2-(4-氯苯基)-5-甲基-3H-咪唑-4-羧酸乙酯 | 187999-47-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(4-氯苯基)-5-甲基-3H-咪唑-4-羧酸乙酯
• 英文名称: Ethyl 2-(4-chlorophenyl)-5-methyl-1H-imidazole-4-carboxylate
• CAS: 187999-47-9
• 化学式: C₁₃H₁₃ClN₂O₂
• mdl: MFCD12069993
• 分子量: 264.711
• InChiKey: ZIESGPVHEATPDG-UHFFFAOYSA-N

物化性质

• 沸点：
  439.2±35.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-氯苯基)-5-甲基-3H-咪唑-4-羧酸乙酯 在 lithium aluminium tetrahydride 、 溶剂黄146 、 2-碘酰基苯甲酸 作用下， 以 乙醚 、 二甲基亚砜 、 甲苯 为溶剂， 反应 3.5h， 生成
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of a novel series of 3-aryl-2-(2-substituted-4-methylthiazole-5-yl)thiazolidin-4-one as possible anti-inflammatory and antimicrobial agents

  摘要：

  A new series of 3-aryl-2-(2-aryl/benzyl-4-methylthiazole-5-yl)thiazolidin-4-one was synthesized by condensation of 2-aryl/benzyl-4-methylthiazole-5-carbaldehyde, aromatic amines and thioglycolic acid in toluene. All the synthesized compounds are characterized by IR, NMR and elemental or mass analysis. Sixteen out of the newly synthesized compounds were screened for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema method. Some of the synthesized compounds exhibited good anti-inflammatory activity compared with indomethacin. The synthesized compounds were also evaluated for their in vitro antimicrobial activity. Some of the compounds showed mild antibacterial activity while most of the compounds showed good antifungal activity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.073
• 作为产物：
  描述：

  2-(羟亚氨基)乙酰乙酸乙酯 、 对氯苄胺 以 乙腈 为溶剂， 反应 18.0h， 以to give ethyl 2-(4-chlorophenyl)-5-methyl-3H-imidazole-4-carboxylate as a white solid (4.1 g, 40%)的产率得到2-(4-氯苯基)-5-甲基-3H-咪唑-4-羧酸乙酯
  参考文献：
  名称：

  Carbozamides with antifungal activity

  摘要：

  通式为I的化合物及其盐和溶剂合物是抗真菌剂，因此在治疗各种真菌感染方面非常有用。此外还提供了包括这些化合物的制药组合物和其制备过程。

  公开号：

  US05888941A1

文献信息

• NEW CARBOXAMIDES WITH ANTIFUNGAL ACTIVITY
  申请人：J. URIACH & CIA. S.A.

  公开号：EP0783502A1

  公开（公告）日：1997-07-16
• US5888941A
  申请人：——

  公开号：US5888941A

  公开（公告）日：1999-03-30
• [EN] NEW CARBOXAMIDES WITH ANTIFUNGAL ACTIVITY<br/>[FR] NOUVEAUX CARBOXAMIDES A ACTIVITE ANTIFONGIQUE
  申请人：J. URIACH & CIA. S.A.

  公开号：WO1997005131A1

  公开（公告）日：1997-02-13

  (EN) Compounds of general formula (I) and their salts and solvates are antifungal agents and as such are useful in the treatment of various fungal infections. Pharmaceutical compositions including these compounds and processes for their preparation are also provided.(FR) Les composés de la formule générale (I) et leurs sels et solvates sont des agents antifongiques. Ils sont utiles dans le traitement de différentes infections fongiques. L'invention concerne également des compositions pharmaceutiques comprenant ces composés et des procédés permettant leur préparation.
• Synthesis and pharmacological evaluation of a novel series of 3-aryl-2-(2-substituted-4-methylthiazole-5-yl)thiazolidin-4-one as possible anti-inflammatory and antimicrobial agents
  作者：Shivaji H. Shelke、Pravin C. Mhaske、Mukesh Nandave、Sachin Narkhade、Namdeo M. Walhekar、Vivek D. Bobade

  DOI：10.1016/j.bmcl.2012.08.073

  日期：2012.10

  A new series of 3-aryl-2-(2-aryl/benzyl-4-methylthiazole-5-yl)thiazolidin-4-one was synthesized by condensation of 2-aryl/benzyl-4-methylthiazole-5-carbaldehyde, aromatic amines and thioglycolic acid in toluene. All the synthesized compounds are characterized by IR, NMR and elemental or mass analysis. Sixteen out of the newly synthesized compounds were screened for in vivo anti-inflammatory activity using carrageenan-induced rat paw edema method. Some of the synthesized compounds exhibited good anti-inflammatory activity compared with indomethacin. The synthesized compounds were also evaluated for their in vitro antimicrobial activity. Some of the compounds showed mild antibacterial activity while most of the compounds showed good antifungal activity. (c) 2012 Elsevier Ltd. All rights reserved.
• Carbozamides with antifungal activity
  申请人：J. Uriach & Cia. S.A.

  公开号：US05888941A1

  公开（公告）日：1999-03-30

  Compounds of general formula I and their salts and solvates are antifungal agents and as such are useful in the treatment of various fungal infections. Pharmaceutical compositions including these compounds and processes for their preparation are also provided.

  通式为I的化合物及其盐和溶剂合物是抗真菌剂，因此在治疗各种真菌感染方面非常有用。此外还提供了包括这些化合物的制药组合物和其制备过程。