1-(3-chloro-4-methoxyphenyl)piperazine | 55349-31-0

• 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: 1-(3-chloro-4-methoxyphenyl)piperazine
• 英文别名: 1-(3-chloro-4-methoxy-phenyl)-piperazine；1-(3-Chlor-4-methoxyphenyl)-piperazin
• CAS: 55349-31-0
• 化学式: C₁₁H₁₅ClN₂O
• 分子量: 226.706
• InChiKey: BZGRBQVSAKNXLC-UHFFFAOYSA-N

物化性质

• 沸点：
  375.8±42.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-chloro-4-methoxyphenyl)piperazine 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 54.0h， 生成
  参考文献：
  名称：

  A_2B Adenosine Receptor Antagonists with Picomolar Potency

  摘要：

  The A(2B) adenosine receptor (A(2B)AR) was proposed as a novel target for the (immuno)therapy of cancer since A(2B)AR blockade results in antiproliferative, antiangiogenic, antimetastatic, and immunostimulatory effects. In this study, we explored the structure-activity relationships of xanthin-8-yl-benzenesulfonamides mainly by introducing a variety of linkers and substituents attached to the sulfonamide residue. A new, convergent strategy was established, which facilitated the synthesis of the target compounds. Many of the new compounds exhibited subnanomolar affinity for the A(2B)AR combined with high selectivity. Functional groups were introduced, which will allow the attachment of dyes and other reporter groups. 8-(4((4-(4-Bromophenyl)piperazin-1-yl)sulfonyl)phenyl)-1-propylxanthine (34, PSB-1901) was the most potent A(2B)-antagonist (K-i 0.0835 nM, K-B 0.0598 nM, human A(2B)AR) with >10 000-fold selectivity versus all other AR subtypes. It was similarly potent and selective at the mouse A(2B)AR, making it a promising tool for preclinical studies. Computational studies predicted halogen bonding to contribute to the outstanding potency of 34.

  DOI：

  10.1021/acs.jmedchem.9b00071
• 作为产物：
  描述：

  1-(t-butoxycarbonyl)-4-(3-chloro-4-methoxyphenyl)piperazine 在 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 1-(3-chloro-4-methoxyphenyl)piperazine
  参考文献：
  名称：

  PHENYLPYRIDINE CARBONYL PIPERAZINE DERIVATIVE

  摘要：

  公开号：

  EP1396487B1

文献信息

• Imidazo\x9b1,2-a!pyridines for the treatment of CNS and cardiac diseases
  申请人：Pharmacia & Upjohn Company

  公开号：US05912246A1

  公开（公告）日：1999-06-15

  The present invention relates to imidazo\x9b1,2-a!pyridine compounds of formula (1) ##STR1## which are dopamine D-4 antagonists and useful as anti-psychotic agents.

  本发明涉及式（1）的咪唑并[1,2-a]吡啶化合物，它们是多巴胺D-4拮抗剂，可用作抗精神病药物。
• Piperazine derivatives and methods for the preparation thereof and
  申请人：Samjin Pharmaceuticazl Co., Ltd.

  公开号：US05780472A1

  公开（公告）日：1998-07-14

  The present invention relates to novel compound of the general formula(I) and acid addition salt thereof. ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen, C.sub.1 -C.sub.8 alkyl or optionally substituted C.sub.3 -C.sub.6 membered cycloalkyl containing C.sub.3 -C.sub.8 ; R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are independently hydrogen, halogen, hydroxy, nitro, C.sub.1 -C.sub.4 lower ester, C.sub.1 -C.sub.4 lower alkyl, C.sub.1 -C.sub.4 lower alkoxy, aryl, arylalkoxy or unsaturated amine; l is an integer of 0-7; m and n are independently an integer of 0-1; W is carbon or nitrogen; X is oxygen, sulfur, optionally substituted imine; Y is nitrogen or oxygen; and Z is hydrogen, C.sub.1 -C.sub.8 alkoxy, aryloxy, C.sub.1 -C.sub.4 alkylamine, cycloamine containing N.sub.1 -N.sub.5 or oxo group. The present compounds of the above formula (I) has no only strong antimumor activities but lower toxicities, and accordingly are expected as novel antitumor agents.

  本发明涉及一般式(I)的新化合物及其酸盐。其中R.sub.1和R.sub.2独立地是氢、C.sub.1-C.sub.8烷基或可选择取代的含有C.sub.3-C.sub.6的C.sub.3-C.sub.8环烷基；R.sub.3、R.sub.4、R.sub.5、R.sub.6和R.sub.7独立地是氢、卤素、羟基、硝基、C.sub.1-C.sub.4较低酯基、C.sub.1-C.sub.4较低烷基、C.sub.1-C.sub.4较低烷氧基、芳基、芳基氧基或不饱和胺基；l是0-7的整数；m和n独立地是0-1的整数；W是碳或氮；X是氧、硫、可选择取代的亚胺；Y是氮或氧；Z是氢、C.sub.1-C.sub.8烷氧基、芳氧基、C.sub.1-C.sub.4烷基胺、含N.sub.1-N.sub.5的环胺或氧代基。上述一般式(I)的化合物具有强抗肿瘤活性和较低毒性，因此被期望作为新型抗肿瘤药物。
• [EN] 1,6-DISUBSTITUTED ISOCHROMANS FOR TREATMENT OF MIGRAINE HEADACHES<br/>[FR] ISOCHROMANS 1,6-DISUBSTITUES DESTINES AU TRAITEMENT DES CEPHALEES DE TYPE MIGRAINE
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：WO1997002259A1

  公开（公告）日：1997-01-23

  (EN) The present invention is 1,6-disubstituted isochromans of formula (I) and aromatic bicyclic amines (ABA) which are useful for the treatment of headaches, especially migraine and cluster headaches and also useful as antipsychotics and for the treatment of other CNS and/or cardiovascular disorders and as analgesics.(FR) La présente invention se rapporte à des isochromans 1,6-disubstitués représentés par la formule (I) et à des amines bicyliques aromatiques (ABA) qui s'avèrent utiles s'agissant du traitement des céphalées, et particulièrement des migraines et des céphalées vasculaires de Horton et qui sont également utiles en tant qu'antipsychotiques et s'agissant du traitement d'autres CNS et/ou troubles cardio-vasculaires et en tant qu'analgésiques.

  该发明涉及公式(I)的1,6-二取代异色烯和芳香双环胺(ABA)，其对头痛，特别是偏头痛和集群头痛的治疗有用，并且作为抗精神病药物和治疗其他中枢神经系统和/或心血管疾病以及作为镇痛剂有用。
• Imidazo[1,2-A]pyridines for the treatment of CNS and cardiac diseases
  申请人：Pharmacia & Upjohn Company

  公开号：US06013654A1

  公开（公告）日：2000-01-11

  The present invention relates to imidazo[1,2-a]pyridine compounds of formula I which are dopamine D-4 antagonists and useful as anti-psychotic agents. ##STR1##

  本发明涉及式I的咪唑[1,2-a]吡啶化合物，它们是多巴胺D-4拮抗剂，可用作抗精神病药物。##STR1##
• KOPPE V.; POESTSCH E.; SCHULTE K., EUR. J. MED. CEM., 1975, 10, NO 2, 154-161,
  作者：KOPPE V.、 POESTSCH E.、 SCHULTE K.

  DOI：——

  日期：——