3-benzyl-4-phenylthiazole-2(3H)-thione | 25006-93-3

• 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: 3-benzyl-4-phenylthiazole-2(3H)-thione
• 英文别名: 3-benzyl-4-phenyl-1,3-thiazole-2(3H)-thione；3-benzyl-4-phenyl-3H-thiazole-2-thione；3-Benzyl-4-phenyl-3H-thiazol-2-thion；3-benzyl-4-phenyl-1,3-thiazole-2-thione
• CAS: 25006-93-3
• 化学式: C₁₆H₁₃NS₂
• 分子量: 283.418
• InChiKey: AKYRBVRRJHJCRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  60.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-benzyl-4-phenylthiazole-2(3H)-thione 在 重水 、 lithium diisopropyl amide 作用下， 生成 3-benzyl-5-deuterio-4-phenyl-1,3-thiazole-2-thione
  参考文献：
  名称：

  Synthesis of 3,4,5-Trisubstituted-2(3H)-thiazolethiones via Metallation of 3,4-Disubstituted-2(3H)-thiazolethiones

  摘要：

  DOI：

  10.1055/s-1980-29208
• 作为产物：
  描述：

  3-苄基-4-羟基-4-苯基-1,3-噻唑烷-2-硫酮 生成 3-benzyl-4-phenylthiazole-2(3H)-thione
  参考文献：
  名称：

  Yoshida; Ishizuka, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 335,337

  摘要：

  DOI：

文献信息

• [EN] METHODS AND COMPOSITIONS TO MODIFY GSK-3 ACTIVITY<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR MODIFIER L'ACTIVITÉ DE GSK-3
  申请人：UNIV OHIO

  公开号：WO2016010611A1

  公开（公告）日：2016-01-21

  Methods for modulating GSK-3 activity and methods for treating a GSK-3 -mediated disorder in a subject in need thereof. The methods include contacting a cell expressing GSK-3 with or administering to the subject in need a therapeutically effective amount of one or more compounds of General Formula (I) or General Formula (II): or pharmaceutically-acceptable salts or solvates thereof.

  调节GSK-3活性的方法和治疗需要的主体中GSK-3介导的疾病的方法。该方法包括将表达GSK-3的细胞与或向需要的主体施用一种或多种通用式(I)或通用式(II)的化合物的治疗有效量接触，或其药用接受的盐或溶剂。
• The reaction of carbon disulfide with bromoacetophenone in the presence of primary amines: synthesis of 3-alkyl-4-phenyl-1,3-thiazole-2(3<i>H</i>)-thione derivatives
  作者：Javad Safaei-Ghomi、Fariba Salimi、Ali Ramazani、Fatemeh Zeinali Nasrabadi、Yavar Ahmadi

  DOI：10.1080/17415993.2011.635794

  日期：2012.2.1

  A three-component reaction between a primary amine, carbon disulfide, and bromoacetophenone that affords novel 3-alkyl-4-phenyl-1,3-thiazole-2(3H)-thione derivatives is reported. The reaction sequence consists of an initial nucleophilic addition of primary amines to carbon disulfide, followed by the nucleophilic attack of carbamodithioic acid so obtained to the bromoacetophenone, and then ring closure

  据报道，伯胺、二硫化碳和溴苯乙酮之间的三组分反应可提供新型 3-烷基-4-苯基-1,3-噻唑-2(3H)-硫酮衍生物。反应顺序包括伯胺与二硫化碳的初始亲核加成，然后如此获得的氨基二硫代酸与溴苯乙酮的亲核攻击，然后通过氮分子内攻击羰基碳而闭环以提供产物。这种级联反应序列代表了一种快速且前所未有的途径，用于描述具有生物学特性的分子。
• Synthesis of Thiazoles Catalyzed by Dichlorotriazine Attached to Graphene Oxide
  作者：Hossein Shahbazi-Alavi、Ali Kareem Abbas、Javad Safaei-Ghomi

  DOI：10.1080/00304948.2021.1920788

  日期：2021.7.4

  (2021). Synthesis of Thiazoles Catalyzed by Dichlorotriazine Attached to Graphene Oxide. Organic Preparations and Procedures International: Vol. 53, No. 4, pp. 426-430.

  (2021)。附着在氧化石墨烯上的二氯三嗪催化合成噻唑。国际有机制剂和程序：卷。53，第 4 期，第 426-430 页。
• Multicomponent Reaction of CS₂, Amines, and Sulfoxonium Ylides in Water: Straightforward Access to β-Keto Dithiocarbamates, Thiazolidine-2-thiones, and Thiazole-2-thiones
  作者：Naveen Kumar、Ajay Sharma、Upendra Kumar、Satyendra Kumar Pandey

  DOI：10.1021/acs.joc.2c02763

  日期：2023.5.5

  catalyst-free synthetic methods for β-keto dithiocarbamates, thiazolidine-2-thiones, and thiazole-2-thiones via the multicomponent reaction of CS2, amines, and sulfoxonium ylides have been described. The β-keto sulfoxonium ylides furnished β-keto dithiocarbamates in the presence of CS2 and secondary amines, whereas primary amines afforded thiazolidine-2-thiones or thiazole-2-thiones after dehydration in an acidic

  已经描述了通过 CS 2 、胺和氧化硫叶立德的多组分反应合成 β-酮基二硫代氨基甲酸酯、噻唑烷-2-硫酮和噻唑-2-硫酮的简单、通用且无催化剂的合成方法。β-酮基亚砜叶立德在 CS 2和仲胺存在下生成 β-酮基二硫代氨基甲酸酯，而伯胺在酸性环境中脱水后生成噻唑烷-2-硫酮或噻唑-2-硫酮。反应过程简单，底物范围广，官能团耐受性好。
• Imidazole and thiazole compositions for modifying biological signaling
  申请人：Ohio University

  公开号：US10023567B2

  公开（公告）日：2018-07-17

  Compounds having General Formula (I) or General Formula (II): in which R1 is chosen from C1 to C10 aliphatic or heteroaliphatic groups, optionally substituted with one or more aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, or combination thereof; R2 is chosen from aromatic moieties, substituted aromatic moieties, heteroaromatic moieties substituted heteroaromatic moieties, and coumarin; R3 is chosen from —H, C1 to C10 aliphatic or heteroaliphatic groups, phenyl, or substituted phenyl, wherein the aliphatic or heteroaliphatic groups are optionally substituted with one or more phenyl groups, aryl groups, heteroaryl groups, substituted heteroaryl groups, or combination thereof, and wherein the aliphatic or heteroaliphatic groups are optionally bonded to R2 to form a ring; X is S or O; and Y is S or NH, may be used in pharmaceutical compositions that modify of biological signaling processes or as reagents for biological assays.

  具有通式(I)或通式(II)的化合物：其中 R1 选自 C1 至 C10 脂肪族或杂脂肪族基团，任选被一个或多个芳基、取代芳基、杂芳基、取代杂芳基或其组合取代；R2 选自芳香族基团、取代芳香族基团、杂芳香族基团、取代杂芳香族基团和香豆素；R3 选自-H、C1 至 C10 脂肪族或杂脂肪族基团、苯基或取代苯基，其中脂肪族或杂脂肪族基团可选择被一个或多个苯基、芳基、杂芳基、取代杂芳基或其组合取代，并且其中脂肪族或杂脂肪族基团可选择与 R2 键合形成环；X 是 S 或 O；Y 是 S 或 NH，可用于改变生物信号转导过程的药物组合物或用作生物检测试剂。