2-(p-benzyloxyphenyl)-ethyl chloride | 71488-47-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(p-benzyloxyphenyl)-ethyl chloride
• 英文别名: 2-(4-benzyloxyphenyl)ethyl chloride；1-Benzyloxy-4-chloroethylbenzene；1-(2-chloroethyl)-4-phenylmethoxybenzene
• CAS: 71488-47-6
• 化学式: C₁₅H₁₅ClO
• 分子量: 246.737
• InChiKey: IAKCIBCKMXZSDW-UHFFFAOYSA-N

物化性质

• 沸点：
  371.5±22.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(p-benzyloxyphenyl)-ethyl chloride 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 水 为溶剂， 25.0~60.0 ℃ 、344.73 kPa 条件下， 反应 30.0h， 生成 2-[4-(2-Cyclopentyloxy-ethyl)-phenoxymethyl]-oxirane
  参考文献：
  名称：

  Synthesis of a series of compounds related to betaxolol, a new .beta.1-adrenoceptor antagonist with a pharmacological and pharmacokinetic profile optimized for the treatment of chronic cardiovascular diseases

  摘要：

  A series of para-substituted phenoxypropanolamines has been synthesized and tested for beta-adrenoceptor blocking activity. Some derivatives (8, 11, 12, 20, 21) exhibited greater in vitro potency than the reference drugs metoprolol and propranolol. This series, in contrast to propranolol but similar to metoprolol, possesses cardioselectivity. The 3-[p-[(cycloalkylmethoxy)ethyl]phenoxy]-1-substituted-amino-2-prop anol derivatives 8 (cyclopropylmethoxyethyl: betaxolol) and 11 (cyclobutylmethoxyethyl) produced antihypertensive effects in spontaneously hypertensive rats. Betaxolol (Kerlon, 8) was found to exhibit an appropriate preclinical pharmacological and human pharmacokinetic profile (elevated oral bioavailability and prolonged plasma half-life) for the treatment of chronic cardiovascular diseases such as hypertension and angina.

  DOI：

  10.1021/jm00389a008
• 作为产物：
  描述：

  2-(4-苯甲氧基苯基)乙醇 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 2-(p-benzyloxyphenyl)-ethyl chloride
  参考文献：
  名称：

  Metabolism of fentanyl in isolated hepatocytes from rat and guinea pig.

  摘要：

  通过气相色谱-质谱（GC-MS）结合稳定同位素示踪技术，鉴定了大鼠和豚鼠离体肝细胞中芬太尼（FT）的代谢物。离体肝细胞采用胶原酶灌注法制备，并与 0.3mM 等摩尔 FT 和柠檬酸 FT-d5 混合物在 37°C 旋转圆底烧瓶中培养。代谢物用氯仿提取。提取物经三甲基硅烷化后进行气相色谱和气相色谱-质谱分析。质谱中的特征性双峰表明，在大鼠和豚鼠肝细胞中分别存在 6 种和 7 种代谢物。在这两个物种中，4-（N-丙酰基苯胺基）哌啶被确定为主要代谢物。其他代谢物是 FT 的苯乙基、哌啶基和丙酰基的氧化产物。在肝细胞中未发现苯胺基环的氧化和酰胺键的水解。

  DOI：

  10.1248/cpb.33.3922

文献信息

• 1-(Aralkoxyphenyl)-2-(bis-arylalkylamino)-alkanes
  申请人：Ciba-Geigy Corporation

  公开号：US04329367A1

  公开（公告）日：1982-05-11

  1-(Aralkoxyphenyl)-2 or 3-(bis-arylalkylamino)-alkanes, e.g. those of the formula: ##STR1## or therapeutically acceptable salts thereof are hypotensive and cardioactive agents.

