m-(TRIMETHYLACETOXY)-α-[(METHYLAMINO)METHYL]BENZYL ALCOHOL HYDROCHLORIDE

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: m-(TRIMETHYLACETOXY)-α-[(METHYLAMINO)METHYL]BENZYL ALCOHOL HYDROCHLORIDE
• 英文别名: m-(TRIMETHYLACETOXY)-alpha-[(METHYLAMINO)METHYL]BENZYL ALCOHOL HYDROCHLORIDE；[3-[1-hydroxy-2-(methylamino)ethyl]phenyl] 2,2-dimethylpropanoate;hydrochloride
• 化学式: C₁₄H₂₁NO₃*ClH
• 分子量: 287.787
• InChiKey: QEDAXRGEXRXBFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  去氧肾上腺素碱 、 calcium carbide 以 丙酮 为溶剂， 以70%的产率得到3-(2,2,3-trimethyl-oxazolidin-5-yl)-phenol
  参考文献：
  名称：

  Novel synthesis of optically active

  摘要：

  本发明的光学和治疗活性化合物的化学式为：##SPC1## 其中R代表从一到二十个碳原子的直链或支链烷基（优选C.sub.1-C.sub.5），乙氧羰基基团，苯甲氧羰基基团，苯基，##EQU1##基团，其中R如上所定义，R.sub.3是选择自氢原子，甲基基团和苯基的群组，并且2-，3-或4-吡啶基团，或其HX盐，其中X代表药学上可接受的酸加成盐阴离子，使用光学活性的m-羟基-α-[(甲基氨基)-甲基]苯甲醇（苯肾上腺素）制备。通过本发明的方法制备的化合物在治疗暖血动物（例如人类）的哮喘、鼻塞、作为除充血剂、血管收缩剂、瞳孔扩张剂和抗青光眼剂在眼科实践中的应用。在给药时，这些化合物将通过酶促作用“裂解”，从而释放光学活性苯肾上腺素（m-羟基-α-[(甲基氨基)甲基]苯甲醇），其为治疗活性部分。

  公开号：

  US03966749A1

文献信息

• Intermediates useful in the synthesis of optically active
  申请人：Interx Research Corporation

  公开号：US04158005A1

  公开（公告）日：1979-06-12

  Optically and therapeutically active compounds of the formula: ##STR1## wherein R represents a member selected from the group consisting of a straight or branched alkyl group of from one to twenty carbon atoms (C.sub.1 -C.sub.5 being preferred), an ethoxycarbonyl group, a benzyloxycarbonyl group, a phenyl group, an ##STR2## WHEREIN R is as defined above and R.sub.3 is a member selected from the group consisting of a hydrogen atom, a methyl group and a phenyl group, and a 2-, 3-, or 4-pyridyl group, or the HX salts thereof, wherein X represents a pharmaceutically acceptable acid addition salt anion, are prepared optically active m-hydroxy-.alpha.-[methylamino)methyl]benzyl alcohol (phenylephrine). The compounds prepared by the process of this invention find therapeutic application to warm-blooded animals (e.g., humans) in the management of asthma, nasal congestion and as decongestants, vasoconstrictors, mydriatic agents, and anti-glaucomatous agents in the practice of ophthalmology. Upon administration, these compounds will enzymatically "cleave," thus releasing optically active phenylephrine (m-hydroxy-.alpha.-[(methylamino)methyl]benzyl alcohol, the therapeutically active moiety thereof.

  式子为：##STR1## 其中 R 代表从一到二十个碳原子的直链或支链烷基（C.sub.1-C.sub.5 为首选），乙氧羰基基团，苯甲氧羰基基团，苯基，##STR2## 其中 R 如上所述，R.sub.3 代表从氢原子，甲基基团和苯基中选择的一种，以及2-、3-或4-吡啶基团或其 HX 盐，其中 X 代表药学上可接受的酸性添加盐阴离子。本发明制备了光学活性的 m-羟基-α-[甲基氨基甲基]苯甲醇（苯肾上腺素）的化合物。本发明制备的化合物在温血动物（例如人类）中具有治疗应用，用于哮喘、鼻塞、作为解除充血、血管收缩剂、瞳孔扩大剂和眼科抗青光眼剂的管理。在给药时，这些化合物将经酶“裂解”，从而释放出光学活性苯肾上腺素（m-羟基-α-[(甲基氨基)甲基]苯甲醇），即其治疗活性的部分。
• Intermediates useful in the preparation of optically and therapeutically
  申请人：INTERx Research Corporation

  公开号：US04174450A1

  公开（公告）日：1979-11-13

  This invention deals with chemical intermediates having the formula ##STR1## wherein R.sub.1 and R.sub.2 together with the carbon atom to which they are attached form a single hetero atom member selected from the group consisting of a five-to seven-membered heterocycle containing one hetero-N-atom and a N-substituted five-to seven-membered heterocycle containing an hetero-N-atom whose substituent is C.sub.1 -C.sub.2 alkyl. These compounds are useful in the synthesis of compounds having a variety of uses as pharmaceuticals.

