3-氟丙烷-1-胺 | 462-41-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 中文名称: 3-氟丙烷-1-胺
• 英文名称: 3-fluoropropylamine
• 英文别名: 3-fluoropropan-1-amine；1-Amino-3-fluor-propan；3-Fluor-propylamin
• CAS: 462-41-9
• 化学式: C₃H₈FN
• mdl: MFCD01694865
• 分子量: 77.1016
• InChiKey: YTHVGJSPULXGNY-UHFFFAOYSA-N

物化性质

• 沸点：
  88.5-89 °C(Press: 142 Torr)
• 密度：
  0.884±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-氟丙烷-1-胺 、 2',3'-isopropylideneadenosine-5'-carboxylic acid 在 (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 (3aS,4S,6R,6aR)-6-(6-amino-9H-purin-9-yl)-N-(3-fluoropropyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide
  参考文献：
  名称：

  Optimization of Adenosine 5′-Carboxamide Derivatives as Adenosine Receptor Agonists Using Structure-Based Ligand Design and Fragment Screening

  摘要：

  Structures of G protein-coupled receptors (GPCRs) have a proven utility in the discovery of new antagonists and inverse ago fists modulating signaling of this important family of clinical targets. Applicability of active-state GPCR structures to virtual screening and rational optimization of agonists, however, remains to be assessed. In this study of adenosine 5' derivatives, we evaluated the performance of an agonist-bound A(2A) adenosine receptor (AR) structure in retrieval of known agonists and then employed the structure to screen for new fragments optimally fitting the corresponding subpocket. Biochemical and functional assays demonstrate high affinity of new derivatives that include polar heterocycles. The binding models also explain modest selectivity gain for some substituents toward the closely related A(1)AR subtype and the modified agonist efficacy of some of these ligands. The study suggests further applicability of in silico fragment screening to rational lead optimization in GPCRs.

  DOI：

  10.1021/jm300095s
• 作为产物：
  描述：

  3-氟-1-硝基丙烷 在 乙醇 、 铂 作用下， 生成 3-氟丙烷-1-胺
  参考文献：
  名称：

  Toxic Fluorine Compounds. VI.¹ ι-Fluoroalkylamines

  摘要：

  DOI：

  10.1021/ja01595a059

文献信息

• [EN] MODULATORS OF DOPAMINE NEUROTRANSMISSION<br/>[FR] MODULATEURS DE LA NEUROTRANSMISSION DE LA DOPAMINE
  申请人：NSAB AF NEUROSEARCH SWEDEN AB

  公开号：WO2009133109A1

  公开（公告）日：2009-11-05

  The present invention relates to novel 1-(2,3-dihydro-1,4-benzodioxin-2-yl)-methanamine derivatives, useful as modulators of dopamine neurotransmission, and more specifically as dopaminergic stabilizers. In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions comprising the compounds of the invention.

  这项发明涉及新颖的1-(2,3-二氢-1,4-苯并二氧杂环戊烷-2-基)-甲胺衍生物，用作多巴胺神经传导调节剂，更具体地用作多巴胺稳定剂。在其他方面，该发明涉及将这些化合物用于治疗方法以及包括该发明化合物的药物组合物。
• Disrupting the Conserved Salt Bridge in the Trimerization of Influenza A Nucleoprotein
  作者：Jennifer L. Woodring、Shao-Hung Lu、Larissa Krasnova、Shih-Chi Wang、Jhih-Bin Chen、Chiu-Chun Chou、Yi-Chou Huang、Ting-Jen Rachel Cheng、Ying-Ta Wu、Yu-Hou Chen、Jim-Min Fang、Ming-Daw Tsai、Chi-Huey Wong

  DOI：10.1021/acs.jmedchem.9b01244

  日期：2020.1.9

  threat to public health. To develop a broad-spectrum inhibitor of influenza to combat the problem of drug resistance, we previously identified the highly conserved E339...R416 salt bridge of the nucleoprotein trimer as a target and compound 1 as an inhibitor disrupting the salt bridge with an EC50 = 2.7 μM against influenza A (A/WSN/1933). We have further modified this compound via a structure-based

  流感感染中的抗病毒药物耐药性已成为对公共卫生的主要威胁。为了开发广谱的流感抑制剂来解决耐药性问题，我们之前确定了高度保守的核蛋白三聚体E339 ... R416盐桥为靶标，化合物1为通过EC50破坏盐桥的抑制剂甲型流感病毒= 2.7μM（A / WSN / 1933）。我们通过基于结构的方法进一步修饰了该化合物，并进行了抗病毒活性筛选，以鉴定化合物29和30的EC50值分别为110和120 nM，并且没有可测量的宿主细胞毒性。与临床使用的神经氨酸酶抑制剂相比，这两种化合物对耐药性A型流感病毒株和B型流感病毒显示出更好的活性，
• Novel and orally active 5-(1,3,4-oxadiazol-2-yl)pyrimidine derivatives as selective FLT3 inhibitors
  作者：Hiroshi Ishida、Shoichi Isami、Tsutomu Matsumura、Hiroshi Umehara、Yoshinori Yamashita、Jiro Kajita、Eiichi Fuse、Hitoshi Kiyoi、Tomoki Naoe、Shiro Akinaga、Yukimasa Shiotsu、Hitoshi Arai

