicals optionally N-oxo substituted, are described. The compounds of formula (I) show antitussive activity.

  丙烯酸酰胺的化学式为 其中 Ar 代表吡啶基或任选取代的苄基；Ra 代表氢、低级烷基、苯基、氰基；Q 代表任选被 N-氧代取代的托品基或喹啉基。 式（I）化合物具有抗呕吐活性。
• Development of potent and selective CCK-A receptor agonists from Boc-CCK-4: tetrapeptides containing Lys(N.epsilon.)-amide residues
  作者：Kazumi Shiosaki、Chun Wel Lin、Hana Kopecka、Richard A. Craig、Bruce R. Bianchi、Thomas R. Miller、David G. Witte、Michael Stashko、Alex M. Nadzan

  DOI：10.1021/jm00089a010

  日期：1992.5

  A series of Boc-CCK-4 derivatives represented by the general structure Boc-Trp-Lys(N(epsilon)-COR)-Asp-Phe-NH2, where R is an aromatic, heterocyclic, or aliphatic group, are potent and selective CCK-AT receptor agonists. These amide-bearing compounds complement the previously described urea-based tetrapeptides (Shiosaki et al. J. Med. Chem. 1991, 34, 2837-2842); structure-activity studies revealed parallel as well as divergent trends between these two series. A significant correlation was observed between pancreatic binding affinity and the resonance constant R of the phenyl substituent in one particular series of derivatives. Sulfation of phenolic amides appended onto the epsilon-amino group of the lysine did not affect affinity for the CCK-AT receptor in contrast to the 500-fold increase in binding potency observed upon sulfation of CCK-8, suggesting that the lysine appendage and the sulfated tyrosine in CCK-8, both key structural elements that impart high affinity for the CCK-A receptor, are interacting differently with the receptor. The amide-bearing tetrapeptides are full agonists relative to CCK-8 in stimulating pancreatic amylase release while being partial agonists in eliciting phosphoinositide (PI) hydrolysis. Both effects were blocked by selective CCK-A receptor antagonists.
• Substrate Specificity of Chalcone Synthase:  Enzymatic Formation of Unnatural Polyketides from Synthetic Cinnamoyl-CoA Analogues
  作者：Ikuro Abe、Hiroyuki Morita、Ayumi Nomura、Hiroshi Noguchi

  DOI：10.1021/ja0027113

  日期：2000.11.1
• EP0449884A4
  申请人：——

  公开号：EP0449884A4

  公开（公告）日：1991-10-30