3-(2-萘)丙烷-1-胺 | 13198-21-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 3-(2-萘)丙烷-1-胺
• 中文别名: 灭线磷；2-萘丙胺
• 英文名称: 3-naphthalen-2-ylpropylamine
• 英文别名: 3-(naphthalene-2-yl)propan-1-amine；3-(naphthalen-2-yl)propan-1-amine；3-(2)-Naphthyl-propylamin；β-Naphthylpropylamin；2-Naphthalin-propylamin；3-naphthalen-2-ylpropan-1-amine
• CAS: 13198-21-5
• 化学式: C₁₃H₁₅N
• 分子量: 185.269
• InChiKey: JHUYTXKVFLOJSS-UHFFFAOYSA-N

物化性质

• 沸点：
  328.9±21.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921499090

反应信息

• 作为反应物：
  描述：

  3-(2-萘)丙烷-1-胺 在 palladium dihydroxide acetate buffer 、 氢气 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.25h， 生成 C₄₆H₆₇N₃O₁₂
  参考文献：
  名称：

  A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure–activity relationships

  摘要：

  A new type of ketolides, bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether and a cyclic carbonate at the G 11, 12 position was prepared and the antibacterial activities of the compounds were evaluated. Some of the derivatives showed potent antibacterial activity against both Haemophilus influenzae and Streptococcus pneumoniae, which are clinically important respiratory tract pathogens. Among the derivatives prepared, compound 5s with a quinolin-4-yl moiety was found to have potent and well-balanced activity against S. pneumoniae and H. influenzae including erythromycin-resistant strains. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.041
• 作为产物：
  描述：

  2-溴萘 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium dihydroxide copper(l) iodide 、 氢气 、 三乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 9.0h， 生成 3-(2-萘)丙烷-1-胺
  参考文献：
  名称：

  A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure–activity relationships

  摘要：

  A new type of ketolides, bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether and a cyclic carbonate at the G 11, 12 position was prepared and the antibacterial activities of the compounds were evaluated. Some of the derivatives showed potent antibacterial activity against both Haemophilus influenzae and Streptococcus pneumoniae, which are clinically important respiratory tract pathogens. Among the derivatives prepared, compound 5s with a quinolin-4-yl moiety was found to have potent and well-balanced activity against S. pneumoniae and H. influenzae including erythromycin-resistant strains. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.041

文献信息

• Design, synthesis and biological evaluation of 5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one derivatives as potent β2-adrenoceptor agonists
  作者：Gang Xing、Li Pan、Ce Yi、Xiaoran Li、Xinyue Ge、Ying Zhao、Yichuang Liu、Jinyan Li、Anthony Woo、Bin Lin、Yuyang Zhang、Maosheng Cheng

  DOI：10.1016/j.bmc.2018.10.043

  日期：2019.6

  A series of novel β2-adrenoceptor agonists with a 5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one moiety was designed, synthesized and evaluated for biological activity in human embryonic kidney 293 cells and isolated guinea pig trachea. Compounds 9g and (R)-18c exhibited the most excellent β2-adrenoceptor agonistic effects and high β2/β1-selectivity with EC50 values of 36 pM for 9g and 21 pM

  设计，合成了一系列具有5-（2-氨基-1-羟乙基）-8-羟基喹啉-2（1H）-一个部分的新型β2-肾上腺素受体激动剂，并评估了其在人胚胎肾293细胞中的生物学活性。豚鼠气管。化合物9g和（R）-18c表现出最出色的β2-肾上腺素受体激动作用和高β2/β1-选择性，9g的EC50值为36 pM，（R）-18c的EC50值为21 pM。他们在体外豚鼠气管支气管扩张模型中产生了有效的气道平滑肌松弛作用，起效快，作用时间长。这些结果支持将这两种化合物进一步发展为候选药物。
• Synthesis of a novel tripeptidomimetic scaffold and biological evaluation for CXC chemokine receptor 4 (CXCR4) antagonism
  作者：Markus Baumann、Lina Marie Nome、Zack G. Zachariassen、Stefanie Karlshøj、Torgils Fossen、Mette M. Rosenkilde、Jon Våbenø、Bengt Erik Haug

  DOI：10.1016/j.tet.2017.05.057

  日期：2017.7

  preparation of a new 2,6,8-trisubstituted bicyclic tripeptidomimetic scaffold through TFA-mediated cyclization of a linear precursor containing three side chains. The introduction of a triphenylmethyl-protected thiol into carboxylic acid containing building blocks through sulfa Michael additions onto α,β-unsaturated hexafluoroisopropyl esters is described. The stereoselectivity of the bicycle formation was found

  我们在这里报告通过TFA介导的包含三个侧链的线性前体的环化，制备新的2,6,8-三取代双环三肽模拟支架。描述了通过在α，β-不饱和六氟异丙基酯上的磺胺迈克尔加成将三苯甲基保护的硫醇引入到含羧酸的结构单元中。发现自行车结构的立体选择性略低于先前报道的类似的3,6,8-三取代支架的立体选择性。此外，当R 1时，线性前体的构型以不同的方式指导环化的立体化学结果侧链位于自行车的C2（当前工作）而不是C3（先前的工作）上。合成了基于新支架的三肽模拟化合物，并评估了其对CXCR4的拮抗力，其中一种化合物（45a）的活性与早期报道的3,6,8三肽模拟自行车相似。
• Amide derivatives
  申请人：Muto Susumu

