(4bS,8aR,9R)-3,4,7-trimethoxy-11-methyl-9,10-dihydro-5H-9,4b-(epiminoethano)phenanthren-6(8aH)-one | 890027-09-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: (4bS,8aR,9R)-3,4,7-trimethoxy-11-methyl-9,10-dihydro-5H-9,4b-(epiminoethano)phenanthren-6(8aH)-one
• 英文别名: N-methylkinomenine；3,4,7-trimethoxy-17-methyl-morphin-7-en-6-one；3,4,7-Trimethoxy-17-methyl-morphin-7-en-6-on；(1S,9R,10R)-3,4,12-trimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one
• CAS: 890027-09-5
• 化学式: C₂₀H₂₅NO₄
• 分子量: 343.423
• InChiKey: GBZINSCDAYZXMR-MNVSYLFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8,14-dihydrothebaine 在 甲醇 、 N-溴代丁二酰亚胺(NBS) 、 sodium t-butanolate 、 叔丁醇 作用下， 生成 (4bS,8aR,9R)-3,4,7-trimethoxy-11-methyl-9,10-dihydro-5H-9,4b-(epiminoethano)phenanthren-6(8aH)-one
  参考文献：
  名称：

  Goto; Yamamoto, Proceedings of the Japan Academy, 1958, vol. 34, p. 619,620

  摘要：

  DOI：

文献信息

• [EN] SINOMENINE AND SINOMENINE COMPOUNDS, SYNTHESIS AND USE<br/>[FR] SINOMENINE ET COMPOSES DE SINOMENINE, PROCEDE DE SYNTHESE ASSOCIE ET UTILISATION ASSOCIEE
  申请人：SHANGHAI INST MATERIA MEDICA

  公开号：WO2004048340A1

  公开（公告）日：2004-06-10

  The invention relates to sinomenine and compounds thereof and also to compounds of formula (I), wherein R1 represents an alkyl group; R2 represents a hydrogen atom or an alkylcarbonyl group, an haloalkylcarbonyl group or an arylcarbonyl; Y represents a group (II), (III) or (IV); R3 ,R4, R’4, R5, R’5 and R6 are as defined in the description; and X represents a halogen atom. Medicaments.

  这项发明涉及青藤碱及其化合物，以及化合物的公式（I），其中R1代表烷基基团；R2代表氢原子或烷基羰基基团、卤代烷基羰基基团或芳基羰基；Y代表群（II）、（III）或（IV）；R3、R4、R’4、R5、R’5和R6如描述中所定义；X代表卤素原子。药物。
• Highly Regioselective Synthesis of C-4 (Ring A) Sinomenine Ether Derivatives
  作者：Xingliang Zheng、Dan Luo、Hongsheng Gao、Ningfei Jiang、Aishun Ding

  DOI：10.3184/174751912x13344045135875

  日期：2012.6

  alcohol or an aliphatic alcohol as reactants, and triphenylphosphine and diethyl azodicarboxylate as the dehydrating agent. The structure of target compounds were characterised by 1H NMR, 13C NMR, MS spectra and elemental analysis. The yield was 78–94% under the optimised reaction conditions involving THF as solvent and at room temperature. The method is simple and the reaction conditions are mild with

  以青藤碱与苯甲醇或脂肪醇为反应物，三苯基膦和偶氮二甲酸二乙酯为脱水剂，合成了A环上的7个青藤碱衍生物。目标化合物的结构经1H NMR、13C NMR、MS谱和元素分析表征。在以THF为溶剂的优化反应条件下，在室温下，产率为78-94%。该方法简单，反应条件温和，目标产物选择性好。它可广泛用于修饰这些多功能天然产物。
• Sinomenine and sinomenine compounds, synthesis and use
  申请人：Qin Guo-Wei

  公开号：US20060009480A1

  公开（公告）日：2006-01-12

  The invention relates to sinomenine and compounds thereof and also to compounds of formula (I): wherein R 1 represents alkyl, R 2 represents hydrogen or alkylcarbonyl, haloalkylcarbonyl or arylcarbonyl, Y represents a group R 3 , R 4 , R′ 4 , R 5 , R′ 5 and R 6 are as defined in the description, and X represents halogen and medicinal products containing the same which are useful in treating mnemocognitive disorders.

  本发明涉及西诺明及其化合物，还涉及式 (I) 化合物： 其中 R 1 代表烷基、 R 2 代表氢或烷基羰基、卤代烷基羰基或芳基羰基、 Y 代表一个基团 R 3 , R 4 , R′ 4 , R 5 , R′ 5 和 R 6 的定义，X 代表卤素和含有卤素的可用于治疗脑认知障碍的药物产品。
• SINOMENINE AND SINOMENINE COMPOUNDS, SYNTHESIS AND USE
  申请人：Shangai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：EP1565444A1

  公开（公告）日：2005-08-24
• Goto; Yamamoto, Proceedings of the Japan Academy, 1958, vol. 34, p. 619,620
  作者：Goto、Yamamoto

  DOI：——

  日期：——