N-(3,5-dimethylphenylcarbamothioyl)benzamide | 117174-79-5

• 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: N-(3,5-dimethylphenylcarbamothioyl)benzamide
• 英文别名: 1-Benzoyl-3-(3,5-dimethylphenyl)thiourea；N-[(3,5-dimethylphenyl)carbamothioyl]benzamide
• CAS: 117174-79-5
• 化学式: C₁₆H₁₆N₂OS
• 分子量: 284.382
• InChiKey: YAEFVXZQXWJXLF-UHFFFAOYSA-N

物化性质

• 密度：
  1.230±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  N-(3,5-dimethylphenylcarbamothioyl)benzamide 在 sodium hydroxide 作用下， 反应 0.33h， 生成 3,5-二甲基苯基硫脲
  参考文献：
  名称：

  Effect of N-1 arylation of monastrol on kinesin Eg5 inhibition in glioma cell lines

  摘要：

  为了发现更有效的Eg5配体，设计并合成了一种源自单胞杆菌的二氢嘧啶-2-硫酮N-1芳基取代物的原创和专注的图书馆。

  DOI：

  10.1039/c8md00095f
• 作为产物：
  描述：

  1-氨基-3,5-二甲苯 、 苯甲酰基异硫氰酸酯 以 丙酮 为溶剂， 反应 0.5h， 以87%的产率得到N-(3,5-dimethylphenylcarbamothioyl)benzamide
  参考文献：
  名称：

  Improved Procedures for the Preparation of Cycloalkyl-, Arylalkyl-, and Arylthioureas

  摘要：

  制备芳基硫脲的改进方法包括将苯甲酰异硫氰酸酯与苯胺在丙酮中反应，然后用5%氢氧化钠水溶液对生成的N-芳基-N'-苯甲酰硫脲进行去苯甲酰化。双环烷基硫脲和N-(芳烷基)硫脲（例如9H-9-芴基硫脲）可直接由相应的异硫氰酸酯与氨反应制备。

  DOI：

  10.1055/s-1988-27605

文献信息

• Cyclization process for substituted benzothiazole derivatives
  申请人：——

  公开号：US20040138465A1

  公开（公告）日：2004-07-15

  The present invention relates to a process for preparation of amino substituted benzothiazole derivatives of formula I 1 wherein R 1 , R 2 and R 3 are independently from each other hydrogen, lower alkyl, lower alkoxy or halogen; R 4 is hydrogen, lower alkyl, lower alkyloxy, halogen, or is a five or six membered non aromatic heterocyclyl group, unsubstituted or substituted by lower alkyl or an oxo-group, or is —NR 5 R 6 , wherein R 5 and R 5 are independently from each other hydrogen, lower alkyl, —C(O)-lower alkyl, —(CH 2 ) n O-lower alkyl or benzyl, opionally substituted by lower alkyl, or is an five or six membered heteroaryl group; R 1 and R 2 or R 2 and R 3 may form together with the corresponding carbon atoms a ring containing —O—CH 2 —O— or —CH═CH—CH═CH—; R is hydrogen or —C(O)R′; R′ is a five or six membered non aromatic heterocyclyl group, five or six membered heteroaryl group or is aryl, which rings may be substituted by the groups, selected from lower alkyl, halogen-lower alkyl, lower alkoxy, cyano, nitro, —C(O)H, —C(O)OH or by pyrrolidin- 1 -yl-methyl; n is 1 to 4; or a pharmaceutically acceptable salt thereof, wherein the cyclization is carried out by the treatment of a compound of formula 2 with sulphoxide/HBr/solvent to give the desired products of formula I for R is hydrogen (formula IA) or for R is —C(O)R′ (formula IB) 3

  本发明涉及一种制备式I1的氨基取代苯并噻唑衍生物的方法，其中R1、R2和R3分别独立地为氢、低烷基、低烷氧基或卤素；R4为氢、低烷基、低烷氧基、卤素，或为未取代或取代的五元或六元非芳香杂环基，取代基为低烷基或氧代基，或为—NR5R6，其中R5和R6独立地为氢、低烷基、—C（O）-低烷基、—（CH2）nO-低烷基或苄基，可选地取代为低烷基，或为五元或六元杂环芳基基团；R1和R2或R2和R3可与相应的碳原子一起形成含有—O—CH2—O—或—CH═CH—CH═CH—的环；R为氢或—C（O）R′；R′为五元或六元非芳香杂环基、五元或六元杂环芳基基团或为芳基，这些环可以被从低烷基、卤素-低烷基、低烷氧基、氰基、硝基、—C（O）H、—C（O）OH或吡咯烷-1-基甲基中选择的基取代；n为1至4；或其药学上可接受的盐，其中通过使用硫醇氧化物/HBr/溶剂处理式2的化合物进行环化反应，从而得到所需的式I的产物，其中R为氢（式Ia）或R为—C（O）R′（式Ib）3。
• COUMARIN DERIVATIVES AND METHODS OF USE IN TREATING HYPERPROLIFERATIVE DISEASES
  申请人：DISCOVERYBIOMED, INC.