  公开号：US20050215645A1

  公开（公告）日：2005-09-29

  A medicament for enhancing an effect of a cancer therapy based on a mode of action of DNA injury, which comprises as an active ingredient a compound represented by the following general formula (I) or a salt thereof: wherein one of R 1 and R 2 represents hydrogen atom and the other represents the formula —X-A wherein A represents hydrogen atom or an acyl group, X represents oxgen atom or NH; one of R 3 and R 4 represents hydrogen atom and the other represents the following formula: wherein Y represents a sulfonyl group or a carbonyl group, R 5 represents a cyclic group, Z represents a single bond or a C 1 to C 4 alkylene group, R 6 represents hydrogen atom or a C 1 to C 6 alkyl group.

  一种用于增强基于DNA损伤作用的癌症治疗效果的药物，其活性成分为以下一般式(I)或其盐表示的化合物：其中R1和R2中的一个代表氢原子，另一个代表式—X-A，其中A代表氢原子或酰基，X代表氧原子或NH；R3和R4中的一个代表氢原子，另一个代表以下式：其中Y代表磺酰基或羰基，R5代表环状基团，Z代表单键或C1到C4烷基烷基，R6代表氢原子或C1到C6烷基基团。
• N-Acylated and N-Alkylated 2-Aminobenzothiazoles Are Novel Agents That Suppress the Generation of Prostaglandin E2
  作者：Maria A. Theodoropoulou、Anastasia Psarra、Martin Erhardt、Aikaterini Nikolaou、Anna-Dimitra D. Gerogiannopoulou、Dimitra Hadjipavlou-Litina、Daiki Hayashi、Edward A. Dennis、Andrea Huwiler、George Kokotos

  DOI：10.3390/biom12020267

  日期：——

  diseases. We synthesized a series of N-acylated and N-alkylated 2-aminobenzothiazoles and related heterocycles (benzoxazoles and benzimidazoles) and evaluated their ability to suppress the cytokine-stimulated generation of PGE2 in rat mesangial cells. 2-Aminobenzothiazoles, either acylated by the 3-(naphthalen-2-yl)propanoyl moiety (GK510) or N-alkylated by a chain carrying a naphthalene (GK543) or a phenyl

  寻求调节前列腺素 E2 (PGE2) 生成的新药物非常重要，因为这种类花生酸是炎症性疾病的关键因素。我们合成了一系列 N-酰化和 N-烷基化 2-氨基苯并噻唑和相关杂环（苯并恶唑和苯并咪唑），并评估了它们在大鼠系膜细胞中抑制细胞因子刺激的 PGE2 生成的能力。2-氨基苯并噻唑，或者被 3-(萘-2-基)丙酰基部分 (GK510) 酰化，或者被在三个碳原子距离处带有萘 (GK543) 或苯基部分 (GK562) 的链 N-烷基化，在抑制 PGE2 生成方面表现突出，EC50 值范围为 118 nM 至 177 nM。GK510 和 GK543 的体内抗炎活性均高于消炎痛。因此，
• Structure and property based design, synthesis and biological evaluation of γ-lactam based HDAC inhibitors
  作者：Eunhyun Choi、Chulho Lee、Jung Eun Park、Jeong Jea Seo、Misun Cho、Jong Soon Kang、Hwan Mook Kim、Song-Kyu Park、Kiho Lee、Gyoonhee Han

  DOI：10.1016/j.bmcl.2010.12.079

  日期：2011.2

  enzyme. The smaller γ-lactam core HDAC inhibitors were designed and synthesized for biological and property optimization. Phenyl, naphthyl and thiophenyl groups were introduced as the cap groups. Hydrophobic and bulky cap groups increase potency of HDAC inhibition because of hydrophobic interaction between HDAC and inhibitors. In overall, γ-lactam based HDAC inhibitors showed more potent than δ-lactam analogues

  组蛋白脱乙酰基酶（HDAC）参与翻译后修饰和基因表达。癌细胞通过Epi募集了一定数量的HDAC来维持生存-肿瘤抑制基因的基因下调。HDAC已经成为治疗癌症的有希望的靶标，并且如今已经研究了许多HDAC抑制剂。在先前的研究中，我们合成了δ-内酰胺核心HDAC抑制剂，该抑制剂具有强大的HDAC抑制活性以及癌细胞生长抑制活性。通过对δ-内酰胺类抑制剂的QSAR研究，表明较小的核比较大的核更有活性，因为它更适合HDAC酶活性口袋的狭窄疏水通道。设计和合成了较小的γ-内酰胺核心HDAC抑制剂，以优化生物学和性能。引入苯基，萘基和硫代苯基作为帽基。疏水性和大体积的帽基团由于HDAC与抑制剂之间的疏水性相互作用而提高了HDAC抑制能力。