1-[4-(氯甲基)苯基]-1H-1,2,4-噻唑 | 143426-53-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-[4-(氯甲基)苯基]-1H-1,2,4-噻唑
• 英文名称: 1-(4-(chloromethyl)phenyl)-1H-1,2,4-triazole
• 英文别名: 1-[4-(chloromethyl)phenyl]-1,2,4-triazole
• CAS: 143426-53-3
• 化学式: C₉H₈ClN₃
• 分子量: 193.636
• InChiKey: UBMMNZIASWFWCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-[4-(氯甲基)苯基]-1H-1,2,4-噻唑 在 盐酸 、 硫酸 作用下， 以 乙腈 为溶剂， 反应 51.0h， 生成 Ethyl 2-[4-(1,2,4-triazol-1-yl)phenyl]acetate
  参考文献：
  名称：

  Aromatic hydrazides as specific inhibitors of bovine serum amine oxidase

  摘要：

  New hydrazides were synthesized in search for specific inhibitors of bovine serum amine oxidase: a series of benzoic and phenylacetic acid hydrazides containing the 1H-imidazol-1-yl or the 1H-imidazol-1-ylmethyl group as (o, m, p)-substituent in the phenyl ring; an analogous series of p-substituted phenylhydrazides with 5 or 6-membered heterocyclic ring as substituent, and a series of similar phenylpropionic hydrazides. The longer and more flexible phenylacetic hydrazides, and to a somewhat lesser extent the phenylpropionic ones, were better specific inhibitors of bovine serum amine oxidase than the benzoic hydrazides, which were also bound by the enzyme with high affinity, but at a slow rate. Derivatives with p- and m -substituents were more reactive than the o-substituted ones. The chemical nature of the substituent was less important than its position in the phenyl ring and the presence of methylene spacers. These data point to the presence of a hydrophobic site at short distance from the protein carbonyl cofactor, so that simultaneous interaction of the 2 ends of the inhibitor molecule can occur at the 2 sites. The presence of the hydrophobic site was confirmed by the capability of some molecule deprived of the hydrazidic group to act as mild inhibitors. All hydrazides were less reactive by 2-3 orders of magnitude towards pig kidney diamine oxidase and FAD-dependent monoamine oxidase from rat brain mitochondria, while the other compounds showed similar inhibition power against all proteins. The specificity for the bovine enzyme seems therefore to be related to the concerted action of the 2 moieties of the inhibitor molecule.

  DOI：

  10.1016/0223-5234(92)90005-l
• 作为产物：
  描述：

  4-(1-1,2,4-三唑基)苯甲醛 在 甲醇 、 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 1-[4-(氯甲基)苯基]-1H-1,2,4-噻唑
  参考文献：
  名称：

  [EN] PYRROLIDINE GLYCOSIDASE INHIBITORS
  [FR] INHIBITEURS DE PYRROLIDINE GLYCOSIDASE

  摘要：

  式（I）中A、W、R3b、Z和p的含义如权利要求所述，可用于治疗tau病和阿尔茨海默病。

  公开号：

  WO2020039027A1

文献信息

• 一种含1，2，4-三氮唑结构的吡唑肟类衍生物的制备和应用
  申请人：南通大学

  公开号：CN110003184A

  公开（公告）日：2019-07-12

  本发明涉及一种含1，2，4‑三氮唑结构的吡唑肟类衍生物(I)的制备和应用。以1，2，4‑三氮唑联苯甲基氯(II)与吡唑肟(III)缩合得到。所述含1，2，4‑三氮唑结构的吡唑肟类衍生物对有害昆虫具有效的防治效果，该化合物用于制备农业、园艺等领域的杀虫剂。
• HETEROARYL NITRILE DERIVATIVES
  申请人：Altmann Eva

  公开号：US20090227596A1

  公开（公告）日：2009-09-10

  The invention provides compounds of formula I or a pharmaceutically acceptable salt or ester thereof wherein the symbols have meaning as defined, which are inhibitors of cathepsin K and find use pharmaceutically for treatment of diseases and medical conditions in which cathepsin K is implicated, e.g. various disorders including inflammation, rheumatoid arthritis, osteoarthritis, osteoporosis and tumors.

  本发明提供公式I的化合物或其药学上可接受的盐或酯，其中符号的含义如定义所述，这些化合物是卡他普星K的抑制剂，并且在药学上用于治疗与卡他普星K有关的疾病和医疗状况，例如各种疾病，包括炎症，类风湿性关节炎，骨关节炎，骨质疏松和肿瘤。
• Fluorination Triggers Fluoroalkylation: Nucleophilic Perfluoro‐ <i>tert</i> ‐butylation with 1,1‐Dibromo‐2,2‐bis(trifluoromethyl)ethylene (DBBF) and CsF
  作者：Qian Wang、Quan Tao、Hui Dong、Chuanfa Ni、Xiaoming Xie、Jinbo Hu

  DOI：10.1002/anie.202113727

  日期：2021.12.20

  AbstractPerfluoro‐tert‐butylation reaction has long remained a challenging task. We now report the use of 1,1‐dibromo‐2,2‐bis(trifluoromethyl)ethylene (DBBF) as a practical reagent for perfluoro‐tert‐butylation reactions for the first time. Through a consecutive triple‐fluorination process with DBBF and CsF, the (CF3)3C− species can be liberated and observed, which is able to serve as a robust nucleophilic perfluoro‐tert‐butylating agent for various electrophiles. The power of this synthetic protocol is evidenced by the efficient synthesis of structurally diverse perfluoro‐tert‐butylated molecules. Multiple applications demonstrate the practicability of this method, as well as the superiority of perfluoro‐tert‐butylated compounds as sensitive probes. The perfluoro‐tert‐butylated product was successfully applied in 1H‐ and 19F‐magnetic resonance imaging (MRI) experiment with an ultra‐low field (ULF) MRI system.
• PYRROLIDINE GLYCOSIDASE INHIBITORS
  申请人：Asceneuron SA

  公开号：US20210213005A1

  公开（公告）日：2021-07-15

  Compounds of formula (I), wherein A, W, R 3b , Z and p have the meaning according to the claims, can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.
• US7544688B2
  申请人：——

  公开号：US7544688B2

  公开（公告）日：2009-06-09