3,4-dimethoxyphenylglycine | 64434-49-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3,4-dimethoxyphenylglycine
• 英文别名: N-(3,4-dimethoxy-phenyl)-glycine；N-(3,4-Dimethoxy-phenyl)-glycin；2-[(3,4-Dimethoxyphenyl)azaniumyl]acetate
• CAS: 64434-49-7
• 化学式: C₁₀H₁₃NO₄
• 分子量: 211.218
• InChiKey: RBQALBDMSIKVLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-dimethoxyphenylglycine 在 盐酸 、 三氟乙酸酐 、 sodium nitrite 作用下， 以 二氯甲烷 为溶剂， 反应 29.5h， 生成 9,10-diaza-10-(3,4-dimethoxyphenyl)tetracyclo[6.3.0.0.^4,110.^5,9]undecane
  参考文献：
  名称：

  9,10-二氮杂四环-[6.3.0.0。的合成和反应。4,11 0. 5,9 ]十一烷†

  摘要：

  sydnones和1,5-环辛二烯之间的串联1,3-偶极环加成反应可提供9,10-二氮杂四环[6.3.0.0。]。4,11 0. 5,9 ]十一烷（Weintraub反应）适度至良好收率。

  DOI：

  10.1002/jhet.5570330333
• 作为产物：
  描述：

  1,2-二甲氧基-4-硝基苯 在 乙醇 、 水 、 镍 作用下， 生成 3,4-dimethoxyphenylglycine
  参考文献：
  名称：

  Hackman; Todd, Biochemical Journal, 1953, vol. 55, p. 631,632, 634, 635

  摘要：

  DOI：

文献信息

• Radical-based functionalization-oriented construction: rapid assembly of azaarene-substituted highly functionalized pyrroles
  作者：Weigao Hu、Qiangqiang Zhan、Hongwei Zhou、Shanshan Cao、Zhiyong Jiang

  DOI：10.1039/d1sc01470f

  日期：——

  A radical-based functionalization-oriented construction as a new synthetic strategy of azaarene variants is developed.

  一种基于基团的官能化定向构建作为新型合成策略，用于开发氮杂环烃衍生物。
• Aryloxypropanolamine derivatives, pharmaceutical compositions and
  申请人：Pierrel S.p.A.

  公开号：US04579861A1

  公开（公告）日：1986-04-01

  Compounds having general formula I ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, lower alkoxy, alkyl enoxy, halogen, cyano, carboxyamido or ureido group optionally separated from the phenyl ring by a methylene or ethylene bridge; R.sub.2 is hydrogen, halogen, lower alkyl or alkoxy; R.sub.3 is hydrogen, halogen, lower alkyl, lower alkoxy or R.sub.2 and R.sub.3, taken together, are a methylendioxy group; R.sub.4 is hydrogen or lower alkyl, endowed with remarkable cardioselective .beta.-adrenolytic properties, are described. The process for their preparation and pharmaceutical compositions containing them are also described.

  化合物的一般式为I ## STR1 ## 其中R.sub.1是氢，低烷基，低烷氧基，烷氧基，卤素，氰基，羧酰胺基或脲基，可选择通过甲基或乙烯基桥与苯环分离; R.sub.2是氢，卤素，低烷基或烷氧基; R.sub.3是氢，卤素，低烷基，低烷氧基或R.sub.2和R.sub.3一起是甲基二氧基基团; R.sub.4是氢或低烷基，具有显着的心脏选择性β-肾上腺素受体拮抗作用。还描述了它们的制备过程和含有它们的药物组成物。
• Harnessing Visible Light for the Synthesis of <i>N</i>‐Aryl Oxazolidines: Organocatalyzed Tandem Decarboxylation‐Cyclization
  作者：Ganesh Udari、V. Murugesh、Nagaraj Sabarinathan、B. Sridhar、Surya Prakash Singh

  DOI：10.1002/adsc.202300889

  日期：2023.12.19

  Herein, we have developed an organophotocatalyzed, visible‐light mediated tandem decarboxylation‐cyclization method. The Eosin‐Y as organophotocatalyst drives photoredox tandem protocol to construct C−N, C−O, and C−C bonds in a single operation. The reaction mechanism proceeds through decarboxylation followed by amino alcohol intermediate formation from N‐arylglycine and formaldehyde followed by cyclization with another formaldehyde delivers N‐arylloxazolidine derivatives.

  摘要我们在此开发了一种有机光催化、可见光介导的串联脱羧-环化方法。以 Eosin-Y 作为有机光催化剂，驱动光氧化串联协议，在一次操作中构建 C-N、C-O 和 C-C 键。反应机理是先进行脱羧反应，然后由 N-芳基甘氨酸和甲醛形成氨基醇中间体，最后与另一种甲醛发生环化反应，生成 N-芳基恶唑烷衍生物。
• Phosphonate substituted amino or imino acids useful as antihypertensives
  申请人：E.R. SQUIBB & SONS, INC.

  公开号：EP0414190A2

  公开（公告）日：1991-02-27

  This invention is directed to new phosphonate substituted amino or imino acids of the formula isomeric mixtures thereof and pharmaceutically acceptable salts thereof, wherein: X is an imino or amino acid of the formula or which show hypotensive activity.

  本发明涉及新的膦酸盐取代的氨基或亚氨基酸，其式为 其异构体混合物及其药学上可接受的盐，其中X 是式中的亚氨基或氨基酸 或 具有降血压活性。
• Substituted 3-(Phenylsulfonyl)-1-phenylimidazolidine-2,4-dione Derivatives as Novel Nonpeptide Inhibitors of Human Heart Chymase
  作者：Shinjiro Niwata、Harukazu Fukami、Motoo Sumida、Akiko Ito、Saki Kakutani、Masayuki Saitoh、Kenji Suzuki、Masahiro Imoto、Hiroshi Shibata、Seiichi Imajo、Yoshinobu Kiso、Takaharu Tanaka、Hiroshi Nakazato、Takafumi Ishihara、Shinji Takai、Daisuke Yamamoto、Naotaka Shiota、Mizuo Miyazaki、Hideki Okunishi、Akio Kinoshita、Hidenori Urata、Kikuo Arakawa

  DOI：10.1021/jm960793t

  日期：1997.7.1

  A series of 3-(phenylsulfonyl)-1-phenylimidazolidine-2,4-dione derivatives have been synthesized and evaluated for their ability to selectively inhibit human heart chymase. The structure-activity relationship studies on these compounds gave the following results. The 1-phenyl moiety participates in a hydrophobic interaction where an optimum size is required. At this position, 3,4-dimethylphenyl is the best moiety for inhibiting chymase and showed high selectivity compared with chymotrypsin and cathepsin G. A 3-phenylsulfonyl moiety substituted with hydrogen-bond accepters such as nitrile and methoxycarbonyl enhances its activity. Molecular-modeling studies on the interaction of 3-[(4-chlorophenyl)sulfonyl]-1-(4-chlorophenyl)imidazolidine-2,4-dione (29) with the active site of human heart chymase suggested that the 1-phenyl moiety interacts with the hydrophobic P-1 pocket, the 3-phenylsulfonyl moiety resides in the S-1'-S-2' subsites, and the 4-carbonyl of the imidazolidine ring and sulfonyl group interact with the oxyanion hole and the His-45 side chain of chymase, respectively. The complex model is consistent with the structure-activity relationships.