N-methylisoquinoline-5-sulfonamide | 84468-20-2

• 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-methylisoquinoline-5-sulfonamide
• 英文别名: N-methyl-5-isoquinolinesulfonamide
• CAS: 84468-20-2
• 化学式: C₁₀H₁₀N₂O₂S
• mdl: MFCD11986510
• 分子量: 222.268
• InChiKey: NZGWDNMCXFHPJD-UHFFFAOYSA-N

物化性质

• 沸点：
  421.3±37.0 °C(Predicted)
• 密度：
  1.327±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-methylisoquinoline-5-sulfonamide 、 环氧氯丙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-methyl-N-(oxiran-2-ylmethyl)isoquinoline-5-sulfonamide
  参考文献：
  名称：

  苯和异喹啉磺酰胺衍生物的设计，合成及抗疟活性。

  摘要：

  通过取代胺（伯胺和仲胺）在苯和异喹啉磺酰氯上的亲核取代反应，合成了一系列新的苯和异喹啉磺酰胺衍生物。评价了标题化合物在体外对恶性疟原虫的抗疟活性，并且其MIC在2-50μg/ mL的范围内。

  DOI：

  10.1016/j.bmcl.2007.11.038
• 作为产物：
  描述：

  盐酸甲胺 、 异喹啉-5-磺酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 生成 N-methylisoquinoline-5-sulfonamide
  参考文献：
  名称：

  苯和异喹啉磺酰胺衍生物的设计，合成及抗疟活性。

  摘要：

  通过取代胺（伯胺和仲胺）在苯和异喹啉磺酰氯上的亲核取代反应，合成了一系列新的苯和异喹啉磺酰胺衍生物。评价了标题化合物在体外对恶性疟原虫的抗疟活性，并且其MIC在2-50μg/ mL的范围内。

  DOI：

  10.1016/j.bmcl.2007.11.038

文献信息

• Isoquinolinesulfonyl derivatives and process for the preparation thereof
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：US04456757A1

  公开（公告）日：1984-06-26

  A 5-isoquinolinesulfonyl derivative of Formula (I): ##STR1## wherein l is zero or one; m and n each is an integer of one to nine; m+n is an integer of at least one; R.sub.1 is a hydrogen atom, a C.sub.1-10 alkyl group, a C.sub.5-6 cycloalkyl group or an aryl group; or R.sub.2 and R.sub.3 each is a hydrogen atom, a C.sub.1-10 alkyl group, a C.sub.5-6 cycloalkyl group, an aryl group or an aralkyl group; R.sub.2 and R.sub.3 are C.sub.1-6 alkylene groups and linked directly or through an oxygen atom to form a 5- to 7-membered heterocyclic ring with the adjacent nitrogen atom; or the ##STR2## group is a ##STR3## group wherein R.sub.4 and R.sub.5 each is a hydrogen atom, a C.sub.1-10 alkyl group, an aryl group or an aralkyl group and R.sub.6 is a hydrogen atom, a C.sub.1-10 alkyl group, and aryl group, an aralkyl group, a benzoyl group, a cinnamyl group, a cinnamoyl group, a furoyl group or a ##STR4## group wherein R.sub.7 is a C.sub.1-8 alkyl group; and the pharmaceutically acceptable salt thereof; and a process for the preparation thereof. The compounds of this invention have a relaxatory action for vascular smooth muscle and are useful as a vasodilator and a hypotensor.

  一种Formula (I)的5-异喹啉磺酰衍生物：其中l为零或一；m和n均为1至9的整数；m+n至少为一个整数；R.sub.1为氢原子，C.sub.1-10烷基，C.sub.5-6环烷基或芳基；或R.sub.2和R.sub.3各自为氢原子，C.sub.1-10烷基，C.sub.5-6环烷基，芳基或芳基烷基；R.sub.2和R.sub.3为C.sub.1-6烷基基团，并直接或通过氧原子连接形成与相邻氮原子共轭的5-至7-成员杂环环；或##STR2##基团为##STR3##基团，其中R.sub.4和R.sub.5各自为氢原子，C.sub.1-10烷基，芳基或芳基烷基，R.sub.6为氢原子，C.sub.1-10烷基，芳基，芳基烷基，苯甲酰基，肉桂基，肉桂酰基，呋喃基或##STR4##基团，其中R.sub.7为C.sub.1-8烷基；以及其药学上可接受的盐；以及其制备方法。该发明的化合物对血管平滑肌具有松弛作用，并可用作血管扩张剂和降压剂。
• Isoquinolinesulfonyl derivatives
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：US04525589A1

  公开（公告）日：1985-06-25

  A 5-isoquinolinesulfonyl derivative of Formula (I): ##STR1## wherein l is zero or one; m and n each is an integer of one to nine; m+n is an integer of at least one R.sub.1 is a hydrogen atom, a C.sub.1-10 alkyl group, a C.sub.5-6 cycloalkyl group or an aryl group; or R.sub.2 and R.sub.3 each is a hydrogen atom, a C.sub.1-10 alkyl group, a C.sub.5-6 cycloalkyl group, an aryl group or an aralkyl group; R.sub.2 and R.sub.3 are C.sub.1-6 alkylene groups and linked directly or through an oxygen atom to form a 5- to 7-membered heterocyclic ring with the adjacent nitrogen atom; or the ##STR2## group is a ##STR3## group wherein R.sub.4 and R.sub.5 each is a hydrogen atom, a C.sub.1-10 alkyl group, an aryl group or an aralkyl group and R.sub.6 is a hydrogen atom, a C.sub.1-10 alkyl group, an aryl group, an aralkyl group, a benzoyl group, a cinnamyl group, a cinnamoyl group, a furoyl group or a ##STR4## group wherein R.sub.7 is a C.sub.1-8 alkyl group; and the pharmaceutically acceptable salt thereof; and a process for the preparation thereof. The compounds of this invention have a relaxatory action for vascular smooth muscle and are useful as a vasodilator and a hypotensor.

