(S)-(-)-1,2-diamino-3-phenylpropane dihydrochloride | 74822-65-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-(-)-1,2-diamino-3-phenylpropane dihydrochloride
• 英文别名: (S)-1,2-diamino-3-phenylpropane dihydrochloride；(S)-3-phenylpropane-1,2-diamine dihydrochloride
• CAS: 74822-65-4；74822-66-5；99513-33-4；138036-63-2
• 化学式: C₉H₁₄N₂*2ClH
• 分子量: 223.145
• InChiKey: ZLKIKWSZIDUXIR-FVGYRXGTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.04
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ethyl 1-<3,4-bis(benzyloxy)phenyl>iminoacetate hydrochloride 、 (S)-(-)-1,2-diamino-3-phenylpropane dihydrochloride 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 (S)-4-Benzyl-2-(3,4-bis-benzyloxy-benzyl)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Optically active catecholimidazolines: a study of steric interactions at .alpha.-adrenoreceptors

  摘要：

  The optical isomers and deoxy form of 2-(3,4, alpha-trihydroxybenzyl)imidazoline hydrochloride were examined for their alpha-adrenergic activity on rat aorta. The rank order of stimulant activity was deoxy (2) congruent to (R)-(-)-1 greater than (S)-(+)-1. This is in contrast to catecholamines in which the order of activity is (R)-(-)-epinephrine greater than (S)-(+)-epinephrine = epinine (deoxyepinephrine). The relative order of potency for the isomers of 2-(3,4, alpha-trihydroxybenzyl)imidazoline is different than that predicted by the Easson--Stedman theory for stereoisomers of catecholamines. Also, substitution of the deoxy compound 2 with substituents, methyl or benzyl, in the 4-position lowers the alpha-adrenergic agonist activity, and differences observed between optical isomers were small.

  DOI：

  10.1021/jm00361a005
• 作为产物：
  描述：

  N-Boc-L-苯丙氨醇 在 palladium on activated charcoal 盐酸 、 sodium azide 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 六甲基磷酰三胺 、 二氯甲烷 为溶剂， 反应 39.0h， 生成 (S)-(-)-1,2-diamino-3-phenylpropane dihydrochloride
  参考文献：
  名称：

  Kokotos, George; Constantinou-Kokotou, Violetta, Journal of Chemical Research, Miniprint, 1992, # 12, p. 3117 - 3132

  摘要：

  DOI：

文献信息

• SYNTHESIS OF ARYL CYCLOHEXANE CARBOXAMIDE DERIVATIVES USEFUL AS SENSATES IN CONSUMER PRODUCTS
  申请人：The Procter & Gamble Company

  公开号：US20170057911A1

  公开（公告）日：2017-03-02

  Synthesis methods to produce a series of carboxamides built off of an (S)-2-amino acid backbone or an (R)-2-amino acid backbone, depending upon the desired diastereomer of the end product.

  合成方法可用于在(S)-2-氨基酸骨架或(R)-2-氨基酸骨架上构建一系列羧酰胺，具体取决于所需的最终产物的对映异构体。
• Metal-directed synthesis of a chiral acyclic pentaamine and pendant-arm macrocyclic hexaamine derived from an amino acid
  作者：Mark J Robertson、Geoffry N De Iuliis、Marcel Maeder、Geoffrey A Lawrance

  DOI：10.1016/j.ica.2003.08.018

  日期：2004.1

  per(II), [Cu( 2 )] 2+ , form. Reduction of the [Cu( 1 )] 2+ ion with zinc in aqueous acid yields the acyclic polyamine 5-methyl-1,9-diphenyl-3,7-diazanonane-1,5,9-triamine ( 3 ), an analogue of the previously reported pentaamine 5-methyl-3,7-diazanonane-1,5,9-triamine. Using the bis( l -3-phenylpropane-1,2-diamine)palladium(II) as precursor and an excess of other reagents, the macrocyclization reaction

  摘要基于1-苯丙氨酸，通过三步合成法制备了l -3-苯基丙烷-1,2-二胺（dapp），并进行了表征，包括用M 2+离子（Ni，Cu，Zn，Cd）确定稳定常数。 。L -3-苯基丙烷-1,2-二胺作为[Cu（dapp）2] 2+络合物离子与甲醛和硝基乙烷在碱性溶液中的反应产生无环（5-甲基-5-硝基-1,9-主要产物为二苯基-3,7-二氮杂壬烷-1,9-二胺）铜（II）络合物离子[Cu（1）] 2+。此外，少量的大环络离子（2,10-二苯基-6,13-​​二甲基-6,13-​​二硝基-1,4,8,11-四氮杂环十四烷）铜（II），[Cu（2）] 2+，表格。在酸性水溶液中用锌还原[Cu（1）] 2+离子可得到无环多胺5-甲基-1,9-二苯基-3,7-二氮杂壬烷-1,5,9-三胺（3），以前报道的五胺5-甲基-3,7-二氮杂壬烷-1,5,9-三胺的类似物。使用双（l--3-苯基丙烷-1,2-
• Optically active derivatives of imidazolines. .alpha.-Adrenergic blocking properties
  作者：Fu-Lian Hsu、Akihiko Hamada、Mark E. Booher、H. Fuder、P. N. Patil、Duane D. Miller

  DOI：10.1021/jm00185a017

  日期：1980.11

  The synthesis and alpha-adrenergic blocking activity of a series of optically active 2,4-disubstituted imidazolines are presented. The substituted analogues of naphazoline, tolazoline, and clonidine possess moderate alpha-adrenergic blocking activity with -log KB values in the range from 4.77 to 6.57. The differences between the alpha-adrenergic blocking activity of the stereoisomers of the 2,4-disubstituted imidazolines were small or insignificant in the rabbit aortic tissue preparations.