N-Methyl-N-<2-hydroxy-ethyl>-N'-phenyl-harnstoff | 36097-31-1

• 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: N-Methyl-N-<2-hydroxy-ethyl>-N'-phenyl-harnstoff
• 英文别名: N-(2-Hydroxyethyl)-N-methyl-N'-phenylurea；1-(2-hydroxyethyl)-1-methyl-3-phenylurea
• CAS: 36097-31-1
• 化学式: C₁₀H₁₄N₂O₂
• mdl: MFCD04068550
• 分子量: 194.233
• InChiKey: RTHANHWVYMZYHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Methyl-N-<2-hydroxy-ethyl>-N'-phenyl-harnstoff 在 potassium tert-butylate 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以88%的产率得到1-methyl-3-phenyl-2-imidazolidinone
  参考文献：
  名称：

  Regiocontrolled Cyclization Reaction of N-(2-Hydroxyethyl)ureas by Transfer of Activation:  One-Pot Synthesis of 2-Imidazolidinones

  摘要：

  DOI：

  10.1021/jo9820061
• 作为产物：
  描述：

  N-甲基-2-羟基乙胺 、 异氰酸苯酯 以 四氢呋喃 为溶剂， 生成 N-Methyl-N-<2-hydroxy-ethyl>-N'-phenyl-harnstoff
  参考文献：
  名称：

  Investigation of the Mitsunobu Reaction ofN-(2-Hydroxyethyl)-N′-Phenyl-Ureas

  摘要：

  The Mitsunobu reaction of N-(2-hydroxyethyl)-ureas 1 using PPh3 and EtO2CN=NCO2Et led to the mixture of N- and O-alkylation products or a single isomer depending on the substrates.

  DOI：

  10.1080/00397919908086441

文献信息

• Amine-Catalyzed Phospha-Michael Reaction of α,β-Unsaturated Aldehydes and Ketones with Multifunctional <i>N</i>-Heterocyclic Phosphine-Thioureas as Phosphonylation Reagent
  作者：Hai Huang、Jun Yong Kang

  DOI：10.1021/acs.orglett.6b02121

  日期：2016.9.2

  amine-catalyzed phospha-Michael addition reaction of α,β-unsaturated aldehydes/ketones with N-heterocyclic phosphines for the synthesis of γ-ketodiazaphosphonates has been developed. With freedom from nucleophile additives, this mild process affords a range of structurally diverse γ-ketodiazaphosphonates in moderate to excellent yields. Importantly, various α,β-unsaturated ketones were also tolerated in this

  已经开发出一种有效的胺催化的α，β-不饱和醛/酮与N-杂环膦的胺-迈克尔-迈克尔加成反应，用于合成γ-酮二氮膦酸酯。由于没有亲核添加剂，这种温和的方法以中等到极好的收率提供了一系列结构多样的γ-酮重氮膦酸酯。重要的是，在此过程中还可以耐受各种α，β-不饱和酮，并具有中等收率。
• Rhodanine Derivatives, a Process for the Preparation Thereof and Pharmaceutical Composition Containing the Same
  申请人：Ryu Seong Eon

  公开号：US20090042872A1

  公开（公告）日：2009-02-12

  Disclosed herein are rhodanine derivatives, a method for the preparation thereof, and a pharmaceutical composition containing the same. The rhodanine derivatives have inhibitory activity against protein phosphatases (PPase) such as PTP1B, Prl-3, LAR, CD45, Cdc25A, Cdc25B, Cdc25C, Yop, PP1 and VHR, and can be applied for the prevention and treatment of PPase-caused diseases, including autoimmune diseases, diabetes, impaired glucose intolerance, insulin resistance, obesity, cancers, etc. when the inhibitory activity thereof is modulated.

  本文披露了罗丹宁衍生物、其制备方法以及含有相同物质的药物组合物。这些罗丹宁衍生物具有对蛋白磷酸酶（PPase）如PTP1B、Prl-3、LAR、CD45、Cdc25A、Cdc25B、Cdc25C、Yop、PP1和VHR的抑制活性，并可用于预防和治疗PPase引起的疾病，包括自身免疫疾病、糖尿病、糖耐量受损、胰岛素抵抗、肥胖、癌症等，当其抑制活性被调节时。
• Novel compounds
  申请人：BEECHAM GROUP PLC

  公开号：EP0295828A1

  公开（公告）日：1988-12-21

  A compound of formula (I): or a tautomeric form thereof, or a pharmaceutically acceptable salt thereof, wherein: R represents hydrogen or alkyl; R1 represents an alkyl group or a substituted or unsubstituted aryl group; R2 and R3 each represent hydrogen, or R2 and R3 together represent a bond; A represents a benzene ring having in total up to five substituents; X represents oxygen, sulphur or a moiety NR4 wherein R4 represents hydrogen or alkyl; and n represents an integer in the range of from 2 to 6; a process for preparing such a compound, a composition containing such a compound and the use of the compound and composition in medicine.

  式(I)化合物 或其同分异构形式，或其药学上可接受的盐，其中 R 代表氢或烷基 R1 代表烷基或取代或未取代的芳基； R2 和 R3 各自代表氢，或 R2 和 R3 共同代表键； A 代表一个苯环，其上总共有最多五个取代基； X 代表氧、硫或分子 NR4，其中 R4 代表氢或烷基；以及 n 代表 2 至 6 之间的整数；制备这种化合物的工艺、含有这种化合物的组合物以及这种化合物和组合物在医药中的用途。
• [[.omega.-(Heterocyclylamino)alkoxy]benzyl]-2,4-thiazolidinediones as potent antihyperglycemic agents
  作者：Barrie C. C. Cantello、Michael A. Cawthorne、Graham P. Cottam、Peter T. Duff、David Haigh、Richard M. Hindley、Carolyn A. Lister、Stephen A. Smith、Peter L. Thurlby

  DOI：10.1021/jm00049a017

  日期：1994.11

  A series of [(ureidoethoxy)benzyl]-2,4-thiazolidinediones and [[(heterocyclylamino)alkoxy]-benzyl]-2,4-thiazolidinediones was synthesized from the corresponding aldehydes. Compounds from the urea series, exemplified by 16, showed antihyperglycemic potency comparable with known agents of the type such as pioglitazone and troglitazone (CS-045). The benzoxazole 49, a cyclic analogue of 16, was a very potent enhancer of insulin sensitivity, and by modification of the aromatic heterocycle, an aminopyridine, 37, was identified as a lead compound from SAR studies. Evaluation of antihyperglycemic activity together with effects on blood hemoglobin content, to determine the therapeutic index, was performed in 8-day repeat administration studies in genetically obese C57 Bl/6 ob/ob mice. From these studies, BRL 49653 (37) has been selected, on the basis of antihyperglycemic potency combined with enhanced selectivity against reductions in blood hemoglobin content, for further evaluation.
• Regiocontrolled Cyclization Reaction of <i>N</i>-(2-Hydroxyethyl)ureas by Transfer of Activation:  One-Pot Synthesis of 2-Imidazolidinones
  作者：Taek Hyeon Kim、Gue-Jae Lee

  DOI：10.1021/jo9820061

  日期：1999.4.1