5-[4-(2-Methoxyphenyl)piperazin-1-yl]pentanethioamide | 188708-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 5-[4-(2-Methoxyphenyl)piperazin-1-yl]pentanethioamide
• CAS: 188708-22-7
• 化学式: C₁₆H₂₅N₃OS
• 分子量: 307.46
• InChiKey: FXEATSPSGBZAIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  472.6±55.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  73.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-溴-6-甲氧基-3,4-二氢-1(2H)萘酮 、 5-[4-(2-Methoxyphenyl)piperazin-1-yl]pentanethioamide 以 乙醇 为溶剂， 生成 7-Methoxy-2-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-4,5-dihydrobenzo[e][1,3]benzothiazole
  参考文献：
  名称：

  Synthesis of arylpiperazines with a terminal naphthothiazole group and their evaluation on 5-HT, DA and a receptor

  摘要：

  The synthesis, affinities for 5-HT1A, 5-HT2, D-1, D-2, alpha(1) and alpha(2) receptors and structure-activity relationships are described for a series of arylpiperazines substituted on the N-4 atom with an omega-(2-naphthothiazole)alkyl chain. The best affinity for 5-HT1A receptors was obtained for 1-(2-methoxyphenyl)piperazine derivatives with IC50 values in the range 3.2-12 nM; however, for all the reported compounds mixed 5-HT1A/D-2/alpha affinities were observed.

  DOI：

  10.1016/s0223-5234(97)88916-7
• 作为产物：
  描述：

  5-溴戊腈 在 劳森试剂 、 硫酸 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 4.5h， 生成 5-[4-(2-Methoxyphenyl)piperazin-1-yl]pentanethioamide
  参考文献：
  名称：

  Synthesis of arylpiperazines with a terminal naphthothiazole group and their evaluation on 5-HT, DA and a receptor

  摘要：

  The synthesis, affinities for 5-HT1A, 5-HT2, D-1, D-2, alpha(1) and alpha(2) receptors and structure-activity relationships are described for a series of arylpiperazines substituted on the N-4 atom with an omega-(2-naphthothiazole)alkyl chain. The best affinity for 5-HT1A receptors was obtained for 1-(2-methoxyphenyl)piperazine derivatives with IC50 values in the range 3.2-12 nM; however, for all the reported compounds mixed 5-HT1A/D-2/alpha affinities were observed.

  DOI：

  10.1016/s0223-5234(97)88916-7

文献信息

• 1(HETERO)ARYL-4-(CONDENSED THIAZOL-2-YLALKYL)-PIPERAZINE DERIVATIVES, THEIR PREPARATION AND THEIR USE IN THE TREATMENT OF 5-HT1A-RECEPTOR MEDIATED DISORDERS
  申请人：Pharmacia Italia S.p.A.

  公开号：EP0851862B1

  公开（公告）日：2003-09-10
• [EN] 1(HETERO)ARYL-4-(CONDENSED THIAZOL-2-YLALKYL)-PIPERAZINE DERIVATIVES, THEIR PREPARATION AND THEIR USE IN THE TREATMENT OF 5-HT1A-RECEPTOR MEDIATED DISORDERS<br/>[FR] DERIVES 1-(HETERO)ARYL-4-(THIAZOL-2-YLALKYL CONDENSE)-PIPERAZINES, LEUR PREPARATION ET LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES INDUITS PAR LE RECEPTEUR DE 5-HT1A
  申请人：PHARMACIA & UPJOHN S.P.A.

  公开号：WO1997008159A1

  公开（公告）日：1997-03-06

  (EN) Aryl and heteroaryl piperazine derivatives of formula (I) wherein, R1 is hydrogen, halogen, trifluoromethyl, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 alkylthio, hydroxy or C1-C6 mono- or di- alkylamino; m is zero or an integer from 1 to 3; n is an integer from 1 to 5; and R2 is an aryl or a heteroaryl group optionally substituted by one or more substituents selected from halogen, trifluoromethyl, cyano, C1-C3 alkoxy and C1-C3 alkylthio; and their pharmaceutically acceptable salts are useful in the treatment of disorders depending on serotonin action at the level of 5-HT1A receptor sites. A process for preparing compounds of formula (I) and pharmaceutical compositions comprising them are also described.(FR) On décrit des dérivés aryles et hétéroaryles pipérazines de la formule (I), ainsi que les sels de ceux-ci acceptables sur le plan pharmacologique. Dans cette formule, R1 représente hydrogène, halogène, trifluorométhyle, alkyle C1-C6, alcoxy C1-C6, alkylthio C1-C6, hydroxy ou mono ou di-alkylamino C1-C6; m vaut zéro ou est un nombre entier de 1 à 3; n représente un nombre entier de 1 à 5; et R2 représente un groupe aryle ou hétéroaryle éventuellement substitué par un ou plusieurs substituants choisis dans le groupe constitué par halogène, trifluorométhyle, cyano, alcoxy C1-C3 et alkylthio C1-C3. Ces dérivés sont utiles dans le traitement de troubles dépendant de l'action de la sérotonine au niveau des sites du récepteur de 5-HT1A. On décrit également un procédé de préparation des composés de la formule (I) ainsi que des compositions pharmaceutiques contenant ceux-ci.
• Synthesis of arylpiperazines with a terminal naphthothiazole group and their evaluation on 5-HT, DA and a receptor
  作者：R Perrone、F Berardi、NA Colabufo、V Tortorella、MG Fornaretto、C Caccia、RA McArthur

  DOI：10.1016/s0223-5234(97)88916-7

  日期：1997.9

  The synthesis, affinities for 5-HT1A, 5-HT2, D-1, D-2, alpha(1) and alpha(2) receptors and structure-activity relationships are described for a series of arylpiperazines substituted on the N-4 atom with an omega-(2-naphthothiazole)alkyl chain. The best affinity for 5-HT1A receptors was obtained for 1-(2-methoxyphenyl)piperazine derivatives with IC50 values in the range 3.2-12 nM; however, for all the reported compounds mixed 5-HT1A/D-2/alpha affinities were observed.