(E)-2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinecarbothioamide | 1405680-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (E)-2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinecarbothioamide
• 英文别名: (2E)-2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinecarbothioamide；[(E)-3,4-dihydro-2H-naphthalen-1-ylideneamino]thiourea
• CAS: 1405680-61-6
• 化学式: C₁₁H₁₃N₃S
• 分子量: 219.31
• InChiKey: PRNSUJCXOCSNAQ-JLHYYAGUSA-N

物化性质

• 熔点：
  180 °C
• 沸点：
  385.955±35.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.309±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  82.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinecarbothioamide 、 2-溴-4'-硝基苯乙酮 反应 0.2h， 以92%的产率得到(E)-2-(2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinyl)-4-(4-nitrophenyl)thiazole
  参考文献：
  名称：

  Efficient synthesis of 2,4-disubstituted thiazoles and 2-substituted 4-thiazolidinones under solvent free conditions

  摘要：

  Condensation of thiosemicarbazones 2 derived from 1-tetralones (1) with chloroacetic acid in presence of N-methylpyridinium tosylate (an ionic liquid) yields 2-substituted-4-thiazolidinones 3. The reaction of 2 with alpha-halo carbonyl compounds at room temperature under grinding conditions yields 2,4-disubstituted thiazoles 4 in excellent yields. The structures of compounds 2-4 have been established on the basis of elemental analysis, IR, NMR and mass spectral data.

  DOI：

  10.1515/hc.2011.027
• 作为产物：
  描述：

  氨基硫脲 、 3,4-二氢-1(2H)-萘酮 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以91%的产率得到(E)-2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  Efficient synthesis of 2,4-disubstituted thiazoles and 2-substituted 4-thiazolidinones under solvent free conditions

  摘要：

  Condensation of thiosemicarbazones 2 derived from 1-tetralones (1) with chloroacetic acid in presence of N-methylpyridinium tosylate (an ionic liquid) yields 2-substituted-4-thiazolidinones 3. The reaction of 2 with alpha-halo carbonyl compounds at room temperature under grinding conditions yields 2,4-disubstituted thiazoles 4 in excellent yields. The structures of compounds 2-4 have been established on the basis of elemental analysis, IR, NMR and mass spectral data.

  DOI：

  10.1515/hc.2011.027

文献信息

• Human androgen receptor DNA-binding domain (DBD) compounds as therapeutics and methods for their use
  申请人：The University of British Columbia

  公开号：US10011573B2

  公开（公告）日：2018-07-03

  A compound having the structure of Formula I, wherein A is a substituted or unsubstituted aryl or heteroaryl group, D is a substituted or unsubstituted 5- or 6-membered heteroaryl or heterocyclyl group and E is a substituted or unsubstituted aryl, heteroaryl, cycloalkyl or heterocyclyl group. The compounds are used for the treatment of androgen modulated indications including cancer (prostate, breast, ovarian, endometrial or bladder cancer), hair loss, acne, hirsutism, ovarian cysts, polycystic ovary disease, precocious puberty and age related macular degeneration. The use of the compounds for the manufacture of a medicament for modulating AR activity, a method of treatment using such compounds and a pharmaceutical composition and a commercial package comprising said compounds are also described.

  具有式 I 结构的化合物，其中 A 是取代或未取代的芳基或杂芳基，D 是取代或未取代的 5 或 6 元杂芳基或杂环基，E 是取代或未取代的芳基、杂芳基、环烷基或杂环基。这些化合物可用于治疗雄激素调节适应症，包括癌症（前列腺癌、乳腺癌、卵巢癌、子宫内膜癌或膀胱癌）、脱发、痤疮、多毛症、卵巢囊肿、多囊卵巢病、性早熟和老年性黄斑变性。此外，还描述了这些化合物在制造调节 AR 活性的药物中的用途、使用这些化合物的治疗方法以及包含上述化合物的药物组合物和商业包装。
• HUMAN ANDROGEN RECEPTOR DNA-BINDING DOMAN (DBD) COMPOUNDS AS THERAPEUTICS AND METHODS FOR THEIR USE
  申请人：The University of British Columbia

  公开号：US20170183319A1

  公开（公告）日：2017-06-29

  A compound having the structure of Formula I, wherein A is a substituted or unsubstituted aryl or heteroaryl group, D is a substituted or unsubstituted 5- or 6-membered heteroaryl or heterocyclyl group and E is a substituted or unsubstituted aryl, heteroaryl, cycloalkyl or heterocyclyl group. The compounds are used for the treatment of androgen modulated indications including cancer (prostate, breast, ovarian, endometrial or blader cancer), hair loss, acne, hirsutism, ovarian cysts, polycystic ovary disease, precocious puberty and age related macular degeneration. The use of the compounds for the manufacture of a medicament for modulating AR activity, a method of treatment using such compounds and a pharmaceutical composition and a commercial package comprising said compounds arc also described.
• Efficient synthesis of 2,4-disubstituted thiazoles and 2-substituted 4-thiazolidinones under solvent free conditions
  作者：Deepika Gautam、Poonam Gautam、Ram P. Chaudhary

  DOI：10.1515/hc.2011.027

  日期：2011.1.1

  Condensation of thiosemicarbazones 2 derived from 1-tetralones (1) with chloroacetic acid in presence of N-methylpyridinium tosylate (an ionic liquid) yields 2-substituted-4-thiazolidinones 3. The reaction of 2 with alpha-halo carbonyl compounds at room temperature under grinding conditions yields 2,4-disubstituted thiazoles 4 in excellent yields. The structures of compounds 2-4 have been established on the basis of elemental analysis, IR, NMR and mass spectral data.