2-carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine | 281656-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 2-carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine
• 英文别名: ethyl 6-acetyl-2-(ethoxycarbonylamino)-5,7-dihydro-4H-thieno[2,3-c]pyridine-3-carboxylate
• CAS: 281656-99-3
• 化学式: C₁₅H₂₀N₂O₅S
• 分子量: 340.4
• InChiKey: FETNDGYAQYFIMI-UHFFFAOYSA-N

物化性质

• 沸点：
  508.6±50.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-aminoethyl)-4-(2-methoxyphenyl)piperazine 、 2-carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine 在 氮气 、 crude product 、 silica gel 、 methanol-dichloromethane 作用下， 反应 2.0h， 生成 3,4,5,6,7,8-Hexahydro-2-hydroxy-7-acetyl-3-[2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl]pyrido[4',3':4,5]thieno[2,3-d]-pyrimidin-4-one
  参考文献：
  名称：

  Utilization of pyrimidine derivatives for preventing and treating cerebral ischaemia

  摘要：

  使用公式I中所定义的取代基和其生理耐受性盐，制备药物用于预防和治疗脑缺血和中风。

  公开号：

  US06387912B1
• 作为产物：
  描述：

  6-乙酰基-2-氨基-5,7-二氢-4H-噻吩并[2,3-c]吡啶-3-羧酸乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 作用下， 生成 2-carboethoxyamino-3-carboethoxy-6-acetyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine
  参考文献：
  名称：

  Synthesis and bioactivities of novel bicyclic thiophenes and 4,5,6,7-tetrahydrothieno[2,3-c]pyridines as inhibitors of tumor necrosis factor-α (TNF-α) production

  摘要：

  We synthesized bicyclic thiophenes and 4,5,6,7-tetrahydrothieno[2,3-c]pyridine derivatives, and evaluated for their ability to inhibit LPS-stimulated production of TNF-alpha. Several compounds revealed excellent in vivo activity. Furthermore, an effective compound was found in adjuvant-induced arthritic model (AIA) of rat. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00332-3

文献信息

• 3-substituted pyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine derivatives, their preparation and their use
  申请人：BASF Aktiengesellschaft

  公开号：US06222034B1

  公开（公告）日：2001-04-24

  A 3-substituted 3,4,5,6,7,8-hexahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine compound of formula I wherein R1 is hydrogen, C1-C4-alkyl, acetyl or benzoyl, optionally substituted phenyl-C1-C4-alkyl, naphthyl-C1-C3-alkyl, phenyl-C2-C3-alkanone or a phenylcarbamoyl-C2-alkyl, R2 is optionally substituted phenyl, pyridyl, pyrimidyl or pyrazinyl, or an optionally substituted bicyclus wherein one of the two fused rings is a phenyl, a pyridyl, a pyrimidyl or a pyrazinyl ring, A is NH or oxygen, B is hydrogen or methyl, C is hydrogen, methyl or hydroxyl, X is nitrogen, Y is CH2, CH2—C2, CH2—C2—CH2 or CH2—CH, Z is nitrogen, C or CH, and the linkage between Y and Z is a single or a double bond, and n is 2, 3 or 4, or a physiologically tolerated salt thereof, and compositions comprising them and their use as antagonists of 5HT1B and 5HT1A and for the treatment of depression and related disorders.

  化合物I的式子为：其中R1为氢、C1-C4烷基、乙酰基或苯甲酰基，可选取取代苯基-C1-C4烷基、萘基-C1-C3烷基、苯基-C2-C3酮或苯基氨甲酰-C2烷基；R2为可选取取代苯基、吡啶基、嘧啶基或吡嗪基，或一个其中一个融合环为苯基、吡啶基、嘧啶基或吡嗪基的可选取取代的双环；A为NH或氧；B为氢或甲基；C为氢、甲基或羟基；X为氮；Y为CH2、CH2—C2、CH2—C2—CH2或CH2—CH；Z为氮、C或CH，且Y和Z之间的连接为单键或双键；n为2、3或4；或其生理耐受的盐。该化合物及其组合物可用作5HT1B和5HT1A拮抗剂，用于治疗抑郁症及相关疾病。
• 3-SUBSTITUIERTE PYRIDO 4',3':4,5] THIENO 2,3-D]PYRIMIDIN-DERIVATE, IHRE HERSTELLUNG UND VERWENDUNG
  申请人：ABBOTT GmbH & Co. KG

  公开号：EP0927184B1

  公开（公告）日：2003-10-22
• US6222034B1
  申请人：——

  公开号：US6222034B1

  公开（公告）日：2001-04-24
• US6387912B1
  申请人：——

  公开号：US6387912B1

  公开（公告）日：2002-05-14
• Synthesis and bioactivities of novel bicyclic thiophenes and 4,5,6,7-tetrahydrothieno[2,3-c]pyridines as inhibitors of tumor necrosis factor-α (TNF-α) production
  作者：Masakazu Fujita、Taketsugu Seki、Naoko Ikeda

  DOI：10.1016/s0960-894x(02)00332-3

  日期：2002.8

  We synthesized bicyclic thiophenes and 4,5,6,7-tetrahydrothieno[2,3-c]pyridine derivatives, and evaluated for their ability to inhibit LPS-stimulated production of TNF-alpha. Several compounds revealed excellent in vivo activity. Furthermore, an effective compound was found in adjuvant-induced arthritic model (AIA) of rat. (C) 2002 Elsevier Science Ltd. All rights reserved.