  公式（I）的5-异喹啉磺酰衍生物：##STR1## 其中l为零或一；m和n均为1至9的整数；m+n至少为1的整数；R.sub.1为氢原子，C.sub.1-10烷基，C.sub.5-6环烷基或芳基；或R.sub.2和R.sub.3均为氢原子，C.sub.1-10烷基，C.sub.5-6环烷基，芳基或芳基烷基；R.sub.2和R.sub.3是C.sub.1-6烷基，直接或通过氧原子与相邻的氮原子形成5-至7-成员杂环环；或##STR2##基团是##STR3##基团，其中R.sub.4和R.sub.5均为氢原子，C.sub.1-10烷基，芳基或芳基烷基，R.sub.6为氢原子，C.sub.1-10烷基，芳基，芳基烷基，苯甲酰基，肉桂基，肉桂酰基，呋喃基或##STR4##基团，其中R.sub.7为C.sub.1-8烷基；以及其药学上可接受的盐；以及其制备过程。该发明化合物对血管平滑肌具有松弛作用，可用作扩血管剂和降压剂。
• Isoquinolinesulfonyl derivatives which possess a relaxatory action
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：US04560755A1

  公开（公告）日：1985-12-24

  A 5-isoquinolinesulfonyl derivative of Formula (I): ##STR1## wherein l is zero or one; m and n each is an integer of one to nine; m+n is an integer of at least one; R.sub.1 is a hydrogen atom, a C.sub.1-10 alkyl group, a C.sub.5-6 cycloalkyl group or an aryl group; or R.sub.2 and R.sub.3 each is a hydrogen atom, a C.sub.1-10 alkyl group, a C.sub.5-6 cycloalkyl group, an aryl group or an aralkyl group; R.sub.2 and R.sub.3 are C.sub.1-6 alkylene groups and linked directly or through an oxygen atom to form a 5- to 7-membered heterocyclic ring with the adjacent nitrogen atom; or the ##STR2## wherein R.sub.4 and R.sub.5 each is a hydrogen atom, a C.sub.1-10 alkyl group, an aryl group or an aralkyl group and R.sub.6 is a hydrogen atom, a C.sub.1-10 alkyl group, an aryl group, an aralkyl group, a benzoyl group, a cinnamyl group, a cinnamoyl group, a furoyl group or a ##STR3## wherein R.sub.7 is a C.sub.1-8 alkyl group; and the pharmaceutically acceptable salt thereof; and a process for the preparation thereof. The compounds of this invention have a relaxatory action for vascular smooth muscle and are useful as a vasodilator and a hypotensor.

  公式（I）的5-异喹啉磺酰衍生物：##STR1## 其中l为零或一；m和n各为1到9的整数；m+n至少为1的整数；R1为氢原子，C1-10烷基，C5-6环烷基或芳基；或R2和R3各为氢原子，C1-10烷基，C5-6环烷基，芳基或芳基烷基；R2和R3为C1-6烷基，直接或通过氧原子与相邻的氮原子连接，形成5-至7-成员的杂环环与；或##STR2## 其中R4和R5各为氢原子，C1-10烷基，芳基或芳基烷基，R6为氢原子，C1-10烷基，芳基，芳基烷基，苯甲酰基，肉桂基，肉桂酰基，呋喃基或##STR3## 其中R7为C1-8烷基；以及其药学上可接受的盐；以及其制备过程。本发明的化合物具有血管平滑肌松弛作用，可用作血管扩张剂和降压剂。
• TRIAZOLE DERIVATIVE
  申请人：Ono Naoya

  公开号：US20100041655A1

  公开（公告）日：2010-02-18

  An object of the present invention is to provide a compound having an action of inhibiting binding between S1P and its receptor, Edg-1 (S1P 1 ), and is useful as a pharmaceutical compound. A compound or a pharmaceutically acceptable salt thereof, which compound is represented by the formula below (where A represents an oxygen atom, a sulfur atom, a group represented by Formula —SO—, a group represented by Formula —SO 2 — or the like, R 1 represents a hydrogen atom, an alkyl group having 1-6 carbon atoms, or the like, R 1A represents a hydrogen atom or the like, R 2 represents an alkyl group having 1-6 carbon atoms, a cycloalkyl group having 3-6 carbon atoms, or the like, represents an aryl group, R 4 represents a hydrogen atom or an alkyl group having 1-6 carbon atoms and optionally substituted with a carboxyl group, and R 5 represents an alkyl group having 1-carbon atoms, a cycloalkyl group having 3-8 carbon atoms, an aryl group which is optionally substituted, or the like).

  本发明的目的是提供一种化合物，具有抑制S1P与其受体Edg-1（S1P1）结合的作用，并且可用作制药化合物。该化合物或其药学上可接受的盐，所述化合物由以下公式表示（其中A表示氧原子、硫原子、由公式—SO—表示的基团、由公式—SO2—表示的基团或类似基团，R1表示氢原子、具有1-6个碳原子的烷基或类似基团，R1A表示氢原子或类似基团，R2表示具有1-6个碳原子的烷基、具有3-6个碳原子的环烷基或类似基团，表示芳基基团，R4表示氢原子或具有1-6个碳原子且可选择性地取代羧基的烷基基团，而R5表示具有1个碳原子的烷基基团、具有3-8个碳原子的环烷基、可选择性地取代的芳基基团或类似基团）。
• US4456757A
  申请人：——

  公开号：US4456757A

  公开（公告）日：1984-06-26