  DOI：10.1016/j.bmcl.2008.09.031

  日期：2008.10

  4-Oxadiazol-2-yl)pyrimidine derivative 1 was identified as a new class of FLT3 inhibitor from our compound library. With the aim of enhancement of antitumor activity of 2 prepared by minor modification of 1, structure optimization of side chains at the 2-, 4-, and 5-positions of the pyrimidine ring of 2 was performed to improve the metabolic stability. Introduction of polar substituents on the 1,3,4-oxadiazolyl

  5-（1,3,4-Oxadiazol-2-yl）嘧啶衍生物1从我们的化合物库中被鉴定为一类新的FLT3抑制剂。为了增强通过对1进行少量修饰而制备的2的抗肿瘤活性，进行了对嘧啶环2的2-，4-和5-位侧链的结构优化，以改善代谢稳定性。在1,3,4-恶二唑基上引入极性取代基有助于代谢稳定性的显着提高。结果，通过口服给药，一系列化合物在小鼠中显示出针对MOLM-13异种移植模型的增强的功效。
• Structure-Guided Discovery of Silicon-Containing Subnanomolar Inhibitor of Hydroxyphenylpyruvate Dioxygenase as a Potential Herbicide
  作者：Ren-Yu Qu、Jia-Xu Nan、Yao-Chao Yan、Qiong Chen、Ferdinand Ndikuryayo、Xue-Fang Wei、Wen-Chao Yang、Hong-Yan Lin、Guang-Fu Yang

  DOI：10.1021/acs.jafc.0c03844

  日期：2021.1.13

  4-Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) has been recognized as one of the most promising targets in the field of herbicide innovation considering the severity of weed resistance currently. In a persistent effort to develop effective HPPD-inhibiting herbicides, a structure-guided strategy was carried out to perform the structural optimization for triketone-quinazoline-2,4-diones, a

  考虑到目前对杂草的抗性的严重性，4-羟基苯基丙酮酸双加氧酶（HPPD，EC 1.13.11.27）被公认为是除草剂创新领域最有希望的目标之一。为了开发有效的抑制HPPD的除草剂，我们进行了结构导向的策略，以对三酮喹唑啉-2,4-二酮（我们在实验室中首次发现的新型HPPD抑制剂支架）进行结构优化。在此，从与6-（2-羟基-6-氧代环己基-1-烯-1-羰基）-1,5-二甲基-3-（邻甲苯基）喹唑啉络合的拟南芥（At）HPPD的晶体结构开始-2,4（1 H，3 H）-二酮（MBQ），通过优化R 1位置核心结构侧链与At HPPD活性位点入口处的疏水口袋之间的疏水相互作用，设计和制备了quinazoline-2,4-dione衍生物的三个亚系列。6-（2-羟基-6-氧代环己-1-烯-1-羰基）-1,5-二甲基-3-（3-（三甲基甲硅烷基）丙-2-炔-1-基）喹唑啉-2,4（对At HPPD具有最佳抑制活性的1
• The development of potential new fluorine-18 labelled radiotracers for imaging the GABAA receptor
  作者：Alexander Jackson、Benedicte B. Guilbert、Stuart D. Plant、Julian Goggi、Mark R. Battle、John L. Woodcraft、Alessandra Gaeta、Clare L. Jones、Denis R. Bouvet、Paul A. Jones、Dennis M. O’Shea、Penny Hao Zheng、Samantha L. Brown、Amanda L. Ewan、William Trigg

  DOI：10.1016/j.bmcl.2012.11.066

  日期：2013.2

  tomography (PET) using the tracer [11C]Flumazenil has shown changes in the distribution and expression of the GABAA receptor in a range of neurological conditions and injury states. We aim to develop a fluorine-18 labelled PET agent with comparable properties to [11C]Flumazenil. In this study we make a direct comparison between the currently known fluorine-18 labelled GABAA radiotracers and novel imidazobenzodiazepine

  使用示踪剂[ 11 C]氟马西尼的正电子发射断层扫描（PET）已显示出在一系列神经系统疾病和损伤状态下GABA A受体的分布和表达发生了变化。我们旨在开发一种氟18标记的PET试剂，其性能与[ 11 C]氟马西尼相当。在这项研究中，我们将目前已知的18氟标记的GABA A放射性示踪剂与新型咪唑并苯并二氮杂ze配体进行直接比较。设计并合成了新化合物的聚焦库，其中含氟部分和连接位置发生了变化。22种化合物对GABA A的体外亲和力测量受体。由于效能低，因此消除了含有氟代烷基酰胺或较长链酯基的化合物。对每种结构类型的一种化合物的氟18放射化学进行了评估，以确认以高收率进行自动放射合成是可行的。被评估的11种新化合物似乎适合作为PET示踪剂进行体内评估。