tert-butyl N-[1-[2-chloro-3-(2,4-difluoroanilino)-6-fluoro-4-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]phenyl]pyrrolidin-3-yl]carbamate | 934394-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl N-[1-[2-chloro-3-(2,4-difluoroanilino)-6-fluoro-4-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]phenyl]pyrrolidin-3-yl]carbamate
• CAS: 934394-39-5
• 化学式: C₂₇H₃₃ClF₃N₅O₅
• 分子量: 600.038
• InChiKey: PSPFGKKLODELLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[1-[2-chloro-3-(2,4-difluoroanilino)-6-fluoro-4-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]phenyl]pyrrolidin-3-yl]carbamate 在 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-Amino-7-(3-aminopyrrolidin-1-yl)-8-chloro-1-(2,4-difluorophenyl)-6-fluoroquinazoline-2,4-dione
  参考文献：
  名称：

  Structure–activity relationships of 3-aminoquinazolinediones, a new class of bacterial type-2 topoisomerase (DNA gyrase and topo IV) inhibitors

  摘要：

  A series of 3-aminoquinazolinediones was synthesized and evaluated for its antibacterial and DNA gyrase activity. The SAR around the quinazolinedione core was explored and the optimal substitutions were combined to give two compounds, 2r and 2s, with exceptional enzyme potency (IC50 = 0.2 microM) and activity against gram-positive organisms (MIC's = 0.015-0.06 microg/mL).

  DOI：

  10.1016/j.bmcl.2006.12.005
• 作为产物：
  描述：

  2,4,5-三氟苯甲酸 在 N-氯代丁二酰亚胺 、 TEA 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 、 二甲基亚砜 为溶剂， 生成 tert-butyl N-[1-[2-chloro-3-(2,4-difluoroanilino)-6-fluoro-4-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]phenyl]pyrrolidin-3-yl]carbamate
  参考文献：
  名称：

  Structure–activity relationships of 3-aminoquinazolinediones, a new class of bacterial type-2 topoisomerase (DNA gyrase and topo IV) inhibitors

  摘要：

  A series of 3-aminoquinazolinediones was synthesized and evaluated for its antibacterial and DNA gyrase activity. The SAR around the quinazolinedione core was explored and the optimal substitutions were combined to give two compounds, 2r and 2s, with exceptional enzyme potency (IC50 = 0.2 microM) and activity against gram-positive organisms (MIC's = 0.015-0.06 microg/mL).

  DOI：

  10.1016/j.bmcl.2006.12.005

文献信息

• 3-AMINOQUINAZOLIN-2,4-DIONE ANTIBACTERIAL AGENTS
  申请人：Bird Paul

  公开号：US20060183762A1

  公开（公告）日：2006-08-17

  Antibacterial 3-aminoquinazolin-2,4-diones have formula (I) wherein: R 1 and R 3 include alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclic, and heteroaryl; R 5 , R 6 , and R 8 include H, alkyl, alkoxy, halo, NO 2 , CN, NH 2 , alkyl and dialkylamino; R 7 includes hydrogen, alkyl, cycloalkyl, heterocyclic, fused heterocyclic, aryl and fused aryl; J and K are C or N; and pharmaceutically acceptable salts thereof.

  抗菌3-氨基喹唑啉-2,4-二酮具有以下化学式（I）：其中：R1和R3包括烷基，烯基，炔基，环烷基，芳基，杂环基和杂芳基；R5，R6和R8包括H，烷基，烷氧基，卤素，NO2，CN，NH2，烷基和二烷基氨基；R7包括氢，烷基，环烷基，杂环基，融合的杂环基，芳基和融合的芳基；J和K为C或N；以及其药学上可接受的盐。
• 3-Aminoquinazolin-2,4-dione antibacterial agents
  申请人：Bird Paul

  公开号：US20060287308A1

  公开（公告）日：2006-12-21

  Antibacterial 3-aminoquinazolin-2,4-diones have formula (1) wherein: R 1 and R 3 include alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclic, and heteroaryl; R 5 , R 6 , and R 8 include H, alkyl, alkoxy, halo, NO 2 , CN, NH 2 , alkyl and dialkylamino; R 7 includes hydrogen, alkyl, cycloalkyl, heterocyclic, fused heterocyclic, aryl and fused aryl; J and K are C or N; and pharmaceutically acceptable salts thereof.

  抗菌的3-氨基喹唑啉-2,4-二酮具有式（1），其中：R1和R3包括烷基，烯基，炔基，环烷基，芳香基，杂环基和杂芳基；R5，R6和R8包括H，烷基，烷氧基，卤素，NO2，CN，NH2，烷基和二烷基氨基；R7包括氢，烷基，环烷基，杂环基，融合杂环基，芳香基和融合芳香基；J和K是C或N；以及其药学上可接受的盐。
• US7094780B1
  申请人：——

  公开号：US7094780B1

  公开（公告）日：2006-08-22
• US7582627B2
  申请人：——

  公开号：US7582627B2

  公开（公告）日：2009-09-01
• Structure–activity relationships of 3-aminoquinazolinediones, a new class of bacterial type-2 topoisomerase (DNA gyrase and topo IV) inhibitors
  作者：Tuan P. Tran、Edmund L. Ellsworth、Joseph P. Sanchez、Brian M. Watson、Michael A. Stier、H.D. Hollis Showalter、John M. Domagala、Martin A. Shapiro、E. Themis Joannides、Stephen J. Gracheck、Dai Q. Nguyen、Paul Bird、Judy Yip、Anurag Sharadendu、Chan Ha、Saeed Ramezani、Xiujuan Wu、Rajeshwar Singh

  DOI：10.1016/j.bmcl.2006.12.005

  日期：2007.3

  A series of 3-aminoquinazolinediones was synthesized and evaluated for its antibacterial and DNA gyrase activity. The SAR around the quinazolinedione core was explored and the optimal substitutions were combined to give two compounds, 2r and 2s, with exceptional enzyme potency (IC50 = 0.2 microM) and activity against gram-positive organisms (MIC's = 0.015-0.06 microg/mL).