2-[3-(4-Nitro-phenoxy)-propyl]-malonic acid diethyl ester

• 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: 2-[3-(4-Nitro-phenoxy)-propyl]-malonic acid diethyl ester
• 英文别名: Diethyl 2-[3-(4-nitrophenoxy)propyl]propanedioate
• 化学式: C₁₆H₂₁NO₇
• 分子量: 339.345
• InChiKey: OOCJAIVGNHBMLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[3-(4-Nitro-phenoxy)-propyl]-malonic acid diethyl ester 、 5-guanidinoindan hydrochloride 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 6-Hydroxy-2-(indan-5-ylamino)-5-[3-(4-nitro-phenoxy)-propyl]-3H-pyrimidin-4-one
  参考文献：
  名称：

  Novel non-nucleobase inhibitors of Staphylococcus aureus DNA polymerase IIIC

  摘要：

  The preparation and biological evaluation of 5-substituted-6-hydroxy-2-(anilino)pyrimidinones as a new class of DNA polymerase IIIC inhibitors, required for the replication of chromosomal DNA in Gram-positive bacteria, are described. These new dGTP competitive inhibitors displayed good levels of in vitro inhibition and antibacterial activity against Staphylococcus aureus. A new class of dATP competitive inhibitors, 6-substituted-2-amino-5-alkyl-pyrimidin-4-ones, whose antibacterial activity was unaffected by serum, were identified. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.009

文献信息

• Phen(alk)oxy-substituierte Oxirancarbonsäuren, Verfahren zu ihrer Herstellung, ihre Anwendung und sie enthaltende Arzneimittel
  申请人：Byk Gulden Lomberg Chemische Fabrik GmbH

  公开号：EP0046590B1

  公开（公告）日：1985-05-22
• US4337267A
  申请人：——

  公开号：US4337267A

  公开（公告）日：1982-06-29
• [EN] SUBSTITUTED OXIRANECARBONIC ACIDS,PREPARATION AND PHARMACEUTICAL UTILISATION THEREOF
  申请人：BYK GULDEN LOMBERG CHEMISCHE FABRIK GESELLSCHAFT M

  公开号：WO1982000643A1

  公开（公告）日：1982-03-04

  (EN) Phen (alk)oxy-substituted oxiranecarbonic acids having the formula I (FORMULA) wherein R1 represents a hydrogen atom, a halogen, a lower alkyl group, a lower alcoxy group, a nitro group or a trifluoromethyl group, R2 has one of the meanings of R1, R3 is hydrogen or a lower alkyl group, Y represents the group -O-(CH2)m -, m is 0 or an integer from 1 to 4, and n is an integer from 2 to 8, the sum m + n being an integer from 2 to 8, and the acid salts are new compounds. The compounds have an hypoglycemic action. A method for the preparation of the new compounds as well as intermediary substances necessary for their preparation are also disclosed. (FR) Les acides oxiranecarboniques phen(alk)oxy - substitues de formule I (FORMULE) dans laquelle R1 represente un atome d'hydrogene, un halogene, un groupe alkyl inferieur, un groupe alkoxy inferieur, un groupe nitro ou un groupe trifluoromethyl, R2 a une des significations de R1, R3 est l'hydrogene ou un groupe alkyl inferieur, Y represente le groupe -O-(CH2)m-, m est O ou un nombre entier de 1 a 4, et n un nombre entier de 2 a 8, la somme de m + n etant un nombre entier de 2 a 8, ainsi que les sels d'acides sont des composes nouveaux. Les composes ont une action hypoglycemiante. On decrit egalement un procede de preparation des nouveaux composes ainsi que des substances intermediaires necessaires a leur preparation.
• Novel non-nucleobase inhibitors of Staphylococcus aureus DNA polymerase IIIC
  作者：Yannick Rose、Stéphane Ciblat、Ranga Reddy、Adam C. Belley、Evelyne Dietrich、Dario Lehoux、Geoffrey A. McKay、Hugo Poirier、Adel Rafai Far、Daniel Delorme

  DOI：10.1016/j.bmcl.2005.11.009

  日期：2006.2

  The preparation and biological evaluation of 5-substituted-6-hydroxy-2-(anilino)pyrimidinones as a new class of DNA polymerase IIIC inhibitors, required for the replication of chromosomal DNA in Gram-positive bacteria, are described. These new dGTP competitive inhibitors displayed good levels of in vitro inhibition and antibacterial activity against Staphylococcus aureus. A new class of dATP competitive inhibitors, 6-substituted-2-amino-5-alkyl-pyrimidin-4-ones, whose antibacterial activity was unaffected by serum, were identified. (c) 2005 Elsevier Ltd. All rights reserved.