2-Acetyl-6-benzyloxy-1-methyl-1,2,3,4-tetrahydro-2-carbolin | 95701-83-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 2-Acetyl-6-benzyloxy-1-methyl-1,2,3,4-tetrahydro-2-carbolin
• 英文别名: 2-Acetyl-6-benzyloxy-1-methyl-1,2,3,4-tetrahydro-β-carbolin；2-acetyl-6-benzyloxy-1-methyl-2,3,4,9-tetrahydro-1H-β-carboline；1-Methyl-2-N-acetyl-6-benzyloxy-1,2,3,4-tetrahydro-β-carboline；1-(1-Methyl-6-phenylmethoxy-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl)ethanone
• CAS: 95701-83-0
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: GFOGTWZAHCTMGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-苄氧基色胺 生成 2-Acetyl-6-benzyloxy-1-methyl-1,2,3,4-tetrahydro-2-carbolin
  参考文献：
  名称：

  Compounds useful as antiproliferative agents

  摘要：

  披露了化学式为##STR1##的褪黑素化合物，其中R为氢或取代苯基的C.sub.1至C.sub.6直链或支链烷基；R.sub.1为氢、取代苯甲基、萘基甲基或与R.sub.2以及五元杂环的两个碳原子一起形成##STR2##的群；其中R.sub.1'为C.sub.1至C.sub.6直链或支链烷酰基，R.sub.1"为氢、C.sub.1至C.sub.6直链或支链烷基或苯基，可选地取代一个或多个卤素、氨基、硝基、羟基、烷基、烷氧基或卤代烷基；R.sub.2为氢、1-吡咯基、1-吡咯基，取代一个或多个烷基或烷氧基，群--(CH.sub.2).sub.m--NHR.sub.2 '1，其中m为1至3，R.sub.2'为苯磺酰基，苯基可选地取代烷基，或--C(O)--R.sub.2"，其中R.sub.2"为C.sub.1至C.sub.6直链或支链烷基，取代基选自氢、苯基、烷氧基、取代苯基的烷氧基、羧酸或其烷基酯、氨基、羟基烷基、取代羟基烷基和氨基或5-(2-烷酰基)四唑；R.sub.3、R.sub.4、R.sub.5和R.sub.6相同或不同，为C.sub.1至C.sub.6直链或支链烷基、C.sub.1至C.sub.6直链或支链烷氧基、苯氧基或取代一个或多个C.sub.1至C.sub.6直链或支链烷基的苯氧基。这些化合物具有褪黑素拮抗剂作用，并且是抗增殖剂。

  公开号：

  US05206377A1

文献信息

• US5206377A
  申请人：——

  公开号：US5206377A

  公开（公告）日：1993-04-27
• US5314908A
  申请人：——

  公开号：US5314908A

  公开（公告）日：1994-05-24
• Compounds useful as antiproliferative agents
  申请人：Whitby Research, Inc.

  公开号：US05206377A1

  公开（公告）日：1993-04-27

  Melatonin compounds are disclosed of the formula ##STR1## where R is hydrogen or C.sub.1 to C.sub.6 linear or branched alkylene substituted with phenyl; R.sub.1 is hydrogen, substituted benzyl, naphthylmethyl or taken together with R.sub.2 and the two carbon atoms of the five-membered hetero ring form the group ##STR2## where R.sub.1 ' is C.sub.1 to C.sub.6 linear or branched alkanoyl and R.sub.1 " is hydrogen, C.sub.1 to C.sub.6 linear or branched alkyl or phenyl optionally substituted with one or more halogen, amino, nitro, hydroxy, alkyl, alkoxy or haloalkyl; R.sub.2 is hydrogen, 1-pyrrolyl, 1-pyrrolyl substituted with one or more alkyl or alkoxy, the group --(CH.sub.2).sub.m --NHR.sub.2 '1, where m is 1 to 3 and R.sub.2 ' is phenyl sulfonyl, the phenyl group optionally substituted with alkyl, or --C(O)--R.sub.2 ", where R.sub.2 " is C.sub.1 to C.sub.6 linear or branched alkylene substituted with a substituent selected from the group consisting of hydrogen, phenyl, alkoxy, alkoxy substituted with phenyl, carboxylic acid or the alkyl esters thereof, carbamoyloxy alkyl, substituted carbamoyloxy alkyl and amino or 5-(2-alkanoyl) tetrazole; R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are the same or different and are C.sub.1 to C.sub.6 linear or branched alkyl, C.sub.1 to C.sub.6 linear or branched alkoxy, phenoxy or phenoxy substituted with one or more C.sub.1 to C.sub.6 linear or branched alkyl. The compounds display melatonin antagonist and are antiproliferative agents.

  披露了化学式为##STR1##的褪黑素化合物，其中R为氢或取代苯基的C.sub.1至C.sub.6直链或支链烷基；R.sub.1为氢、取代苯甲基、萘基甲基或与R.sub.2以及五元杂环的两个碳原子一起形成##STR2##的群；其中R.sub.1'为C.sub.1至C.sub.6直链或支链烷酰基，R.sub.1"为氢、C.sub.1至C.sub.6直链或支链烷基或苯基，可选地取代一个或多个卤素、氨基、硝基、羟基、烷基、烷氧基或卤代烷基；R.sub.2为氢、1-吡咯基、1-吡咯基，取代一个或多个烷基或烷氧基，群--(CH.sub.2).sub.m--NHR.sub.2 '1，其中m为1至3，R.sub.2'为苯磺酰基，苯基可选地取代烷基，或--C(O)--R.sub.2"，其中R.sub.2"为C.sub.1至C.sub.6直链或支链烷基，取代基选自氢、苯基、烷氧基、取代苯基的烷氧基、羧酸或其烷基酯、氨基、羟基烷基、取代羟基烷基和氨基或5-(2-烷酰基)四唑；R.sub.3、R.sub.4、R.sub.5和R.sub.6相同或不同，为C.sub.1至C.sub.6直链或支链烷基、C.sub.1至C.sub.6直链或支链烷氧基、苯氧基或取代一个或多个C.sub.1至C.sub.6直链或支链烷基的苯氧基。这些化合物具有褪黑素拮抗剂作用，并且是抗增殖剂。