3,4,6-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methanobenzo[d]azocine | 1156032-77-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 6,7-苯并吗啡烷
• 英文名称: 3,4,6-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methanobenzo[d]azocine
• 英文别名: 3,4,6-Trimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine；1,10,11-trimethyl-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-triene
• CAS: 1156032-77-7
• 化学式: C₁₅H₂₁N
• 分子量: 215.338
• InChiKey: UUIHLUKORNVGJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4,6-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methanobenzo[d]azocine 在 盐酸 作用下， 以 异丙醇 为溶剂， 生成 3,4,6-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methanobenzo[d]azocine hydrochloride
  参考文献：
  名称：

  [EN] ARYL- AND HETEROARYLCARBONYL DERIVATIVES OF BENZOMORPHANES AND RELATED SCAFFOLDS, MEDICAMENTS CONTAINING SUCH COMPOUNDS AND THEIR USE
  [FR] DÉRIVÉS ARYL- ET HÉTÉROARYLCARBONYLES DE BENZOMORPHANES ET STRUCTURES LIÉES À CEUX-CI, MÉDICAMENTS CONTENANT DE TELS COMPOSÉS ET LEUR UTILISATION

  摘要：

  公开号：

  WO2009063061A3
• 作为产物：
  描述：

  2-benzyl-1,4,6-trimethyl-1,2,3,6-tetrahydro-pyridine 、 6-benzyl-1,2,4-trimethyl-1,2,3,6-tetrahydro-pyridine 在 氢溴酸 、 氨 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 96.0h， 生成 3,4,6-trimethyl-1,2,3,4,5,6-hexahydro-2,6-methanobenzo[d]azocine
  参考文献：
  名称：

  [EN] ARYL- AND HETEROARYLCARBONYL DERIVATIVES OF BENZOMORPHANES AND RELATED SCAFFOLDS, MEDICAMENTS CONTAINING SUCH COMPOUNDS AND THEIR USE
  [FR] DÉRIVÉS ARYL- ET HÉTÉROARYLCARBONYLES DE BENZOMORPHANES ET STRUCTURES LIÉES À CEUX-CI, MÉDICAMENTS CONTENANT DE TELS COMPOSÉS ET LEUR UTILISATION

  摘要：

  公开号：

  WO2009063061A3

文献信息

• Synthesis, stereochemistry, and analgesic activity of 4-mono- and 4,4-disubstituted 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocines
  作者：Abiodun O. Ogundaini、Robert T. Parfitt

  DOI：10.1021/jm00380a005

  日期：1985.2

  agonists. 5a afforded analgesic properties without an antagonist component. Surprisingly 10d, bearing an 8-OH function, was without analgesic activity, contrasting with the significant hot-plate activity exhibited by 1,2,3,4,5,6-hexahydro-3,5,6-trimethyl-2,6-methano-3-benzazocine. If the assumption is made that the more active enantiomorph in members of this series is configurationally related to (-)-morphine

  描述了4-烷基-，4-芳烷基-和4-烯基-1,2,3,4,5,6-六氢-2,6-甲基--3-苯并恶唑啉的合成以及一些4,4-二取代和8-羟基衍生物。4-取代基的立体化学证据来自1H和13C NMR。在4-甲基系列中，赤道差向异构体1b具有比1a高的镇痛（热板）效价，而10a，10c和10f也是很好的激动剂。图5a提供了没有拮抗剂成分的镇痛特性。出乎意料的是，具有8-OH功能的10天没有镇痛活性，而1,2,3,4,5,6-六氢-3,5,6-三甲基-2,6具有显着的热板活性-methano-3-benzazocine。如果假设该系列成员中更活跃的对映体与（-）-吗啡构型相关，
• Aryl-and Heteroarylcarbonyl derivatives of benzomorphanes and related scaffolds, medicaments containing such compounds and their use
  申请人：Himmelsbach Frank

  公开号：US20110190262A1

  公开（公告）日：2011-08-04

  The present invention relates to compounds defined by formula I wherein the groups R 1 to R 3 , X, m, n and o are defined as in claim 1 , possessing valuable pharmacological activity. Particularly the compounds are inhibitors of 11β-hydroxysteroid dehydrogenase (HSD) 1 and thus are suitable for treatment and prevention of diseases which can be influenced by inhibition of this enzyme, such as metabolic diseases, in particular diabetes type 2, obesity and dyslipidemia.

  本发明涉及公式I所定义的化合物，其中R1至R3、X、m、n和o的定义如权利要求书中所述，具有有价值的药理活性。特别地，这些化合物是11β-羟基类固醇脱氢酶（HSD）1的抑制剂，因此适用于治疗和预防可以通过抑制该酶而受影响的疾病，如代谢性疾病，特别是2型糖尿病、肥胖症和血脂异常。
• Aryl- and heteroarylcarbonyl derivatives of benzomorphanes and related scaffolds, medicaments containing such compounds and their use
  申请人：Himmelsbach Frank

  公开号：US08859580B2

  公开（公告）日：2014-10-14

  The present invention relates to compounds defined by formula I wherein the groups R1 to R3, X, m, n and o are defined as in claim 1, possessing valuable pharmacological activity. Particularly the compounds are inhibitors of 11β-hydroxysteroid dehydrogenase (HSD) 1 and thus are suitable for treatment and prevention of diseases which can be influenced by inhibition of this enzyme, such as metabolic diseases, in particular diabetes type 2, obesity and dyslipidemia.

  本发明涉及公式I定义的化合物，其中R1至R3、X、m、n和o组的定义如权利要求书中所述，具有有价值的药理活性。特别地，这些化合物是11β-羟基类固醇脱氢酶（HSD）1的抑制剂，因此适用于治疗和预防可以受到该酶抑制影响的疾病，例如代谢性疾病，特别是2型糖尿病、肥胖症和血脂异常。
• Urea derivatives of benzomorphanes and related scaffolds, medicaments containing such compounds and their use
  申请人：Eckhardt Matthias

  公开号：US20110028445A1

  公开（公告）日：2011-02-03

  The present invention relates to compounds defined by formula (I) wherein the groups A, B, X, m, n and o are defined as in claim 1 , possessing valuable pharmacological activity. Particularly the compounds are inhibitors of 11 β-hydroxysteroid dehydrogenase (HSD) 1 and thus are suitable for treatment and prevention of diseases which can be influenced by inhibition of this enzyme, such as metabolic diseases, in particular diabetes type 2, obesity and dyslipidemia.

  本发明涉及由式(I)定义的化合物，其中A，B，X，m，n和o的基团如权利要求1中所定义，具有有价值的药理活性。特别地，这些化合物是11β-羟基类固醇脱氢酶（HSD）1的抑制剂，因此适用于治疗和预防可以通过抑制该酶而受到影响的疾病，如代谢性疾病，特别是2型糖尿病，肥胖症和血脂异常。
• OGUNDAINI, A. O.;PARFITT, R. T., J. MED. CHEM., 1985, 28, N 2, 177-181
  作者：OGUNDAINI, A. O.、PARFITT, R. T.

  DOI：——

  日期：——