2-methyl-3-<3-(phenylsulfonyl)propyl>indole | 92933-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-methyl-3-<3-(phenylsulfonyl)propyl>indole
• 英文别名: 2-methyl-3-(3-phenylsulfonyl)propylindole；2-Methyl-3-(phenylsulfonylpropyl)indole；3-[3-(benzenesulfonyl)propyl]-2-methyl-1H-indole
• CAS: 92933-14-7
• 化学式: C₁₈H₁₉NO₂S
• 分子量: 313.42
• InChiKey: RYCGIMLNIZWGDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  58.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-3-<3-(phenylsulfonyl)propyl>indole 、 3-(4-哌啶基)-1,2-苯并异恶唑盐酸盐 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以15%的产率得到3-{3-[4-(1,2-benzisoxazol-3-yl)piperidyl]propyl}-2-methylindole
  参考文献：
  名称：

  Synthesis and neuroleptic activity of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles

  摘要：

  The synthesis of a series of 3-(1-substituted-4-piperidinyl)-1,2-benzisoxazoles is described. The neuroleptic activity of the series was evaluated by utilizing the climbing mice assay and inhibition of [3H]spiroperidol binding. Structure-activity relationships were studied by variation of the substituent on the benzisoxazole ring with concomitant variation of four different 1-piperidinyl substituents. Maximum neuroleptic activity was realized when there was a 6-fluoro substituent on the benzisoxazole ring. The 1-piperidinyl substituent appeared less significant, although in most cases, the (1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl group imparted maximum potency. The most potent compound in both assays was 6-fluoro-3-[1-[3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl) propyl]-4-piperidinyl]-1,2-benzisoxazole (11b).

  DOI：

  10.1021/jm00383a012

文献信息

• 11-substituted 5H,11H-pyrrolo[2,1-c][1,4]benzoxazepines as antipsychotic
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US04681879A1

  公开（公告）日：1987-07-21

  There are described novel 11-substituted 5H,11H-pyrrolo[2,1-c][1,4]benzoxazepines of the general formula ##STR1## where m and n are each independently 0, 1 or 2 and m+n is 1 or 2, X and Y are each independently hydrogen, loweralkyl or halogen, and R is hydrogen, cyano, --C(NH.sub.2)NOH, ##STR2## unsubstituted loweralkyl, or substituted loweralkyl having one to three substituents each of which being independently cyano, hydroxy, cycloalkyl of 3-6 carbon atoms, furyl, thienyl, ##STR3## k being 1, 2 or 3, W being each indepentently hydrogen, halogen, hydroxy, loweralkyl, trifluoromethyl, loweralkoxy, nitro, amino, diloweralkylamino, phenoxy, or benzyloxy, and Z being hydrogen, loweralkyl or halogen, which are useful as antipsychotic and analgesic agents; novel intermediate compounds therefor; and methods of synthesizing the foregoing compounds.

  描述了一种新型的11-取代的5H,11H-吡咯并[2,1-c][1,4]苯并氧杂环庚烯，其一般公式为##STR1##其中m和n分别独立取0、1或2，m+n为1或2，X和Y分别独立取氢、较低的烷基或卤素，R为氢、氰基、--C(NH.sub.2)NOH、##STR2##未取代的较低烷基，或取代的较低烷基，取代基有1到3个，每个取代基独立取氰基、羟基、3-6碳原子的环烷基、呋喃基、噻吩基、##STR3##其中k为1、2或3，W分别独立取氢、卤素、羟基、较低烷基、三氟甲基、较低烷氧基、硝基、氨基、双较低烷基氨基、苯氧基或苄氧基，Z为氢、较低烷基或卤素，这些化合物可用作抗精神病和镇痛药物；其新的中间体化合物；以及合成上述化合物的方法。
• 3-(1-Substituted-4-piperidyl)-1,2-benzisoxazoles
  申请人：Hoechst-Roussel Pharmaceuticals Inc.

  公开号：US04352811A1

  公开（公告）日：1982-10-05

  Novel 3-(1-substituted-4-piperidyl)-1,2-benzisoxazoles, processes for the preparation thereof, and methods of treating psychoses employing compounds and compositions thereof are disclosed.

