去甲槟榔碱氢溴酸盐 | 17210-51-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 中文名称: 去甲槟榔碱氢溴酸盐
• 英文名称: 1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester hydrobromide
• 英文别名: Guvacoline hydrobromide；methyl 1,2,5,6-tetrahydronicotinate hydrobromide；norarecoline；1,2,5,6-tetrahydro-pyridine-3-carboxylic acid methyl ester; hydrobromide；1,2,5,6-Tetrahydro-pyridin-3-carbonsaeure-methylester; Hydrobromid；Guvacolinhydrobromid；methyl 1,2,3,6-tetrahydropyridine-5-carboxylate;hydrobromide
• CAS: 17210-51-4
• 化学式: BrH*C₇H₁₁NO₂
• 分子量: 222.082
• InChiKey: DOXOETUWVNVADB-UHFFFAOYSA-N

物化性质

• 熔点：
  144°C
• 溶解度：
  DMSO 中≤1mg/ml；二甲基甲酰胺中≤1mg/ml

计算性质

• 辛醇/水分配系数(LogP)：
  0.66
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38.3
• 氢给体数：
  2
• 氢受体数：
  3

制备方法与用途

guvacoline 氢溴酸盐是在槟榔中发现的一种吡啶生物碱，可作为心房及回肠毒蕈碱受体（mAChR）的完全激动剂。

反应信息

• 作为反应物：
  描述：

  去甲槟榔碱氢溴酸盐 在 barium dihydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 生成 1,2,5,6-四氢吡啶-3-羧酸盐酸盐
  参考文献：
  名称：

  Wolf-Pflugmann; Lambrecht; Wess, Arzneimittel-Forschung/Drug Research, 1989, vol. 39, # 5, p. 539 - 544

  摘要：

  DOI：
• 作为产物：
  描述：

  氢溴酸槟榔碱 在 水 作用下， 以 甲苯 为溶剂， 生成 去甲槟榔碱氢溴酸盐
  参考文献：
  名称：

  Wolf-Pflugmann; Lambrecht; Wess, Arzneimittel-Forschung/Drug Research, 1989, vol. 39, # 5, p. 539 - 544

  摘要：

  DOI：

文献信息

• Hydrogenated 1-benzooxacycloalkylpyridinecarboxylic acid compounds
  申请人：Ciba-Geigy Corporation

  公开号：US04957928A1

  公开（公告）日：1990-09-18

  The invention relates to novel hydrogenated 1-benzooxacycloalkylpyridinecarboxylic acid compounds of formula ##STR1## in which the variable R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, alk, X, Z, m, n and p, the dotted line and the substituents of the ring A have the meanings indicated in the specification and in the claims, and to their tautomers and/or salts. These compounds can be used as pharmaceutical active ingredients and can be prepared in a manner known per se.

  该发明涉及一种新型的氢化1-苯氧基环氧烷基吡啶羧酸化合物，其化学结构如下：在该结构中，变量R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, alk, X, Z, m, n和p，虚线和环A的取代基具有规范和索赔中指示的含义，以及它们的互变异构体和/或盐。这些化合物可以用作药用活性成分，并且可以按照已知的方法制备。
• Hydropyridine derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US04833169A1

