4-(benzyl-methyl-amino)-butyric acid ; hydrochloride | 91563-92-7

• 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: 4-(benzyl-methyl-amino)-butyric acid ; hydrochloride
• 英文别名: 4-(Benzyl-methyl-amino)-buttersaeure; Hydrochlorid；4-(Benzyl(methyl)amino)butanoic acid hydrochloride；4-[benzyl(methyl)amino]butanoic acid;hydrochloride
• CAS: 91563-92-7
• 化学式: C₁₂H₁₇NO₂*ClH
• 分子量: 243.733
• InChiKey: USXNNQCHMXNPFE-UHFFFAOYSA-N

物化性质

• 熔点：
  168-169 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione 、 4-(benzyl-methyl-amino)-butyric acid ; hydrochloride 在 sodium carbonate 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 以14%的产率得到N-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-4-[methyl(phenylmethyl)amino]butanamide
  参考文献：
  名称：

  High affinity ligands and potent antagonists for the α1D-adrenergic receptor. Novel 3,8-disubstituted [1]benzothieno[3,2-d]pyrimidine derivatives

  摘要：

  A new series of high affinity ligands and antagonists for the α1D-adrenergic receptor (AR) has been discovered. New molecules present a [1]benzothieno[3,2-d]pyrimidin-2,4(1H,3H)-dione or a [1]benzothieno[3,2-d]pyrimidin-4(3H)-one scaffold and bear a 2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl moiety in the 3-position and various amide substituents in the 8-position. In binding assays at the three human cloned α1A-, α1B-, and α1D-AR subtypes, they showed high affinity values, particularly for the α1D-AR subtype. Compound 22 (RX18), N(1)-methyl-N(5)-[3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N(1)-(phenylmethyl)pentanediamide, was the most interesting in the series displaying very high affinity (pKi = 10.25) and potent antagonism (pKb = 9.15) when tested in a functional assay at the α1D-AR.

  DOI：

  10.1016/j.ejmech.2014.06.057
• 作为产物：
  描述：

  ethyl 4-(benzyl(methyl)amino)butanoate 在 盐酸 作用下， 反应 12.0h， 以92%的产率得到4-(benzyl-methyl-amino)-butyric acid ; hydrochloride
  参考文献：
  名称：

  Investigations into the mechanism of lactamization of lactones yielding in a novel route to biologically active tryptamine derivatives

  摘要：

  The mechanism of lactamization of corresponding lactones was investigated by means of gas chromatography and synthesis of possible intermediates as references. Lactones react with amines via the amino acid with subsequent elimination of water to the corresponding lactams. In the first step, also hydroxyamides are in equilibrium with the lactones and amines, respectively, which are not able to form the amide though. This mechanism opens a new approach for the synthesis of N-beta-disubstituted tryptamines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.073

文献信息

• [EN] PERHYDROISOINDOLE DERIVATIVES AS SUBSTANCE P AND NEUROKININE A ANTAGONISTS<br/>[FR] DERIVES PERHYDRO-ISO-INDOLE UTILISES EN TANT QU'ANTAGONISTES D'UNE SUBSTANCE P ET DES NEUROKININES A
  申请人：RHONE-POULENC RORER S.A.

  公开号：WO1997005110A1

  公开（公告）日：1997-02-13

  (EN) Compounds are described having formula (I) and salts and solvates thereof wherein R represents phenyl optionally substituted in the ring 2 or 3 position with fluorine, chlorine or methyl, R1 represents a group -NRaRb or an ammonio radical of structure (II), R2 represents phenyl optionally substituted by one or more of halogen, C1-4alkyl, trifluoromethyl or C1-4alkyloxy, and n represents an integer from 2 to 4. The novel compounds according to the invention simultaneously antagonize the effects of tachykinins on NK1 and NK2 receptors and are particularly advantageous therapeutic agents for the treatment of a variety of diseases and disorders, including those of the respiratory system.(FR) On décrit des composés possédant la formule (I) ainsi que des sels et solvates de ceux-ci. Dans cette formule, R représente phényle éventuellement substitué en position 2 ou 3 du noyau à l'aide de fluor, chlore ou méthyle, R1 représente un groupe -NRaRb ou un radical ammonio possédant la structure (II); R2 représente phényle éventuellement substitué par une ou plusieurs de substances suivantes: halogène, alkyle C1-4, trifluorométhyle ou alkyloxy C1-4, et n représente un nombre entier compris entre 2 et 4. Les nouveaux composés de l'invention s'opposent simultanément aux effets des tachykinines sur les récepteurs de NK1 et NK2 et constituent des agents thérapeutiques particulièrement avantageux pour le traitement de nombre de maladies et troubles, notamment ceux du système respiratoire.