1-methoxy-3,5-(dimethyl-D6)-benzene | 1009736-58-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-3,5-(dimethyl-D6)-benzene
• 英文别名: 1-methoxy-3,5-di(d3-methyl)benzene；1-methoxy-3,5-dimethyl-d6-benzene；1-Methoxy-3,5-bis(trideuteriomethyl)benzene
• CAS: 1009736-58-6
• 化学式: C₉H₁₂O
• 分子量: 142.146
• InChiKey: JCHJBEZBHANKGA-WFGJKAKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1-methoxy-3,5-(dimethyl-D6)-benzene 在 N-氯代丁二酰亚胺 作用下， 生成
  参考文献：
  名称：

  氘代苯并吡喃衍生物的合成作为具有改善的药代动力学性质的选择性COX-2抑制剂。

  摘要：

  我们设计了一系列专门氘化的苯并吡喃类似物作为新的COX-2抑制剂，旨在改善其药代动力学特性。如预期的那样，氘代化合物保留了对COX-2的效力和选择性。与它们的非氘代同类物相比，新分子在大鼠中具有改善的药代动力学特征。最重要的是，新化合物在几种小鼠炎症和疼痛模型中均显示出药效学功效。苯并吡喃衍生物被分离成它们的对映异构体，并且发现该活性与S-异构体有关。为了简化所需S异构体的合成，开发了有机催化的不对称多米诺oxa-Michael /羟醛缩合反应用于制备。

  DOI：

  10.1021/ml500299q
• 作为产物：
  描述：

  3,5-二甲基苯酚 在 氘代二甲亚砜 、 potassium tert-butylate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1-methoxy-3,5-(dimethyl-D6)-benzene
  参考文献：
  名称：

  Deuterated Benzopyran Compounds and Application Thereof

  摘要：

  本发明揭示了具有如下式（I）所示结构特征的氘代苯并吡喃化合物，或其药学上可接受的盐或立体异构体，或其前药分子。这些化合物具有出色的抗炎和镇痛作用，并且能够抑制肿瘤细胞的生长，是新型的COX-2选择性抑制剂。本申请揭示的这些化合物及其药学上可接受的盐可用于制备抗炎和镇痛药物以及用于治疗或预防肿瘤的药物。

  公开号：

  US20150133538A1

文献信息

• SUBSTITUTED OXAZOLIDINONES
  申请人：Gant Thomas G.

  公开号：US20090270469A1

  公开（公告）日：2009-10-29

  The present invention relates to new oxazolidinone modulators of skeletal muscle function and tone, pharmaceutical compositions thereof, and methods of use thereof.

  本发明涉及新的噁唑啉酮调节剂对骨骼肌功能和张力的作用，以及其药物组合物和使用方法。
• Deuterated Benzopyran Compounds and Application Thereof
  申请人：Zhang Yanmei

  公开号：US20150133538A1

  公开（公告）日：2015-05-14

  The present invention discloses deuterated benzopyran compounds having structure features as shown in Formula (I), or pharmaceutically acceptable salts or stereoisomers thereof, or prodrug molecules thereof. With excellent anti-inflammatory and analgesic effects and the capability to inhibit growth of tumor cells, such compounds are novel COX-2 selective inhibitors. The compounds and pharmaceutically acceptable salts thereof disclosed by the present application can be applied in preparing anti-inflammatory and analgesic drugs and drugs for treating or preventing tumors.

  本发明揭示了具有如下式（I）所示结构特征的氘代苯并吡喃化合物，或其药学上可接受的盐或立体异构体，或其前药分子。这些化合物具有出色的抗炎和镇痛作用，并且能够抑制肿瘤细胞的生长，是新型的COX-2选择性抑制剂。本申请揭示的这些化合物及其药学上可接受的盐可用于制备抗炎和镇痛药物以及用于治疗或预防肿瘤的药物。
• Steric Isotope Effects Gauged by the Bowl-Inversion Barrier in Selectively Deuterated Pentaarylcorannulenes
  作者：Tomoharu Hayama、Kim K. Baldridge、Yao-Ting Wu、Anthony Linden、Jay S. Siegel

  DOI：10.1021/ja073052y

  日期：2008.2.6

  Motivated by a greater bowl depth and barrier to bowl inversion in sym-1,3,5,7,9-pentamanisylcorannulene compared to corannulene, an experimental plan is developed to measure the effective hydrogen/deuterium steric kinetic isotope effect (KIE). Symmetry arguments are used to design orthogonal isotope labeling patterns so that the barrier for the CD3 compound can be measured in the presence of the CH3 compound. This scheme eliminates the differential uncertainty in the temperature measurement by allowing both barriers to be measure in the same sample, which in turn reduces the error in determining the differential barrier. Ab initio computations corroborate the structure and isotope effect found experimentally. The predicted and determined steric KIE at 250 K is 1.08 (modified QUIVER at M06-2X/ cc-pVDZ) and 1.22 +/- 0.06 (VT-NMR), respectively. The results stem from differences in zero-point energy of the CH and CD motions; however, the phenomenology makes the CD3 group appear effectively "stickier" than CH3. The more the C-H center dot center dot center dot X interaction steepens the well, the "stickier" C-D should appear to be relative to C-H-an important consideration for molecular recognition and one supported by stronger binding constants for deuterated substrates.
• DEUTERATED BENZOPYRAN COMPOUNDS AND APPLICATION THEREOF
  申请人：GUANGZHOU INSTITUTES OF BIOMEDICINE AND HEALTH, CHINESE ACADEMY OF SCIENCES

  公开号：US20160287556A1

  公开（公告）日：2016-10-06

  The present invention discloses deuterated benzopyran compounds having structure features as shown in Formula (I), or pharmaceutically acceptable salts or stereoisomers thereof, or prodrug molecules thereof. With excellent anti-inflammatory and analgesic effects and the capability to inhibit growth of tumor cells, such compounds are novel COX-2 selective inhibitors. The compounds and pharmaceutically acceptable salts thereof disclosed by the present application can be applied in preparing anti-inflammatory and analgesic drugs and drugs for treating or preventing tumors.
• US9371305B2
  申请人：——

  公开号：US9371305B2

  公开（公告）日：2016-06-21