3-pyridin-2-ylisoxazole-5-carboxylic acid methyl ester | 330558-58-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-pyridin-2-ylisoxazole-5-carboxylic acid methyl ester
• 英文别名: methyl 3-pyridin-2-yl-1,2-oxazole-5-carboxylate
• CAS: 330558-58-2
• 化学式: C₁₀H₈N₂O₃
• mdl: MFCD01932673
• 分子量: 204.185
• InChiKey: NIHRCQLPMGDVIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-pyridin-2-ylisoxazole-5-carboxylic acid methyl ester 在 甲醇 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 3-(pyridin-2-yl)-5-isoxazolylcarboxylic acid
  参考文献：
  名称：

  Novel non-peptidic vinylsulfones targeting the S2 and S3 subsites of parasite cysteine proteases

  摘要：

  We describe here the identification of non-peptidic vinylsulfones that inhibit parasite cysteine proteases in vitro and inhibit the growth of Trypanosoma brucei brucei parasites in culture. A high resolution (1.75 angstrom) co-crystal structure of 8a bound to cruzain reveals how the non-peptidic P2/P3 moiety in such analogs bind the S2 and S3 subsites of the protease, effectively recapitulating important binding interactions present in more traditional peptide-based protease inhibitors and natural substrates. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.098
• 作为产物：
  描述：

  2-吡啶甲醛肟 、 丙炔酸甲酯 在 N-氯代丁二酰亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 以69%的产率得到3-pyridin-2-ylisoxazole-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Novel non-peptidic vinylsulfones targeting the S2 and S3 subsites of parasite cysteine proteases

  摘要：

  We describe here the identification of non-peptidic vinylsulfones that inhibit parasite cysteine proteases in vitro and inhibit the growth of Trypanosoma brucei brucei parasites in culture. A high resolution (1.75 angstrom) co-crystal structure of 8a bound to cruzain reveals how the non-peptidic P2/P3 moiety in such analogs bind the S2 and S3 subsites of the protease, effectively recapitulating important binding interactions present in more traditional peptide-based protease inhibitors and natural substrates. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.098

文献信息

• Ramoplanin derivatives possessing antibacterial activity
  申请人：Raju G. Bore

  公开号：US20060211603A1

  公开（公告）日：2006-09-21

  Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

  新型拉莫普兰衍生物已被披露。这些拉莫普兰衍生物表现出抗菌活性。由于本发明的化合物对革兰氏阳性细菌表现出强效活性，它们是有用的抗微生物药剂。该化合物的合成方法和使用方法也已被披露。
• [EN] RAMOPLANIN DERIVATIVES POSSESSING ANTIBACTERIAL ACTIVITY<br/>[FR] DERIVES DE LA RAMOPLANINE PRESENTANT UNE ACTIVITE ANTIBACTERIENNE
  申请人：VICURON PHARM INC

  公开号：WO2007001335A2

  公开（公告）日：2007-01-04

  [EN] Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.
  [FR] L'invention porte sur de nouveaux dérivés de la ramoplanine qui présentent une activité antibactérienne. Du fait que les composés de cette invention présentent une puissante activité contre les bactéries Gram positif, ils sont utiles comme agents antimicrobiens. L'invention porte également sur des procédés de synthèse et d'utilisation de ces composés.
• Novel non-peptidic vinylsulfones targeting the S2 and S3 subsites of parasite cysteine proteases
  作者：Clifford Bryant、Iain D. Kerr、Moumita Debnath、Kenny K.H. Ang、Joseline Ratnam、Rafaela S. Ferreira、Priyadarshini Jaishankar、DongMei Zhao、Michelle R. Arkin、James H. McKerrow、Linda S. Brinen、Adam R. Renslo

  DOI：10.1016/j.bmcl.2009.08.098

  日期：2009.11

  We describe here the identification of non-peptidic vinylsulfones that inhibit parasite cysteine proteases in vitro and inhibit the growth of Trypanosoma brucei brucei parasites in culture. A high resolution (1.75 angstrom) co-crystal structure of 8a bound to cruzain reveals how the non-peptidic P2/P3 moiety in such analogs bind the S2 and S3 subsites of the protease, effectively recapitulating important binding interactions present in more traditional peptide-based protease inhibitors and natural substrates. (c) 2009 Elsevier Ltd. All rights reserved.