2-(2-chloroethyl)benzoyl chloride | 7274-47-7

• 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: 2-(2-chloroethyl)benzoyl chloride
• 英文别名: 2-(chloroethyl)benzoyl chloride；2-(2-chloro-ethyl)-benzoyl chloride；2-(2-Chlor-aethyl)-benzoylchlorid；2-(2-chloroethyl)-benzoyl chloride；2-<β-Chlor-ethyl>-benzoylchlorid；2-<2-Chlor-ethyl>-benzoylchlorid
• CAS: 7274-47-7
• 化学式: C₉H₈Cl₂O
• 分子量: 203.068
• InChiKey: PKRRIFLRGGRFQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-chloroethyl)benzoyl chloride 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 10-methoxy-5,6a,7,8,13,13b-hexahydro-6H-13-aza-indeno[1,2-c]phenanthrene
  参考文献：
  名称：

  Dopamine/serotonin receptor ligands. Part 15: Oxygenation of the benz-indolo-azecine LE 300 leads to novel subnanomolar dopamine D1/D5 antagonists

  摘要：

  Relying on the high affinities of the benz-indolo-azecine LE 300 (1) and the hydroxylated dibenz-azecine LE 404 (2b) for the D-1/D-5 receptor subtypes, we synthesized methoxylated, hydroxylated and an indole-N methylated derivatives of 1 (Fig. 1). Hydroxylation of azecine derivatives is beneficial with regard to the affinities and selectivities for all the dopamine receptor subtypes. The 'serotonin-derived' 3-oxygenated target compounds but not the 11-oxygenated analogues were superior to the unsubstituted LE 300. 11-Methoxy-7,14-dimethyl-6,7,8,9,14,15-hexahydro-5H-indolo[3,2-f[3]bcnzazecine (3e) was found to be the most potent antagonist at D-2/D-3/D-4 and D-5 receptor subtypes (K-i for D-5=0.23 nmol) of all known benz-indolo-azecines. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.093
• 作为产物：
  描述：

  2-(2-羟基乙基)苯甲酸 在 氯化亚砜 作用下， 生成 2-(2-chloroethyl)benzoyl chloride
  参考文献：
  名称：

  Wegler; Frank, Chemische Berichte, 1937, vol. 70, p. 1279,1285

  摘要：

  DOI：

文献信息

• A Novel Non-phenolic Dibenzazecine Derivative with Nanomolar Affinities for Dopamine Receptors
  作者：Dina Robaa、Shams ElDin AbulAzm、Jochen Lehmann、Christoph Enzensperger

  DOI：10.1002/cbdv.201000317

  日期：2011.3

  phenolic group. A novel dibenzazecine derivative was prepared, with methylenedioxy moiety, connecting C(2) amd C(3), instead of the 3-OH group. The newly synthesized derivative 3 showed high affinities similar to the lead LE404, displaying nanomolar affinities for all dopamine receptor subtypes. Its dibrominated derivative 4, though exhibiting almost a fivefold decrease in affinities, still displayed

  Dibenzazecines是一类新的多巴胺受体拮抗剂，其特征是其高亲和力以及对D（1）选择性的倾向。迄今为止，最活跃的二苯甲ze嗪本质上是酚类的。发现3-OH取代基产生最高的亲和力。然而，由于酚基团赋予的不良的药代动力学特性，这些化合物的酚性质主要使其不适用于体内应用。制备了一种新的二苯并was庚因衍生物，其具有亚甲基二氧基部分，而不是3-OH基连接C（2）和C（3）。新合成的衍生物3显示出与LE404相似的高亲和力，对所有多巴胺受体亚型均表现出纳摩尔亲和力。它的二溴代衍生物4虽然亲和力下降了将近五倍，除D（4）外，所有多巴胺受体仍显示纳摩尔浓度。在功能性Ca（2+）分析中，发现化合物3和4都具有对多巴胺受体的拮抗特性。
• NOVEL AZACYCLYL-SUBSTITUTED ARYLDIHYDROISOQUINOLINONES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS MEDICAMENTS
  申请人：SCHWINK Lothar

  公开号：US20090264403A1

  公开（公告）日：2009-10-22

  The invention relates to azacyclyl-substituted aryldihydroisoquinolinones and their derivatives, and their physiologically tolerated salts and physiologically functional derivatives, their preparation, medicaments comprising at least one azacyclyl-substituted aryldihydroisoquinolinone of the invention or its derivative, and the use of the azacyclyl-substituted aryidihydroisoquinolinones of the invention and their derivatives as MCH antagonists.

  本发明涉及含氮杂环取代的芳基二氢异喹啉酮及其衍生物、其生理上可耐受的盐和生理功能衍生物、其制备方法、包含本发明中至少一种含氮杂环取代的芳基二氢异喹啉酮或其衍生物的药物以及将本发明中的含氮杂环取代的芳基二氢异喹啉酮及其衍生物用作MCH拮抗剂。
• NOVEL AMINOALCOHOL-SUBSTITUTED ARYLDIHYDROISOQUINOLINONES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS MEDICAMENTS
  申请人：SCHWINK Lothar

  公开号：US20090082391A1

  公开（公告）日：2009-03-26

  The invention relates to aminoalcohol-substituted aryldihydroisoquinolinones and their derivatives, and their physiologically tolerated salts and physiologically functional derivatives, their preparation, medicaments comprising at least one aminoalcohol-substituted aryldihydroisoquinolinone of the invention or its derivative, and the use of the aminoalcohol-substituted aryldihydroisoquinolinones of the invention and their derivatives as MCH antagonists.

  本发明涉及氨基醇取代的芳基二氢异喹啉酮及其衍生物，以及其生理耐受盐和生理功能衍生物、其制备方法、至少包含本发明中的一种氨基醇取代的芳基二氢异喹啉酮或其衍生物的药物，以及将本发明中的氨基醇取代的芳基二氢异喹啉酮及其衍生物用作MCH拮抗剂的用途。
• Dopamine/Serotonin Receptor Ligands. 13:  Homologization of a Benzindoloazecine-Type Dopamine Receptor Antagonist Modulates the Affinities for Dopamine D₁−D₅ Receptors
  作者：Christoph Enzensperger、Jochen Lehmann

  DOI：10.1021/jm060213k

  日期：2006.10.1

  Enlarging the 10-membered ring of 7-methyl-6,7,8,9,14,15-hexahydro-5H-indolo[3,2-f][3] benzazecine (1, LE 300) yielded two homologue antagonists. Their affinities and inhibitory activities at D-1-D-5 receptors were measured by radioligand binding experiments and a functional Ca2+ assay. Compared to 1, phenylpropyl homologue 3 was superior in selectivity and affinity for the D5 subtype (K-i = 0.6 nM), whereas the affinity of the indolylpropyl homologue 2 for all subtypes decreased. Compounds 2, 3, 10, 11, 17, and 18 are derivatives of novel heterocyclic ring systems.
• ODASSO G.; WINTERS G.; SCHIATTI P.; SELVA D.; NATHANSOHN G., FARMACO ED. SCI., 1977, 32, NO 3, 159-172
  作者：ODASSO G.、 WINTERS G.、 SCHIATTI P.、 SELVA D.、 NATHANSOHN G.

  DOI：——

  日期：——