1-(3,4-methylenedioxyphenyl)-2-methyl-2-(R/S)-aminopropane | 39235-63-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1-(3,4-methylenedioxyphenyl)-2-methyl-2-(R/S)-aminopropane
• 英文别名: 1,1-dimethyl-2-<3,4-(methylenedioxy)phenyl>ethylamine；1,1-dimethyl-2-(3,4-methylenedioxyphenyl)ethylamine；α,α-dimethyl-3,4-methylenedioxyphenethylamine；1-(2H-1,3-Benzodioxol-5-YL)-2-methylpropan-2-amine；1-(1,3-benzodioxol-5-yl)-2-methylpropan-2-amine
• CAS: 39235-63-7
• 化学式: C₁₁H₁₅NO₂
• mdl: MFCD09888594
• 分子量: 193.246
• InChiKey: OIZBHKBNZXRXSM-UHFFFAOYSA-N

物化性质

• 沸点：
  290.5±9.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)
• 保留指数：
  1646;1646

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3,4-methylenedioxyphenyl)-2-methyl-2-(R/S)-aminopropane 、 5-(2-溴乙酰基)-2-苄氧基苯甲酸甲酯 在 甲醇 作用下， 以 四氢呋喃 为溶剂， 反应 54.0h， 以to give N-[1,1-dimethyl-2-(3,4-methylenedioxyphenyl)ethyl]aminomethyl 3-methoxycarbonyl-4-benzyloxyphenyl ketone as a white solid, m.p. 134°-141° C. (Yield 10.48 g, 72.0%)的产率得到N-[1,1-dimethyl-2-(3,4-methylenedioxyphenyl)ethyl]aminomethyl 3-methoxycarbonyl-4-benzyloxyphenyl ketone
  参考文献：
  名称：

  Process of preparing amino ethanols

  摘要：

  化合物2-N-[1,1-氢或C.sub.1-C.sub.4-烷基-2(3,4-亚甲二氧苯基)乙基]氨基-1-(3-烷氧基羰基或羟甲基-4-苄氧基苯基)乙醇化合物，以及制备这些化合物的方法。还公开了制备化合物2-N-[1,1-氢或C.sub.1-C.sub.4-烷基-2(3,4-亚甲二氧苯基)乙基]氨基-1-(3-羟基-4-羟基)乙醇的方法。

  公开号：

  US04192805A1
• 作为产物：
  描述：

  1--1,1-dimethyl-2-<3,4-(methylenedioxy)phenyl>ethane 在 氢气 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 1-(3,4-methylenedioxyphenyl)-2-methyl-2-(R/S)-aminopropane
  参考文献：
  名称：

  Effects of certain hallucinogenic amphetamine analogs on the release of [3H]-serotonin from rat brain synaptosomes

  摘要：

  The enantiomers of 3,4-(methylenedioxy)amphetamine (MDA), p-methoxyamphetamine (PMA), and N-Me-MDA (MDMA), along with their alpha, alpha-dimethylated derivatives, were evaluated for an effect on the release of [3H]serotonin from rat whole brain synaptosomes. The amphetamine isomers were all potent in inducing the release of [3H]serotonin at bath concentrations of 1 and 10 micrometers but were inactive at 0.1 micrometers. No significant difference in isomer potency was observed at the 10 micrometers concentration. However, at 1 micrometer the (+) isomer of MDMA was more effective in inducing release than was the (-) isomer. Since it is the (+) isomer which is clinically active, this result suggests that transmitter release may play a role in the biological activity of MDMA. By contrast, the alpha, alpha-dimethyl compounds were not effective in releasing serotonin, even at the highest bath concentration.

  DOI：

  10.1021/jm00347a010

文献信息

• Novel benzylalcohol derivative and process for preparing the same
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04276304A1

  公开（公告）日：1981-06-30

  A benzylalcohol derivative of the formula: ##STR1## wherein R is hydroxy, benzyloxy, alkoxy of one to 4 carbon atoms or halogen, and Ring A is monomethoxyphenyl, dimethoxyphenyl, trimethoxyphenyl or 3,4-methylenedioxyphenyl is prepared by reducing a compound of the formula: ##STR2## wherein R' is benzyloxy, alkoxy of one to 4 carbon atoms or halogen, and Ring A is the same as defined above, and when R' is benzyloxy, if required, further subjecting the product to catalytic hydrogenation. The compounds (I) and pharmaceutically acceptable acid addition salts thereof are used as anti-diabetic agents.

  一种具有以下公式的苯甲醇衍生物：##STR1## 其中R是羟基，苄氧基，1到4个碳原子的烷氧基或卤素，而环A是单甲氧基苯基，二甲氧基苯基，三甲氧基苯基或3,4-亚甲二氧基苯基，是通过还原一个具有以下公式的化合物而制备的：##STR2## 其中R'是苄氧基，1到4个碳原子的烷氧基或卤素，而环A与上述定义相同，当R'是苄氧基时，如果需要，还将产物进行催化氢化。这些化合物(I)及其药用可接受的酸加成盐可用作抗糖尿病药。
• Preparation of ethylamine derivatives
  申请人：Nicholas International Limited

  公开号：US04073798A1

  公开（公告）日：1978-02-14

  A process for preparing a compound of the formula ##STR1## wherein R and R.sup.1 independently are selected from hydrogen and C.sub.1 -C.sub.4 alkyl groups, which comprises catalytically hydrogenating a compound of formula ##STR2## wherein R and R.sup.1 are as defined above and X is halogen using platinum oxide as catalyst.

  制备化合物的过程的公式##STR1##其中R和R.sup.1独立地从氢和C.sub.1-C.sub.4烷基基团中选择，包括使用铂氧化物作为催化剂催化氢化具有公式##STR2##其中R和R.sup.1如上定义，X是卤素的化合物。
• [EN] PHENALKYLAMINES AND METHODS OF TREATING MOOD DISORDERS<br/>[FR] PHÉNALKYLAMINES ET PROCÉDÉS DE TRAITEMENT DE TROUBLES DE L'HUMEUR
  申请人：GILGAMESH PHARMACEUTICALS INC

  公开号：WO2022006186A1

  公开（公告）日：2022-01-06

  Phenalkylamines and methods of treating mood disorders with phenalkylamines. Also provided are pharmaceutical compositions that include phenalkylamines.

  Phenalkylamines和使用Phenalkylamines治疗情绪障碍的方法。还提供了包含Phenalkylamines的制药组合物。
• New bronchospasmolytic compounds and process for their preparation
  申请人：Aktiebolaget Draco

  公开号：EP0390762B1

  公开（公告）日：1994-01-19
• BLOCKING OF CUE-INDUCED DRUG REINSTATEMENT
  申请人：Albany Medical College

  公开号：EP2830601A1

  公开（公告）日：2015-02-04