2-(4-(甲基硫代)苯基)乙胺 | 118468-21-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-(甲基硫代)苯基)乙胺
• 英文名称: 4-(methylthio)phenylethylamine
• 英文别名: 4-(methylmercapto)phenylethylamine；2-(4-(methylthio)phenyl)ethan-1-amine；2-(4-(methylthio)phenyl)ethanamine；2-(4-methylsulfanyl-phenyl)-ethylamine；Benzeneethanamine, 4-(methylthio)-；2-(4-methylsulfanylphenyl)ethanamine
• CAS: 118468-21-6
• 化学式: C₉H₁₃NS
• mdl: MFCD06212969
• 分子量: 167.275
• InChiKey: UMURWDSHMNEMOR-UHFFFAOYSA-N

物化性质

• 沸点：
  279.9±23.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-(甲基硫代)苯基)乙胺 在 sodium hydroxide 吡啶 作用下， 以 水 为溶剂， 反应 25.0h， 生成 2-(4-甲砜基苯基)乙胺
  参考文献：
  名称：

  Physicochemical factors affecting the uptake by roots and translocation to shoots of amine bases in barley

  摘要：

  The uptake by barley roots from nutrient solution and subsequent transport to shoots of two series of amine bases were measured over 6 to 72 h. The compounds were chosen to span systematically ranges of lipophilicity (assessed using 1-octanol/water partition coefficients, K-ow) and pKa that would include commercial pesticide amines. In a series of six substituted phenethylamines, strong bases with pKa similar to 9.5, all the compounds were strongly taken up by roots from solutions of pH 8.0; uptake declined substantially as the pH was lowered to 5.0, especially for the compounds of intermediate lipophilicity (log k(ow) 2 to 3). This uptake could be ascribed to three processes: (i) accumulation of the cation inside the root cells due to the negative charge on the plasmalemma, as given by the Nernst equation and important only for the polar compounds which have low permeation rates through membranes; (ii) accumulation into the vacuole by ion-trapping, which was the dominant process at high pH for all compounds and at all pH values for the compounds of intermediate lipophilicity; (iii) partitioning on to the root solids, substantial only for the most lipophilic compounds. Translocation to shoots was proportional to uptake by roots, this ratio being independent of external pH for each compound and being optimal for the compounds of intermediate lipophilicity. Such proportionality was also observed in a series of three weaker bases of intermediate lipophilicity, in which compounds of pKa 7.4 to 8.0 were also well taken up and translocated whereas the very weak base 4-ethylaniline (pKa 5.03) was much less so. Tests with quaternised pyridines confirmed that organic cations move only slowly through membranes. The observed behaviour of the amines could be modelled reasonably well assuming that transport within the plant was dominated by movement across membranes of the non-ionised species, and this appeared to be true even for the most lipophilic phenethylamine (log K-ow 4.67) studied, though its long-distance movement would be as the protonated species. (C) 1998 Society of Chemical Industry.

  DOI：

  10.1002/(sici)1096-9063(199809)54:1<8::aid-ps793>3.0.co;2-e
• 作为产物：
  描述：

  4-(甲硫基)苯基乙腈 、 Lithium aluminium hydride 、 sodium hydroxide 在 乙酸乙酯 、 sodium hydroxide 、 甲醇 、 氨 、 silica gel 、 二氯甲烷 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以methanol:0.88 ammonia, 100:0:0 to 95:5:0.5, to afford the title compound as a yellow oil in 18% yield, 154 mg的产率得到氨
  参考文献：
  名称：

  Compounds useful for the treatment of diseases

  摘要：

  本发明涉及式（1）的化合物以及制备这些化合物的中间体、含有这些衍生物的组合物以及使用这些衍生物的方法。根据本发明的化合物在许多疾病、紊乱和状况中非常有用，特别是在炎症、过敏和呼吸系统疾病、紊乱和状况中。

  公开号：

  US07629358B2

文献信息

• [EN] PHENETHYLAMIDE DERIVATIVES AND THEIR HETEROCYCLIC ANALOGUES<br/>[FR] DÉRIVÉS DE PHÉNÉTHYLAMIDE ET LEURS ANALOGUES HÉTÉROCYCLIQUES
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2010044054A1

  公开（公告）日：2010-04-22

  The invention relates to novel phenethylamide derivatives and their heterocyclic analogues of formula (I), wherein A, B, R1, R2 and R3 are as described in the application, and to the use of such compounds, or of pharmaceutically acceptable salts of such compounds, as medicaments, especially as orexin receptor antagonists.

