1-[N-(苄氧羰基)氨基]-1,1-二甲基-2-(4-甲氧基苯基)乙烷 | 81279-26-7

• 中文名称: 1-[N-(苄氧羰基)氨基]-1,1-二甲基-2-(4-甲氧基苯基)乙烷
• 英文名称: 1--1,1-dimethyl-2-(4-methoxyphenyl)ethane
• 英文别名: 1-[N-(benzyloxycarbonyl)amino]-1,1-dimethyl-2-(4-methoxyphenyl)ethane；benzyl N-[1-(4-methoxyphenyl)-2-methylpropan-2-yl]carbamate
• CAS: 81279-26-7
• 化学式: C₁₉H₂₃NO₃
• 分子量: 313.397
• InChiKey: YNHBIJQMGDYTMA-UHFFFAOYSA-N

物化性质

• 沸点：
  470.7±38.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[N-(苄氧羰基)氨基]-1,1-二甲基-2-(4-甲氧基苯基)乙烷 在 氢气 、 palladium(II) hydroxide 作用下， 以 乙醇 为溶剂， 生成 1-(4-甲氧基苯基)-2-甲基丙烷-2-胺
  参考文献：
  名称：

  Antagonists of the Calcium Receptor I. Amino Alcohol-Based Parathyroid Hormone Secretagogues

  摘要：

  Functional screening of the former SmithKline Beecham compound collection against the human calcium receptor (CaR) resulted in the identification of the amino alcohol-based hit 2 (IC50 = 11 mu M)Structure-activity Studies of 2 focused on the optimization of the right- and left-hand side aromatic moieties as well as the amino alcohol linker region. Critical to the optimization of this antagonist template was the discovery that the chirality of the C-2 secondary alcohol played a key role in enhancing both CaR potency as well as selectivity over the beta-adrenergic receptor subtypes. These SAR studies ultimately led to the identification of 38 (NPS 2143; SB-262470A), a potent and orally active CaR antagonist. Pharmacokinetic characterization of 38 in the rat revealed that this molecule had a large volume of distribution (11 L/kg), which resulted in a prolonged systemic exposure, protracted increases in the plasma levels of PTH, and an overall lack of net bone formation effect in a rodent model of osteoporosis.

  DOI：

  10.1021/jm900364m
• 作为产物：
  描述：

  在 sodium azide 作用下， 以 水 、 丙酮 、 甲苯 为溶剂， 反应 1.25h， 生成 1-[N-(苄氧羰基)氨基]-1,1-二甲基-2-(4-甲氧基苯基)乙烷
  参考文献：
  名称：

  Effects of certain hallucinogenic amphetamine analogs on the release of [3H]-serotonin from rat brain synaptosomes

  摘要：

  The enantiomers of 3,4-(methylenedioxy)amphetamine (MDA), p-methoxyamphetamine (PMA), and N-Me-MDA (MDMA), along with their alpha, alpha-dimethylated derivatives, were evaluated for an effect on the release of [3H]serotonin from rat whole brain synaptosomes. The amphetamine isomers were all potent in inducing the release of [3H]serotonin at bath concentrations of 1 and 10 micrometers but were inactive at 0.1 micrometers. No significant difference in isomer potency was observed at the 10 micrometers concentration. However, at 1 micrometer the (+) isomer of MDMA was more effective in inducing release than was the (-) isomer. Since it is the (+) isomer which is clinically active, this result suggests that transmitter release may play a role in the biological activity of MDMA. By contrast, the alpha, alpha-dimethyl compounds were not effective in releasing serotonin, even at the highest bath concentration.

  DOI：

  10.1021/jm00347a010

文献信息

• Discovery of olodaterol, a novel inhaled β2-adrenoceptor agonist with a 24h bronchodilatory efficacy
  作者：Thierry Bouyssou、Christoph Hoenke、Klaus Rudolf、Philipp Lustenberger、Sabine Pestel、Peter Sieger、Ralf Lotz、Claudia Heine、Frank H. Büttner、Andreas Schnapp、Ingo Konetzki

  DOI：10.1016/j.bmcl.2009.12.087

  日期：2010.2

  Compound 4p was identified from a series of 6-hydroxy-4H-benzo[1,4]oxazin-3-ones as potent agonist of the human beta(2)-adrenoceptor with a high beta(1)/beta(2)-selectivity. A complete reversal of acetylcholine-induced bronchoconstriction which lasted over the whole study period of 5 h was demonstrated for 4p in a guinea pig in vivo model without any signs of cardiovascular effects up to 10-fold above the first dose reaching 100% bronchoprotection. The enantiomerically pure (R)-form of 4p exerted a bronchodilatory efficacy over 24 h in dogs and guinea pigs in the absence of systemic pharmacodynamic effects. Formoterol which was tested as comparator in the same in vivo models of acetylcholine-induced bronchoconstriction did not retain efficacy after 24 h. In summary, the preclinical pro. le of compound (R)-4p (olodaterol, also known as BI 1744 CL) suggests a potential for once-daily dosing in man accompanied with an improved safety pro. le. (C) 2010 Elsevier Ltd. All rights reserved.