  本发明涉及具有以下式子的化学中间体：##STR1## 其中R.sub.1和R.sub.2与它们所附着的碳原子一起形成所选自含有一个杂原子-N-的五至七元杂环和含有一个杂原子-N-的N-取代的五至七元杂环中的单个杂原子成员。该杂环的取代基为C.sub.1-C.sub.2烷基。这些化合物在合成具有各种用途的药物方面很有用。
• Novel intermediates useful in the synthesis of optically active
  申请人：Interx Research Corporation

  公开号：US04028368A1

  公开（公告）日：1977-06-07

  Optically and therapeutically active compounds of the formula: ##STR1## wherein R represents a member selected from the group consisting of a straight or branched alkyl group of from one to twenty carbon atoms (C.sub.1 -C.sub.5 being preferred), an ethoxycarbonyl group, a benzyloxycarbonyl group, a phenyl group, an ##STR2## group, wherein R is as defined above and R.sub.3 is a member selected from the group consisting of a hydrogen atom, a methyl group and a phenyl group, and a 2-, 3-, or 4-pyridyl group, or the HX salts thereof, wherein X represents a pharmaceutically acceptable acid addition salt anion, are prepared using optically active m-hydroxy-.alpha.-[(methylamino)methyl]benzyl alcohol (phenylephrine).

  公式：##STR1##其中R代表选择自一至二十个碳原子的直链或支链烷基（C.sub.1 -C.sub.5为首选），乙氧羰基基团，苯甲氧羰基基团，苯基，##STR2##基团，其中R如上定义，R.sub.3代表选择自氢原子，甲基基团和苯基的群体，并且2-, 3-, 或4-吡啶基团，或其HX盐，其中X代表药学上可接受的酸性盐根离子，使用具有光学活性的m-羟基-.alpha.-[(甲基氨基)甲基]苯甲醇（酚肾上腺素）制备。
• Novel optically active m-acyloxy-.alpha.-[(methylamino)methyl]benzyl
  申请人：INTERx Research Corporation

  公开号：US04088783A1

  公开（公告）日：1978-05-09

  Compounds of the formula: ##STR1## wherein R represents a member selected from the group consisting of a straight or branched alkyl group of from one to twenty carbon atoms (C.sub.1 -C.sub.5 being preferred), an ethoxycarbonyl group, a benzyloxycarbonyl group, a phenyl group, an ##STR2## WHEREIN R is as defined above and R.sub.3 is a member selected from the group consisting of a hydrogen atom, a methyl group and a phenyl group, and a 2-, 3-, or 4-pyridyl group, or the HX salts thereof, wherein X represents a pharmaceutically acceptable acid addition salt anion, are extremely valuable in the treatment of conditions responsive to sympathomimetic agents. The compounds of this invention find therapeutic application to warm-blooded animals (e.g., humans) in the management of asthma, nasal congestion and as decongestants, vasoconstrictors, mydriatic agents, and anti-glaucomatous agents in the practice of opthalmology. Upon administration, these compounds will enzymatically "cleave," thus releasing optically active phenylephrine (m-hydroxy-.alpha.-[(methylamino)methyl]benzyl alcohol, the therapeutically active moiety thereof.

  式为：##STR1## 其中R代表从一到二十个碳原子的直链或支链烷基（优选为C.sub.1-C.sub.5）、乙氧羰基、苯甲氧羰基、苯基、##STR2## 其中R如上所定义，R.sub.3为氢原子、甲基或苯基，以及2-、3-或4-吡啶基，或其HX盐，其中X代表药学上可接受的酸加成盐阴离子，对于对交感神经兴奋剂有反应的症状具有极大的价值。本发明的化合物在治疗温血动物（例如人类）的哮喘、鼻塞以及作为解除充血、血管收缩剂、瞳孔扩张剂和抗青光眼剂在眼科实践中具有治疗应用。在给药时，这些化合物将被酶“裂解”，从而释放出光学活性的苯肾上腺素（m-羟基-α-[(甲氨基)甲基]苯甲醇，其治疗活性部分）。
• US3966749A
  申请人：——

  公开号：US3966749A

  公开（公告）日：1976-06-29