2-(phenylimino)-2,3-dihydrobenzo[e][1,3]thiazin-4-one | 15601-88-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2-(phenylimino)-2,3-dihydrobenzo[e][1,3]thiazin-4-one
• 英文别名: 2-anilino-benzo[e][1,3]thiazin-4-one；2-Phenylimino-4-oxo-3,4-dihydro-2H-1,3-benzothiazin；4-Oxo-2-phenylimino-5,6-benzo-1,3-thiazinidin；2-anilino-1,3-benzothiazin-4-one
• CAS: 15601-88-4
• 化学式: C₁₄H₁₀N₂OS
• 分子量: 254.312
• InChiKey: MDUQNVDLXSOUEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(phenylimino)-2,3-dihydrobenzo[e][1,3]thiazin-4-one 在 盐酸 、 tetraphosphorus decasulfide 作用下， 以 乙醇 、 xylene 为溶剂， 生成 4-thioxo-3,4-dihydro-benzo[e][1,3]thiazin-2-one
  参考文献：
  名称：

  Wagner,G.; Richter,P., Pharmazie, 1967, vol. 22, p. 611 - 620

  摘要：

  DOI：
• 作为产物：
  描述：

  硫代水杨酸 在 盐酸 作用下， 以 水 为溶剂， 反应 1.25h， 生成 2-(phenylimino)-2,3-dihydrobenzo[e][1,3]thiazin-4-one
  参考文献：
  名称：

  Alkylation of 1,3-benzothiazin-4-one 2-oxo-, 2-arylimino-, and 2-thioxo derivatives

  摘要：

  Sodium salt of 3De -benzo[e][1,3]thiazine-2,4-dione is easily alkylated at position 3. In the case of 2-(arylimino)-2,3-dihydrobenzo[e][1,3]-thiazin-4-ones, the alkylation reaction at this position occurs regioselectively. Alkylation of 2-thioxo-2,3-dihydrobenzo[e][1,3]thiazin-4-one under the same conditions produced regioisomers, but S-alkylation at the exocyclic sulfur atom occurred in the presence of triethylamine. The reaction of 1-(4-oxo-3,4-dihydrobenzo[e][1,3]thiazin-2-ylidene)guanidine with methyl anthranilate led to the formation of tetracyclic quinazolinD3/4[2,1-b]quinazolinedione.

  DOI：

  10.1007/s10593-015-1709-2

文献信息

• 一种治疗糖尿病药物的合成方法
  申请人：上海工程技术大学

  公开号：CN108003113B

  公开（公告）日：2021-06-11

  本发明涉及有机合成及制药领域，具体涉及一种治疗糖尿病药物的合成方法，步骤包括：(1)2‑氰基苯基叔丁基硫醚水解生成邻胺甲酰基苯基叔丁基硫醚；(2)邻胺甲酰基苯基叔丁基硫醚氧化生成邻胺甲酰基苯基叔丁基亚砜；(3)邻胺甲酰基苯基叔丁基亚砜与苯异腈发生分子内多组分反应生成2‑(苯氨基)‑4H‑苯并[e][1,3]噻嗪‑4‑酮。该合成方法简便易操作，合成原料易得，成本低，收率高，原子经济，环境友好，适合工业化生产。
• Thermolysis-Induced Two- or Multicomponent Tandem Reactions Involving Isocyanides and Sulfenic-Acid-Generating Sulfoxides: Access to Diverse Sulfur-Containing Functional Scaffolds
  作者：Shengfeng Wu、Xiaofang Lei、Erkang Fan、Zhihua Sun

  DOI：10.1021/acs.orglett.7b03593

  日期：2018.2.2

  Direct reaction of isocyanides with some sulfenic-acid-generating sulfoxides led to the effective formation of the corresponding thiocarbamic acid S-esters in good to high yields. A multicomponent reaction involving isocyanide, sulfoxide, and a suitable nucleophile has also been developed, providing ready access to a diverse range of sulfur-containing compounds, including isothioureas, carbonimidothioic

