4-(2-iodo-5-methoxyphenyl)-2-butanone | 99254-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(2-iodo-5-methoxyphenyl)-2-butanone
• 英文别名: 4-(2-iodo-5-methoxyphenyl)butan-2-one；1-(2-iodo-5-methoxyphenyl)butane-3-one
• CAS: 99254-53-2
• 化学式: C₁₁H₁₃IO₂
• 分子量: 304.128
• InChiKey: RPZRPEAONLVFLV-UHFFFAOYSA-N

物化性质

• 熔点：
  48-49 °C
• 沸点：
  344.2±32.0 °C(Predicted)
• 密度：
  1.532±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-iodo-5-methoxyphenyl)-2-butanone 在 乙酸铵 、 盐酸 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 2-Iodo-5-methoxy-α-methylbenzenepropanamine
  参考文献：
  名称：

  Aralykyl (arylethynyl)aralkyl amines and their use as vasodilators and

  摘要：

  公式（I）的乙炔化合物：##STR1## 其中Y，m，R.sup.1，R.sup.2，q，Alk，R.sup.3，n和R.sup.4如本文所定义，Ar.sup.1和Ar.sup.2是芳香族，包括公式（I）的盐和铵衍生物，在治疗心绞痛、高血压和心律不齐方面具有作用。药物组合物、使用方法、合成方法和新颖中间体也是该发明的一部分。

  公开号：

  US04661635A1
• 作为产物：
  描述：

  1-(3-甲氧基苯基)-丁烷-3-酮 在 碘 、 silver(I) acetate 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以82%的产率得到4-(2-iodo-5-methoxyphenyl)-2-butanone
  参考文献：
  名称：

  2-Ethynylbenzenealkanamines. A new class of calcium entry blockers

  摘要：

  A series of 2-(aryl- or alkylethynyl)benzenealkanamines were synthesized. They exhibit antihypertensive activity in spontaneously hypertensive rats and coronary vasodilator activity with minimal negative inotropic activity in the "Langendorff" guinea pig heart in vitro. They have been shown to exert their activity by inhibition of Ca2+ influx across cell membranes. Optimal activity is found among the N-(arylethyl)-5-methoxy-alpha-methyl-2-(phenylethynyl)ben zeneethanamines and -propanamines.

  DOI：

  10.1021/jm00398a023

文献信息

• Acetylene amines and their use as vasodilators and antihypertensives
  申请人：McNeilab, Inc.

  公开号：US04725602A1

  公开（公告）日：1988-02-16

  Acetylenes of the following formula (I): ##STR1## wherein Y, m, R.sup.1, R.sup.2, R.sup.3, n and R.sup.4 are defined herein and R.sup.5 is hydrogen, alkyl, cycloalkyl or substituted alkyl are useful vasodilators and antihypertensives.

  以下式子的乙炔类化合物（I）：##STR1## 其中Y，m，R.sup.1，R.sup.2，R.sup.3，n和R.sup.4的定义如本文所述，R.sup.5为氢，烷基，环烷基或取代烷基，具有血管扩张和降压作用。
• Methods for the treatment of angina
  申请人：McNeilab, Inc.

  公开号：US04960798A1

  公开（公告）日：1990-10-02

  Acetylene compounds of the formula (I): ##STR1## wherein Y, R.sub.1, R.sub.2 R.sub.3, and R.sub.4 are as described herein, m is 0-3, n is 0-2 and Ar is phenyl or an aromatic heterocycle are disclosed. The compounds possess anti-hypertensive and anti-anginal properties and may be used in the treatment of humans. Methods for the preparation and use of such acetylene compounds are also disclosed.

  公开了式子（I）的乙炔化合物：##STR1## 其中Y，R.sub.1，R.sub.2，R.sub.3和R.sub.4如此描述，m为0-3，n为0-2，Ar为苯基或芳香杂环。这些化合物具有抗高血压和抗心绞痛特性，可用于人类的治疗。还公开了制备和使用这种乙炔化合物的方法。
• Methods for the treatment of hypertension
  申请人：McNeilab, Inc.

  公开号：US04898889A1

  公开（公告）日：1990-02-06

  Acetylene compounds of the formula (I): ##STR1## wherein Y, R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are as described herein, m is 0-3, n is 0-2 and Ar is phenyl or an aromatic heterocycle are disclosed. The compounds possess antihypertensive and anti-anginal properties and may be used in the treatment of humans. Methods for the preparation and use of such acetylene compounds are also disclosed.

  公开了化学式(I)的乙炔化合物：##STR1## 其中Y，R.sub.1，R.sub.2，R.sub.3和R.sub.4如本文所述，m为0-3，n为0-2，Ar为苯或芳香族杂环。这些化合物具有降压和抗心绞痛的特性，可用于人类的治疗。还公开了制备和使用这些乙炔化合物的方法。
• Palladium‐Catalyzed Defluorinative Coupling of Difluoroalkenes and Aryl Boronic Acids for Ketone Synthesis
  作者：Guangwu Sun、Herui Liu、Xiu Wang、Wenbo Zhang、Wenjun Miao、Qinyu Luo、Bing Gao、Jinbo Hu

  DOI：10.1002/anie.202213646

  日期：2023.1.2

  A palladium-catalyzed defluorinative coupling reaction of gem-difluoroalkenes and aryl boronic acids affords ketones with an α-all-carbon quaternary center. The vinyl difluoromethylene motif serves as an in situ carbonyl precursor that is unprecedented in transition-metal-catalyzed coupling reactions. The key difluoroalkyl palladium(II) RCF2−PdII intermediate and related organometallic species were

  钯催化的偕二氟烯烃和芳基硼酸的脱氟偶联反应提供了具有 α-全碳季中心的酮。乙烯基二氟亚甲基基序用作原位羰基前体，这在过渡金属催化的偶联反应中是前所未有的。关键的二氟烷基钯 (II) RCF 2 -Pd II中间体和相关的有机金属物种得到了充分表征。
• Palladium-catalyzed intramolecular annulation of difluoroalkenes to difluoro- and trifluoromethylated indane analogs
  作者：Yongxi Li、Guangwu Sun、Xihang He、Honggui Lv、Bing Gao

  DOI：10.1016/j.jfluchem.2023.110115

  日期：2023.5

  An intramolecular annulation strategy has been developed for the synthesis of fluoroalkylated indane-type analogs. The difluoromethyl and trifluoromethyl functional motifs could be derived from gem-difluoroalkenes through this palladium-catalyzed reaction. This method is also extendable to other fluoroalkenes and multi-component reactions.

  已经开发了一种用于合成氟烷基化茚满类类似物的分子内环化策略。通过这种钯催化的反应，二氟甲基和三氟甲基功能基序可以衍生自偕二氟烯烃。该方法也可扩展到其他氟代烯烃和多组分反应。