N-Methylgranatolin-tropasaeure-ester | 1071752-46-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: N-Methylgranatolin-tropasaeure-ester
• 英文别名: (9-Methyl-9-azabicyclo[3.3.1]nonan-3-yl) 3-hydroxy-2-phenylpropanoate
• CAS: 1071752-46-9
• 化学式: C₁₈H₂₅NO₃
• 分子量: 303.401
• InChiKey: KSKPICWOHWQWKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-Methylgranatolin-tropasaeure-ester 、 isopropyl ethenesulfonate 生成 2-[3-(3-hydroxy-2-phenylpropanoyl)oxy-9-methyl-9-azoniabicyclo[3.3.1]nonan-9-yl]ethanesulfonate
  参考文献：
  名称：

  LE BERRE A.; ETIENNE A.; DELACROIX A.; PROUST A., BULL. SOC. CHIM. FRANCE, PART 2, 1975, NO 11-12, 2531-2537

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-托品酸 在 盐酸 、 氯化亚砜 作用下， 反应 30.5h， 生成 N-Methylgranatolin-tropasaeure-ester
  参考文献：
  名称：

  Differential analgesic activity of the enantiomers of atropine derivatives does not correlate with their muscarinic subtype selectivity

  摘要：

  The enantiomers of several tropic and p-substituted tropic acid esters related to atropine obtained by esterification under non-racemizing conditions after resolution of the corresponding racemic acids [(+)- and (-)-18, (+)- and (-)-19] are reported. They were tested in vitro on muscarinic subtype receptors and in vivo for their analgesic activity on mice. As in the case of the lead compound, R-(+)-hyoscyamine, these substances show enantioselectivity in analgesic tests, the eutomers being the R-(+) or R-(+)-p-substituted tropic acid derivatives. However, this property, which is a consequence of increased central release of ACh, seems unrelated to muscarinic subtype selectivity insofar as the compounds are unable to discriminate muscarinic subtype receptors. A possible explanation of these results which does not involve subtype selectivity is proposed, based on the recently developed concept of inverse agonism.

  DOI：

  10.1016/s0223-5234(97)83285-0

文献信息

• US8859585B2
  申请人：——

  公开号：US8859585B2

  公开（公告）日：2014-10-14
• Differential analgesic activity of the enantiomers of atropine derivatives does not correlate with their muscarinic subtype selectivity
  作者：S Dei、A Bartolini、C Bellucci、C Ghelardini、F Gualtieri、D Manetti、M.N. Romanelli、S Scapecchi、E Teodori

  DOI：10.1016/s0223-5234(97)83285-0

  日期：1997.7

  The enantiomers of several tropic and p-substituted tropic acid esters related to atropine obtained by esterification under non-racemizing conditions after resolution of the corresponding racemic acids [(+)- and (-)-18, (+)- and (-)-19] are reported. They were tested in vitro on muscarinic subtype receptors and in vivo for their analgesic activity on mice. As in the case of the lead compound, R-(+)-hyoscyamine, these substances show enantioselectivity in analgesic tests, the eutomers being the R-(+) or R-(+)-p-substituted tropic acid derivatives. However, this property, which is a consequence of increased central release of ACh, seems unrelated to muscarinic subtype selectivity insofar as the compounds are unable to discriminate muscarinic subtype receptors. A possible explanation of these results which does not involve subtype selectivity is proposed, based on the recently developed concept of inverse agonism.
• LE BERRE A.; ETIENNE A.; DELACROIX A.; PROUST A., BULL. SOC. CHIM. FRANCE, PART 2, 1975, NO 11-12, 2531-2537
  作者：LE BERRE A.、 ETIENNE A.、 DELACROIX A.、 PROUST A.

  DOI：——

  日期：——