3,3-dimethoxy-1-(4-methylphenyl)propan-1-one | 80335-80-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-dimethoxy-1-(4-methylphenyl)propan-1-one
• 英文别名: 3,3-dimethoxy-1-(p-tolyl)propan-1-one；1-Propanone, 3,3-dimethoxy-1-(4-methylphenyl)-
• CAS: 80335-80-4
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: KKZMJTSLGZDMMA-UHFFFAOYSA-N

物化性质

• 沸点：
  307.8±37.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-dimethoxy-1-(4-methylphenyl)propan-1-one 在 四氯化钛 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 4-甲基联苯
  参考文献：
  名称：

  Aromatic annelation; application to the synthesis of unsymmetrical biphenyls.

  摘要：

  DOI：

  10.1016/s0040-4039(01)81898-0
• 作为产物：
  描述：

  甲醇 、 (Z)-3-chloro-3-(p-tolyl)acrylaldehyde 反应 23.0h， 生成 3,3-dimethoxy-1-(4-methylphenyl)propan-1-one 、 对甲基苯乙酮
  参考文献：
  名称：

  （Z）-3-芳基-3-氯丙烯与亲核试剂的反应：（E）-乙烯基酯，（E）-乙烯基酰胺和Vinamidinium盐的立体选择性形成

  摘要：

  据报道，（Z）-3-芳基-3-氯丙烯醛到（E）-3-烷氧基-3-芳基丙烯醛，（E）-3-芳基-3-吗啉代丙烯醛和vinamidinium盐的高度立体选择性转化。立体化学分配基于2D-NMR实验。

  DOI：

  10.1016/j.tet.2005.05.061

文献信息

• Nonpeptide Angiotensin II Receptor Antagonists. Synthesis, in vitro Activity, and Molecular Modeling Studies of N-[(Heterobiaryl)methyl]imidazoles
  作者：Aldo Salimbeni、Renato Canevotti、Fabio Paleari、Fabrizio Bonaccorsi、Anna R. Renzetti、Laura Belvisi、Gianpaolo Bravi、Carlo Scolastico

  DOI：10.1021/jm00049a012

  日期：1994.11

  With the aim of explaining the influence of the structural changes on the biphenylic moiety on the activity, a series of N-[(heterobiaryl)methyl]imidazoles (I), constructed on the model of DuPont compounds by replacing either the central or terminal phenyl ring with a heteroaromatic one, such as furan, thiophene, thiazole, and pyridine, was synthesized. Compared to the reference DuPont compound (EXP-7711), all the heterobiaryl derivatives showed a reduced potency both in receptor binding (rat adrenal capsular membranes) and in the functional assay (angiotensin II-induced contraction of rabbit aorta strips). The lower activity was justified by the extensive molecular modeling studies, which took into consideration the conformational and electrostatic features of several heterobiaryl derivatives. On the basis of the results obtained, it was hypothesized that the central aromatic ring of the biarylic portion works as a spacer, orienting in the right way the terminal phenyl ring, whose electronic distribution is, instead, crucial to its fitting well with a lipophilic pocket at the receptor site.
• TIUS M. A., TETRAHEDRON LETT., 1981, 22, NO 35, 3335-3338
  作者：TIUS M. A.

  DOI：——

  日期：——
• IMIDAZOLE ETHERS HAVING A II ANTAGONIST ACTIVITY
  申请人：ISTITUTO LUSO FARMACO D'ITALIA S.p.a.

  公开号：EP0652869B1

  公开（公告）日：1997-03-26
• [EN] IMIDAZOLE ETHERS HAVING A II ANTAGONIST ACTIVITY<br/>[FR] ETHERS DE L'IMIDAZOLE AYANT UNE ACTIVITE ANTAGONISTE DES RECEPTEURS A L'ANGIOTENSINE II
  申请人：INSTITUTO LUSO FARMACO D'ITALIA S.P.A.

  公开号：WO1994002467A1

  公开（公告）日：1994-02-03

  (EN) Compounds of general formula (I), the processes for the preparation and the use thereof as therapeutical agents. The described compounds have A II antagonist properties and they can be used in various cardiovascular disorders.(FR) L'invention concerne les composés ayant la formule générale (I), les procédés pour leur préparation et leur utilisation comme agents thérapeutiques. Les composés décrits ont une activité antagoniste de l'angiotensine II et ils peuvent être utilisés pour traiter différents troubles cardiovasculaires.
• Reactions of (Z)-3-aryl-3-chloropropenals with nucleophiles: stereoselective formation of (E)-vinylogous esters, (E)-vinylogous amides, and vinamidinium salts
  作者：Stuart Clough、John Gupton、Adepeju Ligali、Matthew Roberts、David Driscoll、Scott Annett、Alisa Hewitt、Matthew Hudson、Edward Jackson、Robert Miller、Bradley Norwood、Rene Kanters、Hadley Wyre、Heather Petruzzi

  DOI：10.1016/j.tet.2005.05.061

  日期：2005.8

  The highly stereoselective conversions of (Z)-3-aryl-3-chloropropenals to (E)-3-alkoxy-3-arylpropenals, to (E)-3-aryl-3-morphorlinopropenals, and to vinamidinium salts are reported. The stereochemical assignments were based on 2D-NMR experiments.

  据报道，（Z）-3-芳基-3-氯丙烯醛到（E）-3-烷氧基-3-芳基丙烯醛，（E）-3-芳基-3-吗啉代丙烯醛和vinamidinium盐的高度立体选择性转化。立体化学分配基于2D-NMR实验。