3-(三氯乙烯基)苯胺盐酸盐 | 81972-27-2

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 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: 3-(三氯乙烯基)苯胺盐酸盐
• 中文别名: 3-乙烯基三氯苯胺盐酸盐
• 英文名称: 3-(trichlorovinyl)aniline hydrochloride
• 英文别名: 3-trichlorovinylaniline hydrochloride；3-(1,2,2-Trichlorovinyl)aniline hydrochloride；3-(1,2,2-trichloroethenyl)aniline;hydrochloride
• CAS: 81972-27-2
• 化学式: C₈H₆Cl₃N*ClH
• 分子量: 258.962
• InChiKey: RXKNTFGQXQGYDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.09
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27.6
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

3-(三氯乙烯基)苯胺盐酸盐可用作有机合成中间体和医药中间体，主要应用于实验室研发和医药化工生产过程。

反应信息

• 作为反应物：
  描述：

  2-溴次黄嘌呤 、 3-(三氯乙烯基)苯胺盐酸盐 以 乙二醇甲醚 为溶剂， 以60%的产率得到2-(3-trichlorovinylphenylamino)-1,9-dihydropurin-6-one
  参考文献：
  名称：

  Synthesis, Properties, and Pharmacokinetic Studies of N2-Phenylguanine Derivatives as Inhibitors of Herpes Simplex Virus Thymidine Kinases

  摘要：

  Two series of selective inhibitors of herpes simplex virus types 1 and 2 (HSV1,2) thymidine kinases (TK) have been developed as potential treatment of recurrent virus infections. Among compounds related to the potent base analog N-2-[m-(trifluoromethyl)phenyl]guanine (mCF(3)PG), none was a more potent inhibitor than mCF(3)PG itself. Compounds related to the nucleoside N-2-phenyl-2'-deoxyguanosine (PhdG), but with alkyl, hydroxyalkyl, and related substituents at the 9-position in place of the glycosyl group of PhdG, retained significant but variable inhibitory potencies against the HSV TKs. The most potent inhibitor of HSV1 TK among 9-substituted derivatives, 9-(4-hydroxybutyl)-N-2-phenylguanine (HBPG), was a competitive inhibitor with respect to the substrate thymidine but was not itself a substrate for the enzyme. Water solubilities and 1-octanol:water partition coefficients for the 9-substituted N-2-phenylguanines were linearly but oppositely related to the sum of hydrophobic fragmental constants (Sigma f) of the 9-substituents. Four of the inhibitors were given as solutions to mice by iv and ip routes, and the time course of their plasma concentrations was determined by HPLC analysis of the parent compounds. HBPG was completely absorbed by the ip route, and the plasma concentration could be prolonged by use of suspension formulations. HBPG is a candidate for animal trials of the ability of TK inhibitors to prevent recurrent herpes virus infections.

  DOI：

  10.1021/jm00001a010
• 作为产物：
  描述：

  (m-nitrophenyl)trichloroethylene 在 钯 盐酸 、 aniline hydrochloride 作用下， 以 甲醇 、 水 为溶剂， 以86.82 grams (91.3%)的产率得到3-(三氯乙烯基)苯胺盐酸盐
  参考文献：
  名称：

  Hydrogenation of 3-trichlorovinylnitrobenzene

  摘要：

  本发明揭示了一种将3-三氯乙烯基硝基苯转化为3-三氯乙烯基苯胺的方法，该方法在醇性酸性介质中使用负载钯催化剂在氢气氛围下进行催化还原。该过程在不发生三氯乙烯基的明显氢解的情况下进行。

  公开号：

  US04500736A1

文献信息

• US4500736A
  申请人：——

  公开号：US4500736A

  公开（公告）日：1985-02-19