DL-homocysteine hydrochloride | 18265-50-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: DL-homocysteine hydrochloride
• 英文别名: 2-Amino-4-sulfanylbutanoic acid hydrochloride；2-amino-4-sulfanylbutanoic acid;hydrochloride
• CAS: 18265-50-4
• 化学式: C₄H₉NO₂S*ClH
• mdl: MFCD18785534
• 分子量: 171.648
• InChiKey: PDUMWBLAPMSFGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.58
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  64.3
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氯甲基苯甲酰氯 、 DL-homocysteine hydrochloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以0.66 g的产率得到4-(chloromethyl)-N-(2-oxotetrahydrothiophen-3-yl)benzamide
  参考文献：
  名称：

  [EN] PYRAN DERVATIVES AS CYP11A1 (CYTOCHROME P450 MONOOXYGENASE 11A1) INHIBITORS
  [FR] DÉRIVÉS DE PYRANE EN TANT QU'INHIBITEURS DE CYP11A1 (CYTOCHROME P450 MONOOXYGÉNASE 11A1)

  摘要：

  公式(I)的化合物，其中R1、R2、R3、R4、R5、R23、R24、L、A和B如权利要求1中定义，或其药用可接受的盐被披露。公式(I)的化合物具有作为细胞色素P450单加氧酶11A1（CYP11A1）抑制剂的使用价值。这些化合物作为药物用于治疗激素受体，尤其是雄激素受体相关的疾病和状况，如前列腺癌。

  公开号：

  WO2018115591A1
• 作为产物：
  描述：

  L-高胱氨酸 在 盐酸 作用下， 生成 DL-homocysteine hydrochloride
  参考文献：
  名称：

  一种DL-高半胱氨酸硫内酯盐酸盐的连续生产方法

  摘要：

  一种DL‑高半胱氨酸硫内酯盐酸盐的连续生产方法，所述方法包括如下步骤：(1)以DL‑蛋氨酸为原料，与15～18mol/L硫酸连续通入液液相微通道反应器进行反应生成DL‑高胱氨酸，从液液相微通道反应器流出的含有DL‑高胱氨酸的反应液与盐酸连续通入板框式电解槽的阴极室中，以石墨电极为阴、阳极，DL‑高胱氨酸在盐酸体系中在阴极发生还原反应生成DL‑高半胱氨酸盐酸盐，含有DL‑高半胱氨酸盐酸的阴极液又连续流回液液相微通道反应器进行反应；如此连续循环反应至反应完全，收集反应完全后的阴极液；(2)将步骤(1)收集的阴极液进行除杂质处理，再经脱水缩合得到DL‑高半胱氨酸硫内酯盐酸盐。本发明方法使产品收率提高并且产品纯度高，符合国内医药标准。

  公开号：

  CN111004209A

文献信息

• Modulators of protein tyrosine phosphateses (PTPases)
  申请人：Novo Nordisk A/S

  公开号：US06410556B1

  公开（公告）日：2002-06-25

  Disclosed are novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds of Formula 1 are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) including PTP1B, T cell PTP, wherein n, m, X, R1, R2, R3, R4, R5, R6, and R7 are defined more fully in the description. The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, and other diseases.

  揭示了新颖的化合物、新颖的组合物、它们的使用方法以及它们的制备方法，其中Formula 1的这些化合物是对蛋白酪氨酸磷酸酶（PTPase's）包括PTP1B、T细胞PTP等具有药理学作用的抑制剂，其中n、m、X、R1、R2、R3、R4、R5、R6和R7的定义在描述中更详细地说明。这些化合物在治疗I型糖尿病、II型糖尿病、糖耐量受损、胰岛素抵抗、肥胖和其他疾病方面具有用途。
• Experimental antileukemic agents. Preparation and structure-activity study of S-tritylcysteine and related compounds
  作者：Kwang-Yuen Zee-Cheng、Chia-Chung Cheng

  DOI：10.1021/jm00297a019

  日期：1970.5
• A turn on ESIPT probe for rapid and ratiometric fluorogenic detection of homocysteine and cysteine in water with live cell-imaging
  作者：Shyamaprosad Goswami、Abhishek Manna、Sima Paul、Avijit K. Das、Prasanta K. Nandi、Anup Kumar Maity、Partha Saha

  DOI：10.1016/j.tetlet.2013.11.055

  日期：2014.1

  5(Benzothiazol-2-yl)-4-hydroxyisophthalaldehyde (BHI), an intense ESIPT containing molecule in mixed media loses its properties due to resonance-assisted H-bond (RAHB) in absolute water. Due to resonance-assisted H-bond the o-aldehyde is more reactive than the other one. With addition of cysteine/homocysteine into this solution the o-aldehyde group gets transformed into thiazolidine/thiazine ring, respectively, and the phenolic proton becomes free enough for transfer to nitrogen of the benzothiazole ring in excited state, that is, the ESIPT of BHI is turned on. Thus we can detect cysteine/homocysteine in water as well as in live cells. (C) 2013 Elsevier Ltd. All rights reserved.
• Constrained Peptidomimetics Reveal Detailed Geometric Requirements of Covalent Prolyl Oligopeptidase Inhibitors
  作者：Janice Lawandi、Sylvestre Toumieux、Valentine Seyer、Philip Campbell、Sabine Thielges、Lucienne Juillerat-Jeanneret、Nicolas Moitessier

  DOI：10.1021/jm901013a

  日期：2009.11.12

  Prolyl oligopeptidases cleave peptides on the carboxy side of internal proline residues and their inhibition has potential in the treatment of human brain disorders. Using our docking program FITTED, we have designed a series of constrained covalent inhibitors, built from a series of bicyclic scaffolds, to study the optimal shape required for these small molecules. These structures bear nitrile functional groups that we predicted to covalently bind to the catalytic serine of the enzyme. Synthesis and biological assays using human brain-derived astrocytic cells and endothelial cells and human fibroblasts revealed that these compounds act as selective inhibitors of prolyl oligopeptidase activity compared to prolyl-dipeptidyl-aminopeptidase activity, are able to penetrate the cells and inhibit intracellular activities in intact living cells. This integrated computational and experimental study shed light oil the binding mode of inhibitors in the enzyme active site and will guide the design of future drug-like molecules.
• Biosynthetic studies of marine lipids. 4. Mechanism of side chain alkylation in E-24-propylidenecholesterol by a Chrysophyte alga
  作者：W. C. M. C. Kokke、James N. Shoolery、William Fenical、Carl Djerassi

  DOI：10.1021/jo00194a014

  日期：1984.10