1-phenyl-3-(2-piperidin-3-ylethyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide | 1033221-98-5

• 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: 1-phenyl-3-(2-piperidin-3-ylethyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide
• 英文别名: 3-Phenyl-1-(2-piperidin-3-ylethyl)-2lambda6,1,3-benzothiadiazole 2,2-dioxide；3-phenyl-1-(2-piperidin-3-ylethyl)-2λ6,1,3-benzothiadiazole 2,2-dioxide
• CAS: 1033221-98-5
• 化学式: C₁₉H₂₃N₃O₂S
• 分子量: 357.477
• InChiKey: HXPJUTFPDVBIKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  61
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 3-(2-(2,2-dioxido-3-phenyl-2,1,3-benzothiadiazol-1(3H)-yl)ethyl)piperidine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 1-phenyl-3-(2-piperidin-3-ylethyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide
  参考文献：
  名称：

  新型选择性去甲肾上腺素抑制剂的发现：1-（2-吗啉-2-基乙基）-3-芳基-1,3-二氢-2,1,3-苯并噻二唑2,2-二氧化物（WYE-114152）

  摘要：

  先前鉴定的4- [3-芳基-2,2-二氧化物-2,1,3-苯并噻二唑-1（3 H）-基] -1-（甲基氨基）丁烷-2-醇的顺序修饰导致鉴定系列新的1-（2-吗啉-2-基乙基）-3-芳基-1,3-二氢-2,1,3-苯并噻二唑2,2-二氧化物是去甲肾上腺素转运蛋白的有效和选择性抑制剂血清素和多巴胺转运蛋白。一种代表性的化合物10b（WYE-114152）具有较低的纳摩尔hNET效价（IC 50 = 15 nM），并且在hSERT（> 430倍）和hDAT（> 548倍）上对hNET具有良好的选择性。口服给药后10b还可生物利用，并在急性，炎性和神经性疼痛的大鼠模型中证明了疗效。

  DOI：

  10.1021/jm200733r

文献信息

• Benzofuran derivatives, their production and use
  申请人：——

  公开号：US20020160996A1

  公开（公告）日：2002-10-31

  Compounds represented by the formula: 1 wherein R 1 and R 2 are hydrogen atom, a hydrocarbon group or a heterocyclic group, or R 1 and R 2 may form, together with the adjacent carbon atom, a 3- to 8-membered homocyclic or heterocyclic ring, W indicates (i) a group represented by the formula: 2 wherein ring B indicates a 5- to 7-membered ring, or (ii) a group represented by the formula: 3 wherein R 4 indicates (1) an aliphatic hydrocarbon group, which may be substituted with an aromatic group, or (2) an acyl group containing an aromatic group, R 5 is hydrogen atom, a C 1-6 alkyl, or an acyl group, provided that, when W is Wa, R 3 is hydrogen atom, a hydrocarbon group or a heterocyclic group, when W is Wb, R 3 indicates a C 6-14 aryl group, or salts thereof or prodrugs thereof have an excellent action to inhibit neurodegeneration and the like as well as an excellent brain penetrability and are low in the toxicity, thereby being useful as prophylactic or therapeutic drugs for nerve degenerative diseases and the like.

  由以下公式代表的化合物： 其中 R1 和 R2 是氢原子、烃基或杂环基，或者 R1 和 R2 可以与相邻的碳原子一起形成 3 至 8 个成员的同环或杂环环，W 表示 (i) 由以下公式代表的基团： 其中环 B 表示一个 5 至 7 个成员的环，或者 (ii) 由以下公式代表的基团： 其中 R4 表示 (1) 可以用芳香基取代的脂肪烃基，或者 (2) 含有芳香基的酰基，R5 是氢原子、C1-6 烷基或酰基，提供当 W 是 Wa 时，R3 是氢原子、烃基或杂环基，当 W 是 Wb 时，R3 表示一个 C6-14 芳基，或其盐或前药具有优异的抑制神经退行性等作用，以及出色的脑透过性，毒性低，因此可用作预防或治疗神经退行性疾病等的药物。
• Promoters for the proliferation and differentiation of stem cells and/or neuron precursor cells
  申请人：——

  公开号：US20040034049A1

  公开（公告）日：2004-02-19

  An agent for promoting the proliferation or differentiation of a stem cell and/or neural progenitor cell, comprising a compound represented by Formula: 1 wherein each of R 1 and R 2 is H, a hydrocarbon group or a heterocyclic group, or taken together with the adjacent carbon atom to form a ring, R 3 is H, a hydrocarbon group or a heterocyclic group, W is a group represented by Formula: 2 wherein Ring A is an optionally substituted benzene ring, Ring B is an optionally substituted 5- to 7-membered nitrogen-containing heterocyclic ring, R 4 is an acyl group having an aliphatic hydrocarbon group, which is substituted by an aromatic group and may have a further substitutent, or aromatic group, R 5 is H, C 1-6 alkyl or acyl, R 4c is an aromatic group, an aliphatic hydrocarbon group or acyl, and X is O or S; Y is O, S or NH, Ring C is an optionally substituted benzene ring, or a salt or prodrug thereof is provided.

