2-[(2-methylquinoline-4-yl)sulfanyl]acetohydrazide | 340296-84-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-[(2-methylquinoline-4-yl)sulfanyl]acetohydrazide
• 英文别名: 2-(2-methylquinolin-4-ylthio)acetohydrazide；2-[(2-Methylquinolin-4-yl)sulfanyl]acetohydrazide；2-(2-methylquinolin-4-yl)sulfanylacetohydrazide
• CAS: 340296-84-6
• 化学式: C₁₂H₁₃N₃OS
• 分子量: 247.321
• InChiKey: FYWVXBVNXZELCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  93.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(2-methylquinoline-4-yl)sulfanyl]acetohydrazide 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 5-{[(2-methylquinolin-4-yl)sulfanyl]methyl}-N-phenyl-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Synthesis of hetarylquinolines proceeding from 2-[(2-methylquinolin-4-yl)sulfanyl]acetohydrazide substituted in the benzene ring

  摘要：

  At intramolecular cyclization of phenylhydrazinocarbothioamide in alkaline and acidic media quinolyl-substituted triazoles and thiadiazoles are obtained. Quinolyl-substituted thiazolidines and thiazolidinones were obtained at interaction of phenylhydrazinocarbothioamides with bromoacetophenone and ethyl bromoacetate.

  DOI：

  10.1134/s1070428017020142
• 作为产物：
  描述：

  4-羟基-2-甲基喹啉 在 劳森试剂 、 potassium carbonate 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[(2-methylquinoline-4-yl)sulfanyl]acetohydrazide
  参考文献：
  名称：

  N-Acylhydrazones as inhibitors of PDE10A

  摘要：

  Cyclic nucleotide phosphodiesterases (PDEs) are represented by a large superfamily of enzymes. A series of hydrazone-based inhibitors was synthesized and shown to be novel, potent, and selective against PDE10A. Optimized compounds of this class were efficacious in animal models of schizophrenia and may be useful for the treatment of this disease. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.100

文献信息

• PDE10 INHIBITORS AND RELATED COMPOSITIONS AND METHODS
  申请人：Bergmann John E.

  公开号：US20080300240A1

  公开（公告）日：2008-12-04

  Compounds that inhibit PDE10 are disclosed that have utility in the treatment of a variety of conditions, including (but not limited to) psychotic, anxiety, movement disorders and/or neurological disorders such as Parkinson's disease, Huntington's disease, Alzheimer's disease, encephalitis, phobias, epilepsy, aphasia, Bell's palsy, cerebral palsy, sleep disorders, pain, Tourette syndrome, schizophrenia, delusional disorders, drug-induced psychosis and panic and obsessive-compulsive disorders. The compounds have the general structure: wherein m, n, p, x, R, R 1 , R 2 , R 3 , R 4 , R 5 , A and B, are defined herein, including pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for inhibiting PDE 10 in a warm-blooded animal in need of the same.

  抑制PDE10的化合物已被披露，对治疗包括（但不限于）精神病、焦虑、运动障碍和/或神经系统疾病（如帕金森病、亨廷顿病、阿尔茨海默病、脑炎、恐惧症、癫痫、失语症、贝尔氏面瘫、脑瘫、睡眠障碍、疼痛、抽动症、精神分裂症、妄想症、药物诱发的精神病和恐慌以及强迫症）多种疾病具有用途。这些化合物具有一般结构： 其中m、n、p、x、R、R1、R2、R3、R4、R5、A和B在此定义，包括药学上可接受的盐、立体异构体、溶剂合物或其前药。还披露了含有本发明化合物的组合物，与药学上可接受的载体结合，以及与使用这些化合物抑制需要同样的PDE10的温血动物相关的方法。
• Synthesis of Novel Combined Heterocyclic Systems Derived from 2-[(2-Methylquinolin4-yl)sulfanyl]acetohydrazides Substituted in the Benzene Ring
  作者：I. L. Aleksanyan、L. P. Hambardzumyan

  DOI：10.1134/s1070428020020141

  日期：2020.2

  developments in the quinoline chemistry are considered, and previously unknown heterocyclic systems comprising of oxadiazole or dioxoisoindoline moieties combined with the quinoline core and Schiff base residues are synthesized on the basis of 2-[(2-methylquinolin-4-yl)sulfanyl]acetohydrazides substituted in the benzene ring.

  摘要考虑到喹啉化学的新发展，在2-[（2-甲基喹啉-4-基）硫烷基]乙酰肼的基础上合成了由恶二唑或二氧异吲哚基部分与喹啉核心和席夫碱残基组成的杂环系统在苯环上取代。
• [EN] PDE10 INHIBITORS AND RELATED COMPOSITIONS AND METHODS<br/>[FR] INHIBITEURS DE LA PDE10 ET COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：OMEROS CORP

  公开号：WO2009143178A3

  公开（公告）日：2010-11-11
• US7786139B2
  申请人：——

  公开号：US7786139B2

  公开（公告）日：2010-08-31
• US8278327B2
  申请人：——

  公开号：US8278327B2

  公开（公告）日：2012-10-02