3,4-二氢异喹啉盐酸盐 | 61645-80-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 中文名称: 3,4-二氢异喹啉盐酸盐
• 英文名称: 3,4-dihydroisoquinoline hydrochloride
• 英文别名: 3,4dihydroisoquinoline hydrochloride；3,4-Dihydroisoquinolin-2-ium;chloride
• CAS: 61645-80-5
• 化学式: C₉H₉N*ClH
• 分子量: 167.638
• InChiKey: ASHMWTTWGPKMFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  12.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4-二氢异喹啉盐酸盐 在 盐酸 、 一水合肼 、 sodium nitrite 作用下， 反应 1.5h， 生成 (2R*,11bS*)-spiro<1,3,4,6,7,11b-hexahydro-2H-benzoquinolizine-2,5'-oxazolidin-2'-one>
  参考文献：
  名称：

  Synthesis and antihypertensive activity of a series of spiro[1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizine-2,5'-oxazolidin-2'-one]s

  摘要：

  The 2R*,11bS* and 2S*,11bS* diastereoisomers of the spiro[1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizine-2, 5'-oxazolidin-2'-one] system were prepared by stereoselective methods. Evaluation of these compounds for antihypertensive activity by oral administration to the spontaneously hypertensive rat showed the 2S*,11bS* series was the more potent. Within that series it was found that small alkyl substituents at positions 3 and 4' enhanced antihypertensive activity and that methoxyl substitution at positions 9 and 10 was optimal. (2S,3S,11bS)-Spiro-[2-ethyl-9,10-dimethoxy-1,3,4,6,7, 11b-hexahydro-2H-benzo[a]quinolizine-2,5'-oxazolidin-2'-one] [(-)-9e] was one of the most efficacious compounds of this series, while its antipode, (+)-9e, was inactive. Selected compounds in this series were shown to be alpha-adrenoceptor antagonists.

  DOI：

  10.1021/jm00364a013

文献信息

• Catalyst-free coupling of indole derivatives with 3,4-dihydroisoquinoline and related compounds
  作者：István Szatmári、Judit Sas、Ferenc Fülöp

  DOI：10.1016/j.tetlet.2013.07.039

  日期：2013.9

  4-dihydroisoquinolines, 4,6-dihydro-3H-benzo[c]azepine and 6,7-dihydrothieno[2,3-c]pyridine led to the formation of 3-substituted indole derivatives. The reaction was also successfully extended to the synthesis of 3-substituted indole-2-carboxylic acids as new indole γ-amino acid derivatives. All the reactions were optimized and were accelerated under microwave conditions.

  吲哚与3,4-二氢异喹啉，4,6-二氢-3 H-苯并[ c ]氮杂和6,7-二氢噻吩并[2,3- c ]吡啶的直接氮杂-Friedel-Crafts反应导致形成3-取代的吲哚衍生物。该反应还成功地扩展到作为新的吲哚γ-氨基酸衍生物的3-取代的吲哚-2-羧酸的合成。优化了所有反应，并在微波条件下加速了反应。
• Substituted azasteroids
  申请人：Richardson-Merrell Inc.

  公开号：US04096147A1

  公开（公告）日：1978-06-20

  Compounds of the following general formula are useful as antidepressant and antiparkinson agents: ##STR1## WHEREIN R represents hydrogen, hydroxy, halogen, trifluoromethyl, straight or branched lower alkyl of from 1 to 6 carbon atoms, straight or branched lower alkoxy of from 1 to 6 carbon atoms, acyloxy, alkoxycarbonyloxy, carbamoyloxy, benzoyloxy, or benzoyloxy substituted with straight or branched lower alkyl of from 1 to 6 carbon atoms, straight or branched lower alkoxy of from 1 to 6 carbon atoms or halogen; R.sub.1 represents hydrogen, straight or branched lower alkyl of from 1 to 6 carbon atoms, phenyl or benzyl; R.sub.2 represents hydrogen, straight or branched lower alkyl of from 1 to 6 carbon atoms, ethynyl, ethynyl substituted with straight or branched lower alkyl of from 1 to 6 carbon atoms; aryl, or aralkyl wherein each aryl moiety may be substituted with straight or branched lower alkyl of from 1 to 6 carbon atoms, straight or branched lower alkoxy of from 1 to 6 carbon atoms or halogen; R.sub.3 represents hydroxy, acyloxy, alkoxycarbonyloxy, carbamoyloxy, benzoyloxy or benzoyloxy substituted with straight or branched lower alkyl of from 1 to 6 carbon atoms, straight or branched lower alkoxy of from 1 to 6 carbon atoms or halogen; or R.sub.2 and R.sub.3 taken together form an oxo group; m is an integer of 1 or 2; and n is an integer of from 1 to 3. Individual optical and geometric isomers and pharmaceutically acceptable acid addition salts of the compounds are also included within the scope of this invention.