  公开号：US20160038475A1

  公开（公告）日：2016-02-11

  Coumarin derivative compounds and methods for the treatment of hyperproliferative diseases, such as cancer, polycystic kidney disease, and fibrosis of different tissues (e.g., idiopathic pulmonary fibrosis), are provided. The methods include administering to a subject a compound as described herein. Also provided are methods for inhibiting the interaction between two or more heat shock protein chaperones in a cell.

  本发明提供了香豆素衍生物化合物及其治疗过度增殖性疾病（如癌症、多囊肾病和不同组织的纤维化（例如特发性肺纤维化））的方法。该方法包括向受试者施用本文所述的化合物。此外，本发明还提供了一种抑制细胞内两个或更多热休克蛋白分子伴侣相互作用的方法。
• COUMARIN DERIVATIVES AND METHODS OF USE IN TREATING CYSTIC FIBROSIS, CHRONIC OBSTRUCTIVE PULMONARY DISEASE, AND MISFOLDED PROTEIN DISORDERS
  申请人：DISCOVERYBIOMED, INC.

  公开号：US20160024065A1

  公开（公告）日：2016-01-28

  Novel CFTR corrector compounds that are effective in rescuing halide efflux, delF508-CFTR protein processing, and apical functional chloride ion transport in a cell are provided. Also provided are methods for treating protein folding disorders (e.g., cystic fibrosis and chronic obstructive pulmonary diseases). The methods include administering a CFTR corrector compound or pharmaceutically acceptable salt or prodrug thereof. Methods of rescuing halide efflux in a cell, correcting a processing defect of a delF508-CFTR protein in a cell, and correcting functional delF508-CFTR chloride channels in a cell are also provided.

  提供了一种能够有效拯救卤离子外流、delF508-CFTR蛋白质加工和细胞顶部功能氯离子传输的小说CFTR校正化合物。还提供了治疗蛋白质折叠失调（例如，囊性纤维化和慢性阻塞性肺疾病）的方法。该方法包括给予CFTR校正化合物或其药学上可接受的盐或前药。还提供了在细胞中拯救卤离子外流、纠正细胞中delF508-CFTR蛋白质处理缺陷和纠正功能性delF508-CFTR氯通道的方法。
• Coumarin derivatives and methods of use in treating hyperproliferative diseases
  申请人：DISCOVERYBIOMED, INC.

  公开号：US10369145B2

  公开（公告）日：2019-08-06

  Coumarin derivative compounds and methods for the treatment of hyperproliferative diseases, such as cancer, polycystic kidney disease, and fibrosis of different tissues (e.g., idiopathic pulmonary fibrosis), are provided. The methods include administering to a subject a compound as described herein. Also provided are methods for inhibiting the interaction between two or more heat shock protein chaperones in a cell.

  提供了香豆素衍生物化合物和治疗过度增殖性疾病的方法，如癌症、多囊肾和不同组织的纤维化（如特发性肺纤维化）。这些方法包括向受试者施用本文所述的化合物。还提供了抑制细胞中两种或多种热休克蛋白伴侣之间相互作用的方法。
• [EN] COUMARIN DERIVATIVES AND METHODS OF USE IN TREATING CYSTIC FIBROSIS, CHRONIC OBSTRUCTIVE PULMONARY DISEASE, AND MISFOLDED PROTEIN DISORDERS<br/>[FR] DÉRIVÉS DE COUMARINE ET LEURS MÉTHODES D'UTILISATION DANS LE TRAITEMENT DE LA FIBROSE KYSTIQUE, DE LA BRONCHOPNEUMOPATHIE CHRONIQUE OBSTRUCTIVE ET DES TROUBLES LIÉS À DES PROTÉINES MAL REPLIÉES
  申请人：DISCOVERYBIOMED INC

  公开号：WO2014152213A3

  公开（公告）日：2014-11-13