  1-(芳氧基苯基)-2或3-(双芳基烷基氨基)-烷烃，例如以下结构的化合物：##STR1##或其治疗上可接受的盐是降压和心脏活性药物。
• Novel tricyclic azepine derivatives, method for production thereof and pharmaceutical compositions comprising the same
  申请人：Gallet Sebastien

  公开号：US20060079677A1

  公开（公告）日：2006-04-13

  A compound of formula (I): wherein: represents benzo or pyrido, optionally fused in the 2-3, 3-4 or 4-5 position to a phenyl, (C 4 -C 8 )cycloalkyl or heterocyclic group, which may be optionally substituted, W represents X—Y or Y—X, wherein: X represents and Y represents oxygen or N—R 3 , n represents zero or an integer from 1 to 6, G, R 1 , R 2 and R 3 are as defined in the description, its enantiomers and diastereoisomers, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful for the treatment of cancerous diseases.

  式(I)的化合物：其中：表示苯并或吡啶，并且可以在2-3、3-4或4-5位置与苯基、(C4-C8)环烷基或杂环基融合，该基团可以选择性地被取代，W表示X—Y或Y—X，其中：X表示，Y表示氧或N—R3，n表示零或1到6之间的整数，G、R1、R2和R3如描述中所定义，其对映体和非对映体异构体，以及其与药用酸或碱形成的可接受的盐，以及含有这些化合物的药物产品，用于治疗癌症性疾病。
• Metabolism of fentanyl in isolated hepatocytes from rat and guinea pig.
  作者：TSUYOSHI GOROMARU、MASATAKA KATASHIMA、HIROSHI MATSUURA、NOZOMU YOSHIMURA

  DOI：10.1248/cpb.33.3922

  日期：——

  The metabolites of fentanyl (FT) were identified in isolated rat and guinea pig hepatocytes by gas chromatography-mass spectrum (GC-MS) combined with the stable isotope tracer technique. Isolated hepatocytes were prepared by the collagenase perfusion method and were incubated with a 0.3mM equimolar mixture of FT and FT-d5 citrate in a rotating round-bottomed flask at 37°C. The metabolites were extracted with chloroform. The extracts were subjected to GC and GC-MS after trimethylsilylation. Characteristic doublet peaks in the mass spectra indicated the presence of 6 and 7 metabolites in rat and guinea pig hepatocytes, respectively. 4-(N-Propionylanilino) piperidine was identified as the main metabolite in both species. Other metabolites were oxidation products of the phenethyl, piperidine and propionyl groups of FT. Oxidation of the anilino ring and hydrolysis of the amide bond were not found in hepatocytes.

  通过气相色谱-质谱（GC-MS）结合稳定同位素示踪技术，鉴定了大鼠和豚鼠离体肝细胞中芬太尼（FT）的代谢物。离体肝细胞采用胶原酶灌注法制备，并与 0.3mM 等摩尔 FT 和柠檬酸 FT-d5 混合物在 37°C 旋转圆底烧瓶中培养。代谢物用氯仿提取。提取物经三甲基硅烷化后进行气相色谱和气相色谱-质谱分析。质谱中的特征性双峰表明，在大鼠和豚鼠肝细胞中分别存在 6 种和 7 种代谢物。在这两个物种中，4-（N-丙酰基苯胺基）哌啶被确定为主要代谢物。其他代谢物是 FT 的苯乙基、哌啶基和丙酰基的氧化产物。在肝细胞中未发现苯胺基环的氧化和酰胺键的水解。
• Isoindolone compounds and their use as metabotropic glutamate receptor potentiators
  申请人：Clayton Joshua

  公开号：US20090275578A1

  公开（公告）日：2009-11-05

  The present invention is directed to compounds of formula I: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and n are as defined for formula I in the description. The invention also relates to processes for the preparation of the compounds and to new intermediates employed in the preparation, pharmaceutical compositions containing the compounds, and to the use of the compounds in therapy.

  本发明涉及式I的化合物：其中R1，R2，R3，R4，R5，R6，R7，R8，R9和n在描述中定义为式I。本发明还涉及制备该化合物的过程，以及用于制备的新中间体，含有该化合物的制药组合物，以及在治疗中使用该化合物。
• US4329367A
  申请人：——

  公开号：US4329367A

  公开（公告）日：1982-05-11