N-benzyl-N-chloropropyl-2-(1,4)-benzodioxanylmethylamine | 134330-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: N-benzyl-N-chloropropyl-2-(1,4)-benzodioxanylmethylamine
• 英文别名: 3-benzodioxanylmethyl)-N-benzyl)>aminopropylchloride；N-benzyl-3-chloro-N-(2,3-dihydro-1,4-benzodioxin-3-ylmethyl)propan-1-amine
• CAS: 134330-85-1
• 化学式: C₁₉H₂₂ClNO₂
• 分子量: 331.842
• InChiKey: KOBPBZCQYOGTMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-chloropropyl-2-(1,4)-benzodioxanylmethylamine 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 四丁基溴化铵 、 氢气 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-[3-(2,3-Dihydro-1,4-benzodioxin-3-ylmethylamino)propyl]-6-methylpyridazin-3-one
  参考文献：
  名称：

  Synthesis, antihypertensive and α-adrenoceptor activity of novel 2-aminoalkyl-3(2H)-pyridazinones

  摘要：

  A number of 2-phenoxyalkylaminoalkyl- and 2-[1,4]benzodioxanylmethylaminoalkyl-3(2H)-pyridazinones were synthesized and tested for hypotensive and antihypertensive activity as well as for alpha-1- and alpha-2-adrenoceptor binding affinities. Some derivatives, eg 5.5, 5.9, 5.12, 6.4 and 6.10, showed strong hypotensive/antihypertensive effect and high affinity for alpha-2- and alpha-1-adrenoceptors. Compound 5.5 was selected for clinical study. In its mode of action a potassium channel opening activity may also be involved.

  DOI：

  10.1016/0223-5234(92)90098-l
• 作为产物：
  描述：

  3-benzodioxanylmethyl)amino>propanol 、 氯化亚砜 以99%的产率得到
  参考文献：
  名称：

  KRASZICINER, ENDRE;MAKK, NANDOR;CZAKO, KLARA;KOSARY, JUDIT;RABLOCZKY, GYO+

  摘要：

  DOI：

文献信息

• Synthesis and Hypotensive Activity of Some Heterocyclic Analogues of GYKI-12 743
  作者：Péter Mátyus、Endre Kasztreiner、Eszter Diesler、Ágnes Behr、Ildikó Varga、Judit Kosáry、György Rabloczky、László Jaszlits

  DOI：10.1002/ardp.19943270902

  日期：——

  [1,4]Benzodioxanylmethyl‐, [1,4]benzodioxanylmethylaminopropyl‐ and phenoxyethylaminoethyl‐substituted lactams were synthesised and their hypotensive activity was investigated. Some of these compounds show moderate to high hypotensive effect, but they had more toxic and/or side effects than GYKI‐12 743.

  [1,4] Benzodioxanylmethyl, [1,4] benzodioxanylmethylaminopropyl 和苯氧乙基氨基乙基取代的内酰胺被合成并研究了它们的降压活性。其中一些化合物显示出中度至高度的降压作用，但它们的毒性和/或副作用比 GYKI ‐ 12 743 更大。
• 3(2H)-pyridazinone derivatives, a process and intermediates for preparing them and medicaments containing them and/or other 3(2H)-pyridazinone derivatives
  申请人：RICHTER GEDEON VEGYESZETI GYAR R.T.

  公开号：EP0220735A2

  公开（公告）日：1987-05-06

  The subject-matter of the invention are 3(2H)-Pyridazinone derivatives of the general formula wherein R stands for an ethyl or propyl group substituted by a terminal halogen atom or hydroxyl group or a terminal group of the formula in which latter R₁ represents a hydrogen atom or an optionally substituted benzyl group and R₂ represents a hydrogen atom or an optionally substituted benzo[1,4]dioxan-2-yl-methyl or benzo[1,4]dioxan-2-yl-ethyl group or a group of the formula in which latter n is 2 or 3 and R₃ stands for an optionally substituted phenoxy or phenylthio group and X stands for a hydrogen or halogen atom or an optionally substituted saturated or unsaturated 5- or 6-membered heterocyclic group. Furthermore the subject-matter of the invention are a process and intermediates for preparing these compounds and medicaments containing them and/or other 3(2H)-pyridazinone derivatives. The compounds according to the invention inhibit the adrenergic alpha₁ receptors, have a calcium­-antagonistic effect and exert blood pressure lowering action.

  本发明的主题是通式为 3(2H)-哒嗪酮的衍生物 其中 R 代表被末端卤原子或羟基或通式末端基团取代的乙基或丙基 其中 R₁ 代表氢原子或任选取代的苄基，以及 R₂ 代表氢原子或任选取代的苯并[1,4]二噁烷-2-基-甲基或苯并[1,4]二噁烷-2-基-乙基或式 其中 n 为 2 或 3，且 R₃ 代表任选取代的苯氧基或苯硫基，以及 X 代表氢原子或卤素原子或任选取代的饱和或不饱和 5 或 6 元杂环基团。 此外，本发明的主题是制备这些化合物和含有这些化合物和/或其他 3(2H)-哒嗪酮衍生物的药物的工艺和中间体。 本发明的化合物可抑制肾上腺素能α₁受体，具有钙拮抗作用和降血压作用。
• Kosary, Pharmazie, 1992, vol. 47, # 7, p. 554 - 555
  作者：Kosary

  DOI：——

  日期：——
• Varga, Ildiko; Jerkovich, Gyula; Matyus, Peter, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 2, p. 493 - 496
  作者：Varga, Ildiko、Jerkovich, Gyula、Matyus, Peter

  DOI：——

  日期：——
• Eur. J. Med. Chem. 1992, 27, 107-114
  作者：

  DOI：——

  日期：——