(Pyrrolidin-3-yl)urea | 585538-86-9

• 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: (Pyrrolidin-3-yl)urea
• 英文别名: pyrrolidin-3-ylurea
• CAS: 585538-86-9
• 化学式: C₅H₁₁N₃O
• mdl: MFCD12086041
• 分子量: 129.162
• InChiKey: XGBULVIMVCHZSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  67.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Pyrrolidin-3-yl)urea 、 2-[4-(phenylmethyl)phenoxy]ethyl 4-methylbenzenesulfonate 在 四丁基碘化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[1-[2-[4-(phenylmethyl)phenoxy]ethyl]pyrrolidin-3-yl] urea
  参考文献：
  名称：

  Pyrrolidine and piperidine analogues of SC-57461A as potent, orally active inhibitors of leukotriene A4 hydrolase

  摘要：

  The synthesis and biological evaluation of a series of functionalized pyrrolidine- and piperidine-containing analogues of our lead LTA(4) hydrolase inhibitor, SC-57461A. is described. A number of compounds showed excellent potency in our in vitro screens and several demonstrated good oral activity in a mouse ex vivo assay. These efforts led to the identification of SC-56938 (14) as a potent. orally active inhibitor of LTA(4) hydrolase. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00760-6
• 作为产物：
  描述：

  Tert-butyl 3-(carbamoylamino)pyrrolidine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以72.4 %的产率得到(Pyrrolidin-3-yl)urea
  参考文献：
  名称：

  SMALL-MOLECULE MODULATORS OF SPIKE PROTEIN

  摘要：

  Disclosed herein are small-molecule modulators of spike protein, particularly modulators of betacoronavirus spike proteins, more particularly modulators of SARS-CoV-2 spike proteins. Also disclosed herein is the therapeutical use of the small molecular compounds for treating betacoronavirus infections.

  公开号：

  WO2024114782A1

文献信息

• Pyridonecarboxylic acids as antibacterial agents. Synthesis and antibacterial activity of 7-(3-amino-1-pyrrolidinyl)-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid and its analogs
  作者：Hiroshi Egawa、Teruyuki Miyamoto、Akira Minamida、Yoshiro Nishimura、Hidetsugu Okada、Hitoshi Uno、Junichi Matsumoto

  DOI：10.1021/jm00378a004

  日期：1984.12

  8-naphthyridine-3- carboxylic acids and their ethyl esters (3-7) with cyclic amines such as 3-aminopyrrolidine. The N-1 substituent includes ethyl, vinyl, and 2-fluoroethyl groups. As a result of in vitro and in vivo antibacterial screenings, three compounds, 1-ethyl- and 1-vinyl-7-(3-amino-1-pyrrolidinyl)-6-fluoro- 1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids (33a and 33b) and 1-vinyl-7-

  用1-取代的7-氯-，7-（乙基磺酰基）-和7-（甲苯磺酰氧基）-制备在C-7具有氨基和/或羟基取代的环状氨基的标题化合物（28-56）。 6-氟-1,4-二氢-4-氧代-1,8-萘啶-3-羧酸及其乙酯（3-7）与环状胺，例如3-氨基吡咯烷。N-1取代基包括乙基，乙烯基和2-氟乙基。作为体外和体内抗菌筛选的结果，三种化合物，1-乙基和1-乙烯基-7-（3-氨基-1-吡咯烷基）-6-氟-1,4-二氢-4-氧代-发现1,8-萘啶-3-羧酸（33a和33b）和1-乙烯基-7- [3-（甲基氨基）-1-吡咯烷基]类似物34b具有比依诺沙星（2）更高的活性。值得进一步的生物学研究。讨论了构效关系。
• EGAWA, HIROSHI;MIYAMOTO, TERUYUKI;MINAMIDA, AKIRA;NISHIMURA, YOSHIRO;OKAD+, J. MED. CHEM., 1984, 27, N 12, 1543-1548
  作者：EGAWA, HIROSHI、MIYAMOTO, TERUYUKI、MINAMIDA, AKIRA、NISHIMURA, YOSHIRO、OKAD+

  DOI：——

  日期：——
• Pyrrolidine and piperidine analogues of SC-57461A as potent, orally active inhibitors of leukotriene A4 hydrolase
  作者：Thomas D Penning、Nizal S Chandrakumar、Bipin N Desai、Stevan W Djuric、Alan F Gasiecki、Chi-Dean Liang、Julie M Miyashiro、Mark A Russell、Leslie J Askonas、James K Gierse、Elizabeth I Harding、Maureen K Highkin、James F Kachur、Suzanne H Kim、Doreen Villani-Price、E.Yvonne Pyla、Nayereh S Ghoreishi-Haack、Walter G Smith

  DOI：10.1016/s0960-894x(02)00760-6

  日期：2002.12

  The synthesis and biological evaluation of a series of functionalized pyrrolidine- and piperidine-containing analogues of our lead LTA(4) hydrolase inhibitor, SC-57461A. is described. A number of compounds showed excellent potency in our in vitro screens and several demonstrated good oral activity in a mouse ex vivo assay. These efforts led to the identification of SC-56938 (14) as a potent. orally active inhibitor of LTA(4) hydrolase. (C) 2002 Elsevier Science Ltd. All rights reserved.
• SMALL-MOLECULE MODULATORS OF SPIKE PROTEIN
  申请人：[en]NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING

  公开号：WO2024114782A1

  公开（公告）日：2024-06-06

  Disclosed herein are small-molecule modulators of spike protein, particularly modulators of betacoronavirus spike proteins, more particularly modulators of SARS-CoV-2 spike proteins. Also disclosed herein is the therapeutical use of the small molecular compounds for treating betacoronavirus infections.