5-氯-1-苯基戊烷-2-酮 | 80086-21-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氯-1-苯基戊烷-2-酮
• 英文名称: 5-chloro-1-phenylpentan-2-one
• 英文别名: 5-chloro-1-phenyl-2-pentanone
• CAS: 80086-21-1
• 化学式: C₁₁H₁₃ClO
• 分子量: 196.677
• InChiKey: XPOWXKAGUKPICO-UHFFFAOYSA-N

物化性质

• 沸点：
  295.2±23.0 °C(Predicted)
• 密度：
  1.090±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  5-氯-1-苯基戊烷-2-酮 、 异丙醇胺 以 乙醇 为溶剂， 以15%的产率得到
  参考文献：
  名称：

  Ionization constants, lipophilicity and biological studies of some novel aryl-(amino or hydroxy)ethyl amino ketones with anti-inflammatory activity

  摘要：

  The synthesized 4-(2'-hydroxy- or 2'-amino-ethyl)amino-butyrophenones or butyrothienones, a novel class of basic, anti-inflammatory compounds, are of interest, since they present major differences compared to the classical (steroidal, non steroidal or immunosuppressive) anti-inflammatory agents. Ionization constants and lipophilicity, expressed as log P, from the octanol/water system, or as R(M) values, from reversed phase thin layer chromatography, were determined and discussed in relation to their structural characteristics. An attempt was made to predict these 2 physicochemical parameters. It was found that both experimental expressions of lipophilicity for the tested basic compounds are in agreement, concerning the influence of functional groups, and that R(M) determination can be used as a fast, convenient and reliable method for the evaluation of the lipophilicity of similar structures. Acute toxicity and anti-inflammatory activity tests, using the adjuvant induced disease (AID) model, were conducted. It is concluded that the tested compounds possess protective, as well as curative properties in AID in rats.

  DOI：

  10.1016/0223-5234(92)90053-4
• 作为产物：
  描述：

  2-Bromo-5-chloro-1-phenyl-pentan-1-one 在 sodium tetrahydroborate 、 三氟化硼乙醚 、 溴 、 碳酸氢钠 作用下， 生成 5-氯-1-苯基戊烷-2-酮
  参考文献：
  名称：

  Talekar, D. G.; Joshi, P. L.; Ramaiah, P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 145 - 151

  摘要：

  DOI：

文献信息

• Direct preparation of benzylic manganese reagents from benzyl halides, sulfonates, and phosphates and their reactions: applications in organic synthesis
  作者：YoungSung Suh、Jun-sik Lee、Seoung-Hoi Kim、Reuben D Rieke

  DOI：10.1016/s0022-328x(03)00500-x

  日期：2003.11

  The use of highly active manganese (Mn)*, prepared by the Rieke method, was investigated for the direct preparation of benzylic manganese reagents. The oxidative addition of the highly active manganese to benzylic halides was easily completed under mild conditions. Moreover, benzylic manganese sulfonates and phosphates were prepared by direct oxidative addition of Mn* to the carbon–oxygen bonds of

  研究了通过Rieke方法制备的高活性锰（Mn）*用于直接制备苄基锰试剂的方法。高活性锰在苄基卤化物中的氧化加成反应很容易在温和的条件下完成。此外，通过将Mn *直接氧化加成到苄基磺酸盐和磷酸盐的碳-氧键上来制备苄基锰磺酸盐和磷酸盐。发现所得的苄基锰试剂与多种亲电试剂发生交叉偶联反应。这些反应大多数在温和条件下在不存在任何过渡金属催化剂的情况下进行。此外，还研究了使用高活性锰制备不含过渡金属催化剂的功能化苄基卤化物的均偶联产物。N-烷氧基羰基吡啶鎓盐。
• Novel Cyclic Phenoxy Compounds and Improved Treatments for Cardiac and Cardiovascular Disease
  申请人：University of Nottingham

