(2R)-1-[4-(4-chloro[1,2,5]thiadiazol-3-yl)piperazin-1-yl)-2-methylamino-3-phenylpropan-1-one | 291748-24-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R)-1-[4-(4-chloro[1,2,5]thiadiazol-3-yl)piperazin-1-yl)-2-methylamino-3-phenylpropan-1-one
• 英文别名: (2R)-1-[4-(4-chloro[1,2,5]thiadiazol-3-yl)piperazin-1-yl]-2-methylamino-3-phenylpropan-1-one；(2R)-1-[4-(4-chloro-1,2,5-thiadiazol-3-yl)piperazin-1-yl]-2-(methylamino)-3-phenylpropan-1-one
• CAS: 291748-24-8
• 化学式: C₁₆H₂₀ClN₅OS
• 分子量: 365.887
• InChiKey: GPFQLVDBCXQRFW-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  89.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R)-1-[4-(4-chloro[1,2,5]thiadiazol-3-yl)piperazin-1-yl)-2-methylamino-3-phenylpropan-1-one 在 硼烷 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  1,2,5-Thiadiazole derivatives are potent and selective ligands at human 5-HT1A receptors

  摘要：

  Amino acid derivatives of 1,2,5-thiadiazol-3-yl-piperazine related to (+)-WAY-100135 and WAY-100635 are potent 5-HT1A receptor agonists and antagonists, which have selective affinity for 5-HT1A receptors versus alpha (1) and dopamine (D-2. D-3. and D-4) receptors (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00151-2
• 作为产物：
  描述：

  {(1R)-1-benzyl-2-[4-(4-chloro-[1,2,5]thiadiazol-3-yl)piperazin-1-yl]-2-oxo-ethyl}methylcarbamic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 (2R)-1-[4-(4-chloro[1,2,5]thiadiazol-3-yl)piperazin-1-yl)-2-methylamino-3-phenylpropan-1-one
  参考文献：
  名称：

  1,2,5-Thiadiazole derivatives are potent and selective ligands at human 5-HT1A receptors

  摘要：

  Amino acid derivatives of 1,2,5-thiadiazol-3-yl-piperazine related to (+)-WAY-100135 and WAY-100635 are potent 5-HT1A receptor agonists and antagonists, which have selective affinity for 5-HT1A receptors versus alpha (1) and dopamine (D-2. D-3. and D-4) receptors (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00151-2

文献信息

• NEW DIAZOLE DERIVATIVES AS SEROTONERGIC AGENTS
  申请人：Wyeth

  公开号：EP1161424B1

  公开（公告）日：2004-06-02
• US6239134B1
  申请人：——

  公开号：US6239134B1

  公开（公告）日：2001-05-29
• [EN] NEW DIAZOLE DERIVATIVES AS SEROTONERGIC AGENTS<br/>[FR] NOUVEAUX DERIVES DE DIAZOL UTILISES COMME AGENTS SEROTONINERGIQUES
  申请人：AMERICAN HOME PROD

  公开号：WO2000051999A1

  公开（公告）日：2000-09-08

  The present invention provides compounds of general formula (1) wherein: two atoms of X, Y, or Z are nitrogen and the third atom is sulfur or oxygen; R is H, halogen, OH, SH, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, phenoxy, thiophenoxy, phenyl or substituted phenyl; A is C, CH, or N; R1 is aryl, heteroaryl, or cycloalkyl groups, optionally substituted by from 1 to 3 substituents selected from C1-C6 alkyl, C1-C6 alkoxy; CF3, Cl, Br, F, CN, or CO2CH3; R2 is H or alkyl; R3 is C1-C6 alkyl, optionally substituted aryl, optionally substituted 5- or 6-membered heteroaryl, C3 to C8 cycloalkyl optionally substituted by C1-C6 alkyl, or a 3 to 8-membered heterocyclic ring containing one or more heteroatoms selected from O, S or N; or a pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions and methods of treating central nervous system disorders using these compounds.
• 1,2,5-Thiadiazole derivatives are potent and selective ligands at human 5-HT1A receptors
  作者：Annmarie L Sabb、Robert L Vogel、Michael G Kelly、Yvette Palmer、Deborah L Smith、Terrance H Andree、Lee E Schechter

  DOI：10.1016/s0960-894x(01)00151-2

  日期：2001.4

  Amino acid derivatives of 1,2,5-thiadiazol-3-yl-piperazine related to (+)-WAY-100135 and WAY-100635 are potent 5-HT1A receptor agonists and antagonists, which have selective affinity for 5-HT1A receptors versus alpha (1) and dopamine (D-2. D-3. and D-4) receptors (C) 2001 Elsevier Science Ltd. All rights reserved.