  公开（公告）日：1989-05-23

  Hydropyridine derivatives of the formula ##STR1## in which R.sub.1 represents carboxy, lower alkoxycarbonyl, carbamoyl, N-lower alkylcarbamoyl or N,N-di-lower alkylcarbamoyl, R.sub.2 represents hydrogen, an optionally etherified or acylated hydroxy group or an optionally acylated amino group, and R.sub.3 represents a radical of the formula R-- (Ia), R--alk.sub.1 -- (Ib) or R'.dbd.alk.sub.2 -- (Ic) in which R represents a benzocycloalkenyl radical having a total of from 8 to 12 ring carbon atoms which is bonded via a saturated carbon atom and which is unsubstituted or is mono- or poly-substituted in the benzo moiety by hydroxy, lower alkoxy, lower alkanoyloxy, halogen, lower alkyl and/or by trifluoromethyl, and/or subsituted in the .alpha.-position by lower alkyl, and R' represents a benzocycloalkylidene radical having a total of from 8 to 12 ring carbon atoms which is unsubstituted or is mono- or poly-substituted in the benzo moiety by hydroxy, lower alkoxy, lower alkanoyloxy, halogen, lower alkyl and/or by trifluoromethyl, and alk.sub.1 represents lower alkylene or lower alkylidene and alk.sub.2 represents lower alkyl-.omega.-ylidene, wherein the dotted line is intended to show that there may be a single bond or especially a double bond, and 3-aminopropionic acid compounds of the formula R.sub.3 --NH--CH.sub.2 CH.sub.2 --R.sub.1 (IVc) in which R.sub.1 and R.sub.3 have the meanings given above, and their pharmaceutically acceptable salts, have nootropic properties and can be used as nootropic active ingredients in medicaments. They are manufactured by methods known per se.

  公式为##STR1##的吡啶衍生物，其中R.sub.1代表羧基、较低的烷氧羰基、氨基甲酰、N-较低烷基氨基甲酰或N,N-二较低烷基氨基甲酰，R.sub.2代表氢、可选择乙酰化或酰化的羟基或可选择酰化的氨基，R.sub.3代表公式R--（Ia）、R--alk.sub.1 --（Ib）或R'.dbd.alk.sub.2 --（Ic）的基团，其中R代表具有总共8至12个环碳原子的苯并环己烯基基团，通过饱和碳原子连接，并且在苯环上未被取代或者在苯基上被羟基、较低烷氧基、较低烷酰氧基、卤素、较低烷基和/或三氟甲基单取代或多取代，或者在α-位置被较低烷基取代；R'代表具有总共8至12个环碳原子的苯并环己基亚甲基基团，未被取代或者在苯基上被羟基、较低烷氧基、较低烷酰氧基、卤素、较低烷基和/或三氟甲基单取代或多取代，alk.sub.1代表较低烷基或较低烷基亚甲基，alk.sub.2代表较低烷基-ω-亚甲基，其中虚线表示可能存在单键或特别是双键，以及公式为R.sub.3 --NH--CH.sub.2 CH.sub.2 --R.sub.1（IVc）的3-氨基丙酸化合物，其中R.sub.1和R.sub.3具有上述给定的含义，及其药学上可接受的盐，具有智力增强作用，可用作药物中的智力增强活性成分。它们通过已知方法制造。
• Hydrogenated 1-benzooxacycloalkylpyridinecarboxylic acid compounds and
  申请人：Ciba-Geigy Corporation

  公开号：US05112855A1

  公开（公告）日：1992-05-12

  The invention relates to novel hydrogenated 1-benzooxacycloalkylpyridinecarboxylic acid compounds of formula ##STR1## in which the variables R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, alk, X, Z, m, n and p, the dotted line and the substituents of the ring A have the meanings indicated in the specification and in the claims, and to their tautomers and/or salts. These compounds can be used as pharmaceutical active ingredients and can be prepared in a manner known per se.

  本发明涉及一种新型氢化的1-苯氧环烷基吡啶羧酸化合物，其化学式为##STR1## 其中变量R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.5、alk、X、Z、m、n和p、虚线和环A的取代基在说明书和权利要求书中具有所指示的含义，以及它们的互变异构体和/或盐。这些化合物可以用作药物活性成分，并可以按照已知方法制备。
• WOLF-PFLUGMANN, M.;LAMBRECHT, G.;WESS, J.;MUTSCHLER, E., ARZNEIM.-FORSCH., 39,(1989) N, C. 539-544
  作者：WOLF-PFLUGMANN, M.、LAMBRECHT, G.、WESS, J.、MUTSCHLER, E.

  DOI：——

  日期：——
• FROSTL, WOLFGANG
  作者：FROSTL, WOLFGANG

  DOI：——

  日期：——