  公开号：US20150051270A1

  公开（公告）日：2015-02-19

  A compound of formula I, and its pharmaceutically acceptable salt or salts and physiologically hydrolysable derivatives in free form or salt form: wherein either Q 1 , CR 6a and optionally R 6b together form a cyclic moiety wherein: Q 1 is selected from C 1-2 alkylene, C 1-2 alkenylene, OC 1 alkylene and OC 1 alkenylene moieties optionally substituted by oxo; R 6a is a single bond and R 6b is H; or R 6a and R 6b together form a double bond; and Q 2 and Q 3 are independently selected from H, R 1 and R 2 ; or Q 2 and Q 3 together form a cyclic moiety in which one of Q 2 and Q 3 is a cyclic moiety selected from OC 1 alkylene and OC 1 alkenylene moieties optionally substituted by oxo or a group R 5 as here in below defined for R 2 and the other of Q 2 and Q 3 is a cyclic moiety selected from C 1-2 alkylene, C 1-2 alkenylene and OC 1 alkylene optionally substituted by oxo; R 6a and R 6b are each H or a cyclic moiety as defined above; and Q 1 is selected from H, R 1 and R 2 and a cyclic moiety as defined above; and R 1-4 are H or substituents; Z is selected from linear C 2-3 alkylene; X 3 is NH; R 7-9 are H or substituents; their preparation and novel intermediates, compositions thereof and their use in the prevention or treatment of cardiac and cardiovascular disease and methods for the treatment thereof.

  化学式I的化合物，及其在自由形式或盐形式中的药用可接受盐或盐和生理可水解衍生物： 其中 Q 1 ，CR 6a 和可选的R 6b 共同形成一个环状基团，其中： Q 1 选自C 1-2 烷基，C 1-2 烯基，OC 1 烷基和OC 1 烯基基团，可选择地被氧代取代； R 6a 是一个单键，R 6b 是H；或 R 6a 和R 6b 共同形成一个双键；和 Q 2 和Q 3 分别选自H，R 1 和R 2 ； 或Q 2 和Q 3 共同形成一个环状基团，在该环状基团中，Q 2 和Q 3 中的一个是选自OC 1 烷基和OC 1 烯基基团，可选择地被氧代取代或一个R 5 基团的环状基团，如下所定义的R 2 ，而另一个是选自C 1-2 烷基，C 1-2 烯基和OC 1 烷基，可选择地被氧代取代； R 6a 和R 6b 分别为H或如上定义的环状基团；和 Q 1 选自H，R 1 和R 2 以及如上定义的环状基团； 和R 1-4 为H或取代基； Z选自线性C 2-3 烷基； X 3 为NH； R 7-9 为H或取代基；它们的制备和新颖中间体，其组合物及其在预防或治疗心脏和心血管疾病中的使用以及治疗方法。
• Ethylenediamine derivatives useful in treating sickle cell anemia
  申请人：Richardson-Merrell Inc.

  公开号：US04060630A1

  公开（公告）日：1977-11-29

  Compounds of the following general formula are useful in the treatment of sickle cell anemia: ##STR1## WHEREIN EACH OF R and R.sub.1 is hydrogen, chlorine, fluorine, bromine, trifluoromethyl, hydroxy, a lower alkoxy group of from 1 to 4 carbon atoms or a straight or branched lower alkyl group of from 1 to 4 carbon atoms; R.sub.2 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms; R.sub.3 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms, or when R.sub.2 is hydrogen, R.sub.3 is .beta.,.beta.,.beta.-trichloroethoxycarbonyl, benzyloxycarbonyl, p-methoxybenzyloxycarbonyl, p-nitrobenzyloxycarbonyl or tert-butoxycarbonyl; or NR.sub.2 R.sub.3 taken together form a monocyclic heterocyclic group selected from the group consisting of pyrrolidino, piperidino, morpholino, and N-(lower)alkylpiperazino; Z is ##STR2## wherein R.sub.4 is hydrogen or lower alkyl of from 1 to 4 carbon atoms, and R.sub.5 is hydroxy or alkylcarbonyloxy wherein the alkyl moiety has from 1 to 4 carbon atoms; each of m and m' is the integer 1 or 2; n is an integer of from 2 to 6; p is an integer of from 1 to 3; and q is an integer of from zero to 2; or pharmaceutically acceptable acid addition salts and individual optical isomers thereof.

