4-甲氧基-N,N-二甲基-苯乙胺 | 775-33-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 4-甲氧基-N,N-二甲基-苯乙胺
• 中文别名: 盐酸文拉法辛杂质A；文拉法辛杂质A；文法拉辛杂质A；文拉法辛EP杂质A
• 英文名称: 4-methoxyphenethyl-dimethylamine
• 英文别名: p-methoxy-N,N-dimethylphenethylamine；2-(4-methoxyphenyl)-N,N-dimethylethan-1-amine；N,N-dimethyl-4-methoxyphenethylamine；N,N-Dimethyl-4-methoxy-phenaethylamin；[2-(4-Methoxyphenyl)ethyl]dimethylamine；2-(4-methoxyphenyl)-N,N-dimethylethanamine
• CAS: 775-33-7
• 化学式: C₁₁H₁₇NO
• mdl: MFCD18379328
• 分子量: 179.262
• InChiKey: BGSZBHCYLIHECZ-UHFFFAOYSA-N

物化性质

• 熔点：
  115-117 °C
• 沸点：
  108 °C(Press: 11 Torr)
• 密度：
  0.961±0.06 g/cm3(Predicted)
• 溶解度：
  乙腈（微溶）、氯仿（微溶）
• 保留指数：
  1430.3

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-甲氧基-N,N-二甲基-苯乙胺 在 盐酸 作用下， 生成 大麦芽碱
  参考文献：
  名称：

  Caudal anesthesia reduces the minimum alveolar concentration of enflurane for laryngeal mask airway removal in boys

  摘要：

  Purpose: To investigate the effects of caudal analgesia on the minimal alveolar concentration of enflurane for laryngeal mask airway (LMA) smooth extubation (MACex).Methods: We studied 50 nonpremedicated children, aged three to ten years, ASA physical status 1, undergoing surgery for hypospadias repair. After a sevoflurane inhalation induction, children were randomized to receive LMA insertion with or without ropivacaine caudal analgesia. At the end of surgery, a predetermined end-tical enflurane concentration was achieved, and the LMA was removed by an anesthesiologist blinded to group allocation. Each concentration at which LMA extubation was attempted was predetermined by the up-and-down method (with 0.1 % as the step size), When LMA removal was accomplished without coughing, clenching teeth or gross purposeful muscular movements during or within one minute after removal, it was considered successful.Results: MACex of enflurane for LMA removal in the group without caudal anesthesia was 1.04% (95% confidence interval, 1.00-1.10) and the LMA MACex of enflurane in the group with caudal anesthesia was 0.74% (95% confidence interval, 0.63-0.81). Caudal analgesia significantly reduced enflurane requirements by 29% (95% confidence interval, 22-36%).Conclusion: In conclusion, caudal analgesia significantly reduced the LMA MACex of enflurane by approximately 29%. Possible mechanisms may be related to the analgesic effect of caudal blockade or to the sedative properties of neuraxial anesthesia.

  DOI：

  10.1007/bf03020495
• 作为产物：
  描述：

  对甲氧基苯乙醇 在 氯化亚砜 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 4-甲氧基-N,N-二甲基-苯乙胺
  参考文献：
  名称：

  Isolation of the trimer of compound 48/80 and determination of its histamine-releasing activity.

  摘要：

  化合物48/80的三聚体被分离出来，并对其在大鼠腹膜肥大细胞中释放组胺的效力进行了研究。该三聚体的ED50（给出50%组胺释放的浓度）为2×10^-5M。结果表明，三聚体并不像之前认为的那样不活跃。

  DOI：

  10.1248/cpb.32.4185

文献信息

• Tandem Transformation of Nitro Compounds into <i>N</i> -Methylated Amines: Greener Strategy for the Utilization of Methanol as a Methylating Agent
  作者：Bhaskar Paul、Sujan Shee、Kaushik Chakrabarti、Sabuj Kundu

  DOI：10.1002/cssc.201700503

  日期：2017.6.9

  and moisture‐stable, highly efficient ruthenium NNN pincer complex is reported for the first time to catalyze the tandem transformation of various aromatic and aliphatic nitro compounds into the corresponding N‐methylated amines in up to 98 % yield by using methanol as a green methylating agent. Gram‐scale reactions of challenging nitro substrates demonstrated the practical application aspects of this

  首次报道了一种简单的对空气和湿气稳定的高效NNN钳形钌络合物，通过使用甲醇作为催化剂，催化多种芳香族和脂肪族硝基化合物串联转化为相应的N-甲基化胺，收率高达98％。绿色甲基化剂。具有挑战性的硝基底物的克级反应证明了该催化系统的实际应用。重要的是，无需使用任何昂贵的基于钯/膦/胺的交叉偶联反应，就可以将N-甲胺部分顺利引入各种复杂的分子结构中。
• Reductive N-methylation of amines with calcium hydride and Pd/C catalyst
  作者：Carole Guyon、Marie-Christine Duclos、Estelle Métay、Marc Lemaire

  DOI：10.1016/j.tetlet.2016.05.094

  日期：2016.7

  The methylation of amines by paraformaldehyde in the presence of calcium hydride as a source of hydrogen and palladium on charcoal as catalyst was studied. Depending on the quantity of paraformaldehyde, monomethylated and dimethylated amines were selectively and efficiently prepared in one pot with good yields.