  下列通式的化合物可用作抗抑郁和抗帕金森病剂：##STR1##其中R代表氢、羟基、卤素、三氟甲基、1至6个碳原子的直链或支链低级烷基、1至6个碳原子的直链或支链低级烷氧基、酰氧基、烷氧羰基氧基、氨基甲酰氧基、苯甲酰氧基或被1至6个碳原子的直链或支链低级烷基、1至6个碳原子的直链或支链低级烷氧基或卤素取代的苯甲酰氧基；R.sub.1代表氢、1至6个碳原子的直链或支链低级烷基、苯基或苄基；R.sub.2代表氢、1至6个碳原子的直链或支链低级烷基、乙炔基、被1至6个碳原子的直链或支链低级烷基取代的乙炔基、芳基或芳基烷基，其中每个芳基基团可以被1至6个碳原子的直链或支链低级烷基、1至6个碳原子的直链或支链低级烷氧基或卤素取代；R.sub.3代表羟基、酰氧基、烷氧羰基氧基、氨基甲酰氧基、苯甲酰氧基或被1至6个碳原子的直链或支链低级烷基、1至6个碳原子的直链或支链低级烷氧基或卤素取代的苯甲酰氧基；或R.sub.2和R.sub.3在一起形成一个氧代基；m是1或2的整数；n是1至3的整数。该发明的各个光学和几何异构体以及药学上可接受的酸加盐化合物也包括在该范围内。
• Process for the preparation of quinolizinone derivatives
  申请人：Richardson-Merrell Inc.

  公开号：US03983122A1

  公开（公告）日：1976-09-28

  Novel process for the preparation of compounds of the following general structure which are useful as antidepressant and antiparkinson agents: ##SPC1## Wherein R represents hydrogen, hydroxy, halogen, trifluoromethyl, straight or branched lower alkyl of from 1 to 6 carbon atoms or straight or branched lower alkoxy of from 1 to 6 carbon atoms; R.sub.1 represents hydrogen, lower alkyl of from 1 to 6 carbon atoms, phenyl or benzyl; n is an integer of from 1 to 3; m is an integer of 1 or 2; and individual optical and geometric isomers and pharmaceutically acceptable acid addition salts thereof.

  一种新型的制备化合物的方法，其通用结构如下，可用作抗抑郁和抗帕金森药物：##SPC1## 其中，R代表氢，羟基，卤素，三氟甲基，1至6个碳原子的直链或支链低碳基或1至6个碳原子的直链或支链低碳基；R.sub.1代表氢，1至6个碳原子的低碳基，苯基或苄基；n为1至3的整数；m为1或2的整数；以及其个体光学和几何异构体和药物可接受的酸加成盐。
• METHODS OF MANUFACTURING BENZOQUINOLINE COMPOUNDS
  申请人：Auspex Pharmaceuticals, Inc.

  公开号：US20200347008A1

  公开（公告）日：2020-11-05

  The present invention relates to new methods of manufacturing benzoquinoline inhibitors of vesicular monoamine transporter 2 (VMAT2), and intermediates thereof.

  本发明涉及制备囊泡单胺转运体2（VMAT2）苯并喹啉抑制剂的新方法及其中间体。
• 2-(Aminobenzyl)-1,2,3,4-tetrahydroisoquinolines: a new class of α2-adrenergic receptor antagonists
  作者：JF Stambach、I Kanmacher、L Jung、C Schott、C Heitz、JC Stoclet

  DOI：10.1016/0223-5234(93)90130-7

  日期：1993.1

  A new class of alpha2-adrenergic receptor antagonists, the 2-(aminobenzyl)-1,2,3,4-tetrahydroisoquinolines 4 and their derivatives, is described. Two synthetic routes are reported. An investigation of the structure-activity relationships including various substitutions of the isoquinoline moiety and the benzyl group is discussed. The affinity and selectivity for both alpha1- and alpha2-adrenoceptors was defined by studying the displacement of [H-3]-prazosin (alpha1-sites) and [H-3]-yohimbine (alpha2-sites) from rat brain membranes. The 2-(2-amino-3,4-dimethoxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline 4a presented affinity and selectivity close to yohimbine. In functional experiments the alpha-adrenoceptor blocking properties of 4a have been evaluated on isolated rat aorta and on the twitch responses of the isolated rat vas deferens.