  以下一般式化合物在镰状细胞贫血治疗中很有用：##STR1## 其中R和R.sub.1中的每一个是氢、氯、氟、溴、三氟甲基、羟基、由1至4个碳原子组成的较低烷氧基团或由1至4个碳原子组成的直链或支链较低烷基基团；R.sub.2是氢或由1至4个碳原子组成的直链或支链较低烷基基团；R.sub.3是氢或由1至4个碳原子组成的直链或支链较低烷基基团，或当R.sub.2是氢时，R.sub.3是β,β,β-三氯乙氧羰基、苄氧羰基、对甲氧基苄氧羰基、对硝基苄氧羰基或叔丁氧羰基；或NR.sub.2 R.sub.3一起形成从吡咯烷基、哌啶基、吗啉基和N-(较低)烷基哌嗪基中选择的单环杂环基团；Z是##STR2## 其中R.sub.4是氢或由1至4个碳原子组成的较低烷基，R.sub.5是羟基或烷基羰氧基，其中烷基部分由1至4个碳原子组成；m和m'中的每一个是整数1或2；n是从2到6的整数；p是从1到3的整数；q是从零到2的整数；或其药学上可接受的酸盐和各自的光学异构体。
• Benzylic Manganese Halides, Sulfonates, and Phosphates:  Preparation, Coupling Reactions, and Applications in Organic Synthesis
  作者：Seung-Hoi Kim、Reuben D. Rieke

  DOI：10.1021/jo991478s

  日期：2000.4.1

  The use of highly active manganese, prepared by the Rieke method, for the direct preparation of benzylic manganese reagents was investigated. The oxidative addition of the highly active manganese (Mn) to benzylic halides was easily completed under mild conditions. More importantly, benzylic manganese sulfonates and phosphates were prepared by direct oxidative addition of Mn to the carbon-oxygen bonds

  研究了通过Rieke方法制备的高活性锰在直接制备苄基锰试剂中的用途。在温和条件下，很容易将高活性锰（Mn）氧化成苄基卤化物。更重要的是，通过将Mn直接氧化加成到苄基磺酸盐和磷酸盐的碳-氧键上来制备苄基锰磺酸盐和磷酸盐。发现所得的苄基锰试剂与多种亲电试剂发生交叉偶联反应。这些反应大多数在温和条件下在不存在任何过渡金属催化剂的情况下进行。该方法还提供了制备间苯二酚脂质的简便合成途径。
• Manganese-Catalyzed Electrochemical Deconstructive Chlorination of Cycloalkanols via Alkoxy Radicals
  作者：Benjamin D. W. Allen、Mishra Deepak Hareram、Alex C. Seastram、Tom McBride、Thomas Wirth、Duncan L. Browne、Louis C. Morrill

  DOI：10.1021/acs.orglett.9b03652

  日期：2019.11.15

  A manganese-catalyzed electrochemical deconstructive chlorination of cycloalkanols has been developed. This electrochemical method provides access to alkoxy radicals from alcohols and exhibits a broad substrate scope, with various cyclopropanols and cyclobutanols converted into synthetically useful β- and γ-chlorinated ketones (40 examples). Furthermore, the combination of recirculating flow electrochemistry

  已经开发了锰催化的环烷醇的电化学解构氯化法。这种电化学方法可从醇中获得烷氧基，并具有广泛的底物范围，可将各种环丙醇和环丁醇转化为可合成使用的β-和γ-氯化酮（40个实例）。此外，采用循环流电化学和连续在线纯化的组合以克为单位获得产物。