  这项发明涉及新型苯乙酰胺衍生物及其异环类似物，其化学式为(I)，其中A、B、R1、R2和R3如申请中所述，并且涉及将这种化合物或这种化合物的药用可接受盐用作药物，特别是促进睡眠的药物受体拮抗剂。
• [EN] SUBSTITUTED 4-PYRIDONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY<br/>[FR] 4-PYRIDONES SUBSTITUÉES ET LEUR UTILISATION COMME INHIBITEURS DE L'ACTIVITÉ DE L'ÉLASTASE NEUTROPHILE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014029830A1

  公开（公告）日：2014-02-27

  This invention relates to substituted 4-pyridones of formula (1) and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other auto-immune and allergic disorders, allograft rejection, and oncological diseases.

  本发明涉及式（1）的取代4-吡啶酮及其用作中性粒细胞弹性蛋白酶活性抑制剂，含有相同物质的药物组合物，以及将其用作治疗和/或预防肺部、消化道和泌尿道疾病、皮肤和眼睛的炎症性疾病以及其他自身免疫和过敏性疾病、移植排斥反应和肿瘤性疾病的药剂的方法。
• [EN] 6-SUBSTITUTED PHENOXYCHROMAN CARBOXYLIC ACID DERIVATIVES<br/>[FR] DÉRIVÉS DE L'ACIDE CARBOXYLIQUE PHÉNOXYCHROMANE SUBSTITUÉS EN 6
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2009158426A1

  公开（公告）日：2009-12-30

  Compounds of Formula (I): in which A1, A2, W, L, G, R7a, R7b, R8, R9 and R10 have the meanings given in the specification, are DP2 receptor modulators useful in the treatment of immunologic diseases.

  式（I）的化合物：其中A1、A2、W、L、G、R7a、R7b、R8、R9和R10具有规范中给定的含义，是DP2受体调节剂，可用于治疗免疫性疾病。
• Studies of hybrid organic–inorganic [2] and [3]rotaxanes bound to Au surfaces
  作者：Harapriya Rath、Grigore A. Timco、Valdis Corradini、Alberto Ghirri、Umberto del Pennino、Antonio Fernandez、Robin G. Pritchard、Christopher A. Muryn、Marco Affronte、Richard E. P. Winpenny

  DOI：10.1039/c3cc38699f

  日期：——

  Hybrid organic–inorganic [2]- and [3]rotaxanes have been synthesised, and their ability to bind to Au surfaces studied; the length of the tethering group is found to control how the supramolecular assembly binds to the surface and we find that [2]rotaxanes show improved stability over previous studies of simple inorganic rings.

  我们合成了杂化有机无机[2]-和[3]轮烷，并研究了它们与金表面结合的能力；我们发现系链基团的长度可以控制超分子组装体与金表面的结合方式，而且我们发现[2]轮烷的稳定性比以前对简单无机环的研究有所提高。
• PHENETHYLAMIDE DERIVATIVES AND THEIR HETEROCYCLIC ANALOGUES
  申请人：Aissaoui Hamed

  公开号：US20110212968A1

  公开（公告）日：2011-09-01

  The invention relates to novel phenethylamide derivatives and their wherein A, B, R 1 , R 2 and R 3 are as described in the application, and to the use of such compounds, or of pharmaceutically acceptable salts of such compounds, as medicaments, especially as orexin receptor antagonists.

  本发明涉及新型苯乙酰胺衍生物及其其中A、B、R1、R2和R3如本申请中所述的衍生物的药物学上可接受的盐的使用，特别是作为药物，尤其是作为促进睡眠的药物，如促进睡眠的药物。