  本发明公开了3-(1-取代-4-哌啶基)-1,2-苯并异噁唑类化合物的制备方法，以及使用这些化合物和组合物治疗精神病的方法。
• 3-(1-Substituted-4-piperidyl)-1,2-benzisoxazoles, a process for the preparation thereof, a pharmaceutical composition comprising the same, and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0079564A1

  公开（公告）日：1983-05-25

  Novel 3-(1-substituted-4-piperidyl)-1,2-benzisoxazoles, of the formula 1 wherein X is halogen, loweralkyl, loweralkoxy or hydroxy and m is 0, 1 or 2, R is a group of the formula wherein n is 2 or 3; a group of the formula wherein n is 2 or 3; a group of the formula wherein n is 2 or 3; a group of the formula wherein R, and R2 are each independently hydrogen or loweralkyl, R3 is hydrogen, halogen or loweralkyl and n is 2 or 3: a group of the formula wherein R4 is hydrogen or loweralkyl, R5 is hydrogen, halogen or loweralkyl; and n is 2 or 3; and a group of the formula the optical antipodes thereof; or pharmaceutically acceptable acid addition salts thereof. processes for the preparation thereof, their use for treating psychoses and compositions thereof are disclosed.

  式 1 的新型 3-(1-取代-4-哌啶基)-1,2-苯并异噁唑 其中 X 为卤素、低级烷基、低级烷氧基或羟基，m 为 0、1 或 2，R 为式中的基团 式中 n 为 2 或 3 的基团 式中 n 为 2 或 3 的基团 式中 n 为 2 或 3 的基团 其中 R 和 R2 各自独立地为氢或低级烷基，R3 为氢、卤素或低级烷基，且 n 为 2 或 3 的式子的基团 其中 R4 是氢或低级烷基，R5 是氢、卤素或低级烷基，且 n 是 2 或 3；以及式中的基团 其光学反义词；或其药学上可接受的酸加成盐。 公开了其制备工艺、治疗精神病的用途及其组合物。
• 3-(4-Piperidinyl)-1,2-benzisothiazoles and derivatives, a process for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0127167A2

  公开（公告）日：1984-12-05

  Novel 3-(4-piperidinyl)-1, 2-benzisothiazoles, process for the preparation thereof, and method of treating psychoses and alleviating pain employing compounds or compositions thereof are disclosed.

  本发明公开了新型 3-(4-哌啶基)-1，2-苯并异噻唑、其制备工艺以及使用其化合物或组合物治疗精神病和减轻疼痛的方法。
• 11-Substituted 5H,11H-pyrrolo[2,1-c][1,4]benzoxazepines, a process for their preparation and their use in medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0144729A1

  公开（公告）日：1985-06-19

  There are described to novel 11-substituted 5H,11H-pyrrolo[2,1-c] [1,4]benzoxazepines of the general formula where m and n are each independently, 0,1 or 2 and m + n is 1or 2, X and Y are each independently hydrogen, loweralkyl or halogen, and R is hydrogen, cyano, unsubstituted loweralkyl, or substituted loweralkyl having one to three substituents each of which being independently cyano, hydroxy, cyclohexyl, furyl, k being 1, 2 or 3, W being each independently hydrogen, halogen, hydroxy, loweralkyl, trifluoromethyl, loweralkoxy, nitro, amino, diloweralkylamino, phenoxy, or benzyloxy, and Z being hydrogen, loweralkyl or halogen, which are useful as antipsychotic and analgesic agents; novel intermediate compounds therefor; and methods of synthesizing the foregoing compounds.

  描述了通式为 11-取代 5H，11H-吡咯并[2,1-c] [1,4]苯并噁唑杂卓的新化合物 其中m和n各自独立地为0、1或2，m+n为1或2，X和Y各自独立地为氢、低级烷基或卤素，R为氢、氰基、未取代的低级烷基或取代的低级烷基、 未取代的低级烷基，或具有 1 至 3 个取代基的取代低级烷基，每个取代基独立为氰基、羟基、环己基、呋喃基、 k是1、2或3，W各自独立地是氢、卤素、羟基、低级烷基、三氟甲基、低级烷氧基、硝基、氨基、稀低级烷基氨基、苯氧基或苄氧基，Z是氢、低级烷基或卤素，这些化合物可用作抗精神病药和镇痛药；其新型中间体化合物；以及合成上述化合物的方法。