3-(pyrrolidin-1-yl)-1-(thiophen-2-yl)propan-1-one hydrochloride | 103861-83-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(pyrrolidin-1-yl)-1-(thiophen-2-yl)propan-1-one hydrochloride
• 英文别名: 3-pyrrolidino-1-[2]thienyl-propan-1-one; hydrochloride；3-Pyrrolidino-1-[2]thienyl-propan-1-on; Hydrochlorid；3-(tetrahydropyrrol-1-yl)-1-thiophen-2-ylpropan-1-one hydrochloride；3-(1-Pyrrolidinyl)-1-(2-thienyl)-1-propanone hydrochloride；3-pyrrolidin-1-yl-1-thiophen-2-ylpropan-1-one;hydrochloride
• CAS: 103861-83-2
• 化学式: C₁₁H₁₅NOS*ClH
• 分子量: 245.773
• InChiKey: YYNYNIJBYIMLFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.0
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(pyrrolidin-1-yl)-1-(thiophen-2-yl)propan-1-one hydrochloride 在 sodium tetrahydroborate 、 potassium tert-butylate 作用下， 以 甲醇 、 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 2.5h， 生成 1-(3-(2,4-difluorobenzyloxy)-3-(thiophen-2-yl)propyl)-1H-imidazole
  参考文献：
  名称：

  Synthesis and evaluation of new furanyl and thiophenyl azoles as antileishmanial agents

  摘要：

  A series of benzyloxy furanyl and benzyloxy thiophenyl azoles were synthesized and screened for their in vitro antileishmanial activity against Leishmania donovani. Among all, 16 compounds have shown more than 90% inhibition against promastigotes at 20 mu M while 11 compounds exhibited IC50 in the range of 3.04-9.39 mu M against amastigotes. Compound 4, a 3-chlorobenzyloxy furanyl imidazole emerged as the most active compound in the series with IC50 value of 3.04 mu M and SI value of 19.80, and was several folds more potent than the reference drugs miltefosine and miconazole. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.021
• 作为产物：
  描述：

  2-乙酰基噻吩 、 聚合甲醛 、 吡咯烷盐酸盐 在 盐酸 作用下， 以 水 、 异丙醇 为溶剂， 反应 0.5h， 生成 3-(pyrrolidin-1-yl)-1-(thiophen-2-yl)propan-1-one hydrochloride
  参考文献：
  名称：

  Synthesis and evaluation of new furanyl and thiophenyl azoles as antileishmanial agents

  摘要：

  A series of benzyloxy furanyl and benzyloxy thiophenyl azoles were synthesized and screened for their in vitro antileishmanial activity against Leishmania donovani. Among all, 16 compounds have shown more than 90% inhibition against promastigotes at 20 mu M while 11 compounds exhibited IC50 in the range of 3.04-9.39 mu M against amastigotes. Compound 4, a 3-chlorobenzyloxy furanyl imidazole emerged as the most active compound in the series with IC50 value of 3.04 mu M and SI value of 19.80, and was several folds more potent than the reference drugs miltefosine and miconazole. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.021

文献信息

• AMINE COMPOUNDS AND THEIR PHARMACEUTICAL USE
  申请人：Institute Of Pharmacology And Toxicology Academy Of Military Medical Sciences P.L.A. China

  公开号：EP2305669B1

  公开（公告）日：2013-02-13
• AVRAMOVA, P.;ILARIONOV, J.;DRYANOVSKA, L., FARMATSIYA, 1985, 35, N 5, 6-12
  作者：AVRAMOVA, P.、ILARIONOV, J.、DRYANOVSKA, L.

  DOI：——

  日期：——
• Synthesis and evaluation of new furanyl and thiophenyl azoles as antileishmanial agents
  作者：Vijay K. Marrapu、Monika Mittal、Rahul Shivahare、Suman Gupta、Kalpana Bhandari

  DOI：10.1016/j.ejmech.2011.02.021

  日期：2011.5

  A series of benzyloxy furanyl and benzyloxy thiophenyl azoles were synthesized and screened for their in vitro antileishmanial activity against Leishmania donovani. Among all, 16 compounds have shown more than 90% inhibition against promastigotes at 20 mu M while 11 compounds exhibited IC50 in the range of 3.04-9.39 mu M against amastigotes. Compound 4, a 3-chlorobenzyloxy furanyl imidazole emerged as the most active compound in the series with IC50 value of 3.04 mu M and SI value of 19.80, and was several folds more potent than the reference drugs miltefosine and miconazole. (C) 2011 Elsevier Masson SAS. All rights reserved.