  一种用于促进干细胞和/或神经前体细胞增殖或分化的药剂，包括由公式1表示的化合物，其中R1和R2中的每一个是H、烃基或杂环基，或与相邻的碳原子结合形成环，R3是H、烃基或杂环基，W是由公式2表示的基团，其中环A是可选取代的苯环，环B是可选取代的含氮5-至7元杂环环，R4是取代芳香基的脂肪烃基的酰基，可以有进一步的取代基，或芳香基，R5是H、C1-6烷基或酰基，R4是芳香基、脂肪烃基或酰基，X是O或S；Y是O、S或NH，环C是可选取代的苯环，或其盐或前药。
• Cannabinoid receptor modulator
  申请人：Ohkawa Shigenori

  公开号：US20090023800A1

  公开（公告）日：2009-01-22

  A cannabinoid receptor modulator containing a compound represented by Formula (I 0 ) wherein, X is an oxygen atom, etc., R 0 is an optionally substituted acylamino group, ring A 0 is a benzene ring which may further have a substituent in addition to R 0 , and ring B is an optionally substituted 5-membered heterocycle, or a salt thereof or a prodrug thereof.

  一种大麻素受体调节剂，包含由公式（I0）表示的化合物，其中X是氧原子等，R0是可选取代的酰胺基团，环A0是苯环，除R0外还可以进一步具有取代基，环B是可选取代的5成员杂环，或其盐或前药。
• Agents for promoting the proliferation or differentiation of stem cells or neural progenitor cells
  申请人：Okawa Shigenori

  公开号：US20090012081A1

  公开（公告）日：2009-01-08

  An agent for promoting the proliferation or differentiation of a stem cell and/or neural progenitor cell, comprising a compound represented by Formula: wherein each of R 1 and R 2 is H, a hydrocarbon group or a heterocyclic group, or taken together with the adjacent carbon atom to form a ring, R 3 is H, a hydrocarbon group or a heterocyclic group, W is a group represented by Formula: wherein Ring A is an optionally substituted benzene ring, Ring B is an optionally substituted 5- to 7-membered nitrogen-containing heterocyclic ring, R 4 is an acyl group having an aliphatic hydrocarbon group, which is substituted by an aromatic group and may have a further substitutent, or aromatic group, R 5 is H, C 1-6 alkyl or acyl, R 4c is an aromatic group, an aliphatic hydrocarbon group or acyl, and X is O or S; Y is O, S or NH, Ring C is an optionally substituted benzene ring, or a salt or prodrug thereof is provided.

  一种用于促进干细胞和/或神经祖细胞增殖或分化的药剂，包括由下式表示的化合物：其中R1和R2中的每一个是H、烃基或杂环基，或与相邻的碳原子结合形成环，R3是H、烃基或杂环基，W是由下式表示的基团：其中环A是可选取代的苯环，环B是可选取代的含氮杂环5-至7-元环，R4是取代芳基的脂肪族烃基的酰基，可以具有进一步的取代基或芳基，或者是芳基，R5是H、C1-6烷基或酰基，R4是芳基、脂肪族烃基或酰基，X是O或S；Y是O、S或NH，环C是可选取代的苯环，或其盐或前药。
• ARYL SULFAMIDE DERIVATIVES AND METHODS OF THEIR USE
  申请人：McComas Casey Cameron

  公开号：US20100029641A1

  公开（公告）日：2010-02-04

  The present invention is directed to aryl sulfamide derivatives of formula I: or a pharmaceutically acceptable salt, stereoisomer or tautomer thereof, which are monoamine reuptake inhibitors, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, vasomotor symptoms, sexual dysfunction, gastrointestinal disorders and genitourinary disorder, depression disorders, endogenous behavioral disorders, cognitive disorders, diabetic neuropathy, pain, and other diseases or disorders.

  本发明涉及公式I的芳基磺酰胺衍生物： 或其药学上可接受的盐、立体异构体或互变异构体，它们是单胺再摄取抑制剂，包含这些衍生物的组合物以及它们的使用方法，用于预防和治疗多种疾病或疾病，包括但不限于血管运动症状、性功能障碍、胃肠障碍和泌尿生殖障碍、抑郁症、内源性行为障碍、认知障碍、糖尿病神经病变、疼痛和其他疾病或障碍。