  异氰酸酯与一些产生亚磺酸的亚砜的直接反应导致以高至高收率有效地形成相应的硫代氨基甲酸S-酯。还开发了涉及异氰酸酯，亚砜和合适的亲核试剂的多组分反应，可轻松获得各种范围的含硫化合物，包括异硫脲，碳亚氨基硫代酸酯和羧亚氨基硫代酸酯。
• HETEROCYCLIC DERIVATIVE HAVING INHIBITORY ACTIVITY ON TYPE-I 11 DATA-HYDROXYSTEROID DEHYDROGENASE
  申请人：Itai Akiko

  公开号：US20100234363A1

  公开（公告）日：2010-09-16

  Disclosed is a compound which is useful as an 11β-hydroxysteroid dehydrogenase type 1 inhibitor. A compound represented by the formula: its pharmaceutically acceptable salt, or a solvate thereof, wherein X is O or S, a broken line and a wavy line represent the presence or the absence of a bond, (i) when a broken line represents the presence of a bond, a wavy line represents the absence of a bond, R 2 and R 3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, (ii) when a broken line represents the absence of a bond, a wavy line represents the presence of a bond, R 1 and R 4 are each independently hydrogen, halogen or the like, R 2 and R 3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, and R 5 and R 6 are each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like.

  本发明涉及一种化合物，可用作11β-羟基类固醇脱氢酶1型抑制剂。化合物的表示式如下：其药学上可接受的盐或其溶剂化物，其中X为O或S，一条断线和一条波浪线分别表示键的存在或不存在，(i) 当断线表示键的存在时，波浪线表示键的不存在，R2和R3各自独立地表示氢、卤素、氰基、羟基、羧基、可选取代的烷基、可选取代的烯基、可选取代的炔基或类似物，(ii) 当断线表示键的不存在时，波浪线表示键的存在，R1和R4各自独立地表示氢、卤素或类似物，R2和R3各自独立地表示氢、卤素、氰基、羟基、羧基、可选取代的烷基、可选取代的烯基、可选取代的炔基或类似物，而R5和R6各自独立地表示氢、可选取代的烷基、可选取代的烯基、可选取代的炔基或类似物。
• HETEROCYCLIC DERIVATIVE HAVING INHIBITORY ACTIVITY ON TYPE-I 11 -HYDROXYSTEROID DEHYDROGENASE
  申请人：Institute Of Medicinal Molecular Design, Inc.

  公开号：EP2208728A1

  公开（公告）日：2010-07-21

  Disclosed is a compound which is useful as an 11β-hydroxysteroid dehydrogenase type 1 inhibitor. A compound represented by the formula: its pharmaceutically acceptable salt, or a solvate thereof, wherein X is O or S, a broken line and a wavy line represent the presence or the absence of a bond, (i) when a broken line represents the presence of a bond, a wavy line represents the absence of a bond, R2 and R3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, (ii) when a broken line represents the absence of a bond, a wavy line represents the presence of a bond, R1 and R4 are each independently hydrogen, halogen or the like, R2 and R3 are each independently hydrogen, halogen, cyano, hydroxy, carboxy, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like, and R5 and R6 are each independently hydrogen, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl or the like.

  本发明公开了一种可用作 11β- 羟基类固醇脱氢酶 1 型抑制剂的化合物。 一种由式表示的化合物： 其药学上可接受的盐或其溶液，其中 X 是 O 或 S，折线和波浪线代表键的存在或不存在、 (i) 断线表示有键，波浪线表示无键、 R2 和 R3 各自独立地为氢、卤素、氰基、羟基、羧基、任选取代的烷基、任选取代的烯基、任选取代的炔基或类似物、 (ii) 断线表示无键，波浪线表示有键、 R1 和 R4 各自独立地为氢、卤素或类似物、 R2 和 R3 各自独立地为氢、卤素、氰基、羟基、羧基、任选取代的烷基、任选取代的烯基、任选取代的炔基或类似物，以及 R5 和 R6 各自独立地为氢、任选取代的烷基、任选取代的烯基、任选取代的炔基或类似物。
• EP2208728
  申请人：——

  公开号：——

  公开（公告）日：——