N-(2-aminoethyl)-N-hexyl-5-isoquinolinesulfonamide hydrochloride | 111541-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(2-aminoethyl)-N-hexyl-5-isoquinolinesulfonamide hydrochloride
• 英文别名: N-(2-aminoethyl)-N-hexy-5-isoquinolinesulfonamide hydrochloride；N-(2-aminoethyl)-N-hexylisoquinoline-5-sulfonamide;hydrochloride
• CAS: 111541-46-9
• 化学式: C₁₇H₂₅N₃O₂S*ClH
• 分子量: 371.931
• InChiKey: XWEFACOWFBDJMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  84.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异喹啉-5-磺酰氯盐酸盐 在 邻苯二甲酸亚胺 、 碳酸氢钠 、 一水合肼 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 反应 3.0h， 生成 N-(2-aminoethyl)-N-hexyl-5-isoquinolinesulfonamide hydrochloride
  参考文献：
  名称：

  5-Isoquinolinesulfonamide derivatives. 2. Synthesis and vasodilatory activity of N-(2-aminoethyl)-5-isoquinoline sulfonamide derivatives

  摘要：

  A new series of aromatic sulfonamides, the N-(2-aminoethyl)-5-isoquinolinesulfonamide derivatives, 3, was synthesized from 5-isoquinolinesulfonic acid and shown to possess vasodilatory action. Vasodilatory activity was evaluated in vivo in terms of increases in arterial blood flow in dogs after local injection in the femoral and/or vertebral arteries. When the alkylene group between the two nonaromatic nitrogen atoms was ethylene, the most potent activity was obtained. Alkylations of either of the two nonaromatic nitrogens yielded more active compounds, although bulky or excessively long alkyl groups reduced the potency. Among these derivatives, 27 and 47 were equipotent to diltiazem, which is used clinically as a cardiovascular drug. These two compounds also had antihypertensive and vasodilatory activities when administered intravenously, although the activities were less than that of diltiazem when given by this route.

  DOI：

  10.1021/jm00121a010

文献信息

• [EN] NITROGEN CONTAINING HETEROAROMATICS WITH ORTHO-SUBSTITUTED P1'S AS FACTOR XA INHIBITORS<br/>[FR] HETEROAROMATIQUES CONTENANT DE L'AZOTE, PRESENTANT DES GROUPES P1 A SUBSTITUTION ORTHO, ET UTILISES EN TANT QU'INHIBITEURS DU FACTEUR XA
  申请人：DU PONT PHARM CO

  公开号：WO1999032454A1

  公开（公告）日：1999-07-01

  The present application describes nitrogen containing heteroaromatics with ortho-substituted P1's and derivatives thereof of Formula (I) or pharmaceutically acceptable salt or prodrug forms thereof, wherein J is N or NH and D is substituted ortho to G on E and may be CH2NH2, which are useful as inhibitors of factor Xa.

  本申请描述了具有含氮杂环的P1正交取代基和其衍生物的公式(I)或其药学上可接受的盐或前药形式，其中J为N或NH，D在E上的G的正交取代基处被取代，可以是CH2NH2，这些化合物可用作凝血因子Xa的抑制剂。
• Isoquinoline derivatives
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：EP0287696B1

  公开（公告）日：1991-01-02
• SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：EP0471841B1

  公开（公告）日：1995-11-02
• MORIKAWA, ANRI;SONE, TAKANORI;ASANO, TOSHIO, J. MED. CHEM., 32,(1989) N, C. 46-50
  作者：MORIKAWA, ANRI、SONE, TAKANORI、ASANO, TOSHIO

  DOI：——

  日期：——
• EP0471841A1
  申请人：——

  公开号：EP0471841A1

  公开（公告）日：1992-02-26