2-氨基-N-(2-苯基乙基)-乙酰胺 | 62885-88-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-氨基-N-(2-苯基乙基)-乙酰胺
• 英文名称: α-amino-N-(2-phenylethyl)acetamide
• 英文别名: 2-amino-N-(2-phenylethyl)acetamide；2-amino-N-phenethylacetamide；N-phenethylglycinamide；glycine phenethylamide；Glycin-β-phenaethylamid；Glycyl-β-phenaethylamin
• CAS: 62885-88-5
• 化学式: C₁₀H₁₄N₂O
• mdl: MFCD09724221
• 分子量: 178.234
• InChiKey: AOTLMPMRTWNYBN-UHFFFAOYSA-N

物化性质

• 沸点：
  387.7±35.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氨基-N-(2-苯基乙基)-乙酰胺 生成 吡喹酮
  参考文献：
  名称：

  吡喹酮合成工艺

  摘要：

  本发明公开了一种吡喹酮合成工艺，采用以β-苯乙胺、氨基乙酰卤盐酸盐、卤代乙醛缩醇及环己甲酰氯为原料，经缩合、环化、酰化合成吡喹酮。本发明方法具有具有原料价廉、易得、低毒，生产安全、工艺简单；氨基乙酰卤盐酸盐与β-苯乙胺缩合，活性适中且收率较高；卤代乙醛缩醇与中间体A的反应，因其中卤素易于脱除，反应易于进行，对提高收率也是有利的；其次，本发明合成反应条件缓和，常压操作，操作安全，合成步骤简洁，总收率可超过50％；并且合成过程排放废物少，污染小，是一种清洁高效合成工艺，生产成本可降低30％左右。

  公开号：

  CN105622604A
• 作为产物：
  描述：

  Benzyl {2-oxo-2-[(2-phenylethyl)amino]ethyl}carbamate 在 palladium dihydroxide 氢气 作用下， 反应 16.0h， 生成 2-氨基-N-(2-苯基乙基)-乙酰胺
  参考文献：
  名称：

  Antibody-Catalyzed Rearrangement of a Peptide Bond: Mechanistic and Kinetic Investigations

  摘要：

  Catalysis of the deamidation of asparagine residues may provide a powerful method for the deactivation of proteins. Catalytic antibodies (Gibbs et al. Science 1992, 258, 803) have been induced that catalyze the deamidation of a model dipeptide through an intermediate succinimide. Investigations of the mechanistic characteristics of two such antibodies, RG2-23C7 and RG2-2E4, revealed their ability to accelerate the hydrolysis of either the R- or S-enantiomers of the succinimide by factors of 10-500-fold to yield differing ratios of the aspartate and isoaspartate products. The mixed product ratios imply that two tetrahedral binding sites of unequal effectiveness were induced in response to the tetrahedral mimics (a phosphinate or secondary hydroxyl) within the hapten structure. The antibody RG2-2E4 also catalyzes the deamidation of either the D- or L-asparagine within the dipeptide through the intermediate cyclic imide, resulting in a multistep reaction sequence featuring a series of tetrahedral transition states. pH-rate profiles do not implicate functional groups within the antibodies' combining sites for either the deamidation or hydrolytic reactions. The strategy of bifunctional or higher order transition state mimics should provide a route to developing catalytic antibodies for reactions requiring multistep processing.

  DOI：

  10.1021/ja00122a001

文献信息

• Potent Antifungal Synergy of Phthalazinone and Isoquinolones with Azoles Against <i>Candida albicans</i>
  作者：Aaron D. Mood、Ilandari Dewage Udara Anulal Premachandra、Stanley Hiew、Fuqiang Wang、Kevin A. Scott、Nathan J. Oldenhuis、Haoping Liu、David L. Van Vranken

  DOI：10.1021/acsmedchemlett.6b00355

  日期：2017.2.9

  and one isoquinolone (CID 5224943) were previously shown to be potent enhancers of antifungal activity of fluconazole against Candida albicans. Several even more potent analogues of these compounds were identified, some with EC50 as low as 1 nM, against C. albicans. The compounds exhibited pharmacological synergy (FIC < 0.5) with fluconazole. The compounds were also shown to enhance the antifungal activity

  先前已显示四种邻苯二氮酮（CID 22334057、22333974、22334032、22334012）和一种异喹诺酮（CID 5224943）是氟康唑对白色念珠菌抗真菌活性的有效增强剂。鉴定了这些化合物的几种甚至更有效的类似物，针对白色念珠菌的EC50低至1 nM。这些化合物与氟康唑显示出药理学协同作用（FIC <0.5）。还显示了这些化合物增强了伊沙伐康唑的抗真菌活性，伊沙康康唑是最近被FDA批准的吡咯类抗真菌药。已显示异喹诺酮15和酞嗪酮24对几种白色念珠菌耐药菌具有活性。
• PROCESS FOR THE PREPARATION OF PRAZIQUANTEL
  申请人：SEQUENT SCIENTIFIC LIMITED

  公开号：US20130289275A1

  公开（公告）日：2013-10-31

  The present disclosure describes a novel, cost-effective process for preparation of a 4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino-[2,1-a]isoquinoline derivatives. Specifically, it discloses a process for the preparation of the anthelmintic drug praziquantel through the use of a novel intermediate, 2-[(2,2-dimethoxyethyl)benzyl amino]-N-phenethylacetamide. This present disclosure also describes a novel crystalline form of 4-oxo-1,2,3,6,7,11b-hexahydro-4H-pyrazino[2,1-a]isoquinoline.

  本公开说明描述了一种新颖、具有成本效益的制备4-氧代-1,2,3,6,7,11b-六氢-4H-吡嗪[2,1-a]异喹啉衍生物的工艺。具体而言，它揭示了一种通过使用新型中间体2-[(2,2-二甲氧基乙基)苯基甲基] -N-苯乙酰胺制备抗蠕虫药普鲁奎酮的工艺。本公开说明还描述了一种新颖的晶体形式4-氧代-1,2,3,6,7,11b-六氢-4H-吡嗪[2,1-a]异喹啉。
• Synthesis and evaluation of 1- and 2-substituted fentanyl analogs for opioid activity
  作者：Mohamed Y. H. Essawi、Philip S. Portoghese

  DOI：10.1021/jm00357a007

  日期：1983.3

  We synthesized fentanyl analogues that possess key groups common to the opioid peptides to investigate whether or not these two classes of compounds interact with common subsites on opioid receptors. The design of the analogues was based on the possibility of structural analogy between the two aromatic rings of fentanyl and the Tyr1 and Phe4 residues of the opioid peptides. The synthesized compounds showed very weak or no opioid activity as tested in the electrically stimulated longitudinal muscle of the guinea pig ileum or mouse vas deferens preparations. These results, together with those of reported studies, suggest that fentanyl and the opioid peptides interact with different subsites on either mu or sigma receptors. Studies using the irreversible mu opioid receptor antagonist, beta-funaltrexamine, indicate that fentanyl interacts preferentially with mu opioid receptors.
• v. Braun; Muench, Chemische Berichte, 1927, vol. 60, p. 351
  作者：v. Braun、Muench

  DOI：——

  日期：——
• Essawi, Pharmazie, 1999, vol. 54, # 8, p. 575 - 579
  作者：Essawi

  DOI：——

  日期：——