(1-ethyl-3-chloropropyl)benzene

• 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: (1-ethyl-3-chloropropyl)benzene
• 英文别名: 1-chloro-3-phenylpentane；Benzene, (3-chloro-1-ethylpropyl)；1-chloropentan-3-ylbenzene
• 化学式: C₁₁H₁₅Cl
• 分子量: 182.693
• InChiKey: JYGDHUHLWCXBCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1-ethyl-3-chloropropyl)benzene 、 (S)-(+)-carbomethoxy-3α-nortropane 在 potassium fluoride 、 Celite 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以76%的产率得到(S)-(+)-2β-carbomethoxy-3α--N-(3-phenylpentyl)nortropane
  参考文献：
  名称：

  2-Carbomethoxy-3-(diarylmethoxy)-1αH,5αH-tropane Analogs:  Synthesis and Inhibition of Binding at the Dopamine Transporter and Comparison with Piperazines of the GBR Series

  摘要：

  We recently reported a new class of tropanes, based on benztropine, that bind uniquely, in the S-configuration, to the dopamine transporter. We have now extended this series to evaluate the effects of substituents on the nitrogen and the diarylmethoxy group. Herein we have described the synthesis and biological evaluation of a series of 2-carbomethoxy-3-( diarylmethoxy)-1 alpha H,5 alpha H-tropane (2-carbomethoxybenztropine) analogs. Examination of the binding data obtained for these compounds shows that while the 4,4'-difluoro compound is potent and selective for the dopamine transporter, introduction of larger groups such as 4,4'-dichloro, 4,4'dibromo, 4,4'-diiodo, or 4,4'-dimethyl on the 3-diphenylmethoxy moiety reduces this potency. However, although introduction of only one group (e.g., 4-chloro, 4-bromo, 4-iodo, or 4-methyl) leads to a similar reduction of binding affinity, these monosubstituted 2-carbomethoxybenztropines are significantly more potent than the related disubstituted compounds. Finally, from the data for the N-substituted 2-carbomethoxybenztropine analogs, it is evident that steric bulk can be tolerated at the nitrogen site. A comparison of structure-activity relationship data for the tropanes, GBR analogs, and these benztropines indicates that the 8-carbomethoxybenztropine analogs may be more like the GBR analogs in their mode of binding to the dopamine transporter than like the tropanes. This conclusion supports the notion that the binding site for (-)-cocaine [and the (1R)-tropanes] may differ from that of the 2-carbomethoxybenztropine analogs.

  DOI：

  10.1021/jm950463t
• 作为产物：
  描述：

  3-苯基戊烷 在 氯 作用下， 以 四氯化碳 为溶剂， 反应 0.08h， 生成 (1-ethyl-1-chloropropyl)benzene 、 (1-ethyl-3-chloropropyl)benzene 、 (1-ethyl-2-chloropropyl)benzene
  参考文献：
  名称：

  摘要：

  By an example of previously uncharacterized products obtained by alkylarenes radical chlorination was demonstrated that combination of various interpretation methods applied to the retention indices (RI) in the gas chromatography on the standard nonpolar phases (comparison of RI of products and initial compounds, characteristics of succession of the chromatographic elution of the structural isomers with the use of estimation of molecular dynamic parameters, application of the additive schemes to RI calculation, and using of structural analogy CH3<----> Cl for testing the results obtained) permitted unambiguous identification of the structure even without data of mass spectrometry.

  DOI：

  10.1023/a:1012343416008

文献信息

• SYNTHESIS OF A SUBSTITUTED FURAN
  申请人：Agency for Science, Technology and Research

  公开号：US20160122450A1

  公开（公告）日：2016-05-05

  The present invention provides a polymer comprising an aliphatic backbone having a plurality of aromatic rings bonded thereon, said plurality of aromatic rings comprising a first aromatic ring type that has an alkyl halide group substitution on the aromatic ring and a second aromatic ring type that has an optionally substituted ammonium halide group substitution on the aromatic ring. The present invention also provides a method for making an optionally substituted furan, the method comprising the step of subjecting a sugar to a dehydration reaction in the presence of a catalyst comprising said polymer.
• US4039793A
  申请人：——

  公开号：US4039793A

  公开（公告）日：1977-08-02
• ——
  作者：I.G. Zenkevich

  DOI：10.1023/a:1012343416008

  日期：——

  By an example of previously uncharacterized products obtained by alkylarenes radical chlorination was demonstrated that combination of various interpretation methods applied to the retention indices (RI) in the gas chromatography on the standard nonpolar phases (comparison of RI of products and initial compounds, characteristics of succession of the chromatographic elution of the structural isomers with the use of estimation of molecular dynamic parameters, application of the additive schemes to RI calculation, and using of structural analogy CH3<----> Cl for testing the results obtained) permitted unambiguous identification of the structure even without data of mass spectrometry.
• 2-Carbomethoxy-3-(diarylmethoxy)-1α<i>H</i>,5α<i>H</i>-tropane Analogs:  Synthesis and Inhibition of Binding at the Dopamine Transporter and Comparison with Piperazines of the GBR Series
  作者：Peter C. Meltzer、Anna Y. Liang、Bertha K. Madras

  DOI：10.1021/jm950463t

  日期：1996.1.1

  We recently reported a new class of tropanes, based on benztropine, that bind uniquely, in the S-configuration, to the dopamine transporter. We have now extended this series to evaluate the effects of substituents on the nitrogen and the diarylmethoxy group. Herein we have described the synthesis and biological evaluation of a series of 2-carbomethoxy-3-( diarylmethoxy)-1 alpha H,5 alpha H-tropane (2-carbomethoxybenztropine) analogs. Examination of the binding data obtained for these compounds shows that while the 4,4'-difluoro compound is potent and selective for the dopamine transporter, introduction of larger groups such as 4,4'-dichloro, 4,4'dibromo, 4,4'-diiodo, or 4,4'-dimethyl on the 3-diphenylmethoxy moiety reduces this potency. However, although introduction of only one group (e.g., 4-chloro, 4-bromo, 4-iodo, or 4-methyl) leads to a similar reduction of binding affinity, these monosubstituted 2-carbomethoxybenztropines are significantly more potent than the related disubstituted compounds. Finally, from the data for the N-substituted 2-carbomethoxybenztropine analogs, it is evident that steric bulk can be tolerated at the nitrogen site. A comparison of structure-activity relationship data for the tropanes, GBR analogs, and these benztropines indicates that the 8-carbomethoxybenztropine analogs may be more like the GBR analogs in their mode of binding to the dopamine transporter than like the tropanes. This conclusion supports the notion that the binding site for (-)-cocaine [and the (1R)-tropanes] may differ from that of the 2-carbomethoxybenztropine analogs.