  研究了在氢化钙作为氢源和钯在木炭上的催化作用下，低聚甲醛对胺的甲基化作用。根据多聚甲醛的量，在一锅中以高收率选择性地和有效地制备了单甲基化和二甲基化的胺。
• Isotope Effect Studies on Elimination Reactions. IX. The Nature of the Transition State for the E2 Reaction of 2-Arylethylammonium Ions with Ethoxide in Ethanol
  作者：P. J. Smith、A. N. Bourns

  DOI：10.1139/v74-118

  日期：1974.3.1

  Kinetic isotope effects have been determined for the E2 reaction of some 2-arylethyltrimethyl-ammonium ions with ethoxide in ethanol at 40°. The nitrogen effect, (k14/k15 − 1)100, decreased with increasing electron-withdrawing ability of the para substituent; i.e. 1.37, 1.33, 1.14, and 0.88 for p-OCH3, p-H, p-Cl, and p-CF3, respectively. Furthermore, the primary hydrogen–deuterium isotope effects increased

  已确定某些 2-芳乙基三甲基铵离子与乙醇在 40° 下的 E2 反应的动力学同位素效应。氮效应，(k14/k15 − 1)100，随着对位取代基吸电子能力的增加而降低；即 p-OCH3、pH、p-Cl 和 p-CF3 分别为 1.37、1.33、1.14 和 0.88。此外，对于相同的取代基，主要的氢-氘同位素效应分别增加；即 kH/kD = 2.64、3.23、3.48 和 4.16。发现 3.66 的大正 ρ 值以及 1.02 的小的二次 α-氘效应对 pH 值。此外，随着乙基三甲基铵离子反应的提取碱强度的增加，氮同位素效应减弱；即与 EtO--EtOH 和 t-BuO--t-BuOH 反应在 60° 时分别为 1.86 和 1.41。
• Dimethylamination of Primary Alcohols Using a Homogeneous Iridium Catalyst: A Synthetic Method for <i>N</i>,<i>N</i>-Dimethylamine Derivatives
  作者：Jaeyoung Jeong、Ken-ichi Fujita

  DOI：10.1021/acs.joc.0c02896

  日期：2021.3.5

  alcohols using aqueous dimethylamine in the absence of additional organic solvents has been developed. The reaction proceeds via borrowing hydrogen processes, which are atom-efficient and environmentally benign. An iridium catalyst bearing an N-heterocyclic carbene (NHC) ligand exhibited high performance, without showing any deactivation under aqueous conditions. In addition, valuable N,N-dimethylamine

  已经开发了在不存在其他有机溶剂的情况下使用二甲胺水溶液进行伯醇的N，N-二甲基氨基化的新催化系统。该反应通过借用氢过程进行，该过程是原子有效的且对环境无害。带有N-杂环卡宾（NHC）配体的铱催化剂表现出高性能，而在水性条件下没有任何失活。另外，合成了有价值的N，N-二甲基胺衍生物，包括生物活性分子和药物分子。这种方法的实际应用已通过克级反应得到了证明。
• AMINOTHIAZOLONES AS ESTROGEN RELATED RECEPTOR-ALPHA MODULATORS
  申请人：Bignan Gilles

  公开号：US20110200587A1

  公开（公告）日：2011-08-18

  The present invention relates to compounds of Formula (I), methods for preparing these compounds, compositions, intermediates and derivatives thereof and for treating a condition including but not limited to ankylosing spondylitis, artherosclerosis, arthritis (such as rheumatoid arthritis, infectious arthritis, childhood arthritis, psoriatic arthritis, reactive arthritis), bone-related diseases (including those related to bone formation), breast cancer (including those unresponsive to anti-estrogen therapy), cardiovascular disorders, cartilage-related disease (such as cartilage injury/loss, cartilage degeneration, and those related to cartilage formation), chondrodysplasia, chondrosarcoma, chronic back injury, chronic bronchitis, chronic inflammatory airway disease, chronic obstructive pulmonary disease, diabetes, disorders of energy homeostasis, gout, pseudogout, lipid disorders, metabolic syndrome, multiple myeloma, obesity, osteoarthritis, osteogenesis imperfecta, osteolytic bone metastasis, osteomalacia, osteoporosis, Paget's disease, periodontal disease, polymyalgia rheumatica, Reiter's syndrome, repetitive stress injury, hyperglycemia, elevated blood glucose level, and insulin resistance.

  本发明涉及式(I)的化合物，制备这些化合物的方法，组合物，中间体及其衍生物，并用于治疗包括但不限于强直性脊柱炎、动脉粥样硬化、关节炎（如类风湿关节炎、感染性关节炎、儿童关节炎、银屑病性关节炎、反应性关节炎）、与骨相关的疾病（包括与骨形成有关的疾病）、乳腺癌（包括对抗雌激素治疗无效的癌症）、心血管疾病、软骨相关疾病（如软骨损伤/丧失、软骨退化以及与软骨形成有关的疾病）、软骨发育不全、软骨肉瘤、慢性背部损伤、慢性支气管炎、慢性炎症性气道疾病、慢性阻塞性肺病、糖尿病、能量稳态紊乱、痛风、假性痛风、脂质紊乱、代谢综合征、多发性骨髓瘤、肥胖、骨关节炎、遗传性骨发育不全、骨溶解性骨转移、软骨软化症、骨质疏松症、帕金森病、牙周病、多肌痛风、Reiter综合征、重复性应激损伤、高血糖、血糖水平升高和胰岛素抵抗等疾病的方法。