1,1-dimethyl-2-(phenylthio)ethylamine | 2191-60-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1-dimethyl-2-(phenylthio)ethylamine
• 英文别名: 2-methyl-1-(phenylthio)propan-2-amine；2-methyl-1-(phenylthiol)propan-2-amine；2-Phenylmercapto-1,1-dimethyl-aethylamin；2-methyl-1-phenylthio-2-propylamine；1,1-dimethyl-2-phenylsulfanyl-ethylamine；2-methyl-1-phenylsulfanylpropan-2-amine
• CAS: 2191-60-8
• 化学式: C₁₀H₁₅NS
• 分子量: 181.302
• InChiKey: YINMKUDUUHSUHL-UHFFFAOYSA-N

物化性质

• 沸点：
  104-104.5 °C(Press: 4 Torr)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-dimethyl-2-(phenylthio)ethylamine 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 16.0h， 生成 N-[(4-{[1,1-dimethyl-2- (phenylthio)ethyl]amino}-3- nitrophenyl)sulfonyl]-4-(4,4- dimethylpiperidin-1-yl)benzamide
  参考文献：
  名称：

  Studies Leading to Potent, Dual Inhibitors of Bcl-2 and Bcl-xL

  摘要：

  Overexpression of the antiapototic proteins Bcl-2 and Bcl-xL provides a common mechanism through which cancer cells gain a survival advantage and become resistant to conventional chemotherapy. Inhibition of these prosurvival proteins is an attractive strategy for cancer therapy. We recently described the discovery of a selective Bcl-xL antagonist that potentiates the antitumor activity of chemotherapy and radiation. Here we describe the use of structure-guided design to exploit a deep hydrophobic binding pocket on the surface of these proteins to develop the first dual, subnanomolar inhibitors of Bcl-xL and Bcl-2. This study culminated in the identification of 2, which exhibited EC50 values of 8 nM and 30 nM in Bcl-2 and Bcl-xL dependent cells, respectively. Compound 2 demonstrated single agent efficacy against human follicular lymphoma cell lines that overexpress Bcl-2, and efficacy in a murine xenograft model of lymphoma when given both as a single agent and in combination with etoposide.

  DOI：

  10.1021/jm061152t
• 作为产物：
  描述：

  (2-氨基-2-甲基丙基)硫酸氢盐 、 苯硫酚 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 8.0h， 以57%的产率得到1,1-dimethyl-2-(phenylthio)ethylamine
  参考文献：
  名称：

  Process for production of thioalkylamine derivatives

  摘要：

  本发明涉及一种由通式（I）表示的硫代烷胺衍生物；以及其生产工艺：其中R1和R2中的每一个是H，（C1-C4）烷基，（C3-C8）环烷基，（C3-C8）环烷基（C1-C4）烷基，（取代）苯基，（取代）苯基（C1-C4）烷基，或类似物；R3和R4中的每一个是H或（C1-C4）烷基；R5和R6中的每一个是H，（C1-C4）烷基，（取代）苯基或（取代）苯基（C1-C4）烷基；或者R1和R2，R1和R3或R5，R3和R4，R3和R5或R5和R6中的每一个组合形成较低的烷基；R为（C1-C12）烷基，（C3-C8）环烷基，（C3-C8）环烷基（C1-C4）烷基，（取代）苯基，（取代）苯基（C1-C4）烷基，萘基，（取代）芳香杂环基，或类似物。

  公开号：

  US06639109B1

文献信息

• [EN] SULFUR COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE<br/>[FR] COMPOSES SOUFRES EN TANT QU'INHIBITEURS DE LA PROTEASE SERINE NS3 DU VIRUS DE L'HEPATITE C
  申请人：SCHERING CORP

  公开号：WO2005087731A1

  公开（公告）日：2005-09-22

  The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

  本发明揭示了具有HCV蛋白酶抑制活性的新化合物，以及制备这些化合物的方法。在另一实施例中，本发明揭示了包含这些化合物的药物组合物，以及使用它们治疗与HCV蛋白酶相关的疾病的方法。
• N-acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020055631A1

  公开（公告）日：2002-05-09

  N-Benzoyl arylsulfonamides having the formula 1 are BCL-Xl inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-Xl inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-Xl抑制剂，有助于促进细胞凋亡。还公开了BCL-Xl抑制组合物和在哺乳动物中促进细胞凋亡的方法。
• N-Acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020086887A1

  公开（公告）日：2002-07-04

  N-Benzoyl arylsulfonamides having the formula 1 Are BCL-X1 inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-X1 inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-X1抑制剂，有助于促进细胞凋亡。还公开了BCL-X1抑制组合物和在哺乳动物中促进细胞凋亡的方法。
• Oxamide IMPDH inhibitors
  申请人：——

  公开号：US20020052513A1

  公开（公告）日：2002-05-02

  Disclosed are compounds of the general formula 1 which are oxamide derivatives and inhibitors of the enzyme inosine monophosphate dehydrogenase (IMPDH).

  揭示了一般式1的化合物，这些化合物是羟酰胺衍生物，是肌醇单磷酸脱氢酶（IMPDH）的抑制剂。
• Use of 2-oxazolidinones as latent aziridine equivalents. III. Preparation of N-substituted piperazines
  作者：Graham S. Poindexter、Marc A. Bruce、Karen L. LeBoulluec、Ivo Monkovic

  DOI：10.1016/0040-4039(94)85306-1

  日期：1994.10

  A number of N-aryl and N-alkyl substituted piperazines 1 were prepared from variously substituted 2-oxazolidinone derivatives 3. The method involved treatment of 3 with HBr in glacial acetic acid followed by heating the resulting ring-opened salts 5 in alcoholic solvent. The piperazines 1a–1q were isolated by crystallization in yields ranging from 23–91%.

  由各种取代的2-恶唑烷酮衍生物3制备了许多N-芳基和N-烷基取代的哌嗪1。该方法包括在冰醋酸中用HBr处理3，然后在醇溶剂中加热所得的开环盐5。通过结晶分离出哌嗪1a